CH224878A - Process for the preparation of a new, water-soluble dye of the anthraquinone series. - Google Patents
Process for the preparation of a new, water-soluble dye of the anthraquinone series.Info
- Publication number
- CH224878A CH224878A CH224878DA CH224878A CH 224878 A CH224878 A CH 224878A CH 224878D A CH224878D A CH 224878DA CH 224878 A CH224878 A CH 224878A
- Authority
- CH
- Switzerland
- Prior art keywords
- water
- new
- preparation
- mole
- soluble dye
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title claims description 4
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 title claims description 3
- 150000004056 anthraquinones Chemical class 0.000 title claims description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 7
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 5
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 3
- 229920000742 Cotton Polymers 0.000 claims description 3
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 3
- 235000005811 Viola adunca Nutrition 0.000 claims description 3
- 240000009038 Viola odorata Species 0.000 claims description 3
- 235000013487 Viola odorata Nutrition 0.000 claims description 3
- 235000002254 Viola papilionacea Nutrition 0.000 claims description 3
- SMEGJBVQLJJKKX-HOTMZDKISA-N [(2R,3S,4S,5R,6R)-5-acetyloxy-3,4,6-trihydroxyoxan-2-yl]methyl acetate Chemical compound CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O)OC(=O)C)O)O SMEGJBVQLJJKKX-HOTMZDKISA-N 0.000 claims description 3
- 229940081735 acetylcellulose Drugs 0.000 claims description 3
- 239000007864 aqueous solution Substances 0.000 claims description 3
- 229920002301 cellulose acetate Polymers 0.000 claims description 3
- 238000004043 dyeing Methods 0.000 claims description 3
- 239000000463 material Substances 0.000 claims description 3
- XRIGHGYEGNDPEU-UHFFFAOYSA-N 1-anilinoanthracene-9,10-dione Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3C(=O)C2=C1NC1=CC=CC=C1 XRIGHGYEGNDPEU-UHFFFAOYSA-N 0.000 claims description 2
- 241000974482 Aricia saepiolus Species 0.000 claims description 2
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 claims description 2
- 239000000975 dye Substances 0.000 description 3
- 239000001000 anthraquinone dye Substances 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 239000008098 formaldehyde solution Substances 0.000 description 1
- 159000000011 group IA salts Chemical class 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- FWFGVMYFCODZRD-UHFFFAOYSA-N oxidanium;hydrogen sulfate Chemical compound O.OS(O)(=O)=O FWFGVMYFCODZRD-UHFFFAOYSA-N 0.000 description 1
- 239000000047 product 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
- C09B1/16—Amino-anthraquinones
- C09B1/20—Preparation from starting materials already containing the anthracene nucleus
- C09B1/26—Dyes with amino groups substituted by hydrocarbon radicals
- C09B1/32—Dyes with amino groups substituted by hydrocarbon radicals substituted by aryl groups
- C09B1/34—Dyes with amino groups substituted by hydrocarbon radicals substituted by aryl groups sulfonated
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
<B>Zusatzpatent</B> zum Hauptpatent Nr. 210608. Verfahren zur Darstellung eines neuen, wasserlöslichen Farbstoffes der Anthrachinonreihe. - Das vorliegende Patent betrifft ein Ver fahren zur Darstellung eines neuen, wasser löslichen Anthrachinonfarbstofies und ist da durch gekennzeichnet, dass man 1 Mol 1-Amino- 5 4(3'-chlor)phenyl-aminoanthrachinon, 1 Mol Phenol und 1 Mol Formaldehyd aufeinander einwirken lässt und das erhaltene Produkt sulfoniert.
Der neue Farbstoff enthält eine Sulfo- 9 gruppe und löst sich in konzentrierter Schwe felsäure mit schwach grünblauer, in Wasser mit grünstichig blauer Farbe. Er soll zum Färben von Acetatseide, acetylierter Baum wolle und von Acetylcellulosefolien verwen det werden. Das Färbegut wird in der wässe rigen Lösung blauviolett gefärbt. .
<I>Beispiel:</I> 20 kg 1-Amino-4(3'-chlor)phenyl-amino- anthraehinon und 100 kg Phenol werden bis zur Lösung erwärmt und auf 40 o C abgekühlt. 10 kg Formaldehydlösung von 40 Vol.o/o wer den langsam eingerührt und nach weiteren zwei Stunden die Schmelze in alkalisches Salzwasser gedrückt. Das ausgefallene Kon densationsprodukt wird abfiltriert, in Wasser aufgenommen und mit Schwefelsäure neutral gestellt. Man filtriert, wäscht und trocknet.
Durch Sulfonieren bei 20 o C in Schwefel säuremonohydrat erhält man einen Farbstoff, der sich in konzentrierter Schwefelsäure mit schwach grünblauer, in Wasser mit grünstichig blauer Farbe löst. Er soll zum Färben von Acetatseide, acetylierter Baumwolle und von Acetylcellulosefolien verwendet werden. Das Färbegut wird in der wässerigen Lösung blau violett gefärbt.
<B> Additional patent </B> to main patent no. 210608. Process for the preparation of a new, water-soluble dye from the anthraquinone series. - The present patent relates to a process for the preparation of a new, water-soluble anthraquinone dye and is characterized in that 1 mole of 1-amino-5 4 (3'-chloro) phenyl-aminoanthraquinone, 1 mole of phenol and 1 mole of formaldehyde on each other lets act and sulfonated the product obtained.
The new dye contains a sulfo group and dissolves in concentrated sulfuric acid with a pale green-blue color, in water with a green-tinged blue color. It is said to be used for dyeing acetate silk, acetylated cotton and acetyl cellulose films. The material to be dyed is colored blue-violet in the aqueous solution. .
<I> Example: </I> 20 kg of 1-amino-4 (3'-chloro) phenylamino-anthraehinone and 100 kg of phenol are heated until they dissolve and then cooled to 40 ° C. 10 kg formaldehyde solution of 40 vol. O / o who slowly stirred in and after a further two hours, the melt pressed into alkaline salt water. The precipitated condensation product is filtered off, taken up in water and neutralized with sulfuric acid. It is filtered, washed and dried.
Sulphonation in sulfuric acid monohydrate at 20 ° C. gives a dye which dissolves in concentrated sulfuric acid with a pale green-blue color, in water with a greenish-blue color. It is said to be used for dyeing acetate silk, acetylated cotton and acetyl cellulose films. The material to be dyed is colored blue-violet in the aqueous solution.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH536303X | 1938-12-19 | ||
| CH224878T | 1939-04-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH224878A true CH224878A (en) | 1942-12-15 |
Family
ID=25726803
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH224878D CH224878A (en) | 1938-12-19 | 1939-04-22 | Process for the preparation of a new, water-soluble dye of the anthraquinone series. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH224878A (en) |
-
1939
- 1939-04-22 CH CH224878D patent/CH224878A/en unknown
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