CH179957A - Process for the production of a new azo dye. - Google Patents
Process for the production of a new azo dye.Info
- Publication number
- CH179957A CH179957A CH179957DA CH179957A CH 179957 A CH179957 A CH 179957A CH 179957D A CH179957D A CH 179957DA CH 179957 A CH179957 A CH 179957A
- Authority
- CH
- Switzerland
- Prior art keywords
- dye
- production
- aminobenzene
- azo dye
- new
- Prior art date
Links
- 239000000987 azo dye Substances 0.000 title claims description 3
- 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 9
- 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
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 4
- 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
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- 239000003960 organic solvent Substances 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N N-phenyl amine Natural products NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims 2
- MDQQAZZNPHZZTM-UHFFFAOYSA-N 2-(2-butoxyethyl)aniline Chemical compound CCCCOCCC1=CC=CC=C1N MDQQAZZNPHZZTM-UHFFFAOYSA-N 0.000 claims 1
- ZXVONLUNISGICL-UHFFFAOYSA-N 4,6-dinitro-o-cresol Chemical group CC1=CC([N+]([O-])=O)=CC([N+]([O-])=O)=C1O ZXVONLUNISGICL-UHFFFAOYSA-N 0.000 claims 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- 239000000203 mixture Substances 0.000 description 3
- 239000002253 acid 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
- 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
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- OZPDIPVDZHCOKA-UHFFFAOYSA-N nitrososilicon Chemical compound [Si]N=O OZPDIPVDZHCOKA-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
- 239000003381 stabilizer Substances 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)
- Coloring (AREA)
- Paper (AREA)
Description
Zusatzpatent zum Hauptpatent Nr. <B>177266.</B> Verfahren zur Herstellung eines neuen Azofarbstoffes. Es wurde gefunden, dass man einen neuen Farbstoff erhält, wenn man diazotier- tes 6-Cyan-2. 4-dinitro-l-aminobenzol mit <B>3 -</B> Methyl <B>- 1<I>- N</I> -</B> (butyl-oxäthyl) -aminobenzol vereinigt.
Der neue Farbstoff bildet, aus Alkohol umkristallisiert, in getrocknetem Zu stande ein blaues, kristallines, broneierendes Pulver, das sich in organischen Lösungsmit teln, wie zum Beispiel Essigester, Aceton, Alkohol, Äther mit blauer Farbe löst. Durch geeignete Zusätze in feine Verteilung ge bracht, färbt der Farbstoff Acetathunstseide in kräftigen, marineblauen Tönen. <I>Beispiel:</I> -)(),8 Teile 6-Cyan-2. 4-dinitro-l-amino- benzol werden unter intensivem Rühren in <B>100</B> Teile Schwefelsäure eingetragen, unter Vermeidung einer zu starken Temperatur erhöhung. Man rührt bis zur völligen Lö sung.
Die erhaltene Lösung wird auf etwa <B>0 '</B> gekühlt und mit einer aus<B>7</B> Teilen Na- triumnitrit und etwa<B>70</B> Teilen Schwefel- säure in bekannter Weise hergestellten Lö sung von Nitrosylscliweielsäure vereinigt.
Die, erhaltene Mischung, die man falls nötig zur vollständigen Lösung und Durelidiazo- tierung der Base gegebenenfalls unter Zusatz von Stabilisatoren einige Zeit auf etwa 40<B>'</B> erwärmt hat, wird darauf unter kräftigem Rühren in eine mit viel gemahlenem Eis ver setzte Lösung von<B>20,7</B> Teilen 3-Metliyl-I-N- (butyl-oxät'hyl)-aminobenzol und der nötigen Menge verdünnter Mineralsäure bei<B>0 '</B> ein getragen. Die Farbstoffbildung, die man noch durch Zusatz von Natriumacetat be- schleunigen kann, ist in kurzer Zeit beendet.
Der Farbstoff wird filtriert und neutral -e- en waschen.
Additional patent to main patent no. <B> 177266. </B> Process for the production of a new azo dye. It has been found that a new dye is obtained when diazotized 6-cyano-2. 4-dinitro-1-aminobenzene combined with <B> 3 - </B> methyl <B> - 1 <I> - N </I> - </B> (butyl-oxethyl) -aminobenzene.
Recrystallized from alcohol, the new dye forms a blue, crystalline, bronzing powder in the dried state, which dissolves in organic solvents such as ethyl acetate, acetone, alcohol, ether with a blue color. Finely dispersed with suitable additives, the dye acetate artificial silk dyes in strong, navy blue tones. <I> Example: </I> -) (), 8 parts 6-cyan-2. 4-dinitro-l-aminobenzene are introduced into 100 parts of sulfuric acid with vigorous stirring, while avoiding an excessive increase in temperature. The mixture is stirred until it is completely dissolved.
The solution obtained is cooled to about <B> 0 '</B> and prepared in a known manner with a from <B> 7 </B> parts of sodium nitrite and about <B> 70 </B> parts of sulfuric acid Solution of nitrosylsilicon acid combined.
The mixture obtained, which if necessary has been heated to about 40 for some time to completely dissolve and durelidiazotize the base, optionally with the addition of stabilizers, is then poured into a mixture of ground ice with vigorous stirring ver set solution of <B> 20.7 </B> parts of 3-methyl-IN- (butyl-oxät'hyl) -aminobenzene and the necessary amount of dilute mineral acid at <B> 0 '</B>. The dye formation, which can be accelerated by adding sodium acetate, is over in a short time.
The dye is filtered and washed neutral.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH179957T | 1934-02-23 | ||
| CH177266T | 1935-05-31 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH179957A true CH179957A (en) | 1935-09-30 |
Family
ID=25719940
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH179957D CH179957A (en) | 1934-02-23 | 1934-02-23 | Process for the production of a new azo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH179957A (en) |
-
1934
- 1934-02-23 CH CH179957D patent/CH179957A/en unknown
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