CH235455A - Process for the preparation of a trisazo dye. - Google Patents
Process for the preparation of a trisazo dye.Info
- Publication number
- CH235455A CH235455A CH235455DA CH235455A CH 235455 A CH235455 A CH 235455A CH 235455D A CH235455D A CH 235455DA CH 235455 A CH235455 A CH 235455A
- Authority
- CH
- Switzerland
- Prior art keywords
- amino
- combined
- trisazo dye
- acid
- diazo compound
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 4
- 239000000975 dye Substances 0.000 claims description 11
- 150000008049 diazo compounds Chemical class 0.000 claims description 6
- 230000002378 acidificating effect Effects 0.000 claims description 4
- NAZDVUBIEPVUKE-UHFFFAOYSA-N 2,5-dimethoxyaniline Chemical compound COC1=CC=C(OC)C(N)=C1 NAZDVUBIEPVUKE-UHFFFAOYSA-N 0.000 claims description 2
- 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
- -1 Aminoazo Chemical group 0.000 claims description 2
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 claims description 2
- 229920000742 Cotton Polymers 0.000 claims description 2
- 229910052804 chromium Inorganic materials 0.000 claims description 2
- 239000011651 chromium Substances 0.000 claims description 2
- 150000001879 copper Chemical class 0.000 claims description 2
- 238000004043 dyeing Methods 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 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
- 239000003086 colorant Substances 0.000 claims 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 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
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 239000012670 alkaline solution Substances 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
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 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
- ABDKAPXRBAPSQN-UHFFFAOYSA-N veratrole Chemical compound COC1=CC=CC=C1OC ABDKAPXRBAPSQN-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
- 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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Zusatzpatent zum Hauptpatent Nr. 231710. Verfahren zur Herstellung eines Trisazofarbstoffes. VoAiegendes Patent bezieht sich auf ein Verfahren zur Herstellung eines Trisazo- fa:
rb.stoffes,dadurch gekennzeichnet, @dass man 1-Diazo-4-oxybenzol-3-carbonsäure in saurem Medium mit 1-Amino-uaphthalin-7-sulfon- säure vereinigt, den so erhaltenen Aminoazo- farbstoff dianotiert, die Diazoverbin.dung in saurem Medium mit 1-Amino-2.5-dimethoxy- benzol vereinigt,
wieder dianotiert und die Diazoverbindung des so erhaltenen Amino- disazofa.rbstoffes in alkalischem Medium mit 2.8-Dioxynaphthalin-7-sulfonsäure vereinigt.
Der so erhaltene Trisazofarbstoff ist ein dunkles Pulver, das sich in Wasser mit blauer, in konzentrierter Schwefelsäure mit blauschwarzer Farbe löst, und färbt Baum wolle in grünstichig blauen Tönen. Die Fär bungen werden durch Nachbehandeln mit Chromi- oder Kupfersalzen ohne merkliche Tonänderung sehr waschecht.
Beispiel: Die aus 15,3 Teilen 1-Amino-4-oxybenzol- 3-ca rbonsäure hergestellte Diazoverbindung wird in Gegenwart von überschüssigem Na triumacetat mit einer Lösung des Natrium salzes von 22,3 Teilen 1-Amino-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 weiterdia.zotiert.
Die Dia.zosuspension vereinigt man bei 0-5" mit einer .s.odaalkalischen Lösung von 24 Teilen 2.8-Dioxynaphthalin-7-sulfonsäure, wobei ein Zusatz von Pyridin vorteilhaft ist.
Additional patent to main patent no. 231710. Process for the production of a trisazo dye. The present patent relates to a method for making a trisazofa:
rb.stoffes, characterized in that 1-diazo-4-oxybenzene-3-carboxylic acid is combined with 1-amino-uaphthalene-7-sulfonic acid in an acidic medium, the aminoazo dye thus obtained is dianotized, the diazo compound combined with 1-amino-2,5-dimethoxybenzene in acidic medium,
dianotized again and the diazo compound of the amino disazofa dye thus obtained is combined with 2,8-dioxynaphthalene-7-sulfonic acid in an alkaline medium.
The trisazo dye obtained in this way is a dark powder which dissolves in water with a blue color, in concentrated sulfuric acid with a blue-black color, and dyes cotton in greenish blue tones. After treatment with chromium or copper salts, the dyeings become very washable without any noticeable change in tone.
Example: The diazo compound produced from 15.3 parts of 1-amino-4-oxybenzene-3-carboxylic acid is combined in the presence of excess sodium acetate with a solution of the sodium salt of 22.3 parts of 1-amino-naphthalene-7-sulfonic acid .
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 dia.zotiert by stirring with ice and hydrochloric acid and adding a solution of sodium nitrite.
The Dia.zo suspension is combined at 0-5 "with a soda-alkaline solution of 24 parts of 2,8-dioxynaphthalene-7-sulfonic acid, the addition of pyridine being advantageous.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE235455X | 1942-06-02 | ||
| CH231710T | 1943-05-14 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH235455A true CH235455A (en) | 1944-11-30 |
Family
ID=25727626
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH235455D CH235455A (en) | 1942-06-02 | 1943-05-14 | Process for the preparation of a trisazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH235455A (en) |
-
1943
- 1943-05-14 CH CH235455D patent/CH235455A/en unknown
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