CH307175A - Process for the production of a copperable azo dye. - Google Patents
Process for the production of a copperable azo dye.Info
- Publication number
- CH307175A CH307175A CH307175DA CH307175A CH 307175 A CH307175 A CH 307175A CH 307175D A CH307175D A CH 307175DA CH 307175 A CH307175 A CH 307175A
- Authority
- CH
- Switzerland
- Prior art keywords
- azo dye
- copperable
- composition
- acid
- copper
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 7
- 239000000987 azo dye Substances 0.000 title claims description 6
- 238000004519 manufacturing process Methods 0.000 title description 2
- 239000000203 mixture Substances 0.000 claims description 8
- -1 aminomonoazo compound Chemical class 0.000 claims description 6
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims description 4
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 3
- 229910052802 copper Inorganic materials 0.000 claims description 3
- 239000010949 copper Substances 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- ZLYYJUJDFKGVKB-OWOJBTEDSA-N (e)-but-2-enedioyl dichloride Chemical compound ClC(=O)\C=C\C(Cl)=O ZLYYJUJDFKGVKB-OWOJBTEDSA-N 0.000 claims description 2
- 229920000742 Cotton Polymers 0.000 claims description 2
- 239000012736 aqueous medium Substances 0.000 claims description 2
- 239000011230 binding agent Substances 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 239000000835 fiber Substances 0.000 claims description 2
- 239000001530 fumaric acid Substances 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 239000004627 regenerated cellulose Substances 0.000 claims description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 2
- 238000004040 coloring Methods 0.000 claims 1
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 1
- XGZVUEUWXADBQD-UHFFFAOYSA-L lithium carbonate Chemical compound [Li+].[Li+].[O-]C([O-])=O XGZVUEUWXADBQD-UHFFFAOYSA-L 0.000 description 1
- 229910052808 lithium carbonate Inorganic materials 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 238000003756 stirring Methods 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
- C09B45/00—Complex metal compounds of azo dyes
- C09B45/02—Preparation from dyes containing in o-position a hydroxy group and in o'-position hydroxy, alkoxy, carboxyl, amino or keto groups
- C09B45/24—Disazo or polyazo compounds
- C09B45/28—Disazo or polyazo compounds containing copper
-
- 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
- C09B43/00—Preparation of azo dyes from other azo compounds
- C09B43/12—Preparation of azo dyes from other azo compounds by acylation of amino groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Paper (AREA)
Description
<B>Zusatzpatent</B> zum Hauptpatent Nr. 290294. Verfahren zur Herstellung eines kupferbaren Azofarbstoffes. Gegenstand des vorliegenden Patentes ist ein Verfahren zur Herstellung eines kupfer baren Azofarbstoffes, welches darin besteht, dass man 1 Mol der Aminomonoazoverbindung der Zusammensetzung
EMI0001.0009
und 1 Mol der Aminomonoazoverbindung der Zusammensetzung
EMI0001.0012
vorteilhaft in wässerigem Medium und in Gegenwart eines säurebindenden Mittels, mit 1.
Mol eines Fumarsäuredihalogenids umsetzt.
Im nachfolgenden Beispiel bedeuten die Teile Gewichtsteile.
<I>Beispiel:</I> 22,1 Teile der Aminomonoazoverbindung der Zusammensetzung (I) und 34,6 Teile der Aminomonoazoverbindung der Zusammenset zung (II) werden zusammen in 2000 Teilen Wasser mit Hilfe der dazu notwendigen Menge Lithiumcarbonat neutral gelöst. Man versetzt.
die Farbstofflösung nach Zugabe von 30 Tei len kristallisiertem Natriumacetat bei 8-12 unter gutem Rühren innerhalb von 5 bis 6 Stunden mit so viel einer Mischung aus 30 Teilen Fumarsäuredichlorid und 70 Teilen Chlorbenzol, bis sich in der Reaktionslösung keine freien Aminogruppen mehr nachweisen lassen. Hierauf erwärmt man das Gemisch auf 90 , isoliert den gebildeten Disazofarbstoff auf bekannte Weise, trocknet ihn und mahlt ihn.
Der neue kupferbare Azofarbstoff ist ein dunkles Pulver, welches sich in Wasser und in konzentrierter Schwefelsäure mit roter Farbe löst. Seine Ausfärbungen auf Baumwolle und auf Fasern aus regenerierter Cellulose, die mit kupferabgebenden Mitteln behandelt werden, sind braun und besitzen ausgezeichnete Echt heitseigenschaften.
<B> Additional patent </B> to main patent no. 290294. Process for the production of a copperable azo dye. The subject of the present patent is a process for the preparation of a copper ble azo dye, which consists in that one mole of the aminomonoazo compound of the composition
EMI0001.0009
and 1 mole of the amino monoazo compound of the composition
EMI0001.0012
advantageously in an aqueous medium and in the presence of an acid-binding agent, with 1.
Reacts mol of a fumaric acid dihalide.
In the following example, the parts are parts by weight.
<I> Example: </I> 22.1 parts of the aminomonoazo compound of the composition (I) and 34.6 parts of the aminomonoazo compound of the composition (II) are dissolved together in 2000 parts of water using the necessary amount of lithium carbonate. One transfers.
the dye solution after adding 30 parts of crystallized sodium acetate at 8-12 with good stirring within 5 to 6 hours with enough of a mixture of 30 parts of fumaric acid dichloride and 70 parts of chlorobenzene until no free amino groups can be detected in the reaction solution. The mixture is then heated to 90 °, the disazo dye formed is isolated in a known manner, dried and ground.
The new copperable azo dye is a dark powder that dissolves in water and in concentrated sulfuric acid with a red color. Its coloration on cotton and on fibers made of regenerated cellulose, which are treated with copper-releasing agents, are brown and have excellent authenticity properties.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH307175T | 1952-06-16 | ||
| CH290294T | 1952-09-04 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH307175A true CH307175A (en) | 1955-05-15 |
Family
ID=25732948
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH307175D CH307175A (en) | 1952-06-16 | 1952-06-16 | Process for the production of a copperable azo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH307175A (en) |
-
1952
- 1952-06-16 CH CH307175D patent/CH307175A/en unknown
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