CH247444A - Process for the production of a vat dye. - Google Patents
Process for the production of a vat dye.Info
- Publication number
- CH247444A CH247444A CH247444DA CH247444A CH 247444 A CH247444 A CH 247444A CH 247444D A CH247444D A CH 247444DA CH 247444 A CH247444 A CH 247444A
- Authority
- CH
- Switzerland
- Prior art keywords
- production
- dye
- vat
- vat dye
- benzanthronylamino
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 5
- 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 5
- 240000007817 Olea europaea Species 0.000 claims description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 4
- 239000007859 condensation product Substances 0.000 claims description 4
- IKCLCGXPQILATA-UHFFFAOYSA-N 2-chlorobenzoic acid Chemical class OC(=O)C1=CC=CC=C1Cl IKCLCGXPQILATA-UHFFFAOYSA-N 0.000 claims description 2
- ONIKNECPXCLUHT-UHFFFAOYSA-N 2-chlorobenzoyl chloride Chemical compound ClC(=O)C1=CC=CC=C1Cl ONIKNECPXCLUHT-UHFFFAOYSA-N 0.000 claims description 2
- 229920000742 Cotton Polymers 0.000 claims description 2
- 229920000297 Rayon Polymers 0.000 claims description 2
- 235000005811 Viola adunca Nutrition 0.000 claims description 2
- 240000009038 Viola odorata Species 0.000 claims description 2
- 235000013487 Viola odorata Nutrition 0.000 claims description 2
- 235000002254 Viola papilionacea Nutrition 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 239000002964 rayon Substances 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
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- OCJBOOLMMGQPQU-UHFFFAOYSA-N 1,4-dichlorobenzene Chemical compound ClC1=CC=C(Cl)C=C1 OCJBOOLMMGQPQU-UHFFFAOYSA-N 0.000 description 1
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000003518 caustics Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 229940117389 dichlorobenzene Drugs 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000001256 steam distillation 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
- C09B5/00—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings
- C09B5/24—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings the heterocyclic rings being only condensed with an anthraquinone nucleus in 1-2 or 2-3 position
- C09B5/34—Anthraquinone acridones or thioxanthrones
- C09B5/40—Condensation products of benzanthronyl-amino-anthraquinones
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung eines Küpenfarbstoffes. Es wurde gefunden, dass ein wertvoller Küpenfarbstoff hergestellt werden kann, wenn man das in alkalischem Medium erhal tene Kondensationsprodukt aus 1-(Bzl-Benz- anthronylamino) - 5 - aminoanthrachinon mit einem Mittel behandelt, das den Rest der Formel
EMI0001.0011
abgibt.
Der neue Farbstoff ist ein olives Pulver, das sich in Schwefelsäure grün löst und aus blauvioletter Küpe Baumwolle oder Zellwolle in klaren oliven Tönen färbt.
Das dem vorliegenden Verfahren als Aus- O;angsprodukt dienende alkalische Kondensa tionsprodukt aus 1- (Bzl - Benzanthronyl- amino)-5-aminoanthrachinon kann in bekann ter Weise erhalten werden, z. B. unter Ver wendung von alkoholischen Atzalkalilösun- gen bezw. Schmelzen (vergleiche französische Patentschriften Nr.<B>697231</B> und 396583).
Als Mittel, die den Rest der obigen For mel abgeben, kommen vorzugsweise reak tionsfähige, funktionelle Derivate der o-Chlor- benzoesäure, z. B. die Säurehalogenide und insbesondere das Säurechlorid in Betracht.
Die Behandlung kann in an sich bekann ter Weise z. B. durch Erhitzen in indifferen ten, vorzugsweise hochsiedenden Lösungs mitteln, wie Nitrobenzol, Naphthalin und Di- chlorbenzol vorgenommen werden.
<I>Beispiel:</I> 20 Teile alkalisches Kondensationspro dukt aus 1- (Bzl - Benzanthronylamino) - 5 - a.minoanthrachinon werden in 250 Teilen Ni- trobenzol mit 20 Teilen o-Chlorbenzoyl- chlorid 2 Stunden rückfliessend gekocht. Nach Erkalten wird abgesaugt, der Rück stand mit Nitrobenzol gewaschen und an schliessend durch Wasserdampfdestillation der Farbstoff isoliert und getrocknet.
Process for the production of a vat dye. It has been found that a valuable vat dye can be produced if the condensation product obtained in an alkaline medium from 1- (Bzl-benzanthronylamino) -5 - aminoanthraquinone is treated with an agent which corresponds to the remainder of the formula
EMI0001.0011
gives.
The new dye is an olive powder that dissolves green in sulfuric acid and dyes cotton or rayon from a blue-violet vat in clear olive tones.
The alkaline condensation product of 1- (Bzl - benzanthronylamino) -5-aminoanthraquinone used as starting O; angsprodukt can be obtained in a known manner, e.g. B. using alcoholic caustic alkali solutions respectively. Melts (compare French Patent Nos. 697231 and 396583).
As agents that release the remainder of the formula above, are preferably reactive, functional derivatives of o-chloro-benzoic acid, eg. B. the acid halides and especially the acid chloride into consideration.
The treatment can in itself known ter way z. B. by heating in indifferen th, preferably high-boiling solvents such as nitrobenzene, naphthalene and dichlorobenzene can be made.
<I> Example: </I> 20 parts of alkaline condensation product from 1- (Bzl - benzanthronylamino) - 5 - a.minoanthraquinone are refluxed in 250 parts of nitrobenzene with 20 parts of o-chlorobenzoyl chloride for 2 hours. After cooling, the product is filtered off with suction, the residue is washed with nitrobenzene and the dye is then isolated by steam distillation and dried.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH247444T | 1944-09-25 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH247444A true CH247444A (en) | 1947-03-15 |
Family
ID=4466225
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH247444D CH247444A (en) | 1944-09-25 | 1944-09-25 | Process for the production of a vat dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH247444A (en) |
-
1944
- 1944-09-25 CH CH247444D patent/CH247444A/en unknown
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