DE257488C - - Google Patents
Info
- Publication number
- DE257488C DE257488C DENDAT257488D DE257488DA DE257488C DE 257488 C DE257488 C DE 257488C DE NDAT257488 D DENDAT257488 D DE NDAT257488D DE 257488D A DE257488D A DE 257488DA DE 257488 C DE257488 C DE 257488C
- Authority
- DE
- Germany
- Prior art keywords
- yellow
- nitroaniline
- dye
- solution
- dyes
- 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 description 6
- DPJCXCZTLWNFOH-UHFFFAOYSA-N 2-Nitroaniline Chemical compound NC1=CC=CC=C1[N+]([O-])=O DPJCXCZTLWNFOH-UHFFFAOYSA-N 0.000 description 3
- TYMLOMAKGOJONV-UHFFFAOYSA-N 4-Nitroaniline Chemical compound NC1=CC=C([N+]([O-])=O)C=C1 TYMLOMAKGOJONV-UHFFFAOYSA-N 0.000 description 3
- DYRDKSSFIWVSNM-UHFFFAOYSA-N Acetoacetanilide Chemical compound CC(=O)CC(=O)NC1=CC=CC=C1 DYRDKSSFIWVSNM-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- POCJOGNVFHPZNS-UWVGGRQHSA-N Nitramine Natural products O[C@H]1CCCC[C@]11CNCCC1 POCJOGNVFHPZNS-UWVGGRQHSA-N 0.000 description 2
- 150000001555 benzenes Chemical class 0.000 description 2
- 150000008049 diazo compounds Chemical class 0.000 description 2
- 239000000155 melt Substances 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- KLZPLKQRIOMCLB-UHFFFAOYSA-N 4-(2-nitroethoxy)aniline Chemical class NC1=CC=C(OCC[N+]([O-])=O)C=C1 KLZPLKQRIOMCLB-UHFFFAOYSA-N 0.000 description 1
- PZDXDOLQKQBWJV-UHFFFAOYSA-N 4-(nitromethoxy)aniline Chemical class NC1=CC=C(OC[N+]([O-])=O)C=C1 PZDXDOLQKQBWJV-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N Carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 235000005979 Citrus limon Nutrition 0.000 description 1
- 240000002268 Citrus limon Species 0.000 description 1
- XOPGLFUAIJQUET-UHFFFAOYSA-N ClC(OC1=CC=C(C=C1)N)[N+](=O)[O-] Chemical class ClC(OC1=CC=C(C=C1)N)[N+](=O)[O-] XOPGLFUAIJQUET-UHFFFAOYSA-N 0.000 description 1
- QLYMIQVWAQCNCK-UHFFFAOYSA-N ClN(C=1C(=CC=CC1)C)[N+](=O)[O-] Chemical class ClN(C=1C(=CC=CC1)C)[N+](=O)[O-] QLYMIQVWAQCNCK-UHFFFAOYSA-N 0.000 description 1
- RZLBOHUWUYLABB-UHFFFAOYSA-N N-(2,3-dimethylphenyl)nitramide Chemical class CC1=CC=CC(N[N+]([O-])=O)=C1C RZLBOHUWUYLABB-UHFFFAOYSA-N 0.000 description 1
- QFCSRGLEMDRBMN-UHFFFAOYSA-N N-(2-methylphenyl)nitramide Chemical class CC1=CC=CC=C1N[N+]([O-])=O QFCSRGLEMDRBMN-UHFFFAOYSA-N 0.000 description 1
- 241000490025 Schefflera digitata Species 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 1
- 235000015250 liver sausages Nutrition 0.000 description 1
- 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 description 1
- 238000000034 method Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000001052 yellow pigment 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
- C09B29/32—Monoazo dyes prepared by diazotising and coupling from coupling components containing a reactive methylene group
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Heat Sensitive Colour Forming Recording (AREA)
- Coloring (AREA)
Description
Es wurde gefunden, daß man wertvolle gelbe Pigmentfarbstoffe erhält, wenn man Diazoverbindungen von hydroxylfreien Mono- oder Dinitraminen der Benzolreihe mit Acetessiganilid kuppelt.It has been found that valuable yellow pigment dyes are obtained when using diazo compounds of hydroxyl-free mono- or dinitramines of the benzene series coupled with aceto-aceticanilide.
Als Nitramine können u. a. Verwendung finden : o- und p-Nitranilin, die Chlornitraniline, die Dinitraniline, die Dichlornitraniline, die Nitrotoluidine, die Chlornitrotoluidine, die Nitroanisidine, die Chlornitroanisidine, die Nitrophenetidine, die Nitroxylidine u. a.As nitramines, inter alia. Find uses: o- and p-nitroaniline, the chloronitraniline, the Dinitraniline, the dichloronitraniline, the nitrotoluidines, the chlornitrotoluidines, the nitroanisidines, the chloronitroanisidines, the nitrophenetidines, the nitroxylidines and others.
Die neuen Farbstoffe zeichnen sich aus durch eine reine, gelbe bis rotgelbe Nuance im Verein mit einer ausgezeichneten Lichtechtheit sowie öl- und Wasserechtheit.The new dyes are characterized by a pure, yellow to red-yellow shade combined with excellent lightfastness as well as oil and waterfastness.
Die aus 13,8 kg p-Nitranilin in üblicherThe one from 13.8 kg of p-nitroaniline in usual
Weise hergestellte Diazolösung wird mit einer wäßrigen Lösung von 17,8 kg Acetessiganilid und 13 kg Natronlauge kalt gekuppelt. Zur Beschleunigung der Reaktion wird vorteilhaft Soda oder Natriumacetat zugesetzt. Der Farbstoff, der ein schönes, gelbes Äußere besitzt, schmilzt bei etwa 2100. In konzentrierter Schwefelsäure löst er sich mit dunkelgelber Farbe. Die analoge o-Nitranilinkombination besitzt eine reine zitronengelbe Farbe und schmilzt bei ungefähr 200°. Die Lösung des o-Nitranilinfarbstoffs in konzentrierter Schwefeisäure ist etwas heller als die des p-Nitranilinfarbstoffs. A diazo solution prepared in this manner is coupled cold with an aqueous solution of 17.8 kg of acetoacetanilide and 13 kg of sodium hydroxide solution. Soda or sodium acetate is advantageously added to accelerate the reaction. The dye, which has a beautiful, yellow exterior, melts at around 210 ° . It dissolves in concentrated sulfuric acid with a dark yellow color. The analogous o-nitroaniline combination has a pure lemon yellow color and melts at about 200 °. The solution of the o-nitroaniline dye in concentrated sulfuric acid is somewhat lighter than that of the p-nitroaniline dye.
Pate ν t-An SPRU c η :Pate ν t-An SPRU c η:
Verfahren zur Darstellung wasserunlöslicher gelber Monoazofarbstoffe, darin bestehend, daß man Diazoverbindungen von hydroxylfreien Mono- oder Dinitraminen der Benzolreihe sowie deren Substitutionsprodukte mit Acetessiganilid für sich oder auf einer Grundlage kuppelt.Process for the preparation of water-insoluble yellow monoazo dyes, consisting therein that one diazo compounds of hydroxyl-free mono- or dinitramines of the benzene series and their substitution products with aceto acetic anilide for themselves or clutches on a foundation.
3535
40.40.
tlEELIN. ÖEÖtiUCKT IN DER REICHSDRUCKEREt.tlEELIN. ÖEÖtiUCKT IN THE REICHSDRUCKEREt.
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE257488C true DE257488C (en) |
Family
ID=515407
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT257488D Active DE257488C (en) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE257488C (en) |
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0
- DE DENDAT257488D patent/DE257488C/de active Active
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