CH151965A - Process for the production of a sulfur dye. - Google Patents
Process for the production of a sulfur dye.Info
- Publication number
- CH151965A CH151965A CH151965DA CH151965A CH 151965 A CH151965 A CH 151965A CH 151965D A CH151965D A CH 151965DA CH 151965 A CH151965 A CH 151965A
- Authority
- CH
- Switzerland
- Prior art keywords
- production
- sulfur
- sulfur dye
- dyes
- dye
- Prior art date
Links
- 239000000988 sulfur dye Substances 0.000 title claims description 9
- 238000004519 manufacturing process Methods 0.000 title claims description 5
- 238000000034 method Methods 0.000 title claims description 5
- 239000000975 dye Substances 0.000 claims description 8
- PLIKAWJENQZMHA-UHFFFAOYSA-N 4-aminophenol Chemical compound NC1=CC=C(O)C=C1 PLIKAWJENQZMHA-UHFFFAOYSA-N 0.000 claims description 6
- YRUPBAWWCPVHFT-UHFFFAOYSA-N 4-(4-hydroxyanilino)phenol Chemical compound C1=CC(O)=CC=C1NC1=CC=C(O)C=C1 YRUPBAWWCPVHFT-UHFFFAOYSA-N 0.000 claims description 3
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 claims description 3
- 229910052750 molybdenum Inorganic materials 0.000 claims description 3
- 239000011733 molybdenum Substances 0.000 claims description 3
- GRVFOGOEDUUMBP-UHFFFAOYSA-N sodium sulfide (anhydrous) Chemical compound [Na+].[Na+].[S-2] GRVFOGOEDUUMBP-UHFFFAOYSA-N 0.000 claims description 3
- 229920000742 Cotton Polymers 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 150000003839 salts Chemical class 0.000 claims description 2
- RUFPHBVGCFYCNW-UHFFFAOYSA-N 1-naphthylamine Chemical compound C1=CC=C2C(N)=CC=CC2=C1 RUFPHBVGCFYCNW-UHFFFAOYSA-N 0.000 claims 2
- 238000004040 coloring Methods 0.000 claims 1
- MEFBJEMVZONFCJ-UHFFFAOYSA-N molybdate Chemical compound [O-][Mo]([O-])(=O)=O MEFBJEMVZONFCJ-UHFFFAOYSA-N 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 description 3
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 2
- BNOODXBBXFZASF-UHFFFAOYSA-N [Na].[S] Chemical compound [Na].[S] BNOODXBBXFZASF-UHFFFAOYSA-N 0.000 description 2
- 229910052802 copper Inorganic materials 0.000 description 2
- 239000010949 copper Substances 0.000 description 2
- RSAZYXZUJROYKR-UHFFFAOYSA-N indophenol Chemical compound C1=CC(O)=CC=C1N=C1C=CC(=O)C=C1 RSAZYXZUJROYKR-UHFFFAOYSA-N 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-aminophenol Chemical class NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 description 1
- JBIJLHTVPXGSAM-UHFFFAOYSA-N 2-naphthylamine Chemical compound C1=CC=CC2=CC(N)=CC=C21 JBIJLHTVPXGSAM-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 239000005708 Sodium hypochlorite Substances 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 229910052770 Uranium Inorganic materials 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- APUPEJJSWDHEBO-UHFFFAOYSA-P ammonium molybdate Chemical compound [NH4+].[NH4+].[O-][Mo]([O-])(=O)=O APUPEJJSWDHEBO-UHFFFAOYSA-P 0.000 description 1
- 229940010552 ammonium molybdate Drugs 0.000 description 1
- 235000018660 ammonium molybdate Nutrition 0.000 description 1
- 239000011609 ammonium molybdate Substances 0.000 description 1
- 229910052787 antimony Inorganic materials 0.000 description 1
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 150000002736 metal compounds Chemical class 0.000 description 1
- RBXVOQPAMPBADW-UHFFFAOYSA-N nitrous acid;phenol Chemical class ON=O.OC1=CC=CC=C1 RBXVOQPAMPBADW-UHFFFAOYSA-N 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 description 1
- 229910052721 tungsten Inorganic materials 0.000 description 1
- 239000010937 tungsten Substances 0.000 description 1
- DNYWZCXLKNTFFI-UHFFFAOYSA-N uranium Chemical compound [U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U][U] DNYWZCXLKNTFFI-UHFFFAOYSA-N 0.000 description 1
- 229910052720 vanadium Inorganic materials 0.000 description 1
- GPPXJZIENCGNKB-UHFFFAOYSA-N vanadium Chemical compound [V]#[V] GPPXJZIENCGNKB-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Indole Compounds (AREA)
Description
verfahren zier Herstellung eines Schwefelfarbstoffes. Bei der Herstellung von Schwefelfarbstof fen ist es bekannt, durch Zusatz von Kupfer oder seinen Verbindungen die Nuance und Echtheit der erhaltenen Farbstoffe in günsti ger Weise zu beeinflussen.
Es wurde nun gefunden, dass man Schwe felfarbstoffe von besonderer Lebhaftigkeit der Nuance erhält, wenn man die Schwefelung von zur Bildung von Schwefelfarbstoffen ge eigneten Ausgangsstoffen in Gegenwart von Verbindungen der Gruppe Molybdän, Wolf ram, Vanadin, Uran, Antimon, Phosphor durch führt. Als derartige Ausgangsstoffe für Schwe felfarbstoffe können z.
B. verwendet werden Phenole, Nitrophenole, Aminophenole, Indo- phenole, Leukoindophenole und Azine. In manchen Fällen hat es sich als vorteilhaft erwiesen, die erwähnten Verbindungen auch in Mischung mit andern Metallverbindungen, insbesondere des Kupfers, als Schmelzzusatz zu verwenden.
Man erhält so Farbstoffe, die bei gleich bleibenden Echtheitseigenscbaften gegenüber den bisher bekannten Farbstoffen derselben Art durch eine gesteigerte Lebhaftigkeit der Nuance ausgezeichnet sind. In manchen Fällen wird auch eine Verschiebung der Nuance be obachtet. Man ist auf diese Weise in der Lage, einen längst empfundenen Übelstand bei den bisherigen Schwefelfarbstoffen zu be seitigen. Es gelingt nämlich nach dem vor liegenden Verfahren, statt der bisher erhal tenen stumpfen Bunttöne wesentlich leuch tendere Nuancen zu erhalten.
Vorliegendes Patent bezieht sich nun auf ein Verfahren zur Herstellung eines Schwe- felfarbstoffes,'dadurchgekennzeichnet, dass man das aus a-I\aphthylamin und p-Aminophenol erhältliche Leukoindophenol mit schwefelnden Mitteln in Gegenwart eines molybdänsauren Salzes behandelt.
Der so erhaltene Farbstoff färbt aus schwefelnatriumhaltigem Bade Baumwolle in lebhafter und kräftiger blaugrüner Nuance. während man ohne Zusatz von Holybdat ein wesentlich blauer und stumpfer färbendes Produkt erhält.
<I>Beispiel:</I> 44 kg a-Naphthylamin und 35 kg p-Amino- phenolwerden in üblicher Weise mit Natrium- hypochloritlösung zum Indophenol konden siert. Dieses wird mit Schwefelnatrium re duziert, worauf das Leukoindophenol mit Bi- carbonat abgeschieden wird. Die erhaltene Paste trägt man in eine<B>500</B> warme Lösung von 150 kg kristallisiertem Schwefelnatrium in 100 Liter Wasser ein.
Wenn Lösung ein getreten ist, gibt man weitere 150 kg Schwe felnatrium zu und erwärmt dann auf<B>800.</B> Man fügt nun die Lösung von 20 kg Ammo- niummolybdat in 50 kg Wasser zu und darin 110 kg Schwefel. Man bringt zum Kochen und dampft zum Siedepunkt von 122-124 ein. Bei dieser Temperatur kocht man so- lange unter Rückfluss, bis kein unverändertes Indophenol mehr nachweisbar ist. Der Farb stoff wird in üblicher Weise abgeschieden.
process ornamental production of a sulfur dye. In the production of sulfur dyes, it is known to influence the nuance and fastness of the dyes obtained in a favorable manner by adding copper or its compounds.
It has now been found that sulfur dyes of particular vividness of shade are obtained if the sulphurisation of starting materials suitable for the formation of sulfur dyes in the presence of compounds from the group of molybdenum, tungsten, vanadium, uranium, antimony, phosphorus is carried out. As such starting materials for sulfur dyes such.
B. used are phenols, nitrophenols, aminophenols, indophenols, leucoindophenols and azines. In some cases it has proven to be advantageous to use the compounds mentioned also in a mixture with other metal compounds, in particular copper, as a melt additive.
In this way, dyes are obtained which, while maintaining the same fastness properties, are distinguished by an increased liveliness of the nuance compared to the previously known dyes of the same type. In some cases, a shift in nuance is also observed. In this way, one is able to remedy a long-felt problem with the previous sulfur dyes. In fact, the present method succeeds in obtaining significantly more luminous nuances instead of the previously obtained dull hues.
The present patent now relates to a process for the production of a sulfur dye, characterized in that the leucoindophenol obtained from α-ethylamine and p-aminophenol is treated with sulfurizing agents in the presence of a molybdenum acid salt.
The dye obtained in this way dyes cotton in a lively and strong blue-green shade from bath containing sodium sulphide. while without the addition of holybdat a product which is considerably bluer and duller is obtained.
<I> Example: </I> 44 kg of a-naphthylamine and 35 kg of p-aminophenol are condensed to the indophenol in the usual way with sodium hypochlorite solution. This is reduced with sodium sulfur, whereupon the leucoindophenol is deposited with bicarbonate. The paste obtained is introduced into a <B> 500 </B> warm solution of 150 kg of crystallized sodium sulphide in 100 liters of water.
When the solution has entered, a further 150 kg of sodium sulfur are added and then heated to <B> 800. </B> The solution of 20 kg of ammonium molybdate in 50 kg of water and 110 kg of sulfur are then added. Bring to the boil and evaporate to the boiling point of 122-124. The mixture is refluxed at this temperature until unchanged indophenol can no longer be detected. The dye is deposited in the usual way.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE151965X | 1929-12-04 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH151965A true CH151965A (en) | 1932-01-15 |
Family
ID=5674781
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH151965D CH151965A (en) | 1929-12-04 | 1930-11-29 | Process for the production of a sulfur dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH151965A (en) |
-
1930
- 1930-11-29 CH CH151965D patent/CH151965A/en unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CH151965A (en) | Process for the production of a sulfur dye. | |
| DE479027C (en) | Process for the preparation of brown Kuepen colors | |
| DE622173C (en) | Process for the production of Kuepen dyes | |
| DE536294C (en) | Process for the preparation of Kuepen dyes of the anthraquinone series | |
| DE423283C (en) | Process for the preparation of condensation products of the anthraquinone series | |
| DE526973C (en) | Process for the preparation of Kuepen dyes | |
| DE599915C (en) | Process for the preparation of indigoid dyes | |
| CH120716A (en) | Process for the preparation of isodibenzanthrone. | |
| CH198893A (en) | Process for the production of a sulfur dye. | |
| DE694334C (en) | Process for the production of sulfur dyes | |
| DE564895C (en) | Process for the production of sulfur dyes | |
| CH122924A (en) | Process for the preparation of a nitrogenous vat dye of the benzanthrone series. | |
| CH198892A (en) | Process for the production of a sulfur dye. | |
| CH205170A (en) | Process for the production of a chromating dye of the triphenylmethane series. | |
| CH120717A (en) | Process for the preparation of isodibenzanthrone. | |
| CH197772A (en) | Process for the production of a sulfur dye. | |
| CH184190A (en) | Process for the production of a vat dye. | |
| CH257294A (en) | Process for the production of an indigoid vat dye. | |
| CH178748A (en) | Process for the preparation of a dye of the triarylmethane series. | |
| CH226452A (en) | Process for the production of a vat dye. | |
| CH122762A (en) | Process for the preparation of a violet vat dye of the 2-thionaphthene-2-indolindigo series. | |
| CH121345A (en) | Process for the preparation of a violet vat dye of the 2-thionaphthene-2-indolindigo series. | |
| CH259731A (en) | Process for the production of a lively acidic milled dye of the anthraquinone series. | |
| CH178749A (en) | Process for the preparation of a dye of the triarylmethane series. | |
| CH122278A (en) | Process for the preparation of a violet vat dye of the 2-thionaphthene-2-indolindigo series. |