CH273621A - Process for the production of a vat dye. - Google Patents
Process for the production of a vat dye.Info
- Publication number
- CH273621A CH273621A CH273621DA CH273621A CH 273621 A CH273621 A CH 273621A CH 273621D A CH273621D A CH 273621DA CH 273621 A CH273621 A CH 273621A
- Authority
- CH
- Switzerland
- Prior art keywords
- production
- vat dye
- process according
- formula
- vat
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 5
- 238000004519 manufacturing process Methods 0.000 title claims description 3
- 239000000984 vat dye Substances 0.000 title claims description 3
- 239000000975 dye Substances 0.000 claims description 4
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 3
- 239000000843 powder Substances 0.000 claims description 3
- 229920000742 Cotton Polymers 0.000 claims description 2
- 239000007858 starting material Substances 0.000 claims description 2
- 241001124569 Lycaenidae Species 0.000 claims 1
- 235000014987 copper Nutrition 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- UHZYTMXLRWXGPK-UHFFFAOYSA-N phosphorus pentachloride Chemical compound ClP(Cl)(Cl)(Cl)Cl UHZYTMXLRWXGPK-UHFFFAOYSA-N 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 238000006467 substitution reaction 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
- C09B5/00—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings
- C09B5/24—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings the heterocyclic rings being only condensed with an anthraquinone nucleus in 1-2 or 2-3 position
- C09B5/44—Azines of the anthracene series
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
<B>Zusatzpatent</B> zum Hauptpatent Nr. 270836. Verfahren zur Herstellung eines Küpenfarbatoffes. Es wurde gefunden, dass man zu einem wertvollen Küpenfarbstoff gelangt, wenn man ein 2-(2'-Naplithyl)-4-lialogen-6,7-plitbaloyl- ehinazolin der Formel
EMI0001.0006
mit 4-Aininoanthrachinon-2,1-(N)-benzolacri- don umsetzt.
Der neue Farbstoff bildet ein dunkelgrü nes Pulver, das Baumwolle aus v iolettbrauner Küpe in starken, gelbgrünen Tönen von her vorragender Echtheit färbt.
Als Ausgangsstoff verwendet man mit Vorteil das Chlorsubstitutionsprodukt der Formel
EMI0001.0012
Die Z?insetzung kann zweckmässig in einem hochsiedenden Lösungs- bzw. Verdünnungs- mittel bei erhöhter Temperatur durchgeführt werden. Als Lösungsmittel eignet sich zum Beispiel Phenol besonders gut.
Beispiel,: 6 Teile 2-(2'-Naphthyl)-4-chlor-6,7-phtha- loylchina.zolin und 4,8 Teile 4-Aminoanthra- ehinon-2,1-(N )-benzolacridon werden in 150 Teilen Phenol eine halbe Stunde zum Sieden erhitzt, wobei Salzsäure entweicht. Man gibt. 150 Teile Pyridin zu, lässt auf etwa 500 ab kühlen, saugt ab, wäseht den Rückstand mit Alkohol aus und trocknet ihn.
Das oben verwendete 2-(2'-Naphthyl)-4- ehlor-6,7-phthaloylchinazolin kann durch Er hitzen des 2- (2'-Naphthoyl) -amino-3-eyan- anthrachinons der Formel
EMI0001.0031
in Nitrobenzol mit Phosphorpentachlorid her gestellt werden. Es stellt ein gelbbraunes Kri stallpulver dar.
<B> Additional patent </B> to main patent no. 270836. Process for the production of a vat colorant. It has been found that a valuable vat dye is obtained by using a 2- (2'-naplithyl) -4-lialogen-6,7-plitbaloyl-ehinazoline of the formula
EMI0001.0006
with 4-aininoanthraquinone-2,1- (N) -benzolacridone implemented.
The new dye forms a dark green powder that dyes cotton from a violet brown vat in strong, yellow-green shades with excellent fastness.
The chlorine substitution product of the formula is advantageously used as the starting material
EMI0001.0012
The decomposition can expediently be carried out in a high-boiling solvent or diluent at elevated temperature. Phenol, for example, is particularly suitable as a solvent.
Example: 6 parts of 2- (2'-naphthyl) -4-chloro-6,7-phthalloylchina.zoline and 4.8 parts of 4-aminoanthra- ehinon-2,1- (N) -benzolacridone are used in 150 Parts of phenol heated to boiling for half an hour, hydrochloric acid escaping. One gives. 150 parts of pyridine are allowed to cool to about 500, filtered off with suction, the residue is washed out with alcohol and dried.
The 2- (2'-naphthyl) -4-ehlor-6,7-phthaloylquinazoline used above can be obtained by heating the 2- (2'-naphthoyl) -amino-3-eyano-anthraquinone of the formula
EMI0001.0031
be made in nitrobenzene with phosphorus pentachloride ago. It is a yellow-brown crystal powder.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH270836T | 1948-02-05 | ||
| CH273621T | 1948-02-05 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH273621A true CH273621A (en) | 1951-02-15 |
Family
ID=25731266
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH273621D CH273621A (en) | 1948-02-05 | 1948-02-05 | Process for the production of a vat dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH273621A (en) |
-
1948
- 1948-02-05 CH CH273621D patent/CH273621A/en unknown
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