CH267876A - Process for the production of a new azo dye. - Google Patents
Process for the production of a new azo dye.Info
- Publication number
- CH267876A CH267876A CH267876DA CH267876A CH 267876 A CH267876 A CH 267876A CH 267876D A CH267876D A CH 267876DA CH 267876 A CH267876 A CH 267876A
- Authority
- CH
- Switzerland
- Prior art keywords
- dye
- azo dye
- dianotated
- production
- new
- Prior art date
Links
- 239000000987 azo dye Substances 0.000 title claims description 4
- 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 10
- 230000008878 coupling Effects 0.000 claims description 6
- 238000010168 coupling process Methods 0.000 claims description 6
- 238000005859 coupling reaction Methods 0.000 claims description 6
- QSNSCYSYFYORTR-UHFFFAOYSA-N 4-chloroaniline Chemical compound NC1=CC=C(Cl)C=C1 QSNSCYSYFYORTR-UHFFFAOYSA-N 0.000 claims description 3
- -1 acetylaminoazo Chemical group 0.000 claims description 3
- 230000021736 acetylation Effects 0.000 claims description 3
- 238000006640 acetylation reaction Methods 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 3
- 210000002268 wool Anatomy 0.000 claims description 3
- ZARYBZGMUVAJMK-UHFFFAOYSA-N 2-amino-4-chloro-5-nitrophenol Chemical compound NC1=CC(Cl)=C([N+]([O-])=O)C=C1O ZARYBZGMUVAJMK-UHFFFAOYSA-N 0.000 claims description 2
- 244000061775 Olea africana Species 0.000 claims description 2
- 235000002852 Olea africana Nutrition 0.000 claims description 2
- 125000000738 acetamido group Chemical group [H]C([H])([H])C(=O)N([H])[*] 0.000 claims description 2
- 230000002378 acidificating effect Effects 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 238000007747 plating Methods 0.000 claims 1
- 238000002360 preparation method Methods 0.000 claims 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 3
- SOCTUWSJJQCPFX-UHFFFAOYSA-N dichromate(2-) Chemical compound [O-][Cr](=O)(=O)O[Cr]([O-])(=O)=O SOCTUWSJJQCPFX-UHFFFAOYSA-N 0.000 description 2
- HBZVNWNSRNTWPS-UHFFFAOYSA-N 6-amino-4-hydroxynaphthalene-2-sulfonic acid Chemical compound C1=C(S(O)(=O)=O)C=C(O)C2=CC(N)=CC=C21 HBZVNWNSRNTWPS-UHFFFAOYSA-N 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 150000008049 diazo compounds Chemical class 0.000 description 1
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- C09B33/00—Disazo and polyazo dyes of the types A->K<-B, A->B->K<-C, or the like, prepared by diazotising and coupling
- C09B33/02—Disazo dyes
- C09B33/08—Disazo dyes in which the coupling component is a hydroxy-amino compound
- C09B33/10—Disazo dyes in which the coupling component is a hydroxy-amino compound in which the coupling component is an amino naphthol
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Zusatzpatent zum Hauptpatent Nr. 264602. Das vorliegende Patent betrifft ein Ver fahren zur Herstellung eines neuen Azofarb- stoffes und ist, dadurch gekennzeichnet, dass rnan dianotiertes 4-Chloranilin mit dem Ace- tylaminoazofarbstoff, den man durch saure Kupplung von dianotiertem 4-Chlor-5-nitro-2- a.minophenol mit 2,
8-Aminonaphthol-6-sulfon- säure und nachfolgende Acetylierung erhält, vereinigt und das erhaltene Kupplungspro- dukt zwecks Verseifung der Acetylamino- gruppe mit verseifenden Mitteln behandelt.
<I>Beispiel:</I> 60 Teile des Acetylaminoazofarbstoffes, den man durch Kuppeln von dianotiertem 4 Chlor-5-nitro-2-aminophenol mit 2-Amino-8- naphthol-6-sulfonsäure in saurem Medium und anschliessende Acetylierung erhält, werden in 30 Teilen Wasser gelöst und in Gegenwart von 20 Teilen calc. Soda bei etwa<B>100</B> mit der Di- azoverbindung von 12,7 Teilen p-Chloranilin vereinigt.
Der gebildete Disazofarbstoff sehei- det sich zum grössten Teil aus und wird nach beendigter Kupplung durch Zugabe von wenig Soda noch völlig gefällt. Nach dem Filtrieren und Trocknen stellt der neue Farbstoff ein schwarzes Pulver dar, das Wolle in braunen Tönen färbt.
Durch Verseifung in 10 /oiger Sodalösung bei 900 erhält man den entsprechenden Amino- azofarbstoff, der Wolle aus saurem Bade in rotbraunen Tönen färbt, welche beim Nach behandeln mit Bichromat nach dunkel braun oliv umschlagen, während die Färbungen des Acetylaminodisazofarbstoffes mit Bichromat gelbstichig braun werden.
Additional patent to main patent no. 264602. The present patent relates to a process for the production of a new azo dye and is characterized in that dianotated 4-chloroaniline with the acetylaminoazo dye, which is obtained by acid coupling of dianotated 4-chloro 5-nitro-2- a.minophenol with 2,
8-aminonaphthol-6-sulfonic acid and subsequent acetylation are obtained, combined, and the coupling product obtained is treated with saponifying agents for the purpose of saponifying the acetylamino group.
<I> Example: </I> 60 parts of the acetylaminoazo dye which is obtained by coupling dianotated 4-chloro-5-nitro-2-aminophenol with 2-amino-8-naphthol-6-sulfonic acid in an acidic medium and subsequent acetylation, are dissolved in 30 parts of water and calc in the presence of 20 parts. Soda combined at about 100 with the diazo compound of 12.7 parts of p-chloroaniline.
The disazo dye formed looks for the most part and is completely precipitated after the coupling is complete by adding a little soda. After filtering and drying, the new dye is a black powder that dyes wool in brown tones.
By saponification in 10% soda solution at 900, the corresponding amino azo dye is obtained, which dyes wool from acid baths in red-brown shades which, when treated with bichromate, turn to dark brown olive, while the colors of the acetylamino disazo dye with bichromate turn yellowish brown.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH264602T | 1947-01-17 | ||
| CH267876T | 1947-01-17 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH267876A true CH267876A (en) | 1950-04-15 |
Family
ID=25730758
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH267876D CH267876A (en) | 1947-01-17 | 1947-01-17 | Process for the production of a new azo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH267876A (en) |
-
1947
- 1947-01-17 CH CH267876D patent/CH267876A/en unknown
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