CH176037A - Process for the production of a vat dye. - Google Patents
Process for the production of a vat dye.Info
- Publication number
- CH176037A CH176037A CH176037DA CH176037A CH 176037 A CH176037 A CH 176037A CH 176037D A CH176037D A CH 176037DA CH 176037 A CH176037 A CH 176037A
- Authority
- CH
- Switzerland
- Prior art keywords
- nitrobenzene
- zinc chloride
- bromine
- isodibenzanthrone
- vat dye
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 3
- 239000000984 vat dye Substances 0.000 title claims description 3
- 238000004519 manufacturing process Methods 0.000 title description 2
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 claims description 12
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 claims description 10
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 8
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 8
- 229910052794 bromium Inorganic materials 0.000 claims description 8
- 235000005074 zinc chloride Nutrition 0.000 claims description 5
- 239000011592 zinc chloride Substances 0.000 claims description 5
- 230000031709 bromination Effects 0.000 claims description 4
- 238000005893 bromination reaction Methods 0.000 claims description 4
- BSIHWSXXPBAGTC-UHFFFAOYSA-N isoviolanthrone Chemical compound C12=CC=CC=C2C(=O)C2=CC=C3C(C4=C56)=CC=C5C5=CC=CC=C5C(=O)C6=CC=C4C4=C3C2=C1C=C4 BSIHWSXXPBAGTC-UHFFFAOYSA-N 0.000 claims description 4
- 229920000742 Cotton Polymers 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 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- 235000005811 Viola adunca Nutrition 0.000 description 1
- 240000009038 Viola odorata Species 0.000 description 1
- 235000013487 Viola odorata Nutrition 0.000 description 1
- 235000002254 Viola papilionacea Nutrition 0.000 description 1
- 244000172533 Viola sororia Species 0.000 description 1
- 239000000975 dye Substances 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
- C09B3/00—Dyes with an anthracene nucleus condensed with one or more carbocyclic rings
- C09B3/22—Dibenzanthrones; Isodibenzanthrones
- C09B3/30—Preparation from starting materials already containing the dibenzanthrone or isodibenzanthrone nucleus
- C09B3/32—Preparation from starting materials already containing the dibenzanthrone or isodibenzanthrone nucleus by halogenation
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren<B>zur</B> Herstellung eines Nüpenfarbstoffes. Es wurde gefunden, dass man einen rein blau-violett färbenden Küpenfarbstoff erhält, wenn man Isodiberizanthron in iiitrobenzo- lischeni Medium im Gegenwart von minde- stens <B>5</B> % Chlorzink mit etwa 1,2 Teilen Brom bromiert. Das so erhaltene Produkt,
das einen Bromgehalt von etwa 20 1/o auf weist, bildet ein dunkles Pulver, das sich in konzentrierter Schwefelsäure mit grüner Farbe löst. Dasselbe gibt eine blaue Küpe, ans der Baumwolle in reinen violetten Tönen gefärbt wird, die blauer sind als diejenigen, die mit einem Bromierungsprodukt von gleichem Bromgehalt, das durch Bromieren des Isodi- benzanthrons in Nitrobenzol ohne Zusatz von Chlorzink hergestellt worden ist, erhalten werden.
<I>Beispiel:</I> <B>1</B> Teil reines Isodibenzanthron und 0,4 Teile wasserfreies Zinkchlorid werden in<B>16</B> Teilen trockenem Nitrobenzol unter Rühren auf<B>1800</B> erwärmt. Dann lässt man innert etwa 20 Stunden 1,2 Teile Brom, gelöst in <B>8</B> Teilen Nitrobenzol, zutropfen, unter Inrie- haltung einer Temperatur von<B>180-185'.</B> Nach beendeter Bromzugabe lässt man noch 4 Stunden nachreagieren und hierauf erkal ten.
Man saugt ab und behandelt den Nutsch- kuchen unter Zusatz von Soda mit Wasser dampf. Der nitrobenzolfreie Rückstand wird filtriert, mit Wasser, dann mit verdünnter Salzsäure und zuletzt wieder mit Wasser ausgewasclien und getrocknet.
Process <B> for </B> production of a pebble dye. It has been found that a purely blue-violet colored vat dye is obtained when isodiberizanthrone is brominated in a nitrobenzene medium in the presence of at least 5% zinc chloride with about 1.2 parts of bromine. The product thus obtained,
which has a bromine content of about 20 1 / o, forms a dark powder that dissolves in concentrated sulfuric acid with a green color. The same gives a blue vat, on which cotton is dyed in pure violet tones, which are bluer than those obtained with a bromination product of the same bromine content, which has been prepared by bromination of isodibenzanthrone in nitrobenzene without the addition of zinc chloride.
<I> Example: </I> <B> 1 </B> part of pure isodibenzanthrone and 0.4 part of anhydrous zinc chloride are mixed in <B> 16 </B> parts of dry nitrobenzene with stirring to <B> 1800 </ B > warms. Then, within about 20 hours, 1.2 parts of bromine, dissolved in 8 parts of nitrobenzene, are added dropwise while maintaining a temperature of 180-185 °. After the addition of bromine has ended leave to react for another 4 hours and then cool.
It is filtered off with suction and treated with steam with the addition of soda. The nitrobenzene-free residue is filtered, washed out with water, then with dilute hydrochloric acid and finally again with water and dried.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH176037T | 1934-05-19 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH176037A true CH176037A (en) | 1935-03-31 |
Family
ID=4426665
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH176037D CH176037A (en) | 1934-05-19 | 1934-05-19 | Process for the production of a vat dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH176037A (en) |
-
1934
- 1934-05-19 CH CH176037D patent/CH176037A/en unknown
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