CH249780A - Process for the preparation of an azo dye. - Google Patents
Process for the preparation of an azo dye.Info
- Publication number
- CH249780A CH249780A CH249780DA CH249780A CH 249780 A CH249780 A CH 249780A CH 249780D A CH249780D A CH 249780DA CH 249780 A CH249780 A CH 249780A
- Authority
- CH
- Switzerland
- Prior art keywords
- dye
- azo dye
- preparation
- blue
- aminonaphthalene
- Prior art date
Links
- 239000000987 azo dye Substances 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 3
- 239000000975 dye Substances 0.000 claims description 10
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 3
- 210000002268 wool Anatomy 0.000 claims description 3
- 230000002378 acidificating effect Effects 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims 1
- 239000003086 colorant Substances 0.000 claims 1
- NYGZLYXAPMMJTE-UHFFFAOYSA-M metanil yellow Chemical group [Na+].[O-]S(=O)(=O)C1=CC=CC(N=NC=2C=CC(NC=3C=CC=CC=3)=CC=2)=C1 NYGZLYXAPMMJTE-UHFFFAOYSA-M 0.000 claims 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- ZAJAQTYSTDTMCU-UHFFFAOYSA-N 3-aminobenzenesulfonic acid Chemical compound NC1=CC=CC(S(O)(=O)=O)=C1 ZAJAQTYSTDTMCU-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- RUFPHBVGCFYCNW-UHFFFAOYSA-N alpha-aminonaphthalene Natural products C1=CC=C2C(N)=CC=CC2=C1 RUFPHBVGCFYCNW-UHFFFAOYSA-N 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
- 150000008049 diazo compounds Chemical class 0.000 description 1
- 239000002932 luster Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 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
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/24—Monoazo dyes prepared by diazotising and coupling from coupling components containing both hydroxyl and amino directing groups
- C09B29/28—Amino naphthols
- C09B29/30—Amino naphtholsulfonic acid
-
- 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
- C09B29/34—Monoazo dyes prepared by diazotising and coupling from other coupling components
- C09B29/36—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds
- C09B29/3604—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom
- C09B29/3647—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a five-membered ring with two nitrogen atoms as heteroatoms
- C09B29/3652—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a five-membered ring with two nitrogen atoms as heteroatoms containing a 1,2-diazoles or hydrogenated 1,2-diazoles
- C09B29/366—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds containing only a nitrogen as heteroatom containing a five-membered ring with two nitrogen atoms as heteroatoms containing a 1,2-diazoles or hydrogenated 1,2-diazoles containing hydroxy-1,2-diazoles, e.g. pyrazolone
-
- 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
- C09B31/00—Disazo and polyazo dyes of the type A->B->C, A->B->C->D, or the like, prepared by diazotising and coupling
- C09B31/02—Disazo dyes
- C09B31/04—Disazo dyes from a coupling component "C" containing a directive amino group
- C09B31/053—Amino naphthalenes
- C09B31/057—Amino naphthalenes containing acid groups, e.g. —CO2H, —SO3H, —PO3H2, —OSO3H, —OPO2H2; Salts thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Zusatzpatent zum Hauptpatent Nr. 244603. Verfahren zur Herstellung eines Azofarbstoffes. Es wurde gefunden, dass man zu einem neuen Azofarbstoff gelangt, wenn man den diazotierten 1VIonoazofa.rbstoff der Formel
EMI0001.0007
mit 1- N - Pherlyl - (2"- methyl - 4' - phenoxy)- aminonaphthalin-8=sulfonsäure kuppelt.
Der neue Farbstoff bildet ein blaues Pul ver mit grünlichem Oberflächenglanz, das Wolle aus schwach saurem Bade in echten, blauen Tönen färbt. <I>Beispiel:</I> Der durch Diazotieren von 35 Teilen. 1- Aminobenzol-3-sulfonsäure und Kuppeln mit 29 Teilen 1-Aminonaphthalin erhältliche Aminoazofarbstoff wird wie üblich diazo- tiert. Die Diazoverbindung wird mit 200 Tei len Methylalkohol anggeschlämmt und unter halb 0
C in eine Lösung von 90 Teilen 1-N- Phenyl - (2"-methyl-4'-phenoxy) - aminonaph- thalin-8-sulf onsäure in 1000 Teilen Methyl alkohol eingetragen. Nacheinigen Stunden wird der gebildete Farbstoff isoliert, in ver dünnter Natriumcarbonatlösung gelöst und in der Wärme mit Natriumchloridlösung gefällt, abgesaugt und mit verdünnter Natrium chloridlösung gewaschen. Der getrocknete Farbstoff ist ein blaues Pulver mit grün lichem Oberflächenglanz, das sich in Wasser mit blauer Farbe löst. Der Farbstoff färbt Wolle aus essigsaurem Bade blau.
Additional patent to main patent No. 244603. Process for the production of an azo dye. It has been found that a new azo dye is obtained if one uses the diazotized 1Vionoazofa dye of the formula
EMI0001.0007
with 1- N - pherlyl - (2 "- methyl - 4 '- phenoxy) - aminonaphthalene-8 = sulfonic acid.
The new dye forms a blue powder with a greenish surface sheen that dyes wool from a weakly acidic bath in real blue tones. <I> Example: </I> The one made by diazotizing 35 parts. 1- aminobenzene-3-sulfonic acid and coupling with 29 parts of 1-aminonaphthalene aminoazo dye is diazo- as usual. The diazo compound is slurried with 200 Tei len methyl alcohol and below half zero
C in a solution of 90 parts of 1-N-phenyl - (2 "-methyl-4'-phenoxy) - aminonaphthalene-8-sulfonic acid in 1000 parts of methyl alcohol. After a few hours, the dye formed is isolated, in ver dissolved in a thin sodium carbonate solution and precipitated with sodium chloride solution while warm, suction filtered and washed with dilute sodium chloride solution. The dried dye is a blue powder with a greenish surface luster that dissolves in water with a blue color. The dye dyes wool from acetic acid bath blue.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH249780T | 1945-07-12 | ||
| CH244603T | 1946-06-07 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH249780A true CH249780A (en) | 1947-07-15 |
Family
ID=25728966
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH249780D CH249780A (en) | 1945-07-12 | 1945-07-12 | Process for the preparation of an azo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH249780A (en) |
-
1945
- 1945-07-12 CH CH249780D patent/CH249780A/en unknown
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