CH177851A - Process for the preparation of a lightfast dye of the quinoline series. - Google Patents
Process for the preparation of a lightfast dye of the quinoline series.Info
- Publication number
- CH177851A CH177851A CH177851DA CH177851A CH 177851 A CH177851 A CH 177851A CH 177851D A CH177851D A CH 177851DA CH 177851 A CH177851 A CH 177851A
- Authority
- CH
- Switzerland
- Prior art keywords
- preparation
- dye
- lightfast
- quinoline series
- weight
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 6
- 238000002360 preparation method Methods 0.000 title claims description 4
- 125000002943 quinolinyl group Chemical class N1=C(C=CC2=CC=CC=C12)* 0.000 title claims description 4
- 239000000975 dye Substances 0.000 claims description 7
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 238000009833 condensation Methods 0.000 claims description 2
- 230000005494 condensation Effects 0.000 claims description 2
- 210000002268 wool Anatomy 0.000 claims description 2
- DDZXUGMVCWOQHF-UHFFFAOYSA-N 3-chlorophthalaldehyde Chemical compound ClC1=CC=CC(C=O)=C1C=O DDZXUGMVCWOQHF-UHFFFAOYSA-N 0.000 claims 1
- 239000012188 paraffin wax Substances 0.000 claims 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
- 239000000155 melt Substances 0.000 description 2
- UERPUZBSSSAZJE-UHFFFAOYSA-N 3-chlorophthalic anhydride Chemical compound ClC1=CC=CC2=C1C(=O)OC2=O UERPUZBSSSAZJE-UHFFFAOYSA-N 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 229960000583 acetic acid Drugs 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 238000000859 sublimation Methods 0.000 description 1
- 230000008022 sublimation Effects 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Coloring (AREA)
Description
Verfahren zur Darstellung eines lichtechten Farbstoffes der Chinolinreihe. Gegenstand dieses Zusatzpatentes ist ein Verfahren zur Darstellung eines lichtechten Farbstoffes der Chinolinreihe, welches da durch gekennzeichnet ist, dass man den durch Kondensation von P-Oxychirialdin mit 3-Chlor- phthalsäureanhydrid, z. B. gemäss dem Ver fahren des Zusatzpatentes Nr. 174546 erhält lichen Farbstoff mit einem Sulfierungsmittel behandelt.
Beispiel: 64 Gewichtsteile R-Oxychinaldin werden mit 80 Gewichtsteilen 3-Clilorphthalsäure- anhydrid zusammengeschmolzen und etwa '/2 Stunde auf 220-235 o erhitzt, wobei unter schwachem Schäumen, wie auch bei den andern Schmelzen, etwas Wasser ent weicht. Das dunkelgelbe Reaktionsprodukt wird durch Sublimation bei zirka 0,5 mm Hg und etwa 350 o in scharlachroten Nä,del- chen erhalten.
Es schmilzt bei 255 o und lässt sich aus Chlorbenzol, Eisessig und andern organischen Lösungsmitteln leicht umkri- stallisieren. Zur Sulfierung werden zweck mässig 2 Gewichtsteile mit 64 Gewichts teilen 60 /oigem Oleum r/2 Stunde bei 0 bis +5 o C zusammengerührt. Das Sulfierungs- gemisch wird auf 400 Gewichtsteile Eis ge geben. Die erhaltene schwefelsaure Lösung wird angewärmt, filtriert und das Filtrat mit zirka 100 Gewichtsteilen Natronlauge kon zentriert versetzt.
Nach einigem Stehen scheidet sich die Sulfosäure in feinen Nädel- chen ab, die abgesaugt und mit Kochsalz lösung gewaschen werden.., Sie färbt Wolle aus saurem Bade in lichtechten; gelben Tönen.
Process for the preparation of a lightfast dye of the quinoline series. The subject of this additional patent is a process for the preparation of a lightfast dye of the quinoline series, which is characterized by the fact that the condensation of P-oxychirialdine with 3-chlorophthalic anhydride, z. B. according to the process of the additional patent no. 174546 available dye treated with a sulfonating agent.
Example: 64 parts by weight of R-oxychinaldine are melted together with 80 parts by weight of 3-clilorphthalic anhydride and heated to 220-235 o for about 1/2 hour, with some water escaping with slight foaming, as with the other melts. The dark yellow reaction product is obtained by sublimation at about 0.5 mm Hg and about 350 ° in scarlet needles.
It melts at 255 o and can easily be recrystallized from chlorobenzene, glacial acetic acid and other organic solvents. For the sulphonation, 2 parts by weight and 64 parts by weight of 60% oleum are advantageously stirred together for 2 hours at 0 to +5 o C. The sulphonation mixture is poured onto 400 parts by weight of ice. The sulfuric acid solution obtained is warmed up, filtered and about 100 parts by weight of concentrated sodium hydroxide solution are added to the filtrate.
After standing for a while, the sulfonic acid separates out in fine needles, which are sucked off and washed with saline solution .. It dyes wool from an acid bath in lightfast; yellow tones.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE177851X | 1932-11-18 | ||
| CH174084T | 1933-11-16 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH177851A true CH177851A (en) | 1935-06-15 |
Family
ID=25719471
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH177851D CH177851A (en) | 1932-11-18 | 1933-11-16 | Process for the preparation of a lightfast dye of the quinoline series. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH177851A (en) |
-
1933
- 1933-11-16 CH CH177851D patent/CH177851A/en unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CH177851A (en) | Process for the preparation of a lightfast dye of the quinoline series. | |
| DE717075C (en) | Process for the preparation of water-soluble dyes | |
| DE632136C (en) | Process for the production of acidic dyes of the anthraquinone series | |
| DE578502C (en) | Process for the preparation of anthraquinone derivatives | |
| CH163888A (en) | Process for preparing an acylaminosulfonic acid chloride of the benzene series. | |
| CH167376A (en) | Process for the preparation of 1-benzoylamino-2-methoxybenzene-5-sulfonic acid chloride. | |
| CH269049A (en) | Process for the preparation of a vivid acidic dye of the anthraquinone series. | |
| CH171960A (en) | Process for the preparation of a dye. | |
| CH184016A (en) | Process for the production of a new anthraquinone dye. | |
| CH177852A (en) | Process for the preparation of a lightfast dye of the quinoline series. | |
| CH145896A (en) | Process for the preparation of 5-chloro- (2) -thionaphten-4'-chloro-7'-methoxy- (2 ') -indolindigo. | |
| CH194096A (en) | Process for the preparation of a new anthraquinone dye. | |
| CH177472A (en) | Process for the preparation of a new anthraquinone derivative. | |
| CH174546A (en) | Process for the preparation of a lightfast dye of the quinoline series. | |
| CH303878A (en) | Process for the production of a vinyl sulfone. | |
| CH183385A (en) | Process for the preparation of a pyridine dye. | |
| CH147685A (en) | Process for the preparation of an aminodiphenylamine derivative. | |
| CH203051A (en) | Process for the preparation of a chromable dye of the triarylmethane series. | |
| CH177471A (en) | Process for the preparation of a dye of the anthraquinone series. | |
| CH138760A (en) | Process for the preparation of a halogenated arylthioglycolic acid. | |
| CH150179A (en) | Process for the preparation of an aminoaryl-cyclohexylamine compound. | |
| CH168624A (en) | Process for the preparation of a water-soluble dye. | |
| CH145033A (en) | Process for the preparation of 2,1-naphtisatin. | |
| CH286765A (en) | Process for the preparation of a green phthalocyanine series dye. | |
| CH171962A (en) | Process for the preparation of a dye. |