CH124476A - Process for the preparation of a vat dye of the anthraquinone series. - Google Patents
Process for the preparation of a vat dye of the anthraquinone series.Info
- Publication number
- CH124476A CH124476A CH124476DA CH124476A CH 124476 A CH124476 A CH 124476A CH 124476D A CH124476D A CH 124476DA CH 124476 A CH124476 A CH 124476A
- Authority
- CH
- Switzerland
- Prior art keywords
- preparation
- vat dye
- anthraquinone series
- vat
- dye
- Prior art date
Links
- 239000000984 vat dye Substances 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title claims description 3
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 title claims 2
- 150000004056 anthraquinones Chemical class 0.000 title claims 2
- CTSLXHKWHWQRSH-UHFFFAOYSA-N oxalyl chloride Chemical compound ClC(=O)C(Cl)=O CTSLXHKWHWQRSH-UHFFFAOYSA-N 0.000 claims description 6
- 210000001015 abdomen Anatomy 0.000 claims description 2
- 239000003960 organic solvent Substances 0.000 claims description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 2
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 4
- 239000000975 dye Substances 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-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
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003086 colorant 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
- C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
- C09B1/16—Amino-anthraquinones
- C09B1/20—Preparation from starting materials already containing the anthracene nucleus
- C09B1/36—Dyes with acylated amino groups
- C09B1/42—Dyes with acylated amino groups the acyl groups being residues of an aromatic carboxylic acid
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
<B>Zusatzpatent</B> zum Hauptpatent Nr.<B>116155.</B> Verfahren zur Darstellung eines Küpenfarbstoffes der Anthraehinonreihe. Es wurde gefunden, dass man zu einem neuen wertvollen güpenfarbstoff der Anthra- chinonreihe dadurch gelangt, dass manI-Amino- 4-benzoylaminoanthr-achinon in organischen Lösungsmitteln mit Oxalylchlorid in der Wärme behandelt.
<I>Beispiel:</I> 68,4 Gewichtsteile 1-Amino-4-benzoylaini- noanthrachinon werden mit 1000 Gewichts teilen Nitrobenzol auf<B>70"</B> erhitzt und lang sam 12,7 Gewichtsteile Oxalylchlorid einge rührt. Unter kräftigem Rühren wird dann die Temperatur auf 110-115 gesteigert, bis kein 1-Amino-4-benzoylaminoanthrachinon mehr nachzuweisen ist. Das sehr schwer lösliche, feinkristallisierte Reaktionsprodukt wird heiss abgesaugt und mit Nitrobenzol und Alkohol ausgewaschen. Der so erhältliche Farbstoff löst sich in konzentrierter Schwefelsäure rot.
Er färbt aus stumpfblauer Küpe ein schönes kräftiges Orange von hervorragender Koch-, Bäuch- und Lichtechtheit.
<B> Additional patent </B> to main patent no. <B> 116155. </B> Process for the preparation of a vat dye of the anthraehinone series. It has been found that a new valuable high quality dye of the anthrachinone series is obtained by treating I-amino-4-benzoylaminoanthr-aquinone in organic solvents with oxalyl chloride under heat.
<I> Example: </I> 68.4 parts by weight of 1-amino-4-benzoylaininoanthraquinone are heated to <B> 70 "with 1000 parts by weight of nitrobenzene and 12.7 parts by weight of oxalyl chloride are slowly stirred in. The temperature is then increased to 110-115 while stirring vigorously until no more 1-amino-4-benzoylaminoanthraquinone can be detected. The finely crystallized reaction product, which is very difficult to dissolve, is suctioned off while hot and washed out with nitrobenzene and alcohol. The dye obtainable in this way dissolves in concentrated sulfuric acid red.
From a dull blue vat it colors a beautiful, strong orange that is extremely fast to cook, tummy and light fast.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH124476T | 1926-12-31 | ||
| CH116155T | 1926-12-31 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH124476A true CH124476A (en) | 1928-02-01 |
Family
ID=25708651
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH124476D CH124476A (en) | 1926-12-31 | 1926-12-31 | Process for the preparation of a vat dye of the anthraquinone series. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH124476A (en) |
-
1926
- 1926-12-31 CH CH124476D patent/CH124476A/en unknown
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