CH180279A - Process for the production of a new dye. - Google Patents
Process for the production of a new dye.Info
- Publication number
- CH180279A CH180279A CH180279DA CH180279A CH 180279 A CH180279 A CH 180279A CH 180279D A CH180279D A CH 180279DA CH 180279 A CH180279 A CH 180279A
- Authority
- CH
- Switzerland
- Prior art keywords
- production
- dye
- new dye
- nitro
- methoxy
- 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 7
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 4
- 239000000843 powder Substances 0.000 claims description 3
- 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 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 2
- 229920002955 Art silk Polymers 0.000 claims description 2
- 239000000654 additive Substances 0.000 claims description 2
- 239000003960 organic solvent Substances 0.000 claims description 2
- FYXJXUMICYGRKV-UHFFFAOYSA-N 2-[(2-amino-5-nitrophenyl)methylsulfonylmethyl]-4-nitroaniline Chemical compound NC1=CC=C([N+]([O-])=O)C=C1CS(=O)(=O)CC1=CC([N+]([O-])=O)=CC=C1N FYXJXUMICYGRKV-UHFFFAOYSA-N 0.000 claims 1
- 239000000203 mixture Substances 0.000 description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000005457 ice water Substances 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- RXQNKKRGJJRMKD-UHFFFAOYSA-N 5-bromo-2-methylaniline Chemical compound CC1=CC=C(Br)C=C1N RXQNKKRGJJRMKD-UHFFFAOYSA-N 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 239000002253 acid 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
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000012778 molding material Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000003973 paint 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
- 238000003756 stirring Methods 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
-
- 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
- C09B29/0805—Amino benzenes free of acid groups
- C09B29/0807—Amino benzenes free of acid groups characterised by the amino group
- C09B29/0809—Amino benzenes free of acid groups characterised by the amino group substituted amino group
- C09B29/0811—Amino benzenes free of acid groups characterised by the amino group substituted amino group further substituted alkylamino, alkenylamino, alkynylamino, cycloalkylamino aralkylamino or arylamino
- C09B29/0813—Amino benzenes free of acid groups characterised by the amino group substituted amino group further substituted alkylamino, alkenylamino, alkynylamino, cycloalkylamino aralkylamino or arylamino substituted by OH, O-C(=X)-R, O-C(=X)-X-R, O-R (X being O,S,NR; R being hydrocarbonyl)
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Paper (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Zusatzpatent zum Hauptpatent Nr. 178224. Verfahren zur Herstellung eines neuen Farbstoffes. Es wurde gefunden, dass man einen neuen Forbstoff erhält, wenn man diazotiertes ?- Ainino-:)-nitro-phenylmetliylsulfon mit ? Methoxy - 5 - methyl - 1- N - (methoxyäthy 1) - aminohenzol vereinigt. Der so erhaltene Farbstoff bildet in trockenem Zustande ein dunkles Pulver, das sich in organisehen Lö sungsmitteln, wie Aceton, Essigester usw., mit. leuchtend rotvioletter Farbe löst.
Durch geeignete Zusätze in feine Verteilung ge bracht, färbt er Acetatlzunstseide in reinen, violetten Tönen.
Beispiel: 21,6 Teile 2-Amino-5-nitro-phenylmethy l- siilfon werden unter kräftigem Rühren in etwa<B>300</B> 'feilen Schwefelsäure gelöst und darauf durch Zusatz von 8 Teilen Natrium nitrit oder der entsprechenden Menge Nitro- sylschwefelsäure diazotiert. Man rührt, bis eine Probe in Eiswasser klar löslich ist.
Nun wird die ganze Mischung in viel Eiswasser gegeben. Die so erhaltene klare Diazolösung vereinigt man mit einer Auflösung von 19,5 Teilen ? -Methoxy - 5 -methyl-l-N-(methoxy- äthyl)-aminobenzol in der nötigen Menge verdünnter Mineralsäure. Der Farbstoff scheidet sich als dunkles Pulver aus. Nach dem die Kupplung durch Zusatz von Natriumacetat zu Ende geführt wurde, wird filtriert und neutral gewaschen.
Additional patent to main patent no. 178224. Process for the production of a new dye. It was found that a new molding material is obtained if one diazotized? - Ainino -:) - nitro-phenylmetliylsulfon with? Methoxy - 5 - methyl - 1 - N - (methoxyethy 1) - aminohenzene combined. The dye thus obtained forms a dark powder in the dry state, which dissolves in organic solvents such as acetone, ethyl acetate, etc., with. bright red-violet paint dissolves.
Finely dispersed with suitable additives, it dyes acetate artificial silk in pure, purple tones.
Example: 21.6 parts of 2-amino-5-nitro-phenylmethyl-siilfon are dissolved in about 300 pounds of sulfuric acid with vigorous stirring and then by adding 8 parts of sodium nitrite or the corresponding amount of nitro - sylsulfuric acid diazotized. The mixture is stirred until a sample is clearly soluble in ice water.
Now the whole mixture is poured into a lot of ice water. The clear diazo solution thus obtained is combined with a dissolution of 19.5 parts? -Methoxy - 5 -methyl-1-N- (methoxy- ethyl) -aminobenzene in the required amount of dilute mineral acid. The dye separates out as a dark powder. After the coupling has been completed by adding sodium acetate, the mixture is filtered and washed neutral.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH180279T | 1934-03-24 | ||
| CH178224T | 1934-03-24 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH180279A true CH180279A (en) | 1935-10-15 |
Family
ID=25720073
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH180279D CH180279A (en) | 1934-03-24 | 1934-03-24 | Process for the production of a new dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH180279A (en) |
-
1934
- 1934-03-24 CH CH180279D patent/CH180279A/en unknown
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