CH314552A - Process for the preparation of a water-soluble and licensing azophthalocyanine dye - Google Patents
Process for the preparation of a water-soluble and licensing azophthalocyanine dyeInfo
- Publication number
- CH314552A CH314552A CH314552DA CH314552A CH 314552 A CH314552 A CH 314552A CH 314552D A CH314552D A CH 314552DA CH 314552 A CH314552 A CH 314552A
- Authority
- CH
- Switzerland
- Prior art keywords
- dye
- water
- mol
- soluble
- azophthalocyanine
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 6
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 6
- 240000007817 Olea europaea Species 0.000 claims description 6
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 3
- 229910052742 iron Inorganic materials 0.000 claims description 3
- 238000004519 manufacturing process Methods 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
- 239000000843 powder Substances 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- 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 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- JYYOBHFYCIDXHH-UHFFFAOYSA-N carbonic acid;hydrate Chemical compound O.OC(O)=O JYYOBHFYCIDXHH-UHFFFAOYSA-N 0.000 description 1
- XTHPWXDJESJLNJ-UHFFFAOYSA-N chlorosulfonic acid Substances OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 description 1
- 235000010755 mineral Nutrition 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 239000001103 potassium chloride Substances 0.000 description 1
- 235000011164 potassium chloride Nutrition 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- HRXKRNGNAMMEHJ-UHFFFAOYSA-K trisodium citrate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O HRXKRNGNAMMEHJ-UHFFFAOYSA-K 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)
- Inks, Pencil-Leads, Or Crayons (AREA)
Description
Zusatzpatent zum Hauptpatent Nr. 311212 Verfahren zur Herstellung eines wasserlöslichen und beizenziehenden Azophthalocyaninfarbstoffes Die vorliegende Erfindung betrifft ein Verfahren zur Herstellung eines wasserlösli- ehen und beizenziehenden Azophthaloeyanin- farbstoffes, welches dadurch gekennzeichnet ist, dass man 1 Mol Eisenphthalocyanin- 3,3',3",
3l"-tetrasulfoehlorid mit 2Mol 4-Amino- 4'-oxy-1,1'- azobenzol - 2,5'- dicarbonsäure und 1 Mol 1,2,3-Trioxybenzol-4-ca.rbonsäure in Ge- genwart einer Mineralsäure bindenden Sub stanz zur Umsetzung bringt.
Im übrigen gelten die im Hauptpatent er wähnten Ausführungen hinsichtlich der vor zugsweisen Durchführung des erfindungs gemässen Verfahrens.
Das nachstehende Beispiel erläutert das neue Verfahren. Die angegebenen Teile be deuten Gewichtsteile.
<I>Beispiel</I> S)6,2 Teile (1/1.o Mol) Eisenphthalocya.nin- 3,3',3", 3"'-tetrasu,lfochlorid, erhalten durch Einwirkung von Chlorsulfonsäure auf Eisen- plltlialocyanin, werden in 300 Teilen Eis zu einer homogenen Paste verrührt und unter Rühren eine Lösung, enthaltend 23,6 Teile ('/1o Mol) des Trinatriumsalzes der 1,2,3- Trioxybenzol-4-carbonsäure und 75,
4 Teile (2/1o Mol) des Kaliumsalzes der 4-Amino-4'- oxy-1.,1'-azobenzol-2,5'-:diearbonsäure in 600 Teilen Wasser, der man 15 Teile Calcium- carbonat zusetzte, unter Stickstoffatmosphäre rasch zugegeben, während 10 Stunden bei 5 bis 10 C und weitere 20 Stunden bei Raurn- temperatur gerührt.
Das Reaktionsgemisch wird mit verdünnter Salzsäure kongosauer ge stellt, die ausgefallene Parbstoffsäure abge trennt, im Wasser und Kaliumcarbonat gelöst und mit Kaliumchlorid der Farbstoff aus gesalzen.
Der so erhaltene Farbstoff stellt ein grau olives Pulver dar, das sich in Wasser mit oliver und in konz. Schwefelsäure mit brauner Farbe löst. Im Chromdruck auf Baumwolle liefert der Farbstoff ein Gelbolive.
Additional patent to main patent no. 311212 Process for the production of a water-soluble and associated azophthalocyanine dye. The present invention relates to a process for the production of a water-soluble and associated azophthaloeyanine dye, which is characterized in that 1 mol of iron phthalocyanine-3,3 ', 3 " ,
3l "-tetrasulfonyloride with 2 mol of 4-amino-4'-oxy-1,1'-azobenzene-2,5'-dicarboxylic acid and 1 mol of 1,2,3-trioxybenzene-4-carboxylic acid in the presence of a mineral acid brings binding substance to implementation.
In addition, the statements mentioned in the main patent apply with regard to the preferred implementation of the process according to the invention.
The following example illustrates the new procedure. The parts indicated are parts by weight.
<I> Example </I> S) 6.2 parts (1 / 1.o mol) Eisenphthalocya.nin- 3,3 ', 3 ", 3"' - tetrasu, lfochlorid, obtained by the action of chlorosulfonic acid on iron Plltlialocyanin, are stirred in 300 parts of ice to a homogeneous paste and a solution containing 23.6 parts (1/10 mol) of the trisodium salt of 1,2,3-trioxybenzene-4-carboxylic acid and 75,
4 parts (2/10 mol) of the potassium salt of 4-amino-4'-oxy-1., 1'-azobenzene-2,5 '-: diacid in 600 parts of water to which 15 parts of calcium carbonate were added A nitrogen atmosphere was added rapidly, the mixture was stirred for 10 hours at 5 to 10 ° C. and for a further 20 hours at room temperature.
The reaction mixture is made Congo acidic with dilute hydrochloric acid, the precipitated paraffin acid is separated off, dissolved in water and potassium carbonate, and the dye is salted out with potassium chloride.
The dye obtained in this way is a gray olive powder that dissolves in water with olive and in conc. Sulfuric acid dissolves with a brown color. In chrome printing on cotton, the dye produces a yellow olive.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH314552T | 1953-01-14 | ||
| CH311212T | 1953-01-14 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH314552A true CH314552A (en) | 1956-06-15 |
Family
ID=25735848
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH314552D CH314552A (en) | 1953-01-14 | 1953-01-14 | Process for the preparation of a water-soluble and licensing azophthalocyanine dye |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH314552A (en) |
-
1953
- 1953-01-14 CH CH314552D patent/CH314552A/en unknown
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