DE167497C - - Google Patents
Info
- Publication number
- DE167497C DE167497C DE1904167497D DE167497DA DE167497C DE 167497 C DE167497 C DE 167497C DE 1904167497 D DE1904167497 D DE 1904167497D DE 167497D A DE167497D A DE 167497DA DE 167497 C DE167497 C DE 167497C
- Authority
- DE
- Germany
- Prior art keywords
- naphthol
- sulfonic acid
- anisidine
- toluidine
- diazotized
- 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.)
- Expired - Lifetime
Links
- 239000000975 dye Substances 0.000 claims description 8
- VMPITZXILSNTON-UHFFFAOYSA-N O-Anisidine Chemical compound COC1=CC=CC=C1N VMPITZXILSNTON-UHFFFAOYSA-N 0.000 claims description 3
- RNVCVTLRINQCPJ-UHFFFAOYSA-N o-toluidine Chemical compound CC1=CC=CC=C1N RNVCVTLRINQCPJ-UHFFFAOYSA-N 0.000 claims description 3
- 239000000049 pigment Substances 0.000 claims description 3
- YLKCHWCYYNKADS-UHFFFAOYSA-N 5-hydroxynaphthalene-1-sulfonic acid Chemical compound C1=CC=C2C(O)=CC=CC2=C1S(O)(=O)=O YLKCHWCYYNKADS-UHFFFAOYSA-N 0.000 claims description 2
- 239000004922 lacquer Substances 0.000 claims description 2
- 238000004519 manufacturing process Methods 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
- 238000000034 method Methods 0.000 claims description 2
- 238000007796 conventional method Methods 0.000 claims 1
- 230000001808 coupling Effects 0.000 description 3
- 238000010168 coupling process Methods 0.000 description 3
- 238000005859 coupling reaction Methods 0.000 description 3
- 239000003973 paint Substances 0.000 description 3
- -1 Naphthol sulfonic acids Chemical class 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- CZZZABOKJQXEBO-UHFFFAOYSA-N 2,4-Xylidine Chemical compound CC1=CC=C(N)C(C)=C1 CZZZABOKJQXEBO-UHFFFAOYSA-N 0.000 description 1
- VOWZNBNDMFLQGM-UHFFFAOYSA-N 2,5-Xylidine Chemical group CC1=CC=C(C)C(N)=C1 VOWZNBNDMFLQGM-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
- JJYPMNFTHPTTDI-UHFFFAOYSA-N 3-methylaniline Chemical compound CC1=CC=CC(N)=C1 JJYPMNFTHPTTDI-UHFFFAOYSA-N 0.000 description 1
- IMPPGHMHELILKG-UHFFFAOYSA-N 4-ethoxyaniline Chemical compound CCOC1=CC=C(N)C=C1 IMPPGHMHELILKG-UHFFFAOYSA-N 0.000 description 1
- BHAAPTBBJKJZER-UHFFFAOYSA-N P-Anisidine Chemical compound COC1=CC=C(N)C=C1 BHAAPTBBJKJZER-UHFFFAOYSA-N 0.000 description 1
- WXWCDTXEKCVRRO-UHFFFAOYSA-N Para-Cresidine Chemical compound COC1=CC=C(C)C=C1N WXWCDTXEKCVRRO-UHFFFAOYSA-N 0.000 description 1
- YVKMMZAFUFUAAX-UHFFFAOYSA-N aluminum;tetrahydrate Chemical compound O.O.O.O.[Al] YVKMMZAFUFUAAX-UHFFFAOYSA-N 0.000 description 1
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 1
- 239000000987 azo dye Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000005755 formation reaction Methods 0.000 description 1
- RZXMPPFPUUCRFN-UHFFFAOYSA-N p-toluidine Chemical compound CC1=CC=C(N)C=C1 RZXMPPFPUUCRFN-UHFFFAOYSA-N 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-N sulfonic acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
Landscapes
- Paints Or Removers (AREA)
Description
KAISERLICHESIMPERIAL
PATENTAMT.PATENT OFFICE.
Es wurde gefunden, daß die durch Kuppeln des diazotierten o-Toluidins oder o-Anisidins mit der I-Naphtol-5-sulfosäure erhältlichen Farbstoffe, wenn man sie nach den bei der Pigmentfarbendarstellung üblichen Methoden niederschlägt, wertvolle rote Farblacke von großer Lichtechtheit liefern. Diese Eigenschaft der genannten Farbstoffe ist überraschend, da sowohl die den oben erwähnten Farbstoffen nahe verwandten Azofarbstoffe, welche statt der I-Naphtol-5-sulfosäure andere Naphtolsulfosäuren, wie z. B. die 1:4, 1:3, 1:6 oder ι : 7-Naphtolsulfosäure enthalten, als auch diejenige Gruppe von Farbstoffen, welche neben der I-Naphtol-5-sulfosäure als erste Komponente dem ο - Toluidin und o-Anisidin nahe verwandte Körper, wie z. B. p-Phenetidin, p-Anisidin, p- und m-Toluidin, m- und p-Xylidin, Anilin, Kresidin enthalten, nur lichtunechte Farblacke liefern.It has been found that the coupling of the diazotized o-toluidine or o-anisidine with the I-naphthol-5-sulfonic acid available dyes, if you use them according to the Pigment color reproduction is reflected in the usual methods, valuable red lakes of color deliver great lightfastness. This property of the dyes mentioned is surprising, there are both the azo dyes closely related to the above-mentioned dyes, which instead of the 1-naphthol-5-sulfonic acid have other Naphthol sulfonic acids, e.g. B. contain 1: 4, 1: 3, 1: 6 or ι: 7-naphthol sulfonic acid, as well as that group of dyes, which in addition to the I-naphthol-5-sulfonic acid as first component closely related bodies to ο - toluidine and o-anisidine, such as B. Contains p-phenetidine, p-anisidine, p- and m-toluidine, m- and p-xylidine, aniline, cresidine, only supply non-fade colored lacquers.
6 Teile des in üblicher Weise durch Kuppeln von diazotiertem ο - Anisidin in alkalischer Lösung mit i-Napthol-5-sulfosäure hergestellten Monoazofarbstoffes werden in Wasser gelöst und diese Lösung unter gutem Rühren zu einer Mischung gegeben, die durch sorgfältiges Anschlemmen von 10 Teilen einer ioprozentigen Paste von Tonerdehydrat mit Wasser hergestellt worden ist. Zu dem so erhaltenen Gemisch wird darauf eine 5prozentige Chlorbaryumlösung zugesetzt, bis der Farbstoff vollständig ausgefällt ist. Der Niederschlag wird abfiltriert, ausgewaschen, getrocknet und der Lack in üblicher Weise fertiggemacht. Derselbe zeigt eine schöne, rote, sehr lichtechte Nuance.6 parts of the in the usual way by coupling of diazotized ο - anisidine in alkaline solution with i-naphthol-5-sulfonic acid produced monoazo dye are dissolved in water and this solution under good Stir added to a mixture by carefully connecting 10 parts an 10 percent paste of alumina hydrate with water. A 5 percent chlorobaryum solution is then added to the mixture obtained in this way, until the dye has completely precipitated. The precipitate is filtered off, washed out, dried and the paint finished in the usual way. The same shows a beautiful, red, very lightfast shade.
In analoger Weise verfährt man bei Verwendung des durch Kuppeln von diazotiertem o-Toluidin in alkalischer Lösung mit i-Naphtol-5-sulfosäure hergestellten Farbstoffes. Man erhält so ebenfalls einen roten, sehr lichtechten Lack.An analogous procedure is followed when using the diazotized by coupling o-Toluidine in alkaline solution with i-naphthol-5-sulfonic acid produced dye. A red, very lightfast varnish is also obtained in this way.
An Stelle des in dem Beispiel beschriebenen Verfahrens kann man selbstverständlich auch andere der in der Pigmentfarbenfabrikation üblichen Lackbildungsmethoden anwenden.Instead of the method described in the example, one can of course also use other paint formation methods commonly used in pigment paint production.
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT25930D AT25930B (en) | 1904-06-16 | 1905-12-21 | Process for the representation of lightfast colored lacquers. |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE167497C true DE167497C (en) |
Family
ID=432799
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE1904167497D Expired - Lifetime DE167497C (en) | 1904-06-16 | 1904-06-16 |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE167497C (en) |
-
1904
- 1904-06-16 DE DE1904167497D patent/DE167497C/de not_active Expired - Lifetime
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