AT73006B - Process for the preparation of greenish blue dyes of the anthraquinone series. - Google Patents
Process for the preparation of greenish blue dyes of the anthraquinone series.Info
- Publication number
- AT73006B AT73006B AT73006DA AT73006B AT 73006 B AT73006 B AT 73006B AT 73006D A AT73006D A AT 73006DA AT 73006 B AT73006 B AT 73006B
- Authority
- AT
- Austria
- Prior art keywords
- preparation
- blue dyes
- greenish blue
- anthraquinone series
- parts
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 4
- 239000001045 blue dye Substances 0.000 title description 2
- 238000002360 preparation method Methods 0.000 title description 2
- 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 1
- 150000004056 anthraquinones Chemical class 0.000 title 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 5
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 3
- 229910052802 copper Inorganic materials 0.000 claims description 3
- 239000010949 copper Substances 0.000 claims description 3
- 239000005749 Copper compound Substances 0.000 claims description 2
- 150000001880 copper compounds Chemical class 0.000 claims description 2
- 230000007717 exclusion Effects 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims 1
- 150000001412 amines Chemical class 0.000 claims 1
- 239000011230 binding agent Substances 0.000 claims 1
- 230000004048 modification Effects 0.000 claims 1
- 238000012986 modification Methods 0.000 claims 1
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 3
- QZZSAWGVHXXMID-UHFFFAOYSA-N 1-amino-4-bromo-9,10-dioxoanthracene-2-sulfonic acid Chemical compound C1=CC=C2C(=O)C3=C(Br)C=C(S(O)(=O)=O)C(N)=C3C(=O)C2=C1 QZZSAWGVHXXMID-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 239000001103 potassium chloride Substances 0.000 description 2
- 235000011164 potassium chloride Nutrition 0.000 description 2
- CRGRFFSHCCZVQW-UHFFFAOYSA-N 2-[(4-amino-9,10-dioxo-3-sulfoanthracen-1-yl)amino]benzoic acid Chemical compound C1=2C(=O)C3=CC=CC=C3C(=O)C=2C(N)=C(S(O)(=O)=O)C=C1NC1=CC=CC=C1C(O)=O CRGRFFSHCCZVQW-UHFFFAOYSA-N 0.000 description 1
- 241000974482 Aricia saepiolus Species 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 150000004982 aromatic amines Chemical class 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- RZXMPPFPUUCRFN-UHFFFAOYSA-N p-toluidine Chemical compound CC1=CC=C(N)C=C1 RZXMPPFPUUCRFN-UHFFFAOYSA-N 0.000 description 1
- -1 potassium anthranil Chemical compound 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 150000004992 toluidines Chemical class 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
<Desc/Clms Page number 1>
EMI1.1
Durch das Stammpatent Nr. 70643 ist ein Verfahren zur Darstellung von wasserlöslichen grünstichig-blauen Farbstoffen geschützt, darin bestehend, dass man l-Amino- - 4-halogenantbrachinon-2-sulfosäuren mit aromatischen Aminen, Wasser und Kupfer oder
EMI1.2
Bei weiterer Verfolgung des Verfahrens wurde festgestellt, dass es sich auch unter Ausschluss von Kupfer oder Kupferverbindungen ausführen lässt. Man wendet zweckmässig Temperaturen über 1000 aD, indem man die Kondensation im Druckkessel vornimmt.
Beispiele :
1. Eine Mischung von 50 Teilen 1-Amino-4-bromanthrachinon-2-sulfosäure, 30 Teilen Soda, 50 Teilen 4-Toluidin und 500 Teilen Wasser wird im Autoklaven 2 Stunden auf 140 bis 1450 erhitzt. Das Reaktionsprodukt wird durch Dampf von Toluidin befreit, angesäuert und mit wenig Chlorkalium versetzt. Man filtriert und wäscht mit verdünnter Chlorkaliumlösung.
2. 2 Teile l-Amino-4-bromanthrachinon-2-sulfosäure, 1 Teil anthranilsaures Kalium und 20 Teile Wasser werden im Autoklaven 3 Stunden auf 120 bis 1250 erhitzt. Die 1-Amino-4-o-carboxyphenylaminoanthrachinon-2-sulfosäure wird aus der angesäuerten blanen Lösung durch Zusatz von Kochsalz gefällt. Sie bildet ein blaues Pulver, das sich in Wasser und Alkohol mit blauer, in konzentrierter Schwefelsäure mit grüner Farbe löst.
Beim Erwärmen der schwefeisauren Lösung schlagt die grüne Farbe nach Gelbrot um.
**WARNUNG** Ende DESC Feld kannt Anfang CLMS uberlappen**.
<Desc / Clms Page number 1>
EMI1.1
A process for the preparation of water-soluble greenish-blue dyes is protected by the parent patent No. 70643, which consists in mixing l-amino- 4-halantbrachinone-2-sulfonic acids with aromatic amines, water and copper or
EMI1.2
When the process was pursued further, it was found that it can also be carried out with the exclusion of copper or copper compounds. It is expedient to use temperatures above 1000 aD by carrying out the condensation in the pressure vessel.
Examples:
1. A mixture of 50 parts of 1-amino-4-bromoanthraquinone-2-sulfonic acid, 30 parts of soda, 50 parts of 4-toluidine and 500 parts of water is heated to 140 to 1450 for 2 hours in an autoclave. The reaction product is freed from toluidine by steam, acidified and mixed with a little potassium chloride. It is filtered and washed with dilute potassium chloride solution.
2. 2 parts of 1-amino-4-bromoanthraquinone-2-sulfonic acid, 1 part of potassium anthranil and 20 parts of water are heated to 120 to 1250 for 3 hours in an autoclave. The 1-amino-4-o-carboxyphenylaminoanthraquinone-2-sulfonic acid is precipitated from the acidified white solution by adding sodium chloride. It forms a blue powder that dissolves in water and alcohol with blue color, in concentrated sulfuric acid with green color.
When the sulfuric acid solution is heated, the green color changes to yellow-red.
** WARNING ** End of DESC field may overlap beginning of CLMS **.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE70643X | 1913-07-14 | ||
| DE517062X | 1914-06-19 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AT73006B true AT73006B (en) | 1917-01-25 |
Family
ID=25749534
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT73006D AT73006B (en) | 1913-07-14 | 1915-04-17 | Process for the preparation of greenish blue dyes of the anthraquinone series. |
Country Status (1)
| Country | Link |
|---|---|
| AT (1) | AT73006B (en) |
-
1915
- 1915-04-17 AT AT73006D patent/AT73006B/en active
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