CH200679A - Process for the preparation of a new monoazo dye. - Google Patents
Process for the preparation of a new monoazo dye.Info
- Publication number
- CH200679A CH200679A CH200679DA CH200679A CH 200679 A CH200679 A CH 200679A CH 200679D A CH200679D A CH 200679DA CH 200679 A CH200679 A CH 200679A
- Authority
- CH
- Switzerland
- Prior art keywords
- monoazo dye
- preparation
- sulfuric acid
- new monoazo
- dye
- Prior art date
Links
- 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 title claims description 3
- 238000000034 method Methods 0.000 title claims description 3
- 239000000975 dye Substances 0.000 claims description 10
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 5
- 241000974482 Aricia saepiolus Species 0.000 claims description 3
- 229920000297 Rayon Polymers 0.000 claims description 3
- -1 alkyl sulfuric acid ester Chemical class 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- 150000008049 diazo compounds Chemical class 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 159000000000 sodium salts Chemical class 0.000 claims description 2
- KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 claims 1
- 210000001217 buttock Anatomy 0.000 claims 1
- 150000003839 salts Chemical class 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- CGPPWNTVTNCHDO-UHFFFAOYSA-N 2-bromo-4-nitroaniline Chemical compound NC1=CC=C([N+]([O-])=O)C=C1Br CGPPWNTVTNCHDO-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 230000008878 coupling Effects 0.000 description 2
- 238000010168 coupling process Methods 0.000 description 2
- 238000005859 coupling reaction Methods 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Verfahren zur Herstellung eines neuen Nonoazo-Farbstoffes. Vorliegende Erfindung bezieht sich auf die Herstellung eines neuen Monoazo-Farb- stoffes, der Acetat-Kunstseide in grünlich- blauen Tönen von guter Haltbarkeit färbt.
Gemäss der Erfindung stellt man den Farbstoff durch Kuppeln von diazotiertem 2-Brom-4-nitroanilin mit dem Salz des Alkyl-Schwefelsäureesters des 1-N-ss-hydr- ogyäthylamin-5-naphtols her.
<I>Beispiel:</I> <B>21,7</B> Teile 2-Brom-4-nitroanilin werden auf bekannte Weise diazoniert. Der wässeri gen Lösung der so erhaltenen Diazoverbin- dung wird langsam unter gutem Umrühren eine neutrale Lösung von 30,5 Teilen des Natriumsalzes des Alkyl - Schwefelsäure- esters des 1-N-ss-hydrogyäthylamin-5-naphtols in 400 Teilen Wasser zugesetzt.
Die Kupp lung vollzieht sich rasch und, wenn vollstän dig, werden<B>10</B>% Salz (Volumgewicht) zuge setzt und wird das Gemisch dann durch einen Zusatz von Natriumkarbonat alkalisch ge macht. Der neue Farbstoff wird dann abfil- triert und getrocknet.
Der Farbstoff bildet ein schwarzes Pul- i <B>n</B> I ver, das sich in heissem Wasser zu einer blauen Lösung und in konzentrierter Schwe felsäure zu einer dunkelvioletten Lösung löst. Er färbt Acetat-Kunstseide in. grünlich- blauen Tönen von guter Haltbarkeit, wenn aus einem neutralen, 1 % Salz enthaltendem Färbebad angewandt.
Process for the preparation of a new nonoazo dye. The present invention relates to the production of a new monoazo dye which dyes acetate rayon in greenish-blue shades of good durability.
According to the invention, the dye is prepared by coupling diazotized 2-bromo-4-nitroaniline with the salt of the alkyl sulfuric acid ester of 1-N-ss-hydrogyethylamine-5-naphthol.
<I> Example: </I> <B> 21.7 </B> parts of 2-bromo-4-nitroaniline are diazonated in a known manner. A neutral solution of 30.5 parts of the sodium salt of the alkyl sulfuric acid ester of 1-N-ß-hydrogyethylamine-5-naphthol in 400 parts of water is slowly added to the aqueous solution of the diazo compound thus obtained.
The coupling takes place quickly and, if complete, <B> 10 </B>% salt (volume weight) is added and the mixture is then made alkaline by adding sodium carbonate. The new dye is then filtered off and dried.
The dye forms a black powder that dissolves in hot water to form a blue solution and in concentrated sulfuric acid to form a dark purple solution. It dyes acetate rayon in greenish-blue shades of good durability when applied from a neutral dye bath containing 1% salt.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB200679X | 1936-11-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH200679A true CH200679A (en) | 1938-10-31 |
Family
ID=10139830
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH200679D CH200679A (en) | 1936-11-30 | 1937-11-08 | Process for the preparation of a new monoazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH200679A (en) |
-
1937
- 1937-11-08 CH CH200679D patent/CH200679A/en unknown
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