DE148342C - - Google Patents
Info
- Publication number
- DE148342C DE148342C DENDAT148342D DE148342DA DE148342C DE 148342 C DE148342 C DE 148342C DE NDAT148342 D DENDAT148342 D DE NDAT148342D DE 148342D A DE148342D A DE 148342DA DE 148342 C DE148342 C DE 148342C
- Authority
- DE
- Germany
- Prior art keywords
- oxydiphenylamine
- sulfur
- amido
- sodium
- thiourea
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
- QGJOPFRUJISHPQ-UHFFFAOYSA-N carbon bisulphide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 claims description 6
- NINIDFKCEFEMDL-UHFFFAOYSA-N sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 4
- 229910052717 sulfur Inorganic materials 0.000 claims description 4
- 239000011593 sulfur Substances 0.000 claims description 4
- UMGDCJDMYOKAJW-UHFFFAOYSA-N Thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 claims description 3
- GRVFOGOEDUUMBP-UHFFFAOYSA-N Sodium sulfide Chemical compound [Na+].[Na+].[S-2] GRVFOGOEDUUMBP-UHFFFAOYSA-N 0.000 claims description 2
- 238000009835 boiling Methods 0.000 claims description 2
- 238000000034 method Methods 0.000 claims 1
- 230000004048 modification Effects 0.000 claims 1
- 238000006011 modification reaction Methods 0.000 claims 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 239000000975 dye Substances 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- -1 sodium sulfur Chemical compound 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 241000974482 Aricia saepiolus Species 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000010411 cooking Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 150000008049 diazo compounds Chemical class 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- KHEZAZQZWQJLAE-UHFFFAOYSA-N nitrothiourea Chemical compound [O-][N+](=O)NC(S)=N KHEZAZQZWQJLAE-UHFFFAOYSA-N 0.000 description 1
- IOVCWXUNBOPUCH-UHFFFAOYSA-N nitrous acid Chemical compound ON=O IOVCWXUNBOPUCH-UHFFFAOYSA-N 0.000 description 1
- MIMJFNVDBPUTPB-UHFFFAOYSA-N potassium hexacyanoferrate(3-) Chemical compound [K+].[K+].[K+].N#C[Fe-3](C#N)(C#N)(C#N)(C#N)C#N MIMJFNVDBPUTPB-UHFFFAOYSA-N 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000000988 sulfur dye Substances 0.000 description 1
- 150000003585 thioureas Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B49/00—Sulfur dyes
- C09B49/08—Sulfur dyes from urea derivatives
Description
KAISERLICHESIMPERIAL
PATENTAMT.PATENT OFFICE.
Durch das Patent 139099 ist ein Verfahren zur Darstellung eines Schwefelfarbstoffes geschützt, welches darin besteht, daß man den aus dem o-Amido-p-nitro-p^oxydiphenylamin durch Kochen mit Schwefelkohlenstoff erhaltenen Nitrothioharnstoff mit Schwefel und Schwefelnatrium verschmilzt. Es wurde nun gefunden, daß man den gleichen Farbstoff erhält, wenn man den aus dem o-p-Diamido-p^oxydiphenylamin durch Kochen mit Schwefelkohlenstoff erhältlichen Thioharnstoff, welcher naturgemäß von dem nach dem Verfahren des Patentes 139099 verarbeiteten wesentlich verschieden ist, mitThrough the patent 139099 is a method for the preparation of a sulfur dye protected, which consists in the fact that one of the o-amido-p-nitro-p ^ oxydiphenylamine nitrothiourea obtained by boiling with carbon disulfide is fused with sulfur and sodium sulphide. It has now been found that the same dye is obtained if the one from the o-p-diamido-p ^ oxydiphenylamine through Cooking with carbon disulfide available thiourea, which is naturally of the processed according to the method of patent 139099 is substantially different with
J-5 Schwefel und Schwefelnatrium verschmilzt. Es war nun nicht vorherzusehen, daß trotz der Verschiedenheit der Ausgangsmaterialien dennoch identische Farbstoffe entstehen würden; die Identität geht sowohl aus den direkten als auch aus den nachbehandelten Färbungen hervor. Das vorliegende Verfahren unterscheidet sich von dem des Patentes 139099 insofern vorteilhaft, als man bei ersterem die Isolierung des o-Amido-pnitro-p'-oxydiphenylamins in reinem Zustande, die mit Verlusten verknüpft ist und Schwierigkeiten bietet, umgeht. Die Reduktion des Dinitro-p^oxydiphenylamins zur Diamidoverbindung verläuft nämlich glatter als die zum ρ -Nitro- ο- amido -p^oxydiphenylamin. Der Amidoharnstoff ist in Wasser unlöslich, in den gebräuchlichen Lösungsmitteln, wie Alkohol, Benzol usw., ist er schwer löslich; mit Natronlauge bildet er ein leicht lösliches Natriumsalz, mit Salzsäure bezw. Schwefelsäure ein schwer lösliches salzsaures bezw. schwefelsaures Salz; durch die Einwirkung von salpetriger Säure geht er in eine Diazoverbindung über.J-5 sulfur and sodium sulfur merge. It was now impossible to foresee that in spite of this the difference in the starting materials would nevertheless produce identical dyes; the identity is evident from both the direct and the aftertreated dyeings. The present proceedings differs from that of the patent 139099 in that it is advantageous in the former, the isolation of the o-amido-pnitro-p'-oxydiphenylamine in a pure state that is associated with losses and presents difficulties. The reduction of the Dinitro-p ^ oxydiphenylamine to the diamido compound runs more smoothly than that to the ρ -nitro- ο- amido -p ^ oxydiphenylamine. The amidourea is insoluble in water, in the common solvents such as alcohol, benzene, etc., it is sparingly soluble; with Sodium hydroxide he forms a readily soluble sodium salt, with hydrochloric acid or. sulfuric acid a sparingly soluble hydrochloric acid or. sulfuric acid salt; when exposed to nitrous acid, it becomes a diazo compound above.
12 kg des Thioharnstoffe werden mit 60 kg Schwefelnatrium, 40 kg Schwefel 5 Stunden auf 140 bis 145° erhitzt. Nach dem Erkalten wird die Schmelze in Wasser gelöst, mit etwas Natronlauge versetzt und aus der Lösung durch Einleiten von Luft der gereinigte Farbstoff ausgefällt.12 kg of thioureas are mixed with 60 kg of sodium sulfur and 40 kg of sulfur for 5 hours heated to 140 to 145 °. After cooling down the melt is dissolved in water, mixed with a little sodium hydroxide solution and the purified from the solution by introducing air Dye precipitated.
Der Farbstoff färbt Baumwolle direkt in grünlichblauer Nuance, die durch eine Nachbehandlung mit Ferricyankalium oder Wasserstoffsuperoxyd in ein klares lebhaftes Blau übergeht.The dye directly dyes cotton in a greenish-blue shade, which is achieved through an aftertreatment with potassium ferricyanide or hydrogen peroxide turns into a clear, vivid blue.
*) Frühere Zusatzpatente; 139679, 140792 und 148341.*) Previous additional patents; 139679, 140792 and 148341.
Claims (1)
Publications (1)
Publication Number | Publication Date |
---|---|
DE148342C true DE148342C (en) |
Family
ID=415440
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DENDAT148342D Active DE148342C (en) |
Country Status (1)
Country | Link |
---|---|
DE (1) | DE148342C (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6686464B1 (en) | 1999-04-26 | 2004-02-03 | Bki Holding Corporation | Cellulose ethers and method of preparing the same |
US7022837B2 (en) | 2000-11-01 | 2006-04-04 | Bki Holding Corporation | Cellulose ethers and method of preparing the same |
-
0
- DE DENDAT148342D patent/DE148342C/de active Active
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6686464B1 (en) | 1999-04-26 | 2004-02-03 | Bki Holding Corporation | Cellulose ethers and method of preparing the same |
US7022837B2 (en) | 2000-11-01 | 2006-04-04 | Bki Holding Corporation | Cellulose ethers and method of preparing the same |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
DE148342C (en) | ||
DE144765C (en) | ||
DE275040C (en) | ||
DE287614C (en) | ||
DE192530C (en) | ||
DE258161C (en) | ||
DE263903C (en) | ||
DE234858C (en) | ||
DE564895C (en) | Process for the production of sulfur dyes | |
DE252771C (en) | ||
DE137784C (en) | ||
DE235364C (en) | ||
DE186465C (en) | ||
DE952657C (en) | Process for the production of sulfur dyes of the phthalocyanine series | |
DE127856C (en) | ||
DE596399C (en) | Process for the preparation of dyes of the thioindigo series | |
DE243491C (en) | ||
DE139679C (en) | ||
DE282502C (en) | ||
DE120899C (en) | ||
DE172016C (en) | ||
DE194094C (en) | ||
DE132424C (en) | ||
DE133686C (en) | ||
DE453085C (en) | Process for the preparation of sulfur-containing dyes |