DE845636C - Process for the production of real colors on fibrous materials - Google Patents
Process for the production of real colors on fibrous materialsInfo
- Publication number
- DE845636C DE845636C DEP50982A DEP0050982A DE845636C DE 845636 C DE845636 C DE 845636C DE P50982 A DEP50982 A DE P50982A DE P0050982 A DEP0050982 A DE P0050982A DE 845636 C DE845636 C DE 845636C
- Authority
- DE
- Germany
- Prior art keywords
- dyes
- general formula
- group
- nitro
- denotes
- 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
Links
- 238000000034 method Methods 0.000 title claims description 13
- 239000002657 fibrous material Substances 0.000 title claims description 3
- 238000004519 manufacturing process Methods 0.000 title description 2
- 239000003086 colorant Substances 0.000 title 1
- 239000000975 dye Substances 0.000 claims description 15
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 claims description 6
- 238000004043 dyeing Methods 0.000 claims description 6
- 150000001408 amides Chemical group 0.000 claims description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 4
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 claims description 3
- 229910052921 ammonium sulfate Inorganic materials 0.000 claims description 3
- 235000011130 ammonium sulphate Nutrition 0.000 claims description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 3
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 claims description 2
- 239000003513 alkali Substances 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 2
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- ZCDOYSPFYFSLEW-UHFFFAOYSA-N chromate(2-) Chemical compound [O-][Cr]([O-])(=O)=O ZCDOYSPFYFSLEW-UHFFFAOYSA-N 0.000 claims description 2
- 229910052804 chromium Inorganic materials 0.000 claims description 2
- 239000011651 chromium Substances 0.000 claims description 2
- NYGZLYXAPMMJTE-UHFFFAOYSA-M metanil yellow Chemical group [Na+].[O-]S(=O)(=O)C1=CC=CC(N=NC=2C=CC(NC=3C=CC=CC=3)=CC=2)=C1 NYGZLYXAPMMJTE-UHFFFAOYSA-M 0.000 claims description 2
- 125000005429 oxyalkyl group Chemical group 0.000 claims description 2
- 125000000542 sulfonic acid group Chemical group 0.000 claims description 2
- 125000001997 phenyl group Chemical class [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 3
- 239000000203 mixture Substances 0.000 description 5
- 230000008878 coupling Effects 0.000 description 4
- 238000010168 coupling process Methods 0.000 description 4
- 238000005859 coupling reaction Methods 0.000 description 4
- 210000002268 wool Anatomy 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 3
- QLOKJRIVRGCVIM-UHFFFAOYSA-N 1-[(4-methylsulfanylphenyl)methyl]piperazine Chemical compound C1=CC(SC)=CC=C1CN1CCNCC1 QLOKJRIVRGCVIM-UHFFFAOYSA-N 0.000 description 2
- JLLYLQLDYORLBB-UHFFFAOYSA-N 5-bromo-n-methylthiophene-2-sulfonamide Chemical compound CNS(=O)(=O)C1=CC=C(Br)S1 JLLYLQLDYORLBB-UHFFFAOYSA-N 0.000 description 2
- 239000004952 Polyamide Substances 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 150000001555 benzenes Chemical class 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 235000019646 color tone Nutrition 0.000 description 1
- 150000008049 diazo compounds Chemical class 0.000 description 1
- 238000006193 diazotization reaction Methods 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- PXLIDIMHPNPGMH-UHFFFAOYSA-N sodium chromate Chemical compound [Na+].[Na+].[O-][Cr]([O-])(=O)=O PXLIDIMHPNPGMH-UHFFFAOYSA-N 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 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
- C09B45/00—Complex metal compounds of azo dyes
- C09B45/02—Preparation from dyes containing in o-position a hydroxy group and in o'-position hydroxy, alkoxy, carboxyl, amino or keto groups
- C09B45/14—Monoazo compounds
- C09B45/16—Monoazo compounds containing chromium
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Verfahren zur Herstellung echter Färbungen auf Faserstoffen Es wurde gefunden, daß echte Färbungen hergestellt werden können, wenn mit carboxyl- und sulfonsäuregruppenfreien Monoazofarbstoffen der allgemeinen Formel in welcher R einen aromatischen Rest der Benzolreihe, der in o-Stellung zur Azogruppe eine Hydroxylgruppe enthält und der Rest den in i-Stellung an die Azogruppe gebundenen Rest eines 2-Oxynaphthalinsulfonsäureamids bedeutet,worin X undY für Wasserstoffatome, Alkylgruppen oder Oxyalkylgruppen stehen, wobei X und Y zusammen bis 8 Kohlenstoffatome enthalten können, im Einbadverfahren gefärbt wird mittels Lösungen, die gleichzeitig den Farbstoff und ein chromabgebendes Mittel enthalten.Process for the production of genuine dyeings on fibrous materials It has been found that genuine dyeings can be produced when using monoazo dyes of the general formula which are free from carboxyl and sulfonic acid groups in which R is an aromatic radical of the benzene series which contains a hydroxyl group in the o-position to the azo group and the rest denotes the radical of a 2-oxynaphthalenesulfonic acid amide bonded to the azo group in the i-position, where X and Y are hydrogen atoms, alkyl groups or oxyalkyl groups, where X and Y together can contain up to 8 carbon atoms contain a chromium-releasing agent.
Ein Färbeverfahren dieser Art ist z. B. dasjenige, bei dem mit Lösungen gefärbt wird, die gleichzeitig den Farbstoff, ein Alkalichromat, wie z. B. Natriumchromat oder Kaliumchromat, und Ammoniumsulfat enthalten.A dyeing process of this type is e.g. B. the one where with solutions is colored, which at the same time the dye, an alkali chromate, such as. B. sodium chromate or potassium chromate, and ammonium sulfate.
Nach dem vorliegenden Verfahren erhält man insbesondere auf Wolle, ferner aber auch auf Kunstfasern aus Superpolyamiden oder Superpolyurethanen sehr wertvolle Färbungen, welche sich in der Regel durch sehr gute Naßechtheiten und vor allem durch eine sehr gute bis hervorragende Lichtechtheit auszeichnen. Besonders wertvolle, z. B. marineblaue bis schwarze Farbtöne können nach dem vorliegenden Verfahrfn mit solchen Farbstoffen, die im Rest der Diazokomponente eine Nitrogruppe enthalten, hergestellt werden.According to the present process, in particular on wool, but also very much on synthetic fibers made of super polyamides or super polyurethanes valuable colorations, which are usually carried through very good wet fastness properties and, above all, are characterized by very good to excellent lightfastness. Particularly valuable, e.g. B. navy blue to black shades can according to the present Process with those dyes which have a nitro group in the remainder of the diazo component included.
In manchen Fällen erhält man nach dem vorliegenden Verfahren auch aus Gemischen von zwei oder mehreren der eingangs angegebenen Definition entsprechenden Farbstoffen sehr wertvolle Farbtöne. Solche Gemische können entweder durch Vermischen. der einzelnen Farbstoffe oder, wenn es sich z. B. um Farbstoffe aus der gleichen Kupplungskomponente und verschiedenen Diazokomponenten handelt, durch gleichzeitiges Diazotieren des aus verschiedenen Aminen bestehenden Gemisches und /oder gleichzeitiges Vereinigen der verschiedenen Diazoverbindungen mit der Kupplungskomponente hergestellt werden.In some cases, the present process also gives from mixtures of two or more of the definition given above Very valuable color tones. Such mixtures can either be obtained by mixing. of the individual dyes or, if it is z. B. to dyes from the same Coupling component and various diazo components acts through simultaneous Diazotization of the mixture consisting of different amines and / or simultaneous Combining the various diazo compounds with the coupling component produced will.
Das nachfolgende Beispiel dient zur Erläuterung der Erfindun&. Dabei bedeuten, die Teile Gewichtsteile, ühd die Prozente Gewichtsprozente.The following example serves to explain the invention. The parts mean parts by weight, and the percentages mean percentages by weight.
_ Beispiel Man bestellt ;ein Färbebad mit 2 Teilen Kaliumchromat, 2 Teilen Ammoniumsulfat, io Teilen kristallisiertem Natriumsulfat sowie 4 Teilen des durch Kuppeln von dianotiertem 5-Nitro-2-amino-i-oxy-`benzol mit 2-Oxynaphthalin-6-sulfonsäureamid erhältlichen Farbstoffes. In dieses Färbebad geht man bei 6o° mit ioo Teilen gut genetzter Wolle ein, steigert 'die Temperatur innerhalb 30 Minuten zum Kochen und kocht 45 Minuten. Nachher gibt man o,5 Teile 40°;'oige Essigsäure zu und kocht weitere 45 Minmten. Die Wolle ist. echt blaustichigschwarz gefärbt.Example A dyebath is ordered with 2 parts of potassium chromate, 2 parts of ammonium sulfate, 10 parts of crystallized sodium sulfate and 4 parts of 5-nitro-2-amino-i-oxy-benzene obtained by coupling with 2-oxynaphthalene-6-sulfonic acid amide available dye. 100 parts of well-wetted wool are put into this dyebath at 60 °, the temperature is raised to a boil within 30 minutes and cooked for 45 minutes. Then 0.5 parts of 40 ° acetic acid are added and the mixture is boiled for a further 45 minutes. The wool is. Really bluish black in color.
@In der nachstehenden Tabelle ist eine Anzahl weiterer Farbstoffe
angeführt, welche, nach obigem Verfahren gefärbt, ebenfalls wertvolle Färbungen
von sehr guten Echtheitseigenschaften ergeben
Claims (5)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH845636X | 1948-09-29 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE845636C true DE845636C (en) | 1952-08-04 |
Family
ID=4541788
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEP50982A Expired DE845636C (en) | 1948-09-29 | 1949-08-04 | Process for the production of real colors on fibrous materials |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE845636C (en) |
-
1949
- 1949-08-04 DE DEP50982A patent/DE845636C/en not_active Expired
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