DE151768C - - Google Patents
Info
- Publication number
- DE151768C DE151768C DENDAT151768D DE151768DA DE151768C DE 151768 C DE151768 C DE 151768C DE NDAT151768 D DENDAT151768 D DE NDAT151768D DE 151768D A DE151768D A DE 151768DA DE 151768 C DE151768 C DE 151768C
- Authority
- DE
- Germany
- Prior art keywords
- sulfur
- yellow
- monoacet
- dye
- triamidonaphthalene
- 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
- QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 7
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Chemical compound [Fe] XEEYBQQBJWHFJM-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
- 229910052742 iron Inorganic materials 0.000 claims description 3
- 239000000988 sulfur dye Substances 0.000 claims description 3
- 229920000742 Cotton Polymers 0.000 claims description 2
- 238000004043 dyeing Methods 0.000 claims 1
- 239000000975 dye Substances 0.000 description 4
- 229960000583 Acetic Acid Drugs 0.000 description 2
- FFRBMBIXVSCUFS-UHFFFAOYSA-N Martius yellow Chemical compound C1=CC=C2C(O)=C([N+]([O-])=O)C=C([N+]([O-])=O)C2=C1 FFRBMBIXVSCUFS-UHFFFAOYSA-N 0.000 description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 239000000155 melt Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- GRVFOGOEDUUMBP-UHFFFAOYSA-N Sodium sulfide Chemical compound [Na+].[Na+].[S-2] GRVFOGOEDUUMBP-UHFFFAOYSA-N 0.000 description 1
- HWYNRVXFYFQSID-UHFFFAOYSA-M benzo[a]phenoxazin-9-ylidene(dimethyl)azanium;chloride Chemical compound [Cl-].C1=CC=C2C(N=C3C=CC(C=C3O3)=[N+](C)C)=C3C=CC2=C1 HWYNRVXFYFQSID-UHFFFAOYSA-M 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 229910000037 hydrogen sulfide Inorganic materials 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 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
- C09B49/04—Sulfur dyes from amino compounds of the benzene, naphthalene or anthracene series
Description
KAISERLICHESIMPERIAL
PATENTAMT.PATENT OFFICE.
Durch Reduktion von I -Acetamido-2 · 4-dinitronaphthalin (Liebermann, Ann. 183, S. 274 und Meldola, Ber. 19, S. 2683) mit Eisen und verdünnter Essigsäure wird, wie festgestellt wurde, das 1-Monoacet-2· 4-triamidonaphthalin erhalten. Dasselbe kristallisiert aus der vom Eisen befreiten Reduktionslauge in schwach braunlich gefärbten Nadeln vom Schmelzpunkt 1890. Das i-Monoacet-2 · 4-triamidonaphthalin ist mäßig löslich in kaltem, leicht löslich in kochendem Alkohol; schwer löslich in Benzol und Ligroin und sehr leicht in Eisessig.By reducing I-acetamido-2 · 4-dinitronaphthalene (Liebermann, Ann. 183, p. 274 and Meldola, Ber. 19, p. 2683) with iron and dilute acetic acid, it has been found that the 1-monoacet-2 · 4-triamidonaphthalene obtained. The same is crystallized from the liquor freed from the iron reduction in slightly brownish colored needles of melting point 189 0th The i-monoacet-2 · 4-triamidonaphthalene is moderately soluble in cold, slightly soluble in boiling alcohol; Slightly soluble in benzene and ligroin and very easily in glacial acetic acid.
Es wurde nun weiter gefunden, daß das Monoacettriamidonaphthalin zur Darstellung eines gelben Schwefelfarbstoffs von klarer, goldgelber Nuance vorzüglich geeignet ist. Zu diesem Zwecke werden gleiche Mengen ι - Monoacet -2*4- triamidonaphthalin und Schwefel zusammengeschmolzen und die Temperatur etwa 5 Stunden auf höherer Temperatur, etwa i6o° gehalten. Aus der anfänglich dünnflüssigen, braunen Schmelze entweichen Schwefelwasserstoff und Wasserdämpfe. Ist die Schmelze zäh geworden und hat die Gasentwickelung beinahe aufgehört, so läßt man erkalten, worauf die spröde Schmelze sich leicht zu einem braungelben Pulver vermählen läßt. Der so erhaltene Farbstoff ist in kochender Schwefelnatriumlösung mit braungelber Farbe löslich. Die Lösung zeigt lebhafte gelbgrüne Fluoreszenz und färbt ungeheizte Baumwolle in klaren, goldgelben Tönen an. In kalter konzentrierter Schwefelsäure ist die Farbstoffschmelze unter Hinterlassung des nicht in Reaktion getretenen Schwefels mit braunroter Farbe löslich. Beim Verdünnen mit Wasser scheidet sich der Farbstoff in braunroten Flocken ab. Das Verhältnis von 1-Monoacet-2 · 4-triamidonaphthalin zu Schwefel kann auch anders gewählt werden.It has now been found that the monoacettriamidonaphthalene is used for representation of a yellow sulfur dye with a clear, golden-yellow shade is eminently suitable. For this purpose, equal amounts of ι - monoacet -2 * 4-triamidonaphthalene and Sulfur melted and the temperature about 5 hours at a higher temperature, held about 160 °. Escape from the initially thin, brown melt Hydrogen sulfide and water vapors. If the melt has become viscous and gas evolution has almost stopped, so it is allowed to cool, whereupon the brittle melt easily turns yellowish-brown Powder can be ground. The dye thus obtained is in a boiling sodium sulphide solution soluble with a brownish yellow color. The solution shows vivid yellow-green fluorescence and dyes unheated cotton in clear, golden yellow tones. The dye melts in cold concentrated sulfuric acid leaving the unreacted sulfur with a brownish red color soluble. When diluted with water, the dye separates out in brownish-red flakes. The ratio of 1-monoacet-2 · 4-triamidonaphthalene to sulfur can also be chosen differently will.
Der nach Patentschrift 82748 aus Nitroacet-a-naphtylamin bezw. dessen Reduktionsprodukt herstellbare gelbe Schwefelfarbstoff ist im Vergleich zu demjenigen dieser Erfindung von trüber, grünlichgelber Nuance und äußerst geringer Farbkraft.According to patent specification 82748 from nitroacet-a-naphtylamine respectively its reduction product is producible yellow sulfur dye as compared to that of this invention of cloudy, greenish-yellow nuance and extremely low color intensity.
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE151768C true DE151768C (en) |
Family
ID=418560
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT151768D Active DE151768C (en) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE151768C (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4431032A (en) * | 1981-10-16 | 1984-02-14 | Union Carbide Corporation | Tar-depleted liquid smoke treatment of food casings |
-
0
- DE DENDAT151768D patent/DE151768C/de active Active
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4431032A (en) * | 1981-10-16 | 1984-02-14 | Union Carbide Corporation | Tar-depleted liquid smoke treatment of food casings |
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