CH180285A - Process for the production of a new dye. - Google Patents
Process for the production of a new dye.Info
- Publication number
- CH180285A CH180285A CH180285DA CH180285A CH 180285 A CH180285 A CH 180285A CH 180285D A CH180285D A CH 180285DA CH 180285 A CH180285 A CH 180285A
- Authority
- CH
- Switzerland
- Prior art keywords
- dye
- new dye
- production
- ruby red
- diazotized
- Prior art date
Links
- 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 8
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 6
- YLNDNABNWASMFD-UHFFFAOYSA-N 4-[(1,3-dimethylimidazol-1-ium-2-yl)diazenyl]-n,n-dimethylaniline Chemical compound C1=CC(N(C)C)=CC=C1N=NC1=[N+](C)C=CN1C YLNDNABNWASMFD-UHFFFAOYSA-N 0.000 claims description 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 4
- -1 N- (methyl-methoxyethyl) -amino-benzene Chemical compound 0.000 claims description 3
- 239000000843 powder Substances 0.000 claims description 3
- 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
- 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
- 239000000203 mixture 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
- 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
- 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
- 239000011707 mineral Substances 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
- 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)
- Coloring (AREA)
- Paper (AREA)
Description
Zusatzpatent zum Hauptpatent Nr. 178224. Verfahren zur Herstellung eines neuen Farbstoffes. Es wurde gefunden, dass man einen neuen Farbstoff erhält, wenn man diazotiertes 2- Anrino - 5 - rritro - phenylmethylsulfon mit N- (blethyl-methoxyäthyl)-aminobenzol vereinigt.
Der so erhaltene Farbstoff bildet in trocke- nern Zustande ein dunkles Pulver, das sich in organischen Lösungsmitteln, wie Aceton, Essigester usw., mit leuchtend rubinroter Farbe löst. Durch geeignete Zusätze in feine Verteilung gebracht, färbt er Acetatkunst- seide in reinen, rubinroten Tönen.
<I>Beispiel:</I> <B>21,6</B> Teile 2-Amirro-5-nitro-phenylmethyl- sulfon werden unter kräftigem Rühren irr etwa 300 Teilen Schwefelsäure gelöst und darauf durch Zusatz von 8 Teilen Natriumnitrit oder der entsprechenden Menge Nitrosyl- schwefelsäure diazotiert. Man rührt, bis eine Probe in Eiswasser klar löslich ist. Nun wird die ganze Mischung in viel Eiswasser gege ben.
Die so erhaltene klare Diazolösung ver einigt mau mit einer Auflösung von<B>16,5</B> Teilen N-(Methyl-methoxyäthyl)-aminobenzol in der nötigen Menge verdünnter Mineralsäure. Der Farbstoff scheidet sich als dunkles Pul ver aus. Nachdem die Kupplung durch Zu satz 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 has been found that a new dye is obtained if diazotized 2-anrino-5-rritro-phenylmethylsulfone is combined with N- (methyl-methoxyethyl) -aminobenzene.
When dry, the dye thus obtained forms a dark powder which dissolves in organic solvents such as acetone, ethyl acetate, etc., with a bright ruby red color. Finely distributed through suitable additives, it dyes acetate artificial silk in pure, ruby red tones.
<I> Example: </I> <B> 21.6 </B> parts of 2-amirro-5-nitro-phenylmethylsulfone are dissolved in about 300 parts of sulfuric acid with vigorous stirring and then by adding 8 parts of sodium nitrite or the corresponding amount of nitrosylsulfuric acid is 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 combines ver with a dissolution of <B> 16.5 </B> parts of N- (methyl-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 | ||
| CH180285T | 1934-03-24 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH180285A true CH180285A (en) | 1935-10-15 |
Family
ID=25720079
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH180285D CH180285A (en) | 1934-03-24 | 1934-03-24 | Process for the production of a new dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH180285A (en) |
-
1934
- 1934-03-24 CH CH180285D patent/CH180285A/en unknown
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