CH180277A - Process for the production of a new dye. - Google Patents
Process for the production of a new dye.Info
- Publication number
- CH180277A CH180277A CH180277DA CH180277A CH 180277 A CH180277 A CH 180277A CH 180277D A CH180277D A CH 180277DA CH 180277 A CH180277 A CH 180277A
- Authority
- CH
- Switzerland
- Prior art keywords
- production
- dye
- new dye
- ethyl
- red
- 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
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 6
- 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 4
- 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
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 2
- IDKZOLARDSTQHS-UHFFFAOYSA-N N-(2-methoxybutyl)aniline Chemical compound C(C)C(CNC1=CC=CC=C1)OC IDKZOLARDSTQHS-UHFFFAOYSA-N 0.000 claims description 2
- 239000000654 additive Substances 0.000 claims description 2
- 239000003960 organic solvent Substances 0.000 claims description 2
- 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
- 238000003756 stirring Methods 0.000 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 description 1
- 229920002955 Art silk Polymers 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
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- VQTGUFBGYOIUFS-UHFFFAOYSA-N nitrosylsulfuric acid Chemical compound OS(=O)(=O)ON=O VQTGUFBGYOIUFS-UHFFFAOYSA-N 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
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
- C09B29/0805—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)
-
- 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
Zusatzpatent zum Hauptpatent Nr. 178224. verfahren zur Herstellung eines neuen Farbstoffes 1:s wurde gefunden, da,ss man einen neuen Farbstoff erhält, wenn man diazotiertes 2- .lniino-5-nitro-phenylmethylsulfon mit N- (.Äthy 1-methoxyäthyl)-aminobenzol vereinigt. Der so erhaltene Farbstoff bildet in trocke nem Zustande ein dunkles Pulver, das sich in organischen Lösungsmitteln, wie Aceton, Essigester usw., mit leuchtend rotvioletter Farbe löst.
Durch geeignete Zusätze in feine Verteilung gebracht, färbt er Acetatkunst- seide in reinen, rotvioletten Tönen.
<I>" Beispiel:</I> ?1,6 Teile 2-Amino-5-nitro-phenylmethyl- sulfon werden unter kräftigem Rühren in etwa 300 Teilen Schwefelsäure gelöst und darauf durch Zusatz von 8 Teilen NTatrium- nitrit oder der entsprechenden Menge Nitro- sylschwefelsäure dianotiert. 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 17,9 'feilen N-(Äthyl-methoxyäthyl)-aminobenzol in der nötigen Menge verdünnter Mineral säure. Der Farbstoff scheidet sich als dunk les Pulver aus. Nachdem die Kupplung durch Zusatz von \atriumacetat zu Ende geführt wurde, wird filtriert und neutral gewaschen.
Additional patent to the main patent no. 178224. process for the production of a new dye 1: s has been found that a new dye is obtained if diazotized 2-nino-5-nitro-phenylmethylsulfone with N- (.ethyl 1-methoxyethyl ) -aminobenzene combined. The dye thus obtained forms a dark powder when dry, which dissolves in organic solvents such as acetone, ethyl acetate, etc., with a bright red-violet color.
Finely distributed through suitable additives, it dyes acetate artificial silk in pure, red-violet tones.
<I> "Example: </I>? 1.6 parts of 2-amino-5-nitro-phenylmethylsulfone are dissolved in about 300 parts of sulfuric acid with vigorous stirring and then by adding 8 parts of N sodium nitrite or the corresponding amount Nitrosylsulphuric acid is dianotated, stir until a sample is clearly soluble in ice water, and then pour the whole mixture into plenty of ice water.
The clear diazo solution thus obtained is combined with a resolution of 17.9 'files N- (ethyl methoxyethyl) aminobenzene in the necessary amount of dilute mineral acid. The dye separates out as a dark powder. After the coupling has been completed by adding sodium acetate, it is filtered and washed neutral.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH178224T | 1934-03-24 | ||
| CH180277T | 1934-03-24 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH180277A true CH180277A (en) | 1935-10-15 |
Family
ID=25720071
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH180277D CH180277A (en) | 1934-03-24 | 1934-03-24 | Process for the production of a new dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH180277A (en) |
-
1934
- 1934-03-24 CH CH180277D patent/CH180277A/en unknown
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