DE133686C - - Google Patents
Info
- Publication number
- DE133686C DE133686C DENDAT133686D DE133686DA DE133686C DE 133686 C DE133686 C DE 133686C DE NDAT133686 D DENDAT133686 D DE NDAT133686D DE 133686D A DE133686D A DE 133686DA DE 133686 C DE133686 C DE 133686C
- Authority
- DE
- Germany
- Prior art keywords
- soluble
- yellow
- dye
- alkali
- air
- 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
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 5
- 239000003513 alkali Substances 0.000 claims description 3
- 238000006243 chemical reaction Methods 0.000 claims description 3
- 239000000155 melt Substances 0.000 claims description 3
- 238000000034 method Methods 0.000 claims description 3
- 239000007800 oxidant agent Substances 0.000 claims description 3
- 238000002360 preparation method Methods 0.000 claims description 2
- AJDUTMFFZHIJEM-UHFFFAOYSA-N N-(9,10-dioxoanthracen-1-yl)-4-[4-[[4-[4-[(9,10-dioxoanthracen-1-yl)carbamoyl]phenyl]phenyl]diazenyl]phenyl]benzamide Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2NC(=O)C(C=C1)=CC=C1C(C=C1)=CC=C1N=NC(C=C1)=CC=C1C(C=C1)=CC=C1C(=O)NC1=CC=CC2=C1C(=O)C1=CC=CC=C1C2=O AJDUTMFFZHIJEM-UHFFFAOYSA-N 0.000 claims 1
- 150000001454 anthracenes Chemical class 0.000 claims 1
- 239000006227 byproduct Substances 0.000 claims 1
- 230000001590 oxidative Effects 0.000 claims 1
- 239000001043 yellow dye Substances 0.000 claims 1
- KWYUFKZDYYNOTN-UHFFFAOYSA-M potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 6
- 239000000975 dye Substances 0.000 description 5
- LQNUZADURLCDLV-UHFFFAOYSA-N Nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 2
- 239000001045 blue dye Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 235000011118 potassium hydroxide Nutrition 0.000 description 2
- MWPLVEDNUUSJAV-UHFFFAOYSA-N Anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 description 1
- ZCCIPPOKBCJFDN-UHFFFAOYSA-N Calcium nitrate Chemical compound [Ca+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O ZCCIPPOKBCJFDN-UHFFFAOYSA-N 0.000 description 1
- 240000008611 Canarium odontophyllum Species 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- MYMOFIZGZYHOMD-UHFFFAOYSA-N oxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- FGIUAXJPYTZDNR-UHFFFAOYSA-N potassium nitrate Inorganic materials [K+].[O-][N+]([O-])=O FGIUAXJPYTZDNR-UHFFFAOYSA-N 0.000 description 1
- 235000010333 potassium nitrate Nutrition 0.000 description 1
- 239000003638 reducing agent Substances 0.000 description 1
- 235000011121 sodium hydroxide Nutrition 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
- C09B5/00—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings
- C09B5/02—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings the heterocyclic ring being only condensed in peri position
- C09B5/20—Flavanthrones
Description
KAISERLICHESIMPERIAL
PATENTAMT.PATENT OFFICE.
In der Patentschrift 129845 ist ein Verfahren zur Darstellung eines blauen Farbstoffs der Anthracenreihe beschrieben, welches darin besteht, dafs man ß-Amidoanthrachinon mit Kalihydrat bei 200 bis 3000 C. verschmilzt und die so entstandene Leukoverbindung unter Luftzutritt in Wasser löst.In the patent specification 129845 a process for the preparation of a blue dye of the anthracene is described, which consists in, that one ß-Amidoanthrachinon merges with potassium hydroxide at 200 to 300 0 C. and the resulting leuco compound with access of air dissolved in water.
Es wurde nun gefunden, dafs man zu einem ganz anderen Resultat gelangt, wenn die Alkalischmelze bei höherer Temperatur, z. B. bei 330 bis 3500C, vorgenommen wird. Es entsteht alsdann eine neue Leukoverbindung, welche in Wasser mit blauer Farbe löslich ist, und diese Lösung scheidet in Gegenwart von Luft einen gelbbraunen krystallinischen Körper aus. Man verfährt hierbei am besten so, dafs man das ß-Amidoanthrachinon in das erhitzte Alkali einträgt. . Man kann die Schmelze auch zweckmäfsig in Gegenwart von Oxydationsmitteln, z. B. Salpeter und dergl., vornehmen, wobei man den Farbstoff in reinerer Form erhält.It has now been found that a completely different result is obtained if the alkali melt at a higher temperature, e.g. B. at 330 to 350 0 C is made. A new leuco compound then arises, which is soluble in water with a blue color, and this solution excretes a yellow-brown crystalline body in the presence of air. The best way to do this is to add the β-amidoanthraquinone to the heated alkali. . You can also expediently the melt in the presence of oxidizing agents such. B. saltpeter and the like. Make, whereby the dye is obtained in a purer form.
Der neue Farbkörper ist in Alkalien und verdünnten Mineralsäuren unlöslich, er löst sich dagegen in Alkalien bei Gegenwart von Reductionsmitteln zu einer blauen Lösung, die alle typischen Eigenschaften einer Küpe besitzt und als solche auf Baumwolle blaue Färbungen liefert, welche an der Luft in Gelb übergehen. Die Echtheit dieser gelben Färbungen ist eine vollkommene.The new color body is insoluble in alkalis and dilute mineral acids, it dissolves on the other hand in alkalis in the presence of reducing agents to a blue solution which has all the typical characteristics of a vat and, as such, has blue dyeings on cotton supplies, which turn yellow in the air. The authenticity of these yellow dyeings is one perfect.
Der neue Farbstoff wird vermulhlich wegen seiner analogen Eigenschaften dem blauen Farbstoff der Patentschrift 129845 nahe stehen, er dürfte aber wohl sauerstoffärmer als der letztere sein.The new dye will probably be because of its analogous properties to the blue dye the patent 129845 are close, but it is likely to be lower in oxygen than the latter be.
100 kg Kalihydrat werden auf 340° C. erhitzt, worauf in die Schmelze 10 kg ß-Amidoanthrachinon eingetragen werden. Nach Y4 bis Y2 Stunde ist die Reaction beendet. Man löst in 500 1 kochendem Wasser und leitet Luft in die Lösung ein. Der neue Farbstoff scheidet sich in Form brauner Kryställchen aus. Man filtrirt und wäscht aus. Zum Reinigen wird er aus Nitrobenzol umkrystallisirt, aus welchem man ihn in Form feiner braungelber Nadeln erhält.100 kg of potassium hydrate are heated to 340 ° C., whereupon 10 kg of ß-amidoanthraquinone are introduced into the melt. The reaction has ended after Y 4 to Y 2 hours. Dissolve in 500 liters of boiling water and pass air into the solution. The new dye is deposited in the form of brown crystals. It is filtered and washed out. To clean it, it is recrystallized from nitrobenzene, from which it is obtained in the form of fine brown-yellow needles.
In analoger Weise verfährt man, wenn man unter Zusatz eines Oxydationsmittels arbeitet.The procedure is analogous when working with the addition of an oxidizing agent.
Reactionen:Reactions:
Der Farbstoff ist in:The dye is in:
Wasser unlöslich,Water insoluble,
Natronlauge unlöslich,Insoluble caustic soda,
Anilin schwer löslich mit gelberAniline hardly soluble with yellow
Farbe,Colour,
Benzol sehr schwer mit gelberBenzene very difficult with yellow
Farbe und grüner Fluorescenz löslich,Color and green fluorescence soluble,
Nitrobenzol mit gelber Farbe undNitrobenzene with yellow color and
grüner Fluorescenz löslich,green fluorescence soluble,
Schwefelsäure 66° B. oliv mit rother Fluorescenz löslich,Sulfuric acid 66 ° B. olive with red fluorescence soluble,
Oleum 23 pCt violett mit rother Fluorescenz löslich,Oleum 23 pCt violet soluble with red fluorescence,
Alkohol unlöslich.Alcohol insoluble.
Der Farbstoff sublimirt, ohne zu schmelzen,The dye sublimates without melting,
in langen braungelben Nadeln.in long brown-yellow needles.
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE133686C true DE133686C (en) |
Family
ID=401869
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT133686D Active DE133686C (en) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE133686C (en) |
-
0
- DE DENDAT133686D patent/DE133686C/de active Active
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE133686C (en) | ||
| DE489863C (en) | Process for the preparation of anthraquinone derivatives valuable as dyes or intermediates | |
| DE47252C (en) | Innovations in the process for the representation of blue to green sulfuric acid derivatives of alizarin blue | |
| DE58197C (en) | Process for the preparation of sulfonic acids of a red basic naphthalene dye | |
| DE731425C (en) | Process for the production of water-soluble anthraquinone dyes | |
| DE54624C (en) | Process for the preparation of black dyes from amidoflavopurpurine and amidoanthrapurpurine | |
| DE67102C (en) | Process for the preparation of blue stain-coloring dyes from dinitroanthraquinone | |
| DE1039161B (en) | Process for the production of pigment dyes of the anthraquinone series | |
| DE242149C (en) | ||
| DE362457C (en) | Process for the production of sulfur-containing Kuepen dyes | |
| DE184689C (en) | ||
| DE277358C (en) | ||
| DE718148C (en) | Process for the production of Kuepen dyes | |
| DE210828C (en) | ||
| DE257973C (en) | ||
| DE101486C (en) | ||
| DE1214816B (en) | Process for the preparation of sulfamide monoazo dyes and their metal complex compounds | |
| DE176018C (en) | ||
| DE138420C (en) | ||
| DE118393C (en) | ||
| DE279733C (en) | ||
| DE138255C (en) | ||
| DE97541C (en) | ||
| DE148792C (en) | ||
| DE507344C (en) | Process for the preparation of Kuepen dyes of the anthraquinone series |