CH180265A - Process for the production of a new azo dye. - Google Patents
Process for the production of a new azo dye.Info
- Publication number
- CH180265A CH180265A CH180265DA CH180265A CH 180265 A CH180265 A CH 180265A CH 180265D A CH180265D A CH 180265DA CH 180265 A CH180265 A CH 180265A
- Authority
- CH
- Switzerland
- Prior art keywords
- dye
- azo dye
- production
- new
- new azo
- Prior art date
Links
- 239000000987 azo dye Substances 0.000 title claims description 4
- 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
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 4
- 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
- HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-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
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 2
- 239000000654 additive Substances 0.000 claims description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 2
- 239000003960 organic solvent Substances 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- MGCGMYPNXAFGFA-UHFFFAOYSA-N 2-amino-5-nitrobenzonitrile Chemical compound NC1=CC=C([N+]([O-])=O)C=C1C#N MGCGMYPNXAFGFA-UHFFFAOYSA-N 0.000 claims 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 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
- 230000015572 biosynthetic process Effects 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
- 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
-
- 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)
Description
<B>Zusatzpatent</B> zum Hauptpatent Nr. 177266. Verfahren zur Herstellung eines neuen Azofarbstoffes. Es wurde gefunden, dass man einen neuen Azofarbstoff erhält, wenn man diazotiertes. '?-(.'y an-4-nitro-l-aminobenzol mit 3-Methyl- 1-N-(butyl-oxäthyl)-amiriobenzol vereinigt.
Der neue Farbstoff bildet in getrocknetem Zustande ein dunkles Pulver, das sich in organischen Lösungsmitteln, wie zum Bei- :ziel Essigester, Aceton, Alkohol, Äther mit rotvioletter Farbe löst. Durch geeignete Zu sätze in feine Verteilung gebracht, färbt der Farbstoff Acetatkunstseide in kräftigen, vio letten Tönen.
<I>Beispiel:</I> 16.3 Teile 2-Cyan-4-nitro-l-aminoberizol werden unter intensivem Rühren und Küh lung in eine aus 7 Teilen Natriumnitrit und etwa. 70 Teilen Schwefelsäure in bekannter Weise hergestellte Lösung von Nitrosyl- scliwefelsäure eingetragen. Man rührt bis eine Probe in Eiswasser klar löslich ist. Hier auf giesst man in viel Eiswasser.
Die erhal tene klare Diazolösung, die man durch Zu satz von Natriumhydroxydlösung teilweise neutralisiert hat, vereinigt man mit einer Lö- sung von 19,5 Teilen 3-Methyl-l-N-(butyl- oxäthyl)-aminobenzol in der nötigen Menge verdünnter Mineralsäure. Die Farbstoffbil- dung, die man noch durch Zusatz von Na triumacetat beschleunigen kann, ist in kurzer Zeit beendet. Der Farbstoff wird filtriert und neutral gewaschen.
<B> Additional patent </B> to main patent no. 177266. Process for the production of a new azo dye. It has been found that a new azo dye is obtained when diazotized. '? - (.' y an-4-nitro-1-aminobenzene combined with 3-methyl-1-N- (butyl-oxethyl) -amiriobenzene.
When dry, the new dye forms a dark powder that dissolves in organic solvents, such as ethyl acetate, acetone, alcohol, and ether with a red-violet color. Finely dispersed by suitable additives, the dye acetate artificial silk dyes in strong, purple tones.
<I> Example: </I> 16.3 parts of 2-cyano-4-nitro-l-aminoberizole are converted into one of 7 parts of sodium nitrite and about. 70 parts of sulfuric acid introduced in a known manner solution of nitrosylsulfuric acid. The mixture is stirred until a sample is clearly soluble in ice water. Here you pour in a lot of ice water.
The clear diazo solution obtained, which has been partially neutralized by adding sodium hydroxide solution, is combined with a solution of 19.5 parts of 3-methyl-1-N- (butyl oxyethyl) aminobenzene in the necessary amount of dilute mineral acid. 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 |
|---|---|---|---|
| CH180265T | 1934-02-23 | ||
| CH177266T | 1935-05-31 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH180265A true CH180265A (en) | 1935-10-15 |
Family
ID=25719946
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH180265D CH180265A (en) | 1934-02-23 | 1934-02-23 | Process for the production of a new azo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH180265A (en) |
-
1934
- 1934-02-23 CH CH180265D patent/CH180265A/en unknown
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