CH150794A - Process for the preparation of a dye of the anthraquinone series. - Google Patents
Process for the preparation of a dye of the anthraquinone series.Info
- Publication number
- CH150794A CH150794A CH150794DA CH150794A CH 150794 A CH150794 A CH 150794A CH 150794D A CH150794D A CH 150794DA CH 150794 A CH150794 A CH 150794A
- Authority
- CH
- Switzerland
- Prior art keywords
- dye
- preparation
- anthraquinone series
- blue
- oxyethylamine
- Prior art date
Links
- 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 description 4
- 150000004056 anthraquinones Chemical class 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title description 2
- 239000000975 dye Substances 0.000 claims description 8
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 claims description 4
- 239000004327 boric acid Substances 0.000 claims description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 3
- 239000012736 aqueous medium Substances 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- 239000003960 organic solvent Substances 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 239000000047 product Substances 0.000 description 2
- 238000009835 boiling Methods 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- AZQWKYJCGOJGHM-UHFFFAOYSA-N para-benzoquinone Natural products O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical compound [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 1
- 239000002699 waste material Substances 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
- C09B1/50—Amino-hydroxy-anthraquinones; Ethers and esters thereof
- C09B1/51—N-substituted amino-hydroxy anthraquinone
- C09B1/515—N-alkyl, N-aralkyl or N-cycloalkyl derivatives
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung eines Farbstoffes der Anthraehinonreihe. Es wurde gefunden, dass man einen Farb stoff der Anthrachinonreihe erhält, wenn man die Leukoverbindung des 1.4.5.8-Tetraoxy- anthrachinons in wässerigem Medium in Ge genwart von Borsäure mit ss - Oxyäthylamin erhitzt, wobei wahrscheinlich 2 Mol P-Oxy- äthylamin mit einem Mol des obigen Antbra- chinonderivates kondensieren,
und das so er haltene Kondensationsprodukt zum Anthra- chinonderivat oxydiert.
Der erhaltene Farbstoff bildet ein dunkles Pulver und löst sich in organischen Lösungs mitteln mit grünblauer Farbe auf. Er färbt Acetatseide nach geeigneter Verpastung in tensiv grünblau. <I>Beispiel:</I> 2,7 Teile 1.4.5.8 - Leukotetraoxyanthra.- chinon, in Form einer feinen Paste, werden mit 35 Teilen Wasser, 2,7 Teilen R-Oxyäthyl- amin und 2 Teilen Borsäure unter Luftzutritt in kochendem Wasserbade '/$-1 Stunde er- hitzt,
. wobei 2 Mol @-Oxyäthylamin mit einem Mol Leukotetraoxyanthrachinon reagieren. Es wird abfiltriert, mit heissem Wasser gewaschen und mit Sulfitablauge oder ähnlich wirkenden Produkten verpastet.
Die Kondensation kann auch unter Luft abschluss vorgenommen werden, wobei das Leukoderivat des Farbstoffes entsteht, wel ches nachträglich an der Luft oder sonst in geeigneter Weise oxydiert werden kann.
Ohne Borsäurezusatz entsteht unter sonst genau gleichen Bedingungen ein Produkt; welches Acetatseide in trübere und bedeutend rotstichigern, blauen Tönen anfärbt.
Process for the preparation of a dye of the anthraquinone series. It has been found that a dye of the anthraquinone series is obtained if the leuco compound of 1.4.5.8-tetraoxyanthraquinone is heated in an aqueous medium in the presence of boric acid with ss - oxyethylamine, probably 2 moles of P-oxyethylamine with a Condense mol of the above antonone derivative,
and the condensation product thus obtained is oxidized to give the anthracinone derivative.
The dye obtained forms a dark powder and dissolves in organic solvents with a green-blue color. After suitable pasting, it dyes acetate silk in a deep green-blue. <I> Example: </I> 2.7 parts 1.4.5.8 - Leukotetraoxyanthra.- quinone, in the form of a fine paste, are mixed with 35 parts of water, 2.7 parts of R-oxyethylamine and 2 parts of boric acid with the admission of air in in a boiling water bath / $ - 1 hour heated,
. wherein 2 moles @ -oxyethylamine react with one mole of leukotetraoxyanthraquinone. It is filtered off, washed with hot water and pasted with sulphite waste liquor or similar products.
The condensation can also be carried out in the absence of air, the leuco derivative of the dye being formed, which can subsequently be oxidized in air or in some other suitable manner.
Without the addition of boric acid, a product is created under exactly the same conditions; which dyes acetate silk in cloudy and significantly reddish tinged blue tones.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH150794T | 1930-02-01 | ||
| CH142743T | 1930-04-17 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH150794A true CH150794A (en) | 1931-11-15 |
Family
ID=25714121
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH150794D CH150794A (en) | 1930-02-01 | 1930-02-01 | Process for the preparation of a dye of the anthraquinone series. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH150794A (en) |
-
1930
- 1930-02-01 CH CH150794D patent/CH150794A/en unknown
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