CH150806A - Process for the preparation of a dye of the anthracene series. - Google Patents
Process for the preparation of a dye of the anthracene series.Info
- Publication number
- CH150806A CH150806A CH150806DA CH150806A CH 150806 A CH150806 A CH 150806A CH 150806D A CH150806D A CH 150806DA CH 150806 A CH150806 A CH 150806A
- Authority
- CH
- Switzerland
- Prior art keywords
- dye
- blue
- dissolves
- acid
- color
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 4
- 150000001454 anthracenes Chemical class 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title claims description 3
- 239000000975 dye Substances 0.000 claims description 10
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 4
- 210000002268 wool Anatomy 0.000 claims description 4
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 3
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 2
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 claims description 2
- 239000004327 boric acid Substances 0.000 claims description 2
- 230000005283 ground state Effects 0.000 claims description 2
- -1 1-amino-2,4-dibromo-5-anthraquinone sulfonic acid potassium Chemical compound 0.000 claims 1
- PNPCRKVUWYDDST-UHFFFAOYSA-N 3-chloroaniline Chemical compound NC1=CC=CC(Cl)=C1 PNPCRKVUWYDDST-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- UASJEBYKRVLBPP-UHFFFAOYSA-N NC1=C(C=C(C=2C(C=3C(=CC=CC3C(C12)=O)S(=O)(=O)O)=O)Br)Br Chemical compound NC1=C(C=C(C=2C(C=3C(=CC=CC3C(C12)=O)S(=O)(=O)O)=O)Br)Br UASJEBYKRVLBPP-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 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 description 1
- 150000004056 anthraquinones Chemical class 0.000 description 1
- 239000001045 blue dye Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
Landscapes
- Coloring (AREA)
Description
Verfahren zur Darstellung eines Farbstoffes der Anthraeenreilie. Das vorliegende Verfahren betrifft die Dar stellung eines rötlichblauen Farbstoffes der Anthracenreihe, darin bestehend, dass man 1- amino -2,4- dibrom - 5 - anthrachinonsulfosaur-es Kalium mit m-Chloranilin kondensiert und die erhaltene Farbstoffmonosulfosäure mit Sulfit behandelt,
wobei das P-ständige Brom atom durch eine Sulfogruppe ersetzt wird. <I>Beispiel:</I> 23 Teile 1-amino-2,4-dibrom-5-anthrachi- nonsulfosauresKalium werden mit 250 Teilen Wasser, 16 Teilen m-Chloranilin, 6 Teilen Na- triumcarbonat und 1,5 Teilen kristallisiertem Kupfersulfat am Rückflusskühler bis zur voll ständigen Kondensation erhitzt. Durch An säuern der Reaktionsmasse wird die gebil dete Farbstoff-1lionosulfosäure abgeschieden.
Durch weitere Behandlung mit Haliumsulfit und Phenol wird ein Farbstoff, welcher zwei Sulfogruppen im Anthrachinonkern besitzt, er halten. In trockenem, gemahlenem Zustande stellt er ein dunkelblaues Pulver dar. Das- selbe ist in Wasser mit blauer Farbe leicht löslich. In Schwefelsäure löst sich der Farb stoff mit grauer Farbe, welche nach einigem Stehen rot wird; bei Gegenwart von Bor säure liefert er eine trübe, grünblaue Lösung. In Salzsäure löst er sich mit rosa Farbe und in Alkohol mit blauer Farbe auf. Er färbt Wolle in schönen, sehr echten rötlichblauen Tönen an und kann infolge seiner grossen Lös lichkeit für den Wolldruck verwendet werden.
Process for the preparation of a dye of the Anthraeenreilie. The present process relates to the presentation of a reddish blue dye of the anthracene series, consisting in that 1- amino -2,4- dibromo -5 - anthraquinonesulfosaur-es potassium is condensed with m-chloroaniline and the dye monosulfonic acid obtained is treated with sulfite
whereby the P-position bromine atom is replaced by a sulfo group. <I> Example: </I> 23 parts of 1-amino-2,4-dibromo-5-anthraquinonesulphonic acid are mixed with 250 parts of water, 16 parts of m-chloroaniline, 6 parts of sodium carbonate and 1.5 parts of crystallized copper sulphate heated on the reflux condenser until condensation is complete. By acidifying the reaction mass, the formed dye-1lionosulfonic acid is deposited.
By further treatment with halium sulfite and phenol, a dye, which has two sulfo groups in the anthraquinone nucleus, is retained. In the dry, ground state it is a dark blue powder. It is easily soluble in water with a blue color. The dye dissolves in sulfuric acid with a gray color which turns red after standing for a while; in the presence of boric acid, it gives a cloudy, green-blue solution. In hydrochloric acid it dissolves with pink color, and in alcohol it dissolves with blue color. It dyes wool in beautiful, very genuine reddish blue tones and, due to its high solubility, can be used for wool printing.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE150806X | 1929-07-12 | ||
| CH148766T | 1930-06-27 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH150806A true CH150806A (en) | 1931-11-15 |
Family
ID=25715258
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH150806D CH150806A (en) | 1929-07-12 | 1930-06-27 | Process for the preparation of a dye of the anthracene series. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH150806A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8928928B2 (en) | 2006-10-13 | 2015-01-06 | Ferag Ag | Blog processing |
-
1930
- 1930-06-27 CH CH150806D patent/CH150806A/en unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8928928B2 (en) | 2006-10-13 | 2015-01-06 | Ferag Ag | Blog processing |
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