CH168928A - Process for the production of a new chromium-containing dye. - Google Patents
Process for the production of a new chromium-containing dye.Info
- Publication number
- CH168928A CH168928A CH168928DA CH168928A CH 168928 A CH168928 A CH 168928A CH 168928D A CH168928D A CH 168928DA CH 168928 A CH168928 A CH 168928A
- Authority
- CH
- Switzerland
- Prior art keywords
- chromium
- dye
- azo dye
- containing azo
- diazotized
- Prior art date
Links
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 title claims description 9
- 229910052804 chromium Inorganic materials 0.000 title claims description 9
- 239000011651 chromium Substances 0.000 title claims description 9
- 238000004519 manufacturing process Methods 0.000 title claims description 3
- 238000000034 method Methods 0.000 title claims description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 15
- 239000000975 dye Substances 0.000 claims description 10
- 239000000987 azo dye Substances 0.000 claims description 6
- 230000008878 coupling Effects 0.000 claims description 5
- 238000010168 coupling process Methods 0.000 claims description 5
- 238000005859 coupling reaction Methods 0.000 claims description 5
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 claims description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- HVBSAKJJOYLTQU-UHFFFAOYSA-N 4-aminobenzenesulfonic acid Chemical compound NC1=CC=C(S(O)(=O)=O)C=C1 HVBSAKJJOYLTQU-UHFFFAOYSA-N 0.000 claims description 3
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 3
- ZYECOAILUNWEAL-NUDFZHEQSA-N (4z)-4-[[2-methoxy-5-(phenylcarbamoyl)phenyl]hydrazinylidene]-n-(3-nitrophenyl)-3-oxonaphthalene-2-carboxamide Chemical compound COC1=CC=C(C(=O)NC=2C=CC=CC=2)C=C1N\N=C(C1=CC=CC=C1C=1)/C(=O)C=1C(=O)NC1=CC=CC([N+]([O-])=O)=C1 ZYECOAILUNWEAL-NUDFZHEQSA-N 0.000 claims description 2
- 229920002955 Art silk Polymers 0.000 claims description 2
- 229920000742 Cotton Polymers 0.000 claims description 2
- 239000010446 mirabilite Substances 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 239000004627 regenerated cellulose Substances 0.000 claims description 2
- RSIJVJUOQBWMIM-UHFFFAOYSA-L sodium sulfate decahydrate Chemical compound O.O.O.O.O.O.O.O.O.O.[Na+].[Na+].[O-]S([O-])(=O)=O RSIJVJUOQBWMIM-UHFFFAOYSA-L 0.000 claims description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 2
- 235000011121 sodium hydroxide Nutrition 0.000 claims 1
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 229910021538 borax Inorganic materials 0.000 description 1
- BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical compound [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 description 1
- 239000000292 calcium oxide Substances 0.000 description 1
- ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 description 1
- 235000012255 calcium oxide Nutrition 0.000 description 1
- 238000004532 chromating Methods 0.000 description 1
- 150000001845 chromium compounds Chemical class 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
- 235000012245 magnesium oxide Nutrition 0.000 description 1
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 229940072033 potash Drugs 0.000 description 1
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 1
- 235000015320 potassium carbonate Nutrition 0.000 description 1
- 239000004328 sodium tetraborate Substances 0.000 description 1
- 235000010339 sodium tetraborate Nutrition 0.000 description 1
- 239000000126 substance 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
- 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
- C09B45/24—Disazo or polyazo compounds
- C09B45/26—Disazo or polyazo compounds containing chromium
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
<B>Zusatzpatent</B> zum Hauptpatent Nr. 165830. Verfahren zur Herstellung eines neuen chromhaltigen Farbstoffes. Es wurde gefunden, dass man einen neuen chromhaltigen Azofarbstoff durch Einwirkung des chromhaltigen Azofarbstoffes, der durch Chromieren des Disazofarbstoffes aus diazo- tiertem 2-Amino-5-nitro-l-oxybenzol mit 2- Arrrino-5-oxynaphthalin-7-sulfonsäure (saure Kupplung)
endanschliessende alkalischeKupp- lung mit diazotierter 4-Aminobenzol-l-sulfon- säure entsteht, auf den selben chromfreien Disazofarbstoff erhalten kann, wenn die Ein wirkung in alkalischem Medium erfolgt.
Der neue chromhaltige Farbstoff wird als dunkles Pulver erhalten, das sich in Wasser, sowie verdünnter Sodalösung mit schmutzig rotvioletter, in verdünnter Natronlauge mit olivegrüner und in konzentrierter Schwefel säure mit schmutzig - rotbrauner Farbe löst. Es färbt Baumwolle, sowie Kunstseide aus regenerierter Zellulose aus Glaubersalz enthal tendem Bade in rötlichgrauen echten Tönen.
<I>Beispiel:</I> 10 Teile der komplexen Chromverbindung des Disazofarbstoffes, der aus diazotiertem 2 - Amino - 5 - nitro -1- oxybenzol durch saure Kupplung mit 2 -Amino - 5 - oxynaphthalin - 7- sulfonsäure und anschliessende alkalische Kupplung mit diazotierter 4-Aminobenzol-l- sulfonsäure erhalten wird, werden in 100 Teilen Wasser unter Zusatz von 1,4 Teilen 30 o/oiger Natronlauge gelöst und mit einer Lösung von 0,
75 Teilen desselben, jedoch nicht chromierten, Farbstoffes in 30 Teilen Wasser und 0,4 Teilen 30 o/oiger Natronlauge versetzt und 12 Stunden rückfliessend gekocht. Nach dem Neutralisieren wird zur Trockne verdampft.
Zu demselben chromhaltigen Azofarbstoff gelangt man, wenn statt Natronlauge andere alkalisch wirkende Substanzen, wie zum Bei spiel Kalilauge, Soda, Pottasche, Borax, Mag nesiumoxyd, Calciumoxyd, Ammoniak oder Trialkaliphosphat verwendet werden.
<B> Additional patent </B> to main patent No. 165830. Process for the production of a new chromium-containing dye. It has been found that a new chromium-containing azo dye can be obtained by the action of the chromium-containing azo dye, which is obtained by chromating the disazo dye from diazo-5-nitro-1-oxybenzene with 2-arrrino-5-oxynaphthalene-7-sulfonic acid (acid Coupling)
final alkaline coupling with diazotized 4-aminobenzene-1-sulfonic acid is formed on the same chromium-free disazo dye, if the action takes place in an alkaline medium.
The new chromium-containing dye is obtained as a dark powder, which dissolves in water and dilute soda solution with dirty red-violet, in dilute sodium hydroxide with olive-green and in concentrated sulfuric acid with dirty-red-brown color. It dyes cotton and artificial silk made from regenerated cellulose from baths containing Glauber's salt in real reddish-gray tones.
<I> Example: </I> 10 parts of the complex chromium compound of the disazo dye, which is obtained from diazotized 2-amino-5-nitro-1-oxybenzene by acidic coupling with 2-amino-5-oxynaphthalene-7-sulphonic acid and subsequent alkaline coupling is obtained with diazotized 4-aminobenzene-l-sulfonic acid, are dissolved in 100 parts of water with the addition of 1.4 parts of 30% sodium hydroxide solution and a solution of 0,
75 parts of the same, but not chromed, dye in 30 parts of water and 0.4 parts of 30% sodium hydroxide solution are added and the mixture is refluxed for 12 hours. After neutralization, it is evaporated to dryness.
The same chromium-containing azo dye is obtained if other alkaline substances such as potassium hydroxide, soda, potash, borax, magnesium oxide, calcium oxide, ammonia or trialkali phosphate are used instead of sodium hydroxide solution.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH165830T | 1932-11-08 | ||
| CH168928T | 1932-11-08 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH168928A true CH168928A (en) | 1934-04-30 |
Family
ID=25718166
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH168928D CH168928A (en) | 1932-11-08 | 1932-11-08 | Process for the production of a new chromium-containing dye. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH168928A (en) |
-
1932
- 1932-11-08 CH CH168928D patent/CH168928A/en unknown
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