CH214831A - Process for the preparation of a disazo dye. - Google Patents
Process for the preparation of a disazo dye.Info
- Publication number
- CH214831A CH214831A CH214831DA CH214831A CH 214831 A CH214831 A CH 214831A CH 214831D A CH214831D A CH 214831DA CH 214831 A CH214831 A CH 214831A
- Authority
- CH
- Switzerland
- Prior art keywords
- mol
- acid
- preparation
- dye
- black
- Prior art date
Links
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 title claims description 5
- 238000000034 method Methods 0.000 title claims description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- 229920000742 Cotton Polymers 0.000 claims description 3
- 239000000843 powder Substances 0.000 claims description 3
- 239000004627 regenerated cellulose Substances 0.000 claims description 3
- -1 cetyl-4-chloro-2-methoxyaniline-5- sulfonic acid Chemical compound 0.000 claims 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- IOVCWXUNBOPUCH-UHFFFAOYSA-N Nitrous acid Chemical compound ON=O IOVCWXUNBOPUCH-UHFFFAOYSA-N 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 150000001844 chromium Chemical class 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- IIACRCGMVDHOTQ-UHFFFAOYSA-N sulfamic acid Chemical compound NS(O)(=O)=O IIACRCGMVDHOTQ-UHFFFAOYSA-N 0.000 description 1
- XWNXEWLCHSLQOI-UHFFFAOYSA-K trisodium;triacetate Chemical compound [Na+].[Na+].[Na+].CC([O-])=O.CC([O-])=O.CC([O-])=O XWNXEWLCHSLQOI-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
- C09B35/00—Disazo and polyazo dyes of the type A<-D->B prepared by diazotising and coupling
- C09B35/02—Disazo dyes
- C09B35/039—Disazo dyes characterised by the tetrazo component
- C09B35/08—Disazo dyes characterised by the tetrazo component the tetrazo component being a derivative of biphenyl
- C09B35/20—Disazo dyes characterised by the tetrazo component the tetrazo component being a derivative of biphenyl from two coupling compounds of different types
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
Description
Zusatzpatent zum Hauptpatent Nr. 213061. Verfahren zur Herstellung eines Disazofarbstoffes. Vorliegende Erfindung betrifft ein Ver fahren zur Herstellung eines Disazofarbstof- fes. Das Verfahren besteht darin, dass man 1 Mol tetrazotierter 4,4'-Diaminodiphenyl- 3,3'-dicarbonsäure mit 1 Mol Aceto-acetyl-4- chlor-2-methoxyanilin-5-sulfonsäure und an schliessend mit 1 Mol 2,
8-Dioxynaphthalin-3- oarbonsäure-6-sulfonsäure kuppelt.
Der neue Farbstoff stellt ein dunkles Pul ver dar, das sich in Wasser rotstickig schwarz braun löst. Er liefert auf Baumwolle und re generierter Cellulose nachgekupfert oliv- stichige Schwarzbrauntöne von guter Licht- und Waschechtheit.
Beispiel: 272 Teile 4,4'-Diaminodiphenyl-3,3'-di- carbonsäure werden alkalisch in Wasser ge löst. Dann gibt man 175 Teile Natriumnitrit zu und säuert bei tiefer Temperatur mit 800 Teilen Salzsäure (d =<B>1,18)</B> an. Die erhal tene klare Diazolösung wird nach einiger Zeit durch Aminosulfosäure von der überschüssi gen salpetrigen Säure befreit und mit Na- triurriacetat bis zur essigsauren Reaktion ab gestumpft.
Dann fügt man langsam die wäs serige Lösung von 344 Teilen aceto-acetyl-4- chlor- 2 -methoxy-anilin- 5 -sulfonsaurem Na trium zu und vereinigt nach beendeter halb seitiger Kupplung mit 284 Teilen 2,8-Dioxy- naphthalin- 3 -carbonsäure- 6 -sulf onsäure in sodaalkalischer Lösung.
Der Farbstoff stellt ein dunkles Pulver dar, das sich in Wasser rotstickig schwarz braun löst. Er liefert auf Baumwolle und re generierter Cellulose nachgekupfert oliv- stichige Schwarzbrauntöne von guter Licht- und Waschechtheit. Die mit Chromsalzen nachbehandelte Färbung ist rotstickig schwarz braun und ebenfalls gut waschecht.
Additional patent to main patent No. 213061. Process for the production of a disazo dye. The present invention relates to a method for producing a disazo dye. The process consists in that 1 mole of tetrazotized 4,4'-diaminodiphenyl-3,3'-dicarboxylic acid with 1 mole of aceto-acetyl-4-chloro-2-methoxyaniline-5-sulfonic acid and then with 1 mole of 2,
8-Dioxynaphthalene-3-carboxylic acid-6-sulfonic acid couples.
The new dye is a dark powder that dissolves in water with a red-sticky black-brown color. When copied onto cotton and regenerated cellulose, it delivers olive-tinged black-brown shades of good lightfastness and washfastness.
Example: 272 parts of 4,4'-diaminodiphenyl-3,3'-dicarboxylic acid are dissolved under alkaline conditions in water. 175 parts of sodium nitrite are then added and the mixture is acidified at low temperature with 800 parts of hydrochloric acid (d = 1.18). The clear diazo solution obtained is freed from the excess nitrous acid after some time by aminosulfonic acid and blunted with sodium triacetate until the acetic acid reaction occurs.
The aqueous solution of 344 parts of aceto-acetyl-4-chloro-2-methoxy-aniline-5-sulfonic acid sodium is then slowly added and, after the half-sided coupling has ended, it is combined with 284 parts of 2,8-dioxynaphthalene-3 -carboxylic acid- 6 -sulfonic acid in soda-alkaline solution.
The dye is a dark powder that dissolves in water in a red-sticky black-brown color. When copied onto cotton and regenerated cellulose, it delivers olive-tinged black-brown shades of good lightfastness and washfastness. The dye, after-treated with chromium salts, is red-sticky, black-brown and also washable.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE214831X | 1938-09-19 | ||
| CH213061T | 1939-08-18 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH214831A true CH214831A (en) | 1941-05-15 |
Family
ID=25725360
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH214831D CH214831A (en) | 1938-09-19 | 1939-08-18 | Process for the preparation of a disazo dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH214831A (en) |
-
1939
- 1939-08-18 CH CH214831D patent/CH214831A/en unknown
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