CH168022A - Process for the production of a vat dye. - Google Patents
Process for the production of a vat dye.Info
- Publication number
- CH168022A CH168022A CH168022DA CH168022A CH 168022 A CH168022 A CH 168022A CH 168022D A CH168022D A CH 168022DA CH 168022 A CH168022 A CH 168022A
- Authority
- CH
- Switzerland
- Prior art keywords
- production
- dye
- vat dye
- vat
- sulfuric acid
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 4
- 239000000984 vat dye Substances 0.000 title claims description 4
- 238000009833 condensation Methods 0.000 claims description 4
- 230000005494 condensation Effects 0.000 claims description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 claims description 3
- 239000000975 dye Substances 0.000 claims description 3
- 229920000742 Cotton Polymers 0.000 claims description 2
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 6
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- XOGYQVITULCUGU-UHFFFAOYSA-N 3,4,5-trichloroaniline Chemical compound NC1=CC(Cl)=C(Cl)C(Cl)=C1 XOGYQVITULCUGU-UHFFFAOYSA-N 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000002102 aryl alkyloxo group Chemical group 0.000 description 1
- QLQIXSCZRXVTAK-UHFFFAOYSA-N benzyl 1,3-dichloro-9,10-dioxoanthracene-2-carboxylate Chemical compound ClC1=CC2=C(C(Cl)=C1C(=O)OCC1=CC=CC=C1)C(=O)C1=CC=CC=C1C2=O QLQIXSCZRXVTAK-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000009966 trimming Methods 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung eines güpenfarbstoffes. Gegenstand des Hauptpatentes ist ein Verfahren zur Herstellung eines Küpenfarb- stoffes, bei dem eine Verbindung der allge meinen Formel
EMI0001.0004
in der -R einen bei der Kondensation sich abspaltenden Rest bedeutet, mit einem kon densierend wirkenden Mittel behandelt wird. Der Rest R kann zum Beispiel eine Hydro- xyl-, Alkoxy-, Aralkyloxygruppe, Halogen usw. sein.
Es wurde nun gefunden, - dass man einen ähnlich wertvollen Küpenfarbstoff erhalten kann, wenn man eine Verbindung der allge meinen Formel
EMI0001.0011
in der -R einen bei der Kondensation sich abspaltenden Rest bedeutet, mit einem kon densierend wirkenden Mittel behandelt.
Der Farbstoff ist das 3 . 4' . 5'. 6'-Tetra- chloranthrachinon-2 . 1(N)-1' . 2'(N)-benzakri- don, löst sich in konzentrierter Schwefelsäure mit roter Farbe und liefert aus violetter Küpe auf Baumwolle leuchtende, gelbstickig rote Färbungen.
<I>Beispiel:</I> 12,2 Teile 1-Trichloranilido-3-chloranthra- chinon-2-carbonsäure (erhältlich durch Kon densation von 1 Mol 1. 3-Dichloranthrachinon- 2-carbonsäurebenzylester mit 1 Mol 3.4.5- Trichloranilin und Verseifung des Konden sationsproduktes mit konzentrierter Schwefel säure) werden mit 50 Teilen Nitrobenzol und 7 Teilen Essigsäureanhydrid drei Stunden lang unter Rühren auf 150-160 C erhitzt.
Darauf wird die Mischung mit 50 Teilen Nitrobenzol verdünnt,. worauf man bei 95 bis <B>100'</B> C allmählich 1,7 Teile konzentrierter Schwefelsäure zufügt. Man hält die Tempe ratur zirka drei Stunden lang auf gleicher Höhe, lässt darnach abkühlen und saugt das kristallinisch ausgeschiedene Reaktionspro dukt ab. Es wird mit Nitrobenzol, Benzol und Ligroin gewaschen und dürch Auskochen mit verdünnter Natronlauge von alkalilös- liehen Beimengen befreit.
Process for the production of a liquid dye. The subject of the main patent is a process for the production of a vat dye in which a compound of the general formula
EMI0001.0004
in which -R means a residue which is split off during the condensation and is treated with a condensing agent. The radical R can be, for example, a hydroxyl, alkoxy, aralkyloxy group, halogen and so on.
It has now been found - that a similarly valuable vat dye can be obtained by using a compound of the general formula
EMI0001.0011
in the -R means a residue that is split off during condensation, treated with a condensing agent.
The dye is the 3rd 4 '. 5 '. 6'-tetrachloranthraquinone-2. 1 (N) -1 '. 2 '(N) -benzakri- don, dissolves in concentrated sulfuric acid with a red color and produces bright, yellowish-red colorations from a violet vat on cotton.
<I> Example: </I> 12.2 parts of 1-trichloroanilido-3-chloroanthraquinone-2-carboxylic acid (obtainable by condensation of 1 mol of 1,3-dichloroanthraquinone-2-carboxylic acid benzyl ester with 1 mol of 3.4.5- Trichloroaniline and saponification of the condensation product with concentrated sulfuric acid) are heated with 50 parts of nitrobenzene and 7 parts of acetic anhydride for three hours at 150-160 C with stirring.
The mixture is then diluted with 50 parts of nitrobenzene. whereupon 1.7 parts of concentrated sulfuric acid are gradually added at 95 to 100 ° C. The temperature is kept at the same level for about three hours, then allowed to cool and the crystalline reaction product separated out with suction. It is washed with nitrobenzene, benzene and ligroin and freed from alkali-soluble trimmings by boiling with dilute sodium hydroxide solution.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE168022X | 1932-01-19 | ||
| CH165833T | 1933-01-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH168022A true CH168022A (en) | 1934-03-15 |
Family
ID=25718175
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH168022D CH168022A (en) | 1932-01-19 | 1933-01-09 | Process for the production of a vat dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH168022A (en) |
-
1933
- 1933-01-09 CH CH168022D patent/CH168022A/en unknown
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