CH235452A - Process for the preparation of a trisazo dye. - Google Patents
Process for the preparation of a trisazo dye.Info
- Publication number
- CH235452A CH235452A CH235452DA CH235452A CH 235452 A CH235452 A CH 235452A CH 235452D A CH235452D A CH 235452DA CH 235452 A CH235452 A CH 235452A
- Authority
- CH
- Switzerland
- Prior art keywords
- dye
- combined
- amino
- diazo
- carboxylic acid
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title description 2
- 239000000975 dye Substances 0.000 claims description 10
- 230000002378 acidificating effect Effects 0.000 claims description 4
- 150000008049 diazo compounds Chemical class 0.000 claims description 4
- 239000000987 azo dye Substances 0.000 claims description 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 3
- QEZZCWMQXHXAFG-UHFFFAOYSA-N 8-aminonaphthalene-2-sulfonic acid Chemical compound C1=C(S(O)(=O)=O)C=C2C(N)=CC=CC2=C1 QEZZCWMQXHXAFG-UHFFFAOYSA-N 0.000 claims description 2
- 229920000742 Cotton Polymers 0.000 claims description 2
- 239000003086 colorant Substances 0.000 claims description 2
- 150000001879 copper Chemical class 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 2
- -1 1-amino-2.5-dimethoxybenzal Chemical class 0.000 claims 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- NAZDVUBIEPVUKE-UHFFFAOYSA-N 2,5-dimethoxyaniline Chemical compound COC1=CC=C(OC)C(N)=C1 NAZDVUBIEPVUKE-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 150000001735 carboxylic acids Chemical class 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
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000725 suspension Substances 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
- C09B31/00—Disazo and polyazo dyes of the type A->B->C, A->B->C->D, or the like, prepared by diazotising and coupling
- C09B31/16—Trisazo dyes
- C09B31/20—Trisazo dyes from a coupling component"D" containing a directive hydroxyl group
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
- Paper (AREA)
Description
Verfahren zur Herstellung eines Trisazofarbstoffes. Vorliegendes Patent bezieht sich auf ein Verfahren zur Herstellung eines Trisazo- farbstoffes,dadurch gekennzeichnet, dass man 1-Diazo-4-oxybenzol-3-carbonsäure in saurem Medium mit 1-Amino-naphthalin-7-sulfon- säure, vereinigt, den so erhaltenen Amino- azofarbstoff diazotiert,
die Diazove-rbindung in saurem Medium mit 1-Amino-2.5-dimeth- oxybenzol vereinigt, wieder diazotiert und .die Diazoverhindung des so erhaltenen Amino- dis.azofarbstoffes in alkalischem Medium mit. 2- Oxynaphthalin-3-carbonsäure-6-sulf onsäure vereinigt.
Der so erhaltene Trisazofarbstoff ist ein dunkles Pulver, das sich in Wasser mit grau blauer, in konzentrierter Schwefelsäure mit b.lausehwarzer Farbe .löst, und färbt Baum wolle in .grünstichig grauen Tönen. Die Fär bungen werden .durch Nachbehandeln mit Ghromi- oder Kupfersalzen etwas röter und sehr waschecht.
<I>Beispiel:</I> Die aus 15,3 Teilen 1-Amin,o-4-oxybenzol- 3=earbonsäure hergestellte Diazoverbindung wird in Gegenwart von überschüssigem Na triumacetat mit einer Lösung des Natrium salzes von 22,3 Teilen 1-A.mino-naphthalin-7- sulfonsäure vereinigt. Nach beendeter Kupp lung wird der Farbstoff weiterdiazotiert und die Diazoverbindung in essigsaurer Lösung mit 15 ,Teilen 1-Amino-2.5-dimethoxybenzol vereinigt.
Der Farbstoff wird abgeschieden und durch Anrühren mit Eis und Salzsäure und Zugabe einer Lösung von Natriumnitrit weiterdiazotiert.
Die Diazosuspens.ion vereinigt man bei 0-5 mit einer sodaadkalis,chen Lösung von 26,8 Teilen 2-Oxynaphthalin-3-carbonsäure- 6-sulfonsäure, wobei ein Zusatz von Pyridin vorteilhaft ist.
Process for the preparation of a trisazo dye. The present patent relates to a process for the production of a trisazo dye, characterized in that 1-diazo-4-oxybenzene-3-carboxylic acid is combined in an acidic medium with 1-aminonaphthalene-7-sulfonic acid, the so diazotized amino azo dye obtained,
the diazo bond in an acidic medium is combined with 1-amino-2,5-dimethoxybenzene, diazotized again and the diazo bond of the amino dis.azo dye thus obtained in an alkaline medium with. 2-oxynaphthalene-3-carboxylic acid-6-sulfonic acid combined.
The trisazo dye obtained in this way is a dark powder that dissolves in water with gray-blue, in concentrated sulfuric acid with a louse-black color, and dyes cotton in green-tinged gray tones. After treatment with ghromi or copper salts, the colors become a little redder and very washable.
<I> Example: </I> The diazo compound produced from 15.3 parts of 1-amine, o-4-oxybenzene- 3 = carboxylic acid is trium acetate with a solution of the sodium salt of 22.3 parts 1- A.mino-naphthalene-7-sulfonic acid combined. After coupling has ended, the dye is further diazotized and the diazo compound is combined in acetic acid solution with 15 parts of 1-amino-2,5-dimethoxybenzene.
The dye is deposited and further diazotized by stirring with ice and hydrochloric acid and adding a solution of sodium nitrite.
The diazo suspension is combined at 0-5 with a sodaadkalis, chen solution of 26.8 parts of 2-oxynaphthalene-3-carboxylic acid-6-sulfonic acid, the addition of pyridine being advantageous.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE235452X | 1942-06-02 | ||
| CH231710T | 1943-05-14 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH235452A true CH235452A (en) | 1944-11-30 |
Family
ID=25727623
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH235452D CH235452A (en) | 1942-06-02 | 1943-05-14 | Process for the preparation of a trisazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH235452A (en) |
-
1943
- 1943-05-14 CH CH235452D patent/CH235452A/en unknown
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