DE62018C - Seduce to represent a dye from Alizarin-Bordeaux - Google Patents
Seduce to represent a dye from Alizarin-BordeauxInfo
- Publication number
- DE62018C DE62018C DENDAT62018D DE62018DA DE62018C DE 62018 C DE62018 C DE 62018C DE NDAT62018 D DENDAT62018 D DE NDAT62018D DE 62018D A DE62018D A DE 62018DA DE 62018 C DE62018 C DE 62018C
- Authority
- DE
- Germany
- Prior art keywords
- alizarin
- dye
- bordeaux
- represent
- seduce
- 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.)
- Expired - Lifetime
Links
- VBHKTXLEJZIDJF-UHFFFAOYSA-N Quinalizarin Chemical compound C1=CC(O)=C2C(=O)C3=C(O)C(O)=CC=C3C(=O)C2=C1O VBHKTXLEJZIDJF-UHFFFAOYSA-N 0.000 title claims description 8
- RGCKGOZRHPZPFP-UHFFFAOYSA-N Alizarin Chemical compound C1=CC=C2C(=O)C3=C(O)C(O)=CC=C3C(=O)C2=C1 RGCKGOZRHPZPFP-UHFFFAOYSA-N 0.000 claims description 8
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 8
- NUJOXMJBOLGQSY-UHFFFAOYSA-N Manganese dioxide Chemical compound O=[Mn]=O NUJOXMJBOLGQSY-UHFFFAOYSA-N 0.000 claims description 4
- VOTFXKJPNQELOG-UHFFFAOYSA-N arsenic acid Chemical compound O[As](=O)=O VOTFXKJPNQELOG-UHFFFAOYSA-N 0.000 claims description 3
- 229940000488 arsenic acid Drugs 0.000 claims description 3
- 238000000034 method Methods 0.000 claims description 3
- 239000007800 oxidant agent Substances 0.000 claims description 2
- 239000000047 product Substances 0.000 description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- BBNQQADTFFCFGB-UHFFFAOYSA-N 1,2,4-Trihydroxyanthraquinone Chemical compound C1=CC=C2C(=O)C3=C(O)C(O)=CC(O)=C3C(=O)C2=C1 BBNQQADTFFCFGB-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 229960000583 Acetic Acid Drugs 0.000 description 2
- ANRHNWWPFJCPAZ-UHFFFAOYSA-M CHEMBL593252 Chemical compound [Cl-].C1=CC(N)=CC2=[S+]C3=CC(N)=CC=C3N=C21 ANRHNWWPFJCPAZ-UHFFFAOYSA-M 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 229910052570 clay Inorganic materials 0.000 description 1
- 238000010411 cooking Methods 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- 230000000750 progressive Effects 0.000 description 1
- 230000002035 prolonged Effects 0.000 description 1
- 230000011514 reflex Effects 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- HIFJUMGIHIZEPX-UHFFFAOYSA-N sulfuric acid;sulfur trioxide Chemical compound O=S(=O)=O.OS(O)(=O)=O HIFJUMGIHIZEPX-UHFFFAOYSA-N 0.000 description 1
- UPKAWFACSJWKND-ZXFFUEEESA-J tetrasodium;(6E)-4-amino-6-[[4-[4-[(2Z)-2-(8-amino-1-oxo-5,7-disulfonatonaphthalen-2-ylidene)hydrazinyl]-3-methoxyphenyl]-2-methoxyphenyl]hydrazinylidene]-5-oxonaphthalene-1,3-disulfonate Chemical compound [Na+].[Na+].[Na+].[Na+].C\1=CC2=C(S([O-])(=O)=O)C=C(S([O-])(=O)=O)C(N)=C2C(=O)C/1=N/NC(C(OC)=C1)=CC=C1C1=CC=C(N\N=C\2C(C3=C(N)C(=CC(=C3C=C/2)S([O-])(=O)=O)S([O-])(=O)=O)=O)C(OC)=C1 UPKAWFACSJWKND-ZXFFUEEESA-J 0.000 description 1
- 238000010792 warming 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
- C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
- C09B1/02—Hydroxy-anthraquinones; Ethers or esters thereof
- C09B1/06—Preparation from starting materials already containing the anthracene nucleus
- C09B1/08—Dyes containing only OH-groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
KAISERLICHESIMPERIAL
PATENTAMT.PATENT OFFICE.
Unterwirft man Alizarin-Bordeaux (Tetraoxyanthrachinon, Patent No. 60855) m schwefelsaurer Lösung der Einwirkung von Oxydationsmitteln, wie Braunstein oder Arsensäure, d. h. wendet man auf das Alizarin-Bordeaux diejenige Reaction an, welche zur Darstellung von Purpurin aus Alizarin dient, so erhält man einen neuen Farbstoff, der aber, entgegen den Erwartungen, durchaus verschieden ist von dem Product, welches nach dem Verfahren des Patentes No. 60855 durch Einwirkung von hochprocentiger rauchender Schwefelsäure auf Purpurin entsteht.If one subjects Alizarin-Bordeaux (Tetraoxyanthraquinone, Patent No. 60855) in a sulfuric acid solution to the action of oxidizing agents such as manganese dioxide or arsenic acid, that is, if one applies the reaction to the Alizarin-Bordeaux which is used to prepare purpurine from alizarin, one obtains a new dye, which, contrary to expectations, is quite different from the product which is obtained by the process of patent no. 60855 is produced by the action of high-percentage fuming sulfuric acid on Purpurin.
Zur Darstellung dieses neuen Farbstoffes verfährt man wie folgt:Proceed as follows to represent this new dye:
10 kg trockenes und gepulvertes Alizarin-Bordeaux werden in 200 kg Schwefelsäure von 66° B. aufgelöst und zu dieser Lösung unter beständigem guten Umrühren allmälig 12 kg fein gepulverter Braunstein von 70 pCt. eingetragen. 10 kg of dry and powdered Alizarin-Bordeaux are dissolved in 200 kg of sulfuric acid 66 ° B. dissolved and gradually add 12 kg to this solution with constant good stirring finely powdered brownstone of 70 pCt. registered.
Die unter Erwärmung vor sich gehende Reaction giebt sich durch die fortschreitende Umwandlung der Farbe der schwefelsauren Lösung von Violett in Blau zu erkennen, und ist beendet, wenn sich die Farbe dieser Lösung bei längerer Einwirkung bezw. Erhitzen bis ioo° nicht mehr ändert.The reaction, which takes place under warming, is given by the progressive one Conversion of the color of the sulfuric acid solution from violet to blue can be seen, and is finished when the color of this solution BEZW after prolonged exposure. Heat up ioo ° no longer changes.
Man giefst dann das Reactionsgemisch in Wasser, kocht auf, filtrirt, wäscht aus, löst den Niederschlag in verdünnter heifser Natronlauge, filtrirt diese alkalische Lösung und fällt daraus den Farbstoff mit Säure aus.The reaction mixture is then poured into water, boiled, filtered, washed, and dissolved the precipitate in dilute hot sodium hydroxide solution, this alkaline solution is filtered and precipitated out of it the dye with acid.
So dargestellt, bildet der Farbstoff, der mit dem Namen »Alizarincyanin« bezeichnet wird, einen sehr feinen rothbraunen Niederschlag. In Eisessig löst er sich mit prachtvoll gelbrother Farbe und moosgrüner Fluorescenz und krystallisirt daraus in langen, dunklen Nadeln mit grünem Reflex, welche Essigsäure enthalten und beim Liegen an der Luft ihren Glanz verlieren. Die Lösung in Alkohol ist etwas blauer und fluorescirt ebenfalls; der Farbstoff krystallisirt daraus in schwarzbraunen, stark glänzenden flachen Nadeln. Die Lösung in Alkali ist blau mit violettem Stich; in concentrirter Schwefelsäure löst sich der Farbstoff mit rein blauer Farbe und prachtvoll rother Fluorescenz.Represented in this way, the dye, which is called »Alizarincyanin«, a very fine red-brown precipitate. In glacial acetic acid it dissolves with a splendid yellowish-red color Color and moss-green fluorescence and crystallizes from them in long, dark needles with a green reflex, which contain acetic acid and lose their shine when lying in the air. The solution in alcohol is somewhat bluer and also fluoresces; the dye crystallizes from it in black-brown, very shiny flat needles. The solution in alkali is blue with a purple tinge; in concentrated sulfuric acid the dye dissolves with a pure blue Color and splendid red fluorescence.
Auf Beizen erzeugt der Farbstoff Nuancen, die sich durch grofse Reinheit und Intensität auszeichnen und von denen mit Alizarin-Bordeaux hergestellten total verschieden sind. So erhält man z. B. auf Thonerdebeizen ein prachtvolles Violett, auf Chrombeizen ein grünstichiges Blau.On staining the dye produces nuances which are distinguished by great purity and intensity and are totally different from those made with Alizarin-Bordeaux. So you get z. B. on clay stains a magnificent violet, on chrome stains a greenish tinge Blue.
Der Analyse nach ist dieses Oxydationsproduct, das Alizarincyanin, ein weiter hydroxylirtes Alizarin-Bordeaux.According to the analysis, this product of oxidation, alizarin cyanine, is a further hydroxylated product Alizarin-Bordeaux.
Wie schon angedeutet, kann bei der Oxydation der Braunstein auch durch andere Körper, wie z.B. Arsensäure, ersetzt werden.As already indicated, the brownstone can also be oxidized by others Bodies, such as arsenic acid, are replaced.
Bei diesem Oxydationsprocefs läfst sich das Auftreten eines Zwischenproductes constatiren. Trägt man nämlich dafür Sorge, dafs die Temperatur des Reactionsgemisches 30° nicht überschreitet, und giefst dasselbe nach Vollendung der Reaction auf Eis, so scheidet sich dieses Zwischenproduct in dunkelvioletten Flocken ab, welche abfiltrirt und mit Eiswasser ausgewaschen werden können. Die-In this process of oxidation the occurrence of an intermediate product can be established. If one takes care that the temperature of the reaction mixture is not 30 ° and pour it on ice after the reaction has been completed, it is separated this intermediate product in dark violet flakes, which are filtered off and washed with ice water can be washed out. The-
selben sind mit violetter Farbe in Wasser löslich; beim Kochen dieser Lösung für sich oder unter Zusatz von Säuren bildet sich Alizarincyanin. Durch Behandeln mit Ammoniak läfst es sich in derselben Weise wie das Zwischenproduct bei der Alizarin-Bordeaux-Darstellung in ein neues werthvolles Product überführen.they are soluble in water with violet color; when cooking this solution for yourself or when acids are added, alizarin cyanine is formed. Runs through treatment with ammonia it is in the same way as the intermediate product in the Alizarin-Bordeaux representation into a new valuable product.
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE62018C true DE62018C (en) |
Family
ID=336034
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT62018D Expired - Lifetime DE62018C (en) | Seduce to represent a dye from Alizarin-Bordeaux |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE62018C (en) |
-
0
- DE DENDAT62018D patent/DE62018C/en not_active Expired - Lifetime
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