CH213431A - Process for the preparation of a nitrogen-containing condensation product of fluoranthene. - Google Patents
Process for the preparation of a nitrogen-containing condensation product of fluoranthene.Info
- Publication number
- CH213431A CH213431A CH213431DA CH213431A CH 213431 A CH213431 A CH 213431A CH 213431D A CH213431D A CH 213431DA CH 213431 A CH213431 A CH 213431A
- Authority
- CH
- Switzerland
- Prior art keywords
- condensation product
- fluoranthene
- nitrogen
- preparation
- containing condensation
- Prior art date
Links
- GVEPBJHOBDJJJI-UHFFFAOYSA-N fluoranthene Chemical compound C1=CC(C2=CC=CC=C22)=C3C2=CC=CC3=C1 GVEPBJHOBDJJJI-UHFFFAOYSA-N 0.000 title claims description 7
- 239000007859 condensation product Substances 0.000 title claims description 6
- 238000000034 method Methods 0.000 title claims description 5
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 4
- 239000000975 dye Substances 0.000 claims description 3
- 229920000742 Cotton Polymers 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 240000007817 Olea europaea Species 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- KEQGZUUPPQEDPF-UHFFFAOYSA-N 1,3-dichloro-5,5-dimethylimidazolidine-2,4-dione Chemical compound CC1(C)N(Cl)C(=O)N(Cl)C1=O KEQGZUUPPQEDPF-UHFFFAOYSA-N 0.000 description 1
- PXNNPGGYHAWDJW-UHFFFAOYSA-N N-(4-amino-9,10-dioxo-1-anthracenyl)benzamide Chemical compound C1=2C(=O)C3=CC=CC=C3C(=O)C=2C(N)=CC=C1NC(=O)C1=CC=CC=C1 PXNNPGGYHAWDJW-UHFFFAOYSA-N 0.000 description 1
- 241001284352 Terminalia buceras Species 0.000 description 1
- WETWJCDKMRHUPV-UHFFFAOYSA-N acetyl chloride Chemical compound CC(Cl)=O WETWJCDKMRHUPV-UHFFFAOYSA-N 0.000 description 1
- 239000012346 acetyl chloride Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- PASDCCFISLVPSO-UHFFFAOYSA-N benzoyl chloride Chemical compound ClC(=O)C1=CC=CC=C1 PASDCCFISLVPSO-UHFFFAOYSA-N 0.000 description 1
- XTHPWXDJESJLNJ-UHFFFAOYSA-N chlorosulfonic acid Substances OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- JWVIPHYUPQJQSW-UHFFFAOYSA-N fluoranthen-1-amine Chemical compound C1=CC=C2C3=CC=CC=C3C3=C2C1=CC=C3N JWVIPHYUPQJQSW-UHFFFAOYSA-N 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- ODZPKZBBUMBTMG-UHFFFAOYSA-N sodium amide Chemical compound [NH2-].[Na+] ODZPKZBBUMBTMG-UHFFFAOYSA-N 0.000 description 1
- 235000010288 sodium nitrite Nutrition 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
- C09B5/26—Carbazoles of the anthracene series
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung eines stickstoffhaltigen Kondensationsproduktes des Fluoranthens. Es wurde gefunden, dass ein stickstoff haltiges Kondensationsprodukt des, Fluor- anthens hergestellt werden kann, wenn man Di- (4'-benzoylamino-1'-anthrachinonyl) -di;- s aminofluoranthen mit kondensierenden Mit teln behandelt.
Das neue Kondensationsprodukt ist ein schwarzes Pulver, das Baumwolle aus schwarzoliver güpe in reinen schwarzbrau- io nen Tönen färbt.
Das dem Verfahren als Ausgangsprodukt dienende Di-(4'-benzoylamino-1'-anthrachi- nonyl)-diaminofluoranthen kann durch Um setzen von 1 Mol Däbromfluoranthen mit 1s 2 Mol 1-Amino-4-benzoylaminoanthrachinon, beispielsweise nach dem Verfahren des Pa tentes Nr. 208953, erhalten werden.
Als kondensierende Mittel, die sauren oder alkalischen Charakter besitzen und die 2o für sich allein, gegebenenfalls miteinander kombiniert oder zusammen mit indifferenten Lösungs- bezw. Verdünnungsmitteln verwen det werden können, kommen in Betracht: Aluminiumchlorid, Natriumamid, Acetyl- chlorid, Benzoylchlorid, Chlorsulfonsäure und besonders hochprozentige, Schwefelsäure.
Die Einwirkung der kondensierenden Mittel kann bei tiefer, mittlerer oder gegebenen falls stark erhöhter Temperatur vorgenom men werden. <I>Beispiel:</I> 1 Teil Di--(4'-benzoylamino-1'-anthra- chinonyl)-diamino-fluoranthen, erhalten nach ,dem Verfahren des Patentes Nr. 208953, wird bei<B>60-65'</B> in 18,2 Teile 90% ige Schwefelsäure eingetragen und 3-4 Stunden bei<B>60-65)</B> gerührt. Nun trägt man in Eis, gibt 0,3 Teile Natriumnitrit zu und rührt 16 Stunden bei 0---5 . Der .erhaltene Farb stoff wird erbfiltriert, gewaschen und ge trocknet.
Process for the preparation of a nitrogen-containing condensation product of fluoranthene. It has been found that a nitrogen-containing condensation product of fluoroanthene can be produced if di- (4'-benzoylamino-1'-anthraquinonyl) -di; - s aminofluoranthene is treated with condensing agents.
The new condensation product is a black powder that dyes cotton from black olive güpe in pure black-brown tones.
The di- (4'-benzoylamino-1'-anthraquinoneyl) -diaminofluoranthene, which is used as the starting product, can be converted into 2 moles of 1-amino-4-benzoylaminoanthraquinone, for example by the method of the patent No. 208953.
As condensing agents which have acidic or alkaline character and which can be used alone, optionally combined with one another or together with indifferent solutions or. Diluents that can be used are: aluminum chloride, sodium amide, acetyl chloride, benzoyl chloride, chlorosulfonic acid and especially high-percentage sulfuric acid.
The action of the condensing agents can be made at low, medium or, if necessary, greatly increased temperature. <I> Example: </I> 1 part of di - (4'-benzoylamino-1'-anthraquinonyl) -diamino-fluoranthene, obtained according to the process of patent no. 208953, is at <B> 60- 65 'entered in 18.2 parts of 90% strength sulfuric acid and stirred for 3-4 hours at <B> 60-65) </B>. Now it is carried in ice, 0.3 part of sodium nitrite is added and the mixture is stirred for 16 hours at 0-5. The dyestuff obtained is inherited by filtration, washed and dried.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH213431T | 1937-09-14 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH213431A true CH213431A (en) | 1941-02-15 |
Family
ID=4448241
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH213431D CH213431A (en) | 1937-09-14 | 1937-09-14 | Process for the preparation of a nitrogen-containing condensation product of fluoranthene. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH213431A (en) |
-
1937
- 1937-09-14 CH CH213431D patent/CH213431A/en unknown
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