DE290078C - - Google Patents
Info
- Publication number
- DE290078C DE290078C DENDAT290078D DE290078DA DE290078C DE 290078 C DE290078 C DE 290078C DE NDAT290078 D DENDAT290078 D DE NDAT290078D DE 290078D A DE290078D A DE 290078DA DE 290078 C DE290078 C DE 290078C
- Authority
- DE
- Germany
- Prior art keywords
- parts
- derivatives
- sulfonic acid
- acids
- coloring
- 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.)
- Active
Links
- 239000000975 dye Substances 0.000 claims description 6
- 238000004040 coloring Methods 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
- 239000002253 acid Substances 0.000 claims description 2
- 150000007513 acids Chemical class 0.000 claims description 2
- 238000006467 substitution reaction Methods 0.000 claims 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M Sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- 230000001808 coupling Effects 0.000 description 2
- 238000010168 coupling process Methods 0.000 description 2
- 238000005859 coupling reaction Methods 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-Aminophenol Chemical compound NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 description 1
- 210000002268 Wool Anatomy 0.000 description 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 230000000875 corresponding Effects 0.000 description 1
- 150000008049 diazo compounds Chemical class 0.000 description 1
- -1 o-aminophenol sulfonic acids Chemical class 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L sodium carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-N sulfonic acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-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
- 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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Coloring (AREA)
Description
KAISERLICHESIMPERIAL
PATENTAMTPATENT OFFICE
PATENTSCHRIFTPATENT LETTERING
Vr 290078 KLASSE 22«. GRUPPEVr 290078 CLASS 22 «. GROUP
FARBENFABRIKEN vorm. FRIEDR. BAYER & CO. in LEVERKUSEN b. CÖLN a. Rh.FARBENFABRIKEN vorm. FRIEDR. BAYER & CO. in LEVERKUSEN b. CÖLN a. Rh.
Verfahren zur Darstellung beizenfärbender Monoazofarbstoffe.Process for the preparation of stain-coloring monoazo dyes.
Zusatz zum Patent 263192.Addendum to patent 263192.
Patentiert im Deutschen Reiche vom 19. Mai 1914 ab. Längste Dauer: !.Februar 1927.Patented in the German Empire on May 19, 1914. Longest duration: February 1927.
Durch Patent 263192 ist ein Verfahren zur Darstellung beizenfärbender Monoazofarbstoffe durch Kuppelung diazotierter o-Aminophenolsulfosäure und ihrer Derivate mit i-Acidylamino-7-oxynaphtalinen geschützt. Als Acidylderivate, die für das Verfahren benutzt werden, führt die Beschreibung die Acetyl- und Benzoylverbindung an, also Derivate von Carbonsäuren. By patent 263192 there is a method of preparing mordant coloring monoazo dyes by coupling diazotized o-aminophenol sulfonic acid and their derivatives with i-acidylamino-7-oxynaphthalene protected. As acidyl derivatives used for the process, the description cites the acetyl and benzoyl compounds, i.e. derivatives of carboxylic acids.
Es wurde nun weiter gefunden, daß sich die Carbonsäurederivate durch entsprechende Derivate von Arylsulfosäuren ersetzen lassen, wobei Farbstoffe erhalten werden, die nicht nur die in der Patentschrift 263192 bezeichneten Vorzüge besitzen, sondern deren Färbungen einen noch grüneren Ton und erhöhte Walkechthcit aufweisen.It has now also been found that the carboxylic acid derivatives by corresponding Let derivatives of arylsulfonic acids be replaced, with dyes being obtained that are not only have the advantages specified in patent specification 263192, but their colors have an even greener tone and increased whale-fastness.
Die aus 22,4 Teilen 4-Chlor-2-amino-i-oxybenzol-6-sulfosäure und 6,9 Teilen Natriumnitrit in Gegenwart von Salzsäure bereitete Diazoverbindung läßt man unter Rühren und Kühlung in eine wäßrige Lösung von 32,8 Teilen i-Toluolsulfamino-7-oxynaphtalin in 24 Teilen Natronlauge von 400 Be, die mit 18,5 Teilen wasserfreiem Natriumcarbonat versetzt ist, einlaufen. Nach beendeter Kuppelung wärmt man an, salzt den Farbstoff aus und arbeitet ihn in der üblichen Weise auf. Er färbt Wolle in Gegenwart von Chrombeizen walkecht grünschwarz.The diazo compound prepared from 22.4 parts of 4-chloro-2-amino-i-oxybenzene-6-sulfonic acid and 6.9 parts of sodium nitrite in the presence of hydrochloric acid is allowed to pour into an aqueous solution of 32.8 parts of i- Toluenesulfamino-7-oxynaphthalene in 24 parts of 40 0 Be sodium hydroxide solution to which 18.5 parts of anhydrous sodium carbonate have been added. After coupling is complete, the dye is warmed up, salted out and worked up in the usual way. It dyes wool in the presence of chrome stains, green-black, fast-to-walk.
Andere o-Aminophenolsulfosäuren, z. B. die 4-Chlor-2-amino-i-oxybenzol-5-sulfosäure oder die 6-Nitro-2-amino-i-oxybenzol-4-sulfosäure, führen zu ähnlichen Ergebnissen.Other o-aminophenol sulfonic acids, e.g. B. the 4-chloro-2-amino-i-oxybenzene-5-sulfonic acid or 6-nitro-2-amino-i-oxybenzene-4-sulfonic acid, lead to similar results.
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE290078C true DE290078C (en) |
Family
ID=545066
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT290078D Active DE290078C (en) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE290078C (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE764868C (en) * | 1937-04-15 | 1954-10-11 | Chemische Ind Ges | Process for the preparation of o-oxyazo dyes |
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0
- DE DENDAT290078D patent/DE290078C/de active Active
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE764868C (en) * | 1937-04-15 | 1954-10-11 | Chemische Ind Ges | Process for the preparation of o-oxyazo dyes |
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