DE163644C - - Google Patents
Info
- Publication number
- DE163644C DE163644C DENDAT163644D DE163644DA DE163644C DE 163644 C DE163644 C DE 163644C DE NDAT163644 D DENDAT163644 D DE NDAT163644D DE 163644D A DE163644D A DE 163644DA DE 163644 C DE163644 C DE 163644C
- Authority
- DE
- Germany
- Prior art keywords
- acid
- dye
- amido
- water
- preparation
- 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
- 239000002253 acid Substances 0.000 claims description 8
- 238000000034 method Methods 0.000 claims 1
- 239000000975 dye Substances 0.000 description 7
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- CZZZABOKJQXEBO-UHFFFAOYSA-N 2,4-Xylidine Chemical group CC1=CC=C(N)C(C)=C1 CZZZABOKJQXEBO-UHFFFAOYSA-N 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-N Carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- 150000008049 diazo compounds Chemical class 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- FBMPKWAJWSPYLS-UHFFFAOYSA-N (4-nitrophenyl)sulfamic acid Chemical compound OS(=O)(=O)NC1=CC=C([N+]([O-])=O)C=C1 FBMPKWAJWSPYLS-UHFFFAOYSA-N 0.000 description 1
- JWAZRIHNYRIHIV-UHFFFAOYSA-N 2-Naphthol Chemical compound C1=CC=CC2=CC(O)=CC=C21 JWAZRIHNYRIHIV-UHFFFAOYSA-N 0.000 description 1
- LTASFWDWBYFZQQ-UHFFFAOYSA-N 2-amino-5-nitrobenzenesulfonic acid Chemical compound NC1=CC=C([N+]([O-])=O)C=C1S(O)(=O)=O LTASFWDWBYFZQQ-UHFFFAOYSA-N 0.000 description 1
- 229910000906 Bronze Inorganic materials 0.000 description 1
- 239000000987 azo dye Substances 0.000 description 1
- 239000010974 bronze Substances 0.000 description 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
- 239000004922 lacquer Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229940098779 methanesulfonic acid Drugs 0.000 description 1
- AFVFQIVMOAPDHO-UHFFFAOYSA-N methanesulfonic acid Substances CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 1
- IOVCWXUNBOPUCH-UHFFFAOYSA-M nitrite anion Chemical compound [O-]N=O IOVCWXUNBOPUCH-UHFFFAOYSA-M 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 238000003756 stirring Methods 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)
- Paints Or Removers (AREA)
Description
KAISERLICHESIMPERIAL
PATENTAMT.PATENT OFFICE.
Es wurde gefunden, daß durch Umsetzung der diazotierten 2-Amido-1 -naphtylmethansulfosäure mit 2 · 3-Oxynaphtoesäure ein Azofarbstoff gewonnen wird, der zur Herstellung von Lacken geeignet ist, die sich durch ihre hervorragend blaurote Farbe sowie durch gute Echtheit auszeichnen.It has been found that by reacting the diazotized 2-amido-1-naphthylmethanesulfonic acid with 2 · 3-oxynaphthoic acid an azo dye is obtained, which is used for the production of paints is suitable, which are characterized by their excellent blue-red color as well as by good authenticity.
Zur Darstellung des neuen Farbstoffs verfährt man beispielsweise wie folgt:To represent the new dye, one proceeds, for example, as follows:
23>7 S Amidonaphtylmethansulfosäure werden mit 5,3 g calc. Soda in 300 g Wasser gelöst, 6,9 g Nitrit hinzugegeben und diese Lösung bei gewöhnlicher Temperatur unter Rühren eingegossen in 300 ecm verdünnter Salzsäure (enthaltend 12,8 g HCl). 2 3> 7 S amidonaphtylmethanesulfonic acid are calcined with 5.3 g. Soda was dissolved in 300 g of water, 6.9 g of nitrite were added and this solution was poured into 300 ecm of dilute hydrochloric acid (containing 12.8 g of HCl) at ordinary temperature while stirring.
Die entstandene Diazoverbindung scheidet sich zum Teil als gelbes Pulver aus. Diese Diazoverbindung läßt man einlaufen zu der Lösung von 18,8 g 2 · 3-Oxynaphtoesäure und 20 g calc. Soda in 300 g Wasser. Nach 3 bis 4 Stunden wird der Farbstoff abgesaugt. Er bildet trocken eine grünbronzierende Masse, welche zerrieben ein rotbraunes Pulver gibt, das leicht in Wasser mit blaustichig roter Farbe löslich ist.The resulting diazo compound is partly deposited as a yellow powder. These Diazo compound is run into the solution of 18.8 g of 2x3-oxynaphtoic acid and 20 g calc. Soda in 300 g of water. After 3 to 4 hours, the dye is filtered off with suction. When dry, it forms a green-bronze mass, which, when crushed, gives a red-brown powder, which is easily soluble in water with a bluish red color.
In den Patentschriften 145913 und 145914 sind die mit Hilfe von Anilin, m-Xylidin und p-Nitranilin-o-sulfosäure aus 2 · 3-Oxynaphtoesäure erhältlichen Farbstoffe beschrieben. Andererseits ist der Farbstoff aus 2 - Amido - ι - naphtylmethansulfosäure und 2-Naphtol aus der Patentschrift 134345 bekannt. In patents 145913 and 145914 are those with the help of aniline, m-xylidine and p-nitroaniline-o-sulfonic acid from 2 · 3-oxynaphthoic acid available dyes described. On the other hand, the dye is composed of 2 - amido - ι - naphthyl methanesulfonic acid and 2-naphtol is known from patent 134345.
Jene Farbstoffe aus Anilin und p-Nitranilinsulfosäure sowie der genannte aus 2-Amido-ι-naphtylmethansulfosäure haben in ihren Lacken eine weit gelbere Nuance sowie eine geringere Lichtechtheit als der neue Farbstoff. Der Farbstoff aus m-Xylidin kommt ihm zwar in der Nuance näher, aber er ist ebenfalls minderwertig durch seine geringe Lichtechtheit.Those dyes made from aniline and p-nitroaniline sulfonic acid and the said from 2-Amido-ι-naphtylmethanesulfonic acid have in their Lacquers have a far more yellow shade and a lower lightfastness than the new dye. The dye from m-xylidine comes closer to it in shade, but it is too inferior due to its poor lightfastness.
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE163644C true DE163644C (en) |
Family
ID=429307
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT163644D Active DE163644C (en) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE163644C (en) |
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0
- DE DENDAT163644D patent/DE163644C/de active Active
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