CH309802A - Process for the preparation of an ester of a metal-containing phthalocyanine tetrasulfonic acid. - Google Patents
Process for the preparation of an ester of a metal-containing phthalocyanine tetrasulfonic acid.Info
- Publication number
- CH309802A CH309802A CH309802DA CH309802A CH 309802 A CH309802 A CH 309802A CH 309802D A CH309802D A CH 309802DA CH 309802 A CH309802 A CH 309802A
- Authority
- CH
- Switzerland
- Prior art keywords
- ester
- acid
- preparation
- metal
- tetrasulfonic acid
- Prior art date
Links
- 150000002148 esters Chemical class 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
- 239000002184 metal Substances 0.000 title description 2
- 229910052751 metal Inorganic materials 0.000 title description 2
- NUSQOFAKCBLANB-UHFFFAOYSA-N phthalocyanine tetrasulfonic acid Chemical compound C12=CC(S(=O)(=O)O)=CC=C2C(N=C2NC(C3=CC=C(C=C32)S(O)(=O)=O)=N2)=NC1=NC([C]1C=CC(=CC1=1)S(O)(=O)=O)=NC=1N=C1[C]3C=CC(S(O)(=O)=O)=CC3=C2N1 NUSQOFAKCBLANB-UHFFFAOYSA-N 0.000 title 1
- 239000002253 acid Substances 0.000 claims description 6
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 4
- RBTKNAXYKSUFRK-UHFFFAOYSA-N heliogen blue Chemical compound [Cu].[N-]1C2=C(C=CC=C3)C3=C1N=C([N-]1)C3=CC=CC=C3C1=NC([N-]1)=C(C=CC=C3)C3=C1N=C([N-]1)C3=CC=CC=C3C1=N2 RBTKNAXYKSUFRK-UHFFFAOYSA-N 0.000 claims description 4
- 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
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 claims description 2
- 229920000742 Cotton Polymers 0.000 claims description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 2
- 239000011707 mineral Substances 0.000 claims description 2
- 230000003472 neutralizing effect Effects 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims description 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- XTHPWXDJESJLNJ-UHFFFAOYSA-N sulfurochloridic acid Chemical compound OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 description 3
- KEQGZUUPPQEDPF-UHFFFAOYSA-N 1,3-dichloro-5,5-dimethylimidazolidine-2,4-dione Chemical compound CC1(C)N(Cl)C(=O)N(Cl)C1=O KEQGZUUPPQEDPF-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 238000005185 salting out Methods 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 235000002639 sodium chloride Nutrition 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 238000003756 stirring 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
- C09B47/00—Porphines; Azaporphines
- C09B47/04—Phthalocyanines abbreviation: Pc
- C09B47/08—Preparation from other phthalocyanine compounds, e.g. cobaltphthalocyanineamine complex
- C09B47/24—Obtaining compounds having —COOH or —SO3H radicals, or derivatives thereof, directly bound to the phthalocyanine radical
- C09B47/26—Amide radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Printing Methods (AREA)
Description
Zusatzpatent zum Hauptpatent Nr. 306387. Verfahren zur Herstellung eines Esters einer metallhaltigen Phthaloeyanintetrasulfon - e. Gegenstand der vorliegenden Erfindung ist. ein Verfahren zur Herstellung eines Esters einer Kupferphthalocyanintetrasulfonsä.ure, welches dadurch gekennzeichnet ist., dass man 1 11o1 Kupferphthalocya.nin-3,3',3",3"'-tetra- sulfochlorid mit 4 Molen 1,2-Dioxybenzol-3- carbon-5-sitlfonsäure in Gegenwart einer Mi neralsäure neutralisierenden Substanz zur Umsetzung bringt.
Das zu verwendende Kupferphthalocyanin- 3, 3', 3", 3"' - tetrasulfochlorid kann entweder durch Einwirkung von Chlorsulfonsäure auf Kitpferphthalocyanin oder durch Einwirkung von Chlorsulfonsäure auf Kupferphthalo- cyanin - 3, 3', 3", 3"' - tetrasulfonsäure erhalten werden.
Im naehfolgenden Beispiel bedeuten die Teile Gewiehtsteile.
<I>Beispiel:</I> .18,5 Teile (1/2o Mol) frisch bereitetes Kup- ferphtha.locyanin-3, 3', 3", 3"'-tetrasulfochlorid werden auf Eis ausgeladen und das abge trennte Reaktionsprodukt als feuchte Paste rnit 200 Teilen zerkleinertem Eis vermischt.
Man versetzt. unter gründlichem Vermischen reit einer Lösung von 49 Teilen (4/.#c Mol) l ,2-1)ioxybenzol-3-carbon - 5 - sulfonsäure und ?6 Teilen Natriumhydroxyd (100 /o) in 350 Teilen Wasser, wobei man vorteilha.fterweise unter Ausschluss von Luftsauerstoff arbeitet, und rührt während mehreren Stunden bei 0 bis 5 C, bis völlige Lösung eingetreten ist. Die Gewinnung des Natriumsalzes des Farb stoffes geschieht durch Aussalzen mittels Kochsalz.
Der neue Farbstoff stellt ein blaugraues Pulver dar, das sich in Wasser mit blauer und in konz. Schwefelsäure mit gelbgrüner Farbe löst.
Im Chromdruck auf Baumwolle werden grünstichig blaue Farbtöne von guten Echt heitseigenschaften erhalten.
Additional patent to main patent No. 306387. Process for the production of an ester of a metal-containing phthaloeyanine tetrasulfone - e. The subject of the present invention is. a process for the preparation of an ester of a copper phthalocyanine tetrasulfonic acid, which is characterized in that 1 11o1 copper phthalocyanine-3,3 ', 3 ", 3"' - tetra sulfochloride with 4 moles of 1,2-dioxybenzene-3 - Brings carbon-5-sitlfonsäure in the presence of a mineral acid neutralizing substance to the implementation.
The copper phthalocyanine 3, 3 ', 3 ", 3"' - tetrasulfochloride to be used can be obtained either by the action of chlorosulfonic acid on kitpferphthalocyanine or by the action of chlorosulfonic acid on copper phthalocyanine - 3, 3 ', 3 ", 3"' - tetrasulfonic acid will.
In the example below, the parts mean weighted parts.
<I> Example: </I> .18.5 parts (1/2 mole) of freshly prepared copper phtha.locyanin-3, 3 ', 3 ", 3"' - tetrasulfochloride are unloaded onto ice and the reaction product separated off mixed as a moist paste with 200 parts of crushed ice.
One transfers. with thorough mixing, a solution of 49 parts (4 / .# c mol) 1,2-1) ioxybenzene-3-carbo-5-sulfonic acid and 6 parts sodium hydroxide (100 / o) in 350 parts of water, which is advantageous . Sometimes works in the absence of atmospheric oxygen, and stirs for several hours at 0 to 5 C until complete solution has occurred. The sodium salt of the dye is obtained by salting out using common salt.
The new dye is a blue-gray powder that turns blue in water and in conc. Sulfuric acid dissolves with a yellow-green color.
In chrome printing on cotton, greenish blue tones with good authenticity properties are obtained.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH309802T | 1952-01-08 | ||
| CH306387T | 1957-03-27 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH309802A true CH309802A (en) | 1955-09-15 |
Family
ID=25735145
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH309802D CH309802A (en) | 1952-01-08 | 1952-01-08 | Process for the preparation of an ester of a metal-containing phthalocyanine tetrasulfonic acid. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH309802A (en) |
-
1952
- 1952-01-08 CH CH309802D patent/CH309802A/en unknown
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