CH175248A - Process for the preparation of an acidic wool dye of the anthraquinone series. - Google Patents
Process for the preparation of an acidic wool dye of the anthraquinone series.Info
- Publication number
- CH175248A CH175248A CH175248DA CH175248A CH 175248 A CH175248 A CH 175248A CH 175248D A CH175248D A CH 175248DA CH 175248 A CH175248 A CH 175248A
- Authority
- CH
- Switzerland
- Prior art keywords
- preparation
- anthraquinone series
- dye
- acidic
- melt
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 6
- 210000002268 wool Anatomy 0.000 title claims description 6
- 230000002378 acidificating effect Effects 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title claims description 4
- 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 description 3
- 150000004056 anthraquinones Chemical class 0.000 title description 3
- 239000000975 dye Substances 0.000 claims description 6
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 4
- 239000000155 melt Substances 0.000 claims description 3
- FVXPBEUYCCZFJT-UHFFFAOYSA-N 9,10-dihydroxy-2,3-dihydroanthracene-1,4-dione Chemical compound C1=CC=C2C(O)=C(C(=O)CCC3=O)C3=C(O)C2=C1 FVXPBEUYCCZFJT-UHFFFAOYSA-N 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims description 2
- 240000007817 Olea europaea Species 0.000 claims 1
- FWFGVMYFCODZRD-UHFFFAOYSA-N oxidanium;hydrogen sulfate Chemical compound O.OS(O)(=O)=O FWFGVMYFCODZRD-UHFFFAOYSA-N 0.000 claims 1
- LCGFVWKNXLRFIF-UHFFFAOYSA-N 1,2,3,4-tetrahydronaphthalen-2-amine Chemical compound C1=CC=C2CC(N)CCC2=C1 LCGFVWKNXLRFIF-UHFFFAOYSA-N 0.000 description 1
- 229910000906 Bronze Inorganic materials 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- BKNBVEKCHVXGPH-UHFFFAOYSA-N anthracene-1,4,9,10-tetrol Chemical compound C1=CC=C2C(O)=C3C(O)=CC=C(O)C3=C(O)C2=C1 BKNBVEKCHVXGPH-UHFFFAOYSA-N 0.000 description 1
- 239000010974 bronze Substances 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- KUNSUQLRTQLHQQ-UHFFFAOYSA-N copper tin Chemical compound [Cu].[Sn] KUNSUQLRTQLHQQ-UHFFFAOYSA-N 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 150000004682 monohydrates Chemical class 0.000 description 1
- AJDUTMFFZHIJEM-UHFFFAOYSA-N n-(9,10-dioxoanthracen-1-yl)-4-[4-[[4-[4-[(9,10-dioxoanthracen-1-yl)carbamoyl]phenyl]phenyl]diazenyl]phenyl]benzamide Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2NC(=O)C(C=C1)=CC=C1C(C=C1)=CC=C1N=NC(C=C1)=CC=C1C(C=C1)=CC=C1C(=O)NC1=CC=CC2=C1C(=O)C1=CC=CC=C1C2=O AJDUTMFFZHIJEM-UHFFFAOYSA-N 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 239000001043 yellow dye Substances 0.000 description 1
Landscapes
- Coloring (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Darstellung eines sauren Wollfarbstoffes der Anthrachinonreihe. Gegenstand vorliegenden Zusatzpatentes ist ein Verfahren zur Darstellung eines sauren Wollfarbstoffes der Anthrachinon- reihe, das dadurch gekennzeichnet ist, dass man 1 Mol Leukochinizarin mit 2 Hol ?-Amino-1 . 2 . 3 . 4-tetrahydronaphthalin zur Umsetzung bringt, die so erhaltene Verbin dung oxydiert und den so erhaltenen Stoff sulfiert.
Beispiel: 10 Gewichtsteile Leukochinizarin werden mit 80 Gewichtsteilen 2-Amino-1.2.3.4- tetrahydronaphthalin auf 140 bis<B>150'</B> C er hitzt, bis die Schmelze eine olivgrüne Farbe angenommen hat. Dann lässt man auf 100 C abkühlen, versetzt mit 1 Gewichtsteil Piperi- din und leitet Luft ein, bis eine klare blaue Lösung entstanden ist. Durch Verdünnungen mit Alkohol seheidet sich das Kondensations produkt in bronzeglänzenden blauen Kristal- len ab. Schmelzpunkt 255 C.
In konzen trierter Schwefelsäure ist der Farbstoff mit gelber Farbe löslich. Der Farbstoff wird nun mit Monohydrat sulfiert. Man erhält eine Disulfosäure, die Wolle aus saurem Bade in klaren blauen Tönen färbt. Die Färbungen zeichnen sich durch gute Echtheitseigenschaf ten aus.
Process for the preparation of an acidic wool dye of the anthraquinone series. The subject of the present additional patent is a process for the preparation of an acidic wool dye of the anthraquinone series, which is characterized in that 1 mol of leucoquinizarine is mixed with 2 hol? -Amino-1. 2. 3. 4-tetrahydronaphthalene reacts, the compound thus obtained is oxidized and the substance thus obtained is sulfated.
Example: 10 parts by weight of leucoquinizarin are heated with 80 parts by weight of 2-amino-1.2.3.4-tetrahydronaphthalene to 140 to 150 ° C until the melt has taken on an olive-green color. It is then allowed to cool to 100 ° C., 1 part by weight of piperidine is added and air is passed in until a clear blue solution has formed. When diluted with alcohol, the condensation product is separated out in shiny bronze blue crystals. Melting point 255 C.
The yellow dye is soluble in concentrated sulfuric acid. The dye is now sulfated with monohydrate. A disulfonic acid is obtained which dyes wool from an acid bath in clear blue shades. The dyeings are characterized by good fastness properties.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH163898T | 1932-09-19 | ||
| DE175248X | 1933-03-01 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH175248A true CH175248A (en) | 1935-02-15 |
Family
ID=25717897
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH175248D CH175248A (en) | 1932-09-19 | 1934-02-28 | Process for the preparation of an acidic wool dye of the anthraquinone series. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH175248A (en) |
-
1934
- 1934-02-28 CH CH175248D patent/CH175248A/en unknown
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