CH188528A - Process for the production of a vat dye. - Google Patents
Process for the production of a vat dye.Info
- Publication number
- CH188528A CH188528A CH188528DA CH188528A CH 188528 A CH188528 A CH 188528A CH 188528D A CH188528D A CH 188528DA CH 188528 A CH188528 A CH 188528A
- Authority
- CH
- Switzerland
- Prior art keywords
- production
- vat dye
- dye
- aminoanthraquinone
- parts
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 4
- 239000000984 vat dye Substances 0.000 title claims description 4
- 238000004519 manufacturing process Methods 0.000 title claims description 3
- 239000000975 dye Substances 0.000 claims description 7
- 210000002268 wool Anatomy 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 claims description 2
- 238000009833 condensation Methods 0.000 claims description 2
- 230000005494 condensation Effects 0.000 claims description 2
- 238000005406 washing Methods 0.000 claims description 2
- RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 4
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 4
- 239000003085 diluting agent Substances 0.000 description 3
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 2
- KHUFHLFHOQVFGB-UHFFFAOYSA-N 1-aminoanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2N KHUFHLFHOQVFGB-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 229960004365 benzoic acid Drugs 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- 239000012024 dehydrating agents Substances 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung eines Nüpenfarbstoffes. Im Hauptpatent ist ein Verfahren zur Herstellung eines Küpenfarbstoffes beschrie ben, nach dem man a-Aminoanthrachinon mit 2-0x#-3-methylbenzol-l-carbonsäure kon densiert.
Es wurde nun gefunden, dass man eben falls einen wertvollen güpenfarbstoff erhält, wenn man a-Aminoanthrachinon mit einer Verbindung der Formel:
EMI0001.0008
worin X einen bei der Kondensation sich ab spaltenden Rest, zum Beispiel OH oder Ha logen bedeutet, kondensiert.
Zur Herstellung des Farbstoffes kann man entweder a-Aminoanthraehinon mit dem Chlorid der 3-Methyl-6-ex, benzolcarbonsäure (zweckmässig in Gegenwart eines Verdün- nungsmittels)
behandeln oder auf ein<B>G</B>e misch von a-Aminoanthrachinon mit der 3- Methyl-6-oxybenzolcarbonsäure in einem ge eigneten Verdünnungsmittel ein wasserent ziehendes Mittel, zum Beispiel Thionylchlo- rid oder Phosphorogychlorid, einwirken las sen. Als Verdünnungsmittel kommen zum Beispiel Nitrobenzol oder o-Dichlorbenzol in Betracht.
Der Farbstoff ist sehr leicht verküpbar und färbt Wolle in sehr klaren, gleich mässigen gelben Tönen, die sich durch her vorragende Licht-, Dekatur- und Waschecht heit auszeichnen. <I>Beispiel:</I> 223 Teile a-Aminoanthrachinon und 170 Teile 3 - Methyl - 6 - ogybenzol -1- carbonsäure werden in 4000 Teile technisches o-Dichlor- benzol eingetragen.
Dann lässt man bei 60 bis<B>70'</B> C während etwa 2 Stunden 140 Teile Thionylchlorid zutropfen. Man erhitzt dann langsam zum Sieden und lässt nach etwa 22 Stunden erkalten, wobei der Farbstoff in gelben Nadeln auskristallisiert. Er wird ab filtriert, ausgewaschen und getrocknet. In konzentrierter Schwefelsäure löst er sich mit oranger Farbe; beim Eingiessen der Lösung in Wasser fällt er in Form hellgelber Flok- ken aus.
Auf Wolle erhält man aus milder alkalischer Küpe ein sehr klares, grünstichi- ges Gelb von hervorragender Dekatur-, Wasch- und Lichtechtheit.
Process for the production of a pebble dye. The main patent describes a process for the preparation of a vat dye, according to which a-aminoanthraquinone is condensed with 2-0x # -3-methylbenzene-1-carboxylic acid.
It has now been found that a valuable high-quality dye is also obtained if a-aminoanthraquinone is combined with a compound of the formula:
EMI0001.0008
where X is a radical which splits off during the condensation, for example OH or halogen, is condensed.
To prepare the dye you can either a-aminoanthraehinone with the chloride of 3-methyl-6-ex, benzenecarboxylic acid (expediently in the presence of a diluent)
treat or a mixture of α-aminoanthraquinone with 3-methyl-6-oxybenzenecarboxylic acid in a suitable diluent and allow a dehydrating agent, for example thionyl chloride or phosphorogychloride, to act. Examples of suitable diluents are nitrobenzene or o-dichlorobenzene.
The dye is very easy to knead and dyes wool in very clear, evenly yellow tones, which are characterized by excellent light, decatur and wash fastness. <I> Example: </I> 223 parts of a-aminoanthraquinone and 170 parts of 3-methyl-6-ogybenzene-1-carboxylic acid are introduced into 4000 parts of technical-grade o-dichlorobenzene.
140 parts of thionyl chloride are then added dropwise at from 60 to 70 ° C. over a period of about 2 hours. The mixture is then slowly heated to the boil and allowed to cool after about 22 hours, the dye crystallizing out in yellow needles. It is filtered off, washed and dried. It dissolves in concentrated sulfuric acid with an orange color; when the solution is poured into water, it precipitates in the form of light yellow flakes.
A very clear, greenish yellow of excellent decatur, washing and lightfastness is obtained on wool from a mildly alkaline vat.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE188528X | 1934-07-06 | ||
| CH185151T | 1935-06-07 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH188528A true CH188528A (en) | 1936-12-31 |
Family
ID=25721171
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH188528D CH188528A (en) | 1934-07-06 | 1935-06-07 | Process for the production of a vat dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH188528A (en) |
-
1935
- 1935-06-07 CH CH188528D patent/CH188528A/en unknown
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