CH216324A - Process for the production of an acidic wool dye. - Google Patents
Process for the production of an acidic wool dye.Info
- Publication number
- CH216324A CH216324A CH216324DA CH216324A CH 216324 A CH216324 A CH 216324A CH 216324D A CH216324D A CH 216324DA CH 216324 A CH216324 A CH 216324A
- Authority
- CH
- Switzerland
- Prior art keywords
- dye
- production
- condensed
- acidic
- acid
- Prior art date
Links
- 210000002268 wool Anatomy 0.000 title claims description 6
- 230000002378 acidificating effect Effects 0.000 title claims description 4
- 238000004519 manufacturing process Methods 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 4
- 239000000975 dye Substances 0.000 claims description 11
- 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 claims description 3
- 125000002252 acyl group Chemical group 0.000 claims description 3
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 239000007859 condensation product Substances 0.000 claims description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 2
- ZNDYLPPLFKNPDU-UHFFFAOYSA-N 3-(3-aminophenyl)-2-methylpropanamide Chemical compound NC(=O)C(C)CC1=CC=CC(N)=C1 ZNDYLPPLFKNPDU-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 229930040373 Paraformaldehyde Natural products 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
- 229920002866 paraformaldehyde Polymers 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000000725 suspension 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
- C09B1/343—Dyes with amino groups substituted by hydrocarbon radicals substituted by aryl groups sulfonated only sulfonated in the anthracene nucleus
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung eines sauren Wollfarbstoffes. Vorliegendes Patent bezieht sich auf ein Verfahren zur Herstellung eines sauren Woll- farbstoffes, dadurch gekennzeichnet, dass man 1- Amino - 4 - bromanthrachinon- 2 - sulfonsäure mit m-Aminobenzyl-methyl-acetamid konden siert und in dem erhaltenen Kondensations produkt die Acylgruppe durch Behandlung mit verseifenden Mitteln abspaltet.
Der so erhaltene Farbstoff stellt ein dun kelblaues Pulver dar, das sich in konzen trierter Schwefelsäure mit blaustichiggrüner Farbe löst, die auf Zusatz von Paraform- aldehyd nach Gelbstichiggrün umschlägt, und färbt Wolle aus saurem Bade in klaren und sehr egalen rotstichig blauen Tönen von guter Lichtechtheit.
Beispiel: 40 Teile 1-Amino-4-bromanthrachinon-2- sulfonsäure werden in etwa 4000 Teilen Was ser gelöst und mit 27 Teilen m-Aminobenzyl- methyl-acetamid, 40 Teilen Natriumbicarbonat und 4 Teilen Kupferchlorür versetzt. Die Lösung wird mehrere Stunden auf 90-95 C erhitzt und nach Beendigung der Farbstoff bildung der gebildete Farbstoff isoliert.
Eine Suspension von 30 Teilen des obigen Farbstoffes und 800 Teilen Alkohol wird unter Einleiten von Chlorwasserstoffgas etwa 8 Stunden zum Sieden erhitzt. Nachdem vor übergehend Lösung eingetreten ist, beginnt bald die Abscheidung des salzsauren Salzes des gebildeten neuen Farbstoffes, der keine Acylgruppe mehr enthält.
Das Reaktions produkt wird heiss abgesaugt und mit Salz wasser von<B>15'</B> B6 säurefrei gewaschen. Es wird dann noch zweckmässig durch Aussahen aus sodaalkalischer wässeriger Lösung in das Natriumsalz übergeführt.
Process for the production of an acidic wool dye. The present patent relates to a process for the production of an acidic wool dye, characterized in that 1-amino-4-bromoanthraquinone-2-sulfonic acid is condensed with m-aminobenzyl-methyl-acetamide and the acyl group is passed through in the condensation product obtained Treatment with saponifying agents splits off.
The dye thus obtained is a dark blue powder that dissolves in concentrated sulfuric acid with a bluish green color, which changes to yellowish green on addition of paraformaldehyde, and dyes wool from an acid bath in clear and very even reddish blue shades of good lightfastness .
Example: 40 parts of 1-amino-4-bromoanthraquinone-2-sulfonic acid are dissolved in about 4000 parts of water, and 27 parts of m-aminobenzyl-methyl-acetamide, 40 parts of sodium bicarbonate and 4 parts of copper chloride are added. The solution is heated to 90-95 ° C. for several hours and, after the formation of the dye, the dye formed is isolated.
A suspension of 30 parts of the above dye and 800 parts of alcohol is heated to boiling for about 8 hours while passing in hydrogen chloride gas. After a temporary solution has occurred, the deposition of the hydrochloric acid salt of the new dye that has formed, which no longer contains an acyl group, soon begins.
The reaction product is suctioned off while hot and washed acid-free with salt water of <B> 15 '</B> B6. It is then expediently converted into the sodium salt by looking out from an aqueous solution of soda-alkali.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE216324X | 1939-06-05 | ||
| CH214184T | 1939-09-02 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH216324A true CH216324A (en) | 1941-08-15 |
Family
ID=25725571
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH216324D CH216324A (en) | 1939-06-05 | 1939-09-02 | Process for the production of an acidic wool dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH216324A (en) |
-
1939
- 1939-09-02 CH CH216324D patent/CH216324A/en unknown
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