DE68649C - Process for the preparation of a blue dye by condensation of / J-amidoalizarin with formaldehyde - Google Patents
Process for the preparation of a blue dye by condensation of / J-amidoalizarin with formaldehydeInfo
- Publication number
- DE68649C DE68649C DENDAT68649D DE68649DA DE68649C DE 68649 C DE68649 C DE 68649C DE NDAT68649 D DENDAT68649 D DE NDAT68649D DE 68649D A DE68649D A DE 68649DA DE 68649 C DE68649 C DE 68649C
- Authority
- DE
- Germany
- Prior art keywords
- formaldehyde
- amidoalizarin
- preparation
- condensation
- blue 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.)
- Expired - Lifetime
Links
- WSFSSNUMVMOOMR-UHFFFAOYSA-N formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 title claims description 12
- 239000001045 blue dye Substances 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title claims description 3
- 238000009833 condensation Methods 0.000 title description 2
- 230000005494 condensation Effects 0.000 title description 2
- IKHGUXGNUITLKF-UHFFFAOYSA-N acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 claims 2
- HGINCPLSRVDWNT-UHFFFAOYSA-N acrylaldehyde Chemical compound C=CC=O HGINCPLSRVDWNT-UHFFFAOYSA-N 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 239000000975 dye Substances 0.000 description 5
- MUBZPKHOEPUJKR-UHFFFAOYSA-N oxalic acid Chemical class OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 5
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 3
- 239000011780 sodium chloride Substances 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 235000019441 ethanol Nutrition 0.000 description 2
- 239000000706 filtrate Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 241000338702 Cupido minimus Species 0.000 description 1
- 230000002378 acidificating Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 230000001376 precipitating Effects 0.000 description 1
- 235000011121 sodium hydroxide Nutrition 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000002966 varnish 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
- C09B1/50—Amino-hydroxy-anthraquinones; Ethers and esters thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Description
KAISERLICHESIMPERIAL
PATENTAMT.PATENT OFFICE.
KLASSE 22: Farbstoffe, Firnisse,CLASS 22: dyes, varnishes,
FARBWERKE vorm. MEISTER LUCIUS & BRÜNING in HÖCHST a. M.FARBWERKE vorm. MASTER LUCIUS & BRÜNING in HÖCHST a. M.
Verfahren zur Darstellung eines blauen Farbstoffs durch Condensation von ß-AmidoalizarinProcess for the preparation of a blue dye by condensation of ß-amidoalizarin
mit Formaldehyd.with formaldehyde.
Zusatz zum Patente JVi 62703 vom 14. Januar 1891.Addendum to patent JVi 62703 from January 14, 1891.
Patentirt im Deutschen Reiche vom 23. Mai 1891 ab. Längste Dauer: 13. Januar 1906.Patented in the German Empire on May 23, 1891. Longest duration: January 13, 1906.
Zur Darstellung des Farbstoffs nimmt man auf ι Theil ß-Amidoalizarin 5 Theile Alkohol (95 pCt.), ι Theil Formaldehyd und läfst innerhalb einer Stunde bei ioo° 7 Theile concentrirte Schwefelsäure nach und nach zufliefsen. Man verdünnt dann die Masse mit wenig Wasser und kocht, wobei der Farbstoff als schwefelsaures Salz in Lösung geht, filtrirt und verdünnt die Flüssigkeit mit viel Wasser. Nach kurzer Zeit scheidet sich aus dieser Flüssigkeit das Farbsalz in braunen Flocken aus. Dieselben werden einige Zeit mit ziemlich concentrirter Natronlauge gekocht, wobei unzersetztes ß-Amidoalizarin und wenig blauer Farbstoff in Lösung geht. Man filtrirt und behandelt das zurückbleibende Natronsalz des Farbstoffes einige Male mit heifsem Wasser. Aus dem Filtrat scheidet sich beim Erkalten das gelöste Farbsalz wieder ab und wird durch Filtriren gewonnen.To prepare the dye, one part of β-amidoalizarine takes 5 parts of alcohol (95 pCt.), Ι part of formaldehyde and runs within one hour at 100 ° 7 parts concentrated sulfuric acid flow in gradually. You then dilute the mass with a little water and boil, the dye as sulfuric acid salt goes into solution, filtered, and diluted the liquid with much water. To After a short time, the colored salt separates from this liquid in brown flakes. The same are boiled for some time with fairly concentrated caustic soda, with undecomposed ß-Amidoalizarin and a little blue dye goes into solution. It is filtered and treated the remaining sodium salt of the dye a few times with hot water. Separates from the filtrate when it cools the dissolved color salt is removed again and is obtained by filtration.
Durch nochmaliges Auflösen des Farbsalzes in verdünnter Schwefelsäure, Ausfällen und Auswaschen des ausgeschiedenen schwefelsauren Salzes, bis das Filtrat keine saure Reaction mehr zeigt, erhält man die Farbbase, da das schwefelsaure Salz durch Wasser in seine Componenten zerlegt wird.By again dissolving the color salt in dilute sulfuric acid, precipitating and Wash out the precipitated sulfuric acid salt until the filtrate shows no acidic reaction shows more, you get the color base, because the sulfuric acid salt through water in his Components is disassembled.
Bei Anwendung von Salzsäure oder entwässerter Oxalsäure verfährt man folgendermafsen: Zu 1 Theil ß-Amidoalizarin giebt man 5 Theile Aethylalkohol (95 pCt), 1 Theil entwässerte Oxalsäure bezw. Salzsäure und 0,5 Theile Formaldehyd und erhitzt im Wasserbade Y4 Stunde bei 70 °, hierauf giebt man noch ι Theil entwässerte Oxalsäure hinzu und erhitzt noch Y4 Stunde bei 700, dann fügt man noch 1 Theil entwässerte Oxalsäure und 0,2 Theile Formaldehyd dazu und erhitzt noch Y4 Stunde bei ioo°. Die Reindarstellung des Blaus geschieht dann wie oben.When using hydrochloric acid or dehydrated oxalic acid, the following procedure is followed: 5 parts of ethyl alcohol (95 pCt), 1 part of dehydrated oxalic acid and 1 part of dehydrated oxalic acid are added to 1 part of β-amidoalizarine. Hydrochloric acid and 0.5 parts of formaldehyde and heated on a water bath Y 4 hour at 70 °, then one still ι part gives added dehydrated oxalic acid and heated for 4 hours at 70 0 Y, then one adds a further 1 part of dehydrated oxalic acid and 0.2 parts Formaldehyde to it and heated for another 4 hours at 100 °. The pure display of the blue is then done as above.
Der Farbstoff ist in heifsem Wasser löslich.The dye is soluble in hot water.
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE68649C true DE68649C (en) |
Family
ID=342178
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT68649D Expired - Lifetime DE68649C (en) | Process for the preparation of a blue dye by condensation of / J-amidoalizarin with formaldehyde |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE68649C (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2443899A (en) * | 1943-12-21 | 1948-06-22 | Allied Chem & Dye Corp | Production of nu-alkylated aminoanthraquinones |
-
0
- DE DENDAT68649D patent/DE68649C/en not_active Expired - Lifetime
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2443899A (en) * | 1943-12-21 | 1948-06-22 | Allied Chem & Dye Corp | Production of nu-alkylated aminoanthraquinones |
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