DE287867C - - Google Patents
Info
- Publication number
- DE287867C DE287867C DENDAT287867D DE287867DA DE287867C DE 287867 C DE287867 C DE 287867C DE NDAT287867 D DENDAT287867 D DE NDAT287867D DE 287867D A DE287867D A DE 287867DA DE 287867 C DE287867 C DE 287867C
- Authority
- DE
- Germany
- Prior art keywords
- quinizarin
- parts
- sulfonic acid
- quinizarine
- red
- 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
- GUEIZVNYDFNHJU-UHFFFAOYSA-N 1,4-Dihydroxyanthraquinone Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C(O)=CC=C2O GUEIZVNYDFNHJU-UHFFFAOYSA-N 0.000 claims description 12
- LSNNMFCWUKXFEE-UHFFFAOYSA-N sulfonic acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 claims description 5
- LSNNMFCWUKXFEE-UHFFFAOYSA-L Sulphite Chemical class [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 claims description 2
- NUJOXMJBOLGQSY-UHFFFAOYSA-N Manganese dioxide Chemical compound O=[Mn]=O NUJOXMJBOLGQSY-UHFFFAOYSA-N 0.000 description 6
- GEHJYWRUCIMESM-UHFFFAOYSA-L Sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 238000009835 boiling Methods 0.000 description 2
- 239000000706 filtrate Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000007800 oxidant agent Substances 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- 235000010265 sodium sulphite Nutrition 0.000 description 2
- KGBXLFKZBHKPEV-UHFFFAOYSA-N Boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 1
- BHZRJJOHZFYXTO-UHFFFAOYSA-L Potassium sulfite Chemical compound [K+].[K+].[O-]S([O-])=O BHZRJJOHZFYXTO-UHFFFAOYSA-L 0.000 description 1
- SUKJFIGYRHOWBL-UHFFFAOYSA-N Sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 description 1
- 239000005708 Sodium hypochlorite Substances 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 230000002378 acidificating Effects 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- 239000004327 boric acid Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- YADSGOSSYOOKMP-UHFFFAOYSA-N dioxolead Chemical compound O=[Pb]=O YADSGOSSYOOKMP-UHFFFAOYSA-N 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- 235000019252 potassium sulphite Nutrition 0.000 description 1
- DYAHQFWOVKZOOW-UHFFFAOYSA-N sarin Chemical compound CC(C)OP(C)(F)=O DYAHQFWOVKZOOW-UHFFFAOYSA-N 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 239000007858 starting material Substances 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
- C09B1/12—Dyes containing sulfonic acid groups
Description
KAISERLICHESIMPERIAL
PATENTAMT.PATENT OFFICE.
Es wurde gefunden, daß man durch Erhitzen von Chinizarin mit Sulfiten außerordentlich leicht und glatt zu der als Farbstoff sowie als Ausgangsstoff zur Darstellung weiterer Farbstoffe wichtigen Chinizarinsulfosäure (i · 4-Dioxyanthrachinon-2-sulfosäure) gelangt.It has been found that heating quinizarin with sulfites is extremely effective easy and smooth to that as a dye and as a starting material for the representation of others Colorants important quinizarine sulfonic acid (i · 4-Dioxyanthraquinone-2-sulfonic acid) got.
Die Einwirkung des Sulfits auf das Chini- ; zarin geschieht schon beim einfachen Erhitzen in offenen Gefäßen und läßt sich beschleunigen durch Zusatz von geeigneten Oxydationsmitteln, wie z. B., Braunstein, Bleisuperoxyd oder Natriumhypochlorit. The action of sulfite on the quini-; Zarin happens just by heating in open vessels and can be accelerated by adding suitable oxidizing agents, such as B., manganese dioxide, lead peroxide or sodium hypochlorite.
ι Teil Chinizarin wird in Form einer feinen Paste mit einer Lösung von 2 Teilen Natriumsulfit in 50 Teilen Wasser etwa 10 Stunden gekocht. Beim Erkalten hat sich die Chinizarinsulfosäure als Natriumsalz kristallinisch abgeschieden. Man entfernt durch Absaugen das überschüssige Natriumsulfit, löst den Rest zur Entfernung von etwa noch unverändert gebliebenem Chinizarin in 50 Teilen heißem Wasser unter Zusatz von verdünnter Schwefelsäure, kocht auf und filtriert. Aus dem Filtrat scheidet sich auf Zusatz von Kochsalzlösung das Natriumsalz der Chinizarinsulfosäure in orangeroten Nadeln ab.ι part of quinizarin is in the form of a fine paste with a solution of 2 parts of sodium sulfite boiled in 50 parts of water for about 10 hours. When it cools down, the quinizarine sulfonic acid has deposited in crystalline form as the sodium salt. The excess sodium sulfite is removed by suction and the remainder is dissolved to remove approximately still unchanged quinizarin in 50 parts hot Water with the addition of dilute sulfuric acid, boils and filtered. From the filtrate the sodium salt of quinizarine sulfonic acid separates into orange-red needles.
Sie löst sich in konzentrierter Schwefelsäure mit roter Farbe; auf Zusatz von Borsäure tritt eine rötliche Fluoreszenz auf. Das Spektrum dieser Lösung zeigt die Absorptionslinien des Chinizarins nach Rot hin verschoben. Das Kaliumsalz ist schwer löslich und bildet feine rote Prismen.It dissolves in concentrated sulfuric acid with a red color; on the addition of boric acid reddish fluorescence occurs. The spectrum of this solution shows the absorption lines of the quinizarin shifted to red. The potassium salt is sparingly soluble and forms fine red prisms.
10 Teile Chinizarin werden in 300 Teilen Wasser fein verteilt und nach Zugabe von 30 Teilen Kaliumsulfit und 5 Teilen gemahlenem Braunstein unter Ersatz des verdampfenden Wassers gekocht, bis kein unverändertes Chinizarin mehr nachzuweisen ist. Man macht dann mit Schwefelsäure stark sauer und filtriert. Aus dem Filtrat wird die Chinizarinsulfosäure, wie in Beispiel 1 angegeben, abgeschieden.10 parts of quinizarin are finely divided in 300 parts of water and, after adding 30 parts of potassium sulfite and 5 parts of ground manganese dioxide, replacing the evaporating Boiled water until no more unchanged quinizarin can be detected. One does then strongly acidic with sulfuric acid and filtered. Quinizarine sulfonic acid is made from the filtrate, as indicated in Example 1, deposited.
An Stelle von Braunstein können auch andere Oxydationsmittel angewandt werden. Die Reaktion kann durch Arbeiten in geschlossenem Gefäß unter Druck beschleunigt werden.Instead of manganese dioxide, other oxidizing agents can also be used. The reaction can be accelerated by working in a closed vessel under pressure will.
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE287867C true DE287867C (en) |
Family
ID=543051
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT287867D Active DE287867C (en) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE287867C (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2575155A (en) * | 1948-10-09 | 1951-11-13 | Patent Chemicals Inc | Manufacture of polyhydroxy anthraquinone sulfonic acids |
-
0
- DE DENDAT287867D patent/DE287867C/de active Active
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2575155A (en) * | 1948-10-09 | 1951-11-13 | Patent Chemicals Inc | Manufacture of polyhydroxy anthraquinone sulfonic acids |
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