CH160955A - Process for the preparation of a water-soluble red dye of the anthraquinone series. - Google Patents
Process for the preparation of a water-soluble red dye of the anthraquinone series.Info
- Publication number
- CH160955A CH160955A CH160955DA CH160955A CH 160955 A CH160955 A CH 160955A CH 160955D A CH160955D A CH 160955DA CH 160955 A CH160955 A CH 160955A
- Authority
- CH
- Switzerland
- Prior art keywords
- water
- preparation
- dye
- anthraquinone series
- red dye
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 4
- 239000001044 red dye Substances 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 claims description 3
- 150000004056 anthraquinones Chemical class 0.000 title claims description 3
- QSNSCYSYFYORTR-UHFFFAOYSA-N 4-chloroaniline Chemical compound NC1=CC=C(Cl)C=C1 QSNSCYSYFYORTR-UHFFFAOYSA-N 0.000 claims description 3
- RCPFQWBFEMBMMW-UHFFFAOYSA-N C(=O)(OC)C=1N(C2=C(C(C=1C)=O)C1=CC3=CC=CC=C3C=C1C=C2)Br Chemical compound C(=O)(OC)C=1N(C2=C(C(C=1C)=O)C1=CC3=CC=CC=C3C=C1C=C2)Br RCPFQWBFEMBMMW-UHFFFAOYSA-N 0.000 claims description 3
- 239000000975 dye Substances 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims 4
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 claims 1
- 239000004327 boric acid Substances 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
- 210000002268 wool Anatomy 0.000 claims 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- SCVFZCLFOSHCOH-UHFFFAOYSA-M potassium acetate Chemical compound [K+].CC([O-])=O SCVFZCLFOSHCOH-UHFFFAOYSA-M 0.000 description 2
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 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
- 239000000835 fiber Substances 0.000 description 1
- 235000011056 potassium acetate Nutrition 0.000 description 1
- 239000013049 sediment Substances 0.000 description 1
- 230000001180 sulfating effect Effects 0.000 description 1
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 1
Landscapes
- Coloring (AREA)
Description
Verfahren zur Darstellung eines wasserlöslichen roten Farbstoffes der Anthraehinonreihe. Das vorliegende Verfahren betrifft die Darstellung eines blaustichig roten Farb stoffes der Anthrachinonreihe und ist da durch gekennzeichnet, dass man Carbo- methoxy-2-methyl-4-bromanthrapyridon mit p-Chloranilin kondensiert und die erhaltene Base durch Behandeln mit einem Sulfie- rungsmittel in die entsprechende Monosulfo- säure überführt.
<I>Beispiel:</I> Man erhitzt 40 Teile p-Chloranilin, 10 Teile Carbomethoxy-2-methyl-4-bromanthra- pyridon, 3,5 Teile Kaliumacetat und 0,05 Teile Kupfersulfat auf 150 bis 160 , bis im Bodensatz einer in Benzol gezogenen Probe kein Bromid mehr nachzuweisen ist. Man verdünnt mit Alkohol, saugt die Base ab und trocknet.
Durch Sulfieren dieser Base mit schwa chem Oleum bei 40 bis<B>50'</B> C wird ein wasserlöslicher, eine Sulfogruppe enthalten- der, tierische Fasern blaustichig rot färben der Farbstoff erhalten. Er stellt in trocke nem Zustande ein blaurotes Pulver dar.
Process for the preparation of a water-soluble red dye of the anthraehinone series. The present process relates to the preparation of a bluish red dye of the anthraquinone series and is characterized in that carbomethoxy-2-methyl-4-bromoanthrapyridone is condensed with p-chloroaniline and the base obtained is converted into the by treatment with a sulfonating agent corresponding monosulfonic acid transferred.
<I> Example: </I> 40 parts of p-chloroaniline, 10 parts of carbomethoxy-2-methyl-4-bromanthrapyridone, 3.5 parts of potassium acetate and 0.05 part of copper sulphate are heated to 150 to 160 parts until the sediment is in place bromide can no longer be detected in a sample taken in benzene. It is diluted with alcohol, the base is filtered off with suction and dried.
Sulfating this base with weak oleum at 40 to 50 ° C gives a water-soluble, sulfo-group-containing animal fibers with a bluish red coloration of the dye. When dry, it represents a blue-red powder.
Claims (1)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE50631X | 1931-06-05 | ||
| CH156452T | 1931-11-08 | ||
| DE348082X | 1954-10-01 | ||
| DE130955X | 1955-09-13 | ||
| DE160955X | 1955-09-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH160955A true CH160955A (en) | 1933-03-31 |
Family
ID=27509521
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH160955D CH160955A (en) | 1931-06-05 | 1932-04-21 | Process for the preparation of a water-soluble red dye of the anthraquinone series. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH160955A (en) |
-
1932
- 1932-04-21 CH CH160955D patent/CH160955A/en unknown
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