CH313295A - Process for the production of a brown leather dye - Google Patents
Process for the production of a brown leather dyeInfo
- Publication number
- CH313295A CH313295A CH313295DA CH313295A CH 313295 A CH313295 A CH 313295A CH 313295D A CH313295D A CH 313295DA CH 313295 A CH313295 A CH 313295A
- Authority
- CH
- Switzerland
- Prior art keywords
- dye
- brown
- production
- amino
- naphthalene
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 5
- 239000000991 leather dye Substances 0.000 title claims description 4
- 239000000975 dye Substances 0.000 claims description 10
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 3
- 150000008049 diazo compounds Chemical class 0.000 claims description 3
- 239000010985 leather Substances 0.000 claims description 3
- 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 3
- 239000000843 powder Substances 0.000 claims description 3
- NDYYJXGERWTRSD-UHFFFAOYSA-N 4-aminonaphthalene-2,7-disulfonic acid Chemical compound OS(=O)(=O)C1=CC=C2C(N)=CC(S(O)(=O)=O)=CC2=C1 NDYYJXGERWTRSD-UHFFFAOYSA-N 0.000 claims description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Substances C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 2
- 230000008878 coupling Effects 0.000 claims description 2
- 238000010168 coupling process Methods 0.000 claims description 2
- 238000005859 coupling reaction Methods 0.000 claims description 2
- HFACYLZERDEVSX-UHFFFAOYSA-N benzidine Chemical group C1=CC(N)=CC=C1C1=CC=C(N)C=C1 HFACYLZERDEVSX-UHFFFAOYSA-N 0.000 claims 1
- 239000003086 colorant Substances 0.000 claims 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N N-phenyl amine Natural products NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000004305 biphenyl Substances 0.000 description 2
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 2
- 235000011121 sodium hydroxide Nutrition 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 1
- VILFVXYKHXVYAB-UHFFFAOYSA-N naphthalene-2,7-disulfonic acid Chemical compound C1=CC(S(O)(=O)=O)=CC2=CC(S(=O)(=O)O)=CC=C21 VILFVXYKHXVYAB-UHFFFAOYSA-N 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- C09B35/50—Tetrazo dyes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
Verfahren zur Herstellung eines braunen Lederfarbstoffes CTegenstand vorliegenden Patentes ist ein Verfahren zur Herstellung eines braunen Lederfarbstoffes. Das Verfahren ist dadurch gekennzeichnet, dass man auf den Monoazo- fa.rbstoff aus dianotierter 1- Amino - B - oxy- naphthalin-3,6-disulfonsäure und 1,3-Dioxy- benzol einerseits ein Mol der Diazoverbindung der 1-Amino-naphthalin-3,
6-disulfonsäure und anderseits ein Mol des halbseitigen Kupplungs produktes des tetrazotierten 4,4''-Dia.mino- diphenyls und der 2-0xy-benzol-l-carbonsäure in. alkalischem Mittel einwirken lässt.
Der erhaltene neue T'etrakisazofarbstoff stellt ein dunkles Pulver dar und färbt Chromnarbenleder und Veloursleder in aus agiebigen, blumigen braunen Tönen von sehr \nuten Echtheiten.
Beispiel 31,9 Teile 1-Amino-8-oxy-na.phthalin-3,6- disulfonsäure werden mit 6,9 Teilen Natrium nitrit indirekt dianotiert und in Gegenwart von 10 Teilen Ätznatron mit 10 Teilen 1,3- Dioxy-benzol gekuppelt.
Man versetzt die braune Lösung des Monoazofarbstoffes mit weiteren 10 Teilen Ätznatron und vereinigt mit der Diazoverbindung aus 30,3 Teilen 1- Anino - naphthalin - 3, 6 - disulfonsäure. Die Disazofarbstofflösung wird einige Stunden ge rührt.
Während dieser Zeitwerden 18,4 Teile 9,4'-Diamino-diphenyl tetrazotiert und in Ge genwart von 30 Teilen Natriumcarbonat mit 1.4,3 Teilen 2-Oxy-benzol-l-carbonsäure halb seitig gekuppelt. Diese sodaalkalische Suspen sion fliesst zu der oben beschriebenen Disazo- farbstofflösung. Der dabei entstehende braune Tetrakisazofarbstoff wird mit 250 Teilen Kochsalz abgeschieden und isoliert.
Er stellt getrocknet ein dunkles Pulver dar, welches sieh in Wasser mit brauner und in konz. Schwefelsäure mit violetter Farbe löst. Er färbt Chromnarbenleder und Veloursleder in ausgiebigen, blumigen, braunen Tönen von sehr guten Echtheiten.
Process for the preparation of a brown leather dye C The subject of the present patent is a process for the preparation of a brown leather dye. The process is characterized in that one mole of the diazo compound of the 1-amino- benzene is added to the monoazo dye from dianotated 1-amino-B-oxynaphthalene-3,6-disulfonic acid and 1,3-dioxybenzene naphthalene-3,
6-disulfonic acid and on the other hand one mole of the half-sided coupling product of the tetrazotized 4,4 ″ -diamino-diphenyl and the 2-oxy-benzene-1-carboxylic acid in an alkaline agent.
The new tetrakisazo dye obtained is a dark powder and dyes chrome grain leather and suede in rich, flowery brown tones with very good fastness properties.
Example 31.9 parts of 1-amino-8-oxy-na.phthalin-3,6-disulfonic acid are indirectly dianotized with 6.9 parts of sodium nitrite and coupled with 10 parts of 1,3-dioxy-benzene in the presence of 10 parts of caustic soda .
The brown solution of the monoazo dye is mixed with a further 10 parts of caustic soda and combined with the diazo compound from 30.3 parts of 1-amino-naphthalene-3,6-disulfonic acid. The disazo dye solution is stirred for a few hours.
During this time, 18.4 parts of 9,4'-diamino-diphenyl are tetrazotized and half-coupled in the presence of 30 parts of sodium carbonate with 1.4.3 parts of 2-oxy-benzene-1-carboxylic acid. This soda-alkaline suspension flows into the disazo dye solution described above. The resulting brown tetrakisazo dye is precipitated and isolated with 250 parts of sodium chloride.
When dried, it is a dark powder, which can be seen in water with brown and in conc. Dissolves sulfuric acid with a purple color. It dyes chrome grain leather and suede in extensive, flowery, brown tones with very good fastness properties.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH312190T | 1953-01-30 | ||
| CH313295T | 1953-01-30 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH313295A true CH313295A (en) | 1956-03-31 |
Family
ID=25735898
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH313295D CH313295A (en) | 1953-01-30 | 1953-01-30 | Process for the production of a brown leather dye |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH313295A (en) |
-
1953
- 1953-01-30 CH CH313295D patent/CH313295A/en unknown
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