DE151205C - - Google Patents
Info
- Publication number
- DE151205C DE151205C DENDAT151205D DE151205DA DE151205C DE 151205 C DE151205 C DE 151205C DE NDAT151205 D DENDAT151205 D DE NDAT151205D DE 151205D A DE151205D A DE 151205DA DE 151205 C DE151205 C DE 151205C
- Authority
- DE
- Germany
- Prior art keywords
- dyes
- production
- acid
- oxynaphtoic
- amidobenzene
- 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 7
- 239000002253 acid Substances 0.000 claims description 3
- 238000000034 method Methods 0.000 claims description 3
- 150000008049 diazo compounds Chemical class 0.000 claims description 2
- 239000004922 lacquer 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
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 235000002639 sodium chloride Nutrition 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- PGLRGMMNMUPZTG-UHFFFAOYSA-N (4-methylphenyl)sulfamic acid Chemical compound CC1=CC=C(NS(O)(=O)=O)C=C1 PGLRGMMNMUPZTG-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating Effects 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminum Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910052788 barium Inorganic materials 0.000 description 1
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium(0) Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 239000012295 chemical reaction liquid Substances 0.000 description 1
- 230000000875 corresponding Effects 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc 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
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/10—Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group
- C09B29/12—Monoazo dyes prepared by diazotising and coupling from coupling components containing hydroxy as the only directing group of the benzene series
- C09B29/14—Hydroxy carboxylic acids
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
KAISERLICHESIMPERIAL
PATENTAMT.PATENT OFFICE.
Die 2>3-Oxynaphtoesäure hat bis jetzt keine
technische Verwendung gefunden. Es wurde nun die Beobachtung gemacht, daß sie sich
mit den Diazoverbindungen folgender Amidobenzolsul f osäuren:
X The 2> 3-oxynaphtoic acid has so far not found any industrial use. The observation has now been made that they become acidic with the diazo compounds of the following amidobenzene sulfo:
X
S0„H,S0 "H,
NH0 NH 0
wobei X CH9, C2H0, N O2, Cl, Br, O Alk. bedeutet, zu Monoazofarbstoffen vereinigen läßt, die zur Darstellung roter Farblacke hervorragend geeignet sind. Die Natriumsalze der genannten Farbstoffe, die in kaltem Wasser schwer löslich sind, lassen sich leicht in die entsprechenden Calcium-, Baryum-, Aluminium-, Zink- und andere Salze überführen, die durch vollständige Unlöslichkeit in Wasser und Öl und durch große Lichtechtheit aus-' gezeichnet sind.where X is CH 9 , C 2 H 0 , N O 2 , Cl, Br, O Alk. , can be combined to form monoazo dyes, which are outstandingly suitable for the production of red colored lakes. The sodium salts of the dyes mentioned, which are sparingly soluble in cold water, can easily be converted into the corresponding calcium, barium, aluminum, zinc and other salts, which are characterized by their complete insolubility in water and oil and their high lightfastness. 'are drawn.
Die nach dem vorliegenden Verfahren dargestellten Farbstoffe geben Farblacke, welche sich vor denen, die aus den Farbstoffen der Patentschriften 128456 und 135842 erhalten werden können, durch eine viel tiefere und mehr blaustichigrote Nuance auszeichnen; infolge dieser Eigenschaften sind die nach dem vorliegenden Verfahren dargestellten Farbstoffe für die Farblackfabrikation ganz besonders geeignet und ihre Herstellung bedeutet daher einen gewerblichen Fortschritt.The dyes prepared by the present process give color lakes, which ahead of those obtained from the dyes of patents 128456 and 135842 can be characterized by a much deeper and more bluish-red shade; as a result of these properties are the dyes produced by the present process particularly suitable for color lacquer production and its production means hence an industrial advance.
18,7 Teile p-Toluidinsulfosäure (s. obige Formel) wurden nach bekannter Methode diazotiert und die ausgeschiedene Diazovcrbindung in eine kalte, sodaalkalische Lösung von 18,8 Teilen 2 · 3-Oxynaphtoesäure eingetragen, wobei die Reaktionsflüssigkeit beständig alkalisch zu halten ist. Die Kombination geht fast augenblicklich vonstatten. Nachdem man auf etwa 8o° angewärmt hat, wird etwas Kochsalz hinzugefügt, filtriert und mit Wasser gewaschen. Der Farbstoff findet zweckmäßig als Paste Verwendung; in trockenem Zustande bildet er ein rotes, metallisch glänzendes Pulver.18.7 parts of p-toluidine sulfonic acid (see above Formula) were diazotized by a known method and the diazo bond separated out added to a cold, soda-alkaline solution of 18.8 parts of 2 3-oxynaphthoic acid, the reaction liquid is to be kept constantly alkaline. The combination happens almost instantly. After it has been warmed to about 80 °, a little table salt is added and filtered and washed with water. The dye is expediently used as a paste; in when dry it forms a red powder with a metallic sheen.
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE151205C true DE151205C (en) |
Family
ID=418049
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT151205D Active DE151205C (en) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE151205C (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3838476A (en) * | 1972-04-11 | 1974-10-01 | B Gort | Drawing frame |
-
0
- DE DENDAT151205D patent/DE151205C/de active Active
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3838476A (en) * | 1972-04-11 | 1974-10-01 | B Gort | Drawing frame |
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