CH199961A - Process for the preparation of an azo dye. - Google Patents
Process for the preparation of an azo dye.Info
- Publication number
- CH199961A CH199961A CH199961DA CH199961A CH 199961 A CH199961 A CH 199961A CH 199961D A CH199961D A CH 199961DA CH 199961 A CH199961 A CH 199961A
- Authority
- CH
- Switzerland
- Prior art keywords
- ethyl
- azo dye
- aqueous solution
- preparation
- dissolves
- Prior art date
Links
- 239000000987 azo dye Substances 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 6
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 6
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims description 5
- 239000000975 dye Substances 0.000 claims description 5
- 239000007864 aqueous solution Substances 0.000 claims description 4
- VBEGHXKAFSLLGE-UHFFFAOYSA-N n-phenylnitramide Chemical compound [O-][N+](=O)NC1=CC=CC=C1 VBEGHXKAFSLLGE-UHFFFAOYSA-N 0.000 claims description 3
- 159000000000 sodium salts Chemical class 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 239000003960 organic solvent Substances 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 229920000297 Rayon Polymers 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 239000000243 solution Substances 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 150000001447 alkali salts Chemical class 0.000 description 1
- 238000009835 boiling 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
- -1 ethyl - ethyl Chemical group 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- AKHNMLFCWUSKQB-UHFFFAOYSA-L sodium thiosulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=S AKHNMLFCWUSKQB-UHFFFAOYSA-L 0.000 description 1
- 235000019345 sodium thiosulphate Nutrition 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
- C09B29/0801—Amino benzenes containing acid groups, e.g. COOH, SO3H, PO3H2, OSO3H, OPO3H2; SO2NHSO2R or salts thereof, R being hydrocarbonyls
- C09B29/0803—Amino benzenes containing acid groups, e.g. COOH, SO3H, PO3H2, OSO3H, OPO3H2; SO2NHSO2R or salts thereof, R being hydrocarbonyls containing SO3H, OSO3H
-
- 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)
- Coloring (AREA)
Description
<B>Zusatzpatent</B> zum Hauptpatent Nr. 198139. Verfahren zur Herstellung eines Azofarbstoffes. Es wurde gefunden, dass man einen wert vollen, in Form eines Alkalisalzes in Wasser löslichen Azofarbstoff erhält, wenn man di- azotiertes 3-Nitroaminobenzol mit der wäs serigen Lösung des Natriumsalzes des N- (Äthyl - ss- thioschwefelsäureäthyl)-aminoben- zols vereinigt.
Der Farbstoff bildet in trocke nem Zustande ein gelbrotes Pulver, das sich in organischen Lösungsmitteln, wie Aceton, Essigsäureäthylester, und in Wasser mit oranger Farbe löst. Er färbt Acetatkunst- seide aus wässeriger Lösung in echten oran gen Tönen.
<I>Beispiel:</I> 13,8 Teile 3-Nitroaminobenzol werden mit 7 Gewichtsteilen Natriumnitrit und Salz säure unter Zusatz von Eis in bekannter Weise diazotiert und die erhaltene Diazo- lösung mit einer Lösung, enthaltend 28,3 Teile des Natriumsalzes des N-(Äthyl-ss-thio- schwefelsäureäthyl)-aminobenzols, das man er hält durch Umsetzung von N-(Äthyl-ss-brom- äthyl)
- aminobenzol mit Natriumthiosulfat in kochender wässeriger Acetonlösung, ver einigt. Man führt die Kupplung durch Zu satz von Natriumacetat zu Ende, fällt den Farbstoff, falls nötig, durch Zugabe von Na triumchlorid völlig aus, filtriert und wäscht neutral.
<B> Additional patent </B> to main patent no. 198139. Process for the production of an azo dye. It has been found that a valuable azo dye which is soluble in water in the form of an alkali salt is obtained if diazotized 3-nitroaminobenzene is combined with the aqueous solution of the sodium salt of N- (ethyl - ethyl ss- thiosulfuric acid) aminobenzene .
When dry, the dye forms a yellow-red powder which dissolves in organic solvents such as acetone, ethyl acetate, and in water with an orange color. It dyes artificial acetate silk from an aqueous solution in real orange tones.
<I> Example: </I> 13.8 parts of 3-nitroaminobenzene are diazotized with 7 parts by weight of sodium nitrite and hydrochloric acid with the addition of ice in a known manner and the resulting diazo solution with a solution containing 28.3 parts of the sodium salt of N- (ethyl-ss-thio- sulfuric acid ethyl) -aminobenzene, which is obtained by converting N- (ethyl-ss-bromo-ethyl)
- aminobenzene combined with sodium thiosulfate in boiling aqueous acetone solution. The coupling is completed by adding sodium acetate, the dye is precipitated out completely, if necessary, by the addition of sodium chloride, filtered and washed neutral.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH198139T | 1937-02-03 | ||
| CH199961T | 1937-02-03 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH199961A true CH199961A (en) | 1938-09-15 |
Family
ID=25723071
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH199961D CH199961A (en) | 1937-02-03 | 1937-02-03 | Process for the preparation of an azo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH199961A (en) |
-
1937
- 1937-02-03 CH CH199961D patent/CH199961A/en unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CH199964A (en) | Process for the preparation of an azo dye. | |
| CH199960A (en) | Process for the preparation of an azo dye. | |
| CH199962A (en) | Process for the preparation of an azo dye. | |
| CH198139A (en) | Process for the preparation of an azo dye. | |
| CH199963A (en) | Process for the preparation of an azo dye. | |
| CH119898A (en) | Process for the production of a new dye. | |
| CH165039A (en) | Process for the production of a new azo dye. | |
| CH226018A (en) | Process for the production of a new azo dye. | |
| CH199092A (en) | Process for the preparation of an azo dye. | |
| CH172572A (en) | Process for the production of a new azo dye. | |
| CH236997A (en) | Process for the production of a new azo dye. | |
| CH171233A (en) | Process for the production of a new azo dye. | |
| CH238624A (en) | Process for the production of a new azo dye. | |
| CH236533A (en) | Process for the preparation of an azo dye. | |
| CH236532A (en) | Process for the preparation of an azo dye. | |
| CH238336A (en) | Process for the preparation of a new disazo dye. | |
| CH165414A (en) | Process for the production of a new azo dye. | |
| CH165415A (en) | Process for the production of a new azo dye. | |
| CH172573A (en) | Process for the production of a new azo dye. | |
| CH165410A (en) | Process for the production of a new azo dye. | |
| CH238625A (en) | Process for the production of a new azo dye. | |
| CH237130A (en) | Process for the production of a new azo dye. | |
| CH238626A (en) | Process for the production of a new azo dye. | |
| CH202248A (en) | Process for the preparation of an azo dye. | |
| CH165409A (en) | Process for the production of a new azo dye. |