DE78409C - Process for dyeing wool and silk with orthoxyazo dyes - Google Patents
Process for dyeing wool and silk with orthoxyazo dyesInfo
- Publication number
- DE78409C DE78409C DENDAT78409D DE78409DA DE78409C DE 78409 C DE78409 C DE 78409C DE NDAT78409 D DENDAT78409 D DE NDAT78409D DE 78409D A DE78409D A DE 78409DA DE 78409 C DE78409 C DE 78409C
- Authority
- DE
- Germany
- Prior art keywords
- brown
- acid
- amidophenol
- violet
- naphthylamine
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 239000000975 dye Substances 0.000 title claims description 9
- 210000002268 Wool Anatomy 0.000 title claims description 5
- 238000000034 method Methods 0.000 title claims description 3
- 238000004043 dyeing Methods 0.000 title 1
- 239000002253 acid Substances 0.000 claims description 12
- 239000000835 fiber Substances 0.000 claims description 3
- 150000001735 carboxylic acids Chemical class 0.000 claims description 2
- VYZAMTAEIAYCRO-UHFFFAOYSA-N chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 claims description 2
- 239000003086 colorant Substances 0.000 claims description 2
- GHMLBKRAJCXXBS-UHFFFAOYSA-N Resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 claims 4
- RUFPHBVGCFYCNW-UHFFFAOYSA-N 1-Naphthylamine Chemical compound C1=CC=C2C(N)=CC=CC2=C1 RUFPHBVGCFYCNW-UHFFFAOYSA-N 0.000 claims 2
- JWAZRIHNYRIHIV-UHFFFAOYSA-N 2-Naphthol Chemical compound C1=CC=CC2=CC(O)=CC=C21 JWAZRIHNYRIHIV-UHFFFAOYSA-N 0.000 claims 1
- JBIJLHTVPXGSAM-UHFFFAOYSA-N 2-Naphthylamine Chemical compound C1=CC=CC2=CC(N)=CC=C21 JBIJLHTVPXGSAM-UHFFFAOYSA-N 0.000 claims 1
- -1 m-phenylenediamine Diphenyl-m-phenylenediamine Chemical compound 0.000 claims 1
- 238000002844 melting Methods 0.000 claims 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-N sulfonic acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 claims 1
- 150000003460 sulfonic acids Chemical class 0.000 claims 1
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- KMUONIBRACKNSN-UHFFFAOYSA-N Potassium dichromate Chemical compound [K+].[K+].[O-][Cr](=O)(=O)O[Cr]([O-])(=O)=O KMUONIBRACKNSN-UHFFFAOYSA-N 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 239000000987 azo dye Substances 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- VBMVTYDPPZVILR-UHFFFAOYSA-N iron(2+);oxygen(2-) Chemical class [O-2].[Fe+2] VBMVTYDPPZVILR-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- 238000010186 staining Methods 0.000 description 2
- RGCKGOZRHPZPFP-UHFFFAOYSA-N Alizarin Natural products C1=CC=C2C(=O)C3=C(O)C(O)=CC=C3C(=O)C2=C1 RGCKGOZRHPZPFP-UHFFFAOYSA-N 0.000 description 1
- UFMZWBIQTDUYBN-UHFFFAOYSA-N Cobalt(II) nitrate Chemical compound [Co+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O UFMZWBIQTDUYBN-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Natural products OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 229940069002 Potassium Dichromate Drugs 0.000 description 1
- 230000002378 acidificating Effects 0.000 description 1
- HFVAFDPGUJEFBQ-UHFFFAOYSA-M alizarin red S Chemical compound [Na+].O=C1C2=CC=CC=C2C(=O)C2=C1C=C(S([O-])(=O)=O)C(O)=C2O HFVAFDPGUJEFBQ-UHFFFAOYSA-M 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229910001981 cobalt nitrate Inorganic materials 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 150000001879 copper Chemical class 0.000 description 1
- 230000000875 corresponding Effects 0.000 description 1
- 238000006193 diazotization reaction Methods 0.000 description 1
- 229910001385 heavy metal Inorganic materials 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- MWUXSHHQAYIFBG-UHFFFAOYSA-N nitric oxide Chemical group O=[N] MWUXSHHQAYIFBG-UHFFFAOYSA-N 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 238000005554 pickling Methods 0.000 description 1
- FTBATIJJKIIOTP-UHFFFAOYSA-K trifluorochromium Chemical compound F[Cr](F)F FTBATIJJKIIOTP-UHFFFAOYSA-K 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/02—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using azo dyes
- D06P1/10—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using azo dyes containing metal
Landscapes
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Coloring (AREA)
Description
KAISERLICHESIMPERIAL
PATENTAMT.PATENT OFFICE.
Durch die Untersuchungen von Lieb ermann, Kostanecki, Goldschmidt und Straufs (Ber. d. deutsch, ehem. Ges. 18, 2146; 20, 1607; 20> 3133; 22, 1347; Liebig's Annalen 240, 245; Bull, de Mulhouse 1888, 538) ist nachgewiesen, dafs alle diejenigen Farbstoffe auf Metallbeizen ziehen, welche die Gruppe:Through the investigations of Lieb ermann, Kostanecki, Goldschmidt and Straufs (Ber. D. German, former Ges. 18, 2146; 20, 1607; 20 >3133; 22, 1347; Liebig's Annalen 240, 245; Bull, de Mulhouse 1888 , 538) it has been shown that all those dyes are attracted to metal stains which have the group:
Γ Π PfΓ Π Pf
—; Kj \J X J. -; Kj \ JX J.
IlIl
— C — χ - C - χ
enthalten, worin χ ein Hydroxyl = O H, ein Carboxyl = C00H oder ein Nitrosyl = NO bedeutet. Dafs auch solche Farbstoffe, in denen sich in Orthostellung zu dem Hydroxyl die Azogruppe —N= N·— befindet, nach Art der Alizarinfarben mit Schwermetallsalzen fixirt werden können, war bisher nicht bekannt.contain, in which χ denotes a hydroxyl = OH, a carboxyl = C00H or a nitrosyl = NO . It was hitherto not known that dyes in which the azo group - N = N · - is in the ortho position to the hydroxyl can be fixed with heavy metal salts in the manner of alizarin dyes.
Wir haben nun gefunden, dafs die aus diazotirten Orthooxyamidöverbindungen erhaltenen gelben bis rothen Wollfarbstoffe durch Metallbeizen in sehr auffallender Weise verändert werden und dabei echte dunklere Nuancen liefern. Man kann, um diese dunklen Töne zu erzeugen, die Ausfärbungen auf der Faser mit Metallsalzen behandeln oder auch die Orthooxyazofarbstoffe direct auf gebeizte Wolle ausfärben.We have now found that those obtained from diazotized orthooxyamido compounds yellow to red wool dyes changed in a very striking way by metal staining and deliver real darker nuances. One can get to this dark To produce tones that treat discolorations on the fiber with metal salts or else dye the orthooxyazo dyes directly on stained wool.
Während die direct ohne Beize erhaltenen gelben bis rothen Färbungen lichtunecht und empfindlich gegen Alkali sind, somit technische Verwendung nicht finden können, zeigen die nach unserem Verfahren durch Beizen erzeugten dunklen Töne grofse Beständigkeit. Näher untersucht haben wir in dieser Richtung die Azofarbstoffe, welche aus Orthoamidophenol, Orthoamidophenolparasulfosäure:While the yellow to red colorations obtained directly without a stain are lightfast and are sensitive to alkali and therefore cannot find technical use, they show dark tones produced by our process by staining are very durable. Closer we have investigated in this direction the azo dyes, which are composed of orthoamidophenol, Orthoamidophenol Parasulfonic Acid:
OHiNH2: S O3 H = 1:2:4,.
Orthoamidophenolparacarbonsäure: OHiNH 2 : S O 3 H = 1: 2: 4 ,.
Orthoamidophenol paracarboxylic acid:
OH: NH2: C O OH=i: 2: 4,
Orthoamidophenoldisulfosäure:
OHiNH2: S OSH: S OSH= 1:2:4:6 OH: NH 2 : CO OH = i: 2: 4,
Orthoamidophenol disulfonic acid:
OHiNH 2 : SO S H: SO S H = 1: 2: 4: 6
durch Diazotirung und Combination mit verschiedenen Phenolen, Aminen und deren Sulfo- und Carbonsäuren entstehen.by diazotization and combination with various phenols, amines and their sulfo- and carboxylic acids are formed.
Die entsprechenden Azofarben aus den genannten verschiedenen Derivaten des Orthoamidophenols unterscheiden sich im wesentlichen nur hinsichtlich der mit der Zahl der sauren Gruppen zunehmenden Löslichkeit, während die Nuance sich dabei wenig ändert. Dagegen ist aufser der zweiten Componente die Natur des Beizmittels von Einflufs. Die dunkelsten Farben erhält man mit Chromoxydoder Eisenoxydul-Salzen. Eisenoxydsalze geben etwas weniger dunkle, mehr oliveartige Nuancen, Nickel- und Kupfer-Salze hellere, gegen Alkali weniger beständige Färbungen; Kobaltnitrat giebt ähnliche Nuancen wie Chromfluorid oder Kaliumdichromat. Die werthvollsten Farbentöne erzielt man mittelst Chrombeizen, wie dies in der nachfolgenden Tabelle an einigen Beispielen angegeben ist.The corresponding azo colors from the various derivatives of orthoamidophenol mentioned differ essentially only in terms of solubility, which increases with the number of acidic groups, while the nuance changes little. On the other hand, the second component is on the other hand influence the nature of the pickling agent. The darkest colors are obtained with Chromoxydoder Iron oxide salts. Iron oxide salts give slightly less dark, more olive-like nuances, Nickel and copper salts are lighter colored, less resistant to alkali; Cobalt nitrate gives nuances similar to those of chromium fluoride or potassium dichromate. The most valuable shades of color can be achieved by means of chrome stains, as shown on some in the table below Examples is given.
Claims (1)
alkaliechten Beizenfärbungen auf Wolle und
Seide, darin bestehend, dafs man diejenigen
Orthooxyazofarbstoffe, welche aus diazotirtemProcess for the production of acid and
alkali-like stain dyeings on wool and
Silk, consisting in that one
Orthooxyazo dyes, which are derived from diazotized
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE78409C true DE78409C (en) |
Family
ID=351131
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT78409D Expired - Lifetime DE78409C (en) | Process for dyeing wool and silk with orthoxyazo dyes |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE78409C (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20040220569A1 (en) * | 1999-07-07 | 2004-11-04 | Wall Eric J | Spinal correction system |
-
0
- DE DENDAT78409D patent/DE78409C/en not_active Expired - Lifetime
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20040220569A1 (en) * | 1999-07-07 | 2004-11-04 | Wall Eric J | Spinal correction system |
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