DE262478C - - Google Patents
Info
- Publication number
- DE262478C DE262478C DENDAT262478D DE262478DA DE262478C DE 262478 C DE262478 C DE 262478C DE NDAT262478 D DENDAT262478 D DE NDAT262478D DE 262478D A DE262478D A DE 262478DA DE 262478 C DE262478 C DE 262478C
- Authority
- DE
- Germany
- Prior art keywords
- methylbenzanthrone
- nitro
- parts
- heated
- dye
- 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
- VRBAXENBRSVCOD-UHFFFAOYSA-N 2-methyl-1-nitrobenzo[b]phenalen-7-one Chemical compound [N+](=O)([O-])C1=C(C=C2C=CC=C3C(=O)C4=CC=CC=C4C1=C23)C VRBAXENBRSVCOD-UHFFFAOYSA-N 0.000 claims description 5
- 239000000984 vat dye Substances 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 238000000034 method Methods 0.000 claims description 2
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 6
- 239000000975 dye Substances 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000000155 melt Substances 0.000 description 3
- 229920000742 Cotton Polymers 0.000 description 2
- 235000011118 potassium hydroxide Nutrition 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- TWDBGDMVMYUPBM-UHFFFAOYSA-N 1-(nitromethyl)benzo[b]phenalen-7-one Chemical compound [N+](=O)([O-])CC1=CC=C2C=CC=C3C(=O)C4=CC=CC=C4C1=C23 TWDBGDMVMYUPBM-UHFFFAOYSA-N 0.000 description 1
- KZVJTAYLEAJHMU-UHFFFAOYSA-N 2-methylbenzo[b]phenalen-7-one Chemical compound C1=CC2=CC(C)=CC(C=3C(=CC=CC=3)C3=O)=C2C3=C1 KZVJTAYLEAJHMU-UHFFFAOYSA-N 0.000 description 1
- HUKPVYBUJRAUAG-UHFFFAOYSA-N 7-benzo[a]phenalenone Chemical compound C1=CC(C(=O)C=2C3=CC=CC=2)=C2C3=CC=CC2=C1 HUKPVYBUJRAUAG-UHFFFAOYSA-N 0.000 description 1
- 241000131971 Bradyrhizobiaceae Species 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 239000001045 blue dye Substances 0.000 description 1
- 239000003518 caustics Substances 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- GRWZHXKQBITJKP-UHFFFAOYSA-L dithionite(2-) Chemical compound [O-]S(=O)S([O-])=O GRWZHXKQBITJKP-UHFFFAOYSA-L 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 238000005406 washing Methods 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
- C09B3/00—Dyes with an anthracene nucleus condensed with one or more carbocyclic rings
- C09B3/22—Dibenzanthrones; Isodibenzanthrones
- C09B3/24—Preparation by synthesis of the nucleus
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
KAISERLICHESIMPERIAL
PATENTAMT.PATENT OFFICE.
PATENTSCHRIFTPATENT LETTERING
-■ M 262478 KLASSE 22 b. GRUPPE- ■ M 262478 CLASS 22 b. GROUP
in BASEL.in Basel.
Durch Verschmelzen von Benzanthron und seinen Derivaten, wie z.B. Halogenbenzanthron, 2-Methylbenzanthron usw., mit Ätzalkali sind bisher ausschließlich violette Küpenfarbstoffe erhalten worden. Demgegenüber wurde überraschenderweise gefunden, daß man zu einem schwarzen Küpenfarbstoff gelangt, wenn man Nitro-2-methylbenzanthron der Behandlung mit alkalischen Kondensationsmitteln unterwirft.By fusing benzanthrone and its derivatives, such as halobenzanthrone, 2-methylbenzanthrone, etc., with caustic alkali have so far only been purple vat dyes been received. In contrast, it was found, surprisingly, that one to one black vat dye comes off when one is treated with nitro-2-methylbenzanthrone subjected to alkaline condensation agents.
ίο Von dem in Patentschrift 242621, Kl. 22 d, beschriebenen grünblauen Farbstoff, welcher sich ebenfalls vom Nitro-2-methylbenzanthron1 ableitet, unterscheidet sich das nach vorliegendem Verfahren erhältliche Produkt außer durch die gänzlich verschiedene Nuance auch dadurch, daß es schwefelfrei ist, während erstgenannter Farbstoff schwefelhaltig ist.ίο From the green-blue dye described in patent specification 242621, class 22 d, which is also derived from nitro-2-methylbenzanthrone 1 , the product obtainable according to the present process differs not only in the completely different shade but also in that it is sulfur-free, while the former dye contains sulfur.
10 Teile Nitro-2-methylbenzanthron werden nach und nach in 50 Teile auf 130 ° erhitztes Ätzkali eingetragen, wobei die Temperatur der Reaktionsmasse von selbst auf 160 ° steigt. Nach beendetem Eintragen des Nitromethylbenzanthrons wird die Temperatur der Schmelze auf 2io° gesteigert und zum Schluß während einiger Zeit bei 210 bis 220 ° gehalten. Hierauf wird die Schmelze in Wasser eingetragen, etwa eine halbe Stunde lang zum Kochen erhitzt, der ausgeschiedene Farbstoff abfiltriert, gewaschen und getrocknet. Er stellt ein schwarzes Pulver dar, welches beim Behandeln mit Natronlauge und Hydrosulfit eine violettrote Küpe liefert, aus welcher Baumwolle in grauen bis schwarzen Tönen angefärbt wird, welche gute Wasch- und Chlorechtheit aufweisen. 10 parts of nitro-2-methylbenzanthrone are gradually heated to 130 ° in 50 parts Entered caustic potash, the temperature of the reaction mass rises to 160 ° by itself. When the nitromethylbenzanthrone has been introduced, the temperature of the melt becomes higher increased to 20 ° and finally held at 210 to 220 ° for some time. On that the melt is poured into water, heated to the boil for about half an hour, the precipitated dye is filtered off, washed and dried. He's hiring black powder, which when treated with sodium hydroxide solution and hydrosulfite gives a violet-red vat from which cotton is used in gray to black shades are dyed, which have good washing and chlorine fastness.
10 Teile Nitro-2-methylbenzanthron werden in ein auf 140 ° erhitztes Gemisch von 50 Teilen Ätzkali und 50 Teilen Alkohol eingetragen,, worauf die Schmelze während etwa 45 Minuten auf 180 ° und schließlich noch während einer halben Stunde auf 190 bis 200 ° erhitzt wird. Sodann wird die Reaktionsmasse in Wasser gelöst, aufgekocht und der Farbstoff abfiltriert. Er färbt Baumwolle aus alkalischer Küpe in grünlichgrauen Nuancen.10 parts of nitro-2-methylbenzanthrone are heated to 140 ° in a mixture of 50 parts Caustic potash and 50 parts of alcohol entered, whereupon the melt lasts for about 45 minutes heated to 180 ° and finally heated to 190 to 200 ° for half an hour will. The reaction mass is then dissolved in water, boiled and the dye filtered off. It dyes cotton from an alkaline vat in greenish-gray shades.
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE262478C true DE262478C (en) |
Family
ID=519938
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT262478D Active DE262478C (en) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE262478C (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0456946A1 (en) * | 1990-05-15 | 1991-11-21 | International Business Machines Corporation | Method and apparatus for recognition of a framing pattern distributed in a serial bit stream |
-
0
- DE DENDAT262478D patent/DE262478C/de active Active
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0456946A1 (en) * | 1990-05-15 | 1991-11-21 | International Business Machines Corporation | Method and apparatus for recognition of a framing pattern distributed in a serial bit stream |
| US5204883A (en) * | 1990-05-15 | 1993-04-20 | International Business Machines Corporation | Method and apparatus for recognition of a framing pattern distributed in a serial bit stream |
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