DE54157C - Process for the preparation of dyes from nitrosodialkylaniline and dinitrp-m-l5i. methylamidodiphenylamine - Google Patents
Process for the preparation of dyes from nitrosodialkylaniline and dinitrp-m-l5i. methylamidodiphenylamineInfo
- Publication number
- DE54157C DE54157C DENDAT54157D DE54157DA DE54157C DE 54157 C DE54157 C DE 54157C DE NDAT54157 D DENDAT54157 D DE NDAT54157D DE 54157D A DE54157D A DE 54157DA DE 54157 C DE54157 C DE 54157C
- Authority
- DE
- Germany
- Prior art keywords
- dyes
- preparation
- nitrosodialkylaniline
- methylamidodiphenylamine
- dinitrp
- 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 title claims description 10
- 238000002360 preparation method Methods 0.000 title description 2
- VYZAHLCBVHPDDF-UHFFFAOYSA-N Dinitrochlorobenzene Chemical compound [O-][N+](=O)C1=CC=C(Cl)C([N+]([O-])=O)=C1 VYZAHLCBVHPDDF-UHFFFAOYSA-N 0.000 claims description 3
- 238000009833 condensation Methods 0.000 claims description 2
- 230000005494 condensation Effects 0.000 claims description 2
- GGSUCNLOZRCGPQ-UHFFFAOYSA-N Diethylaniline Chemical compound CCN(CC)C1=CC=CC=C1 GGSUCNLOZRCGPQ-UHFFFAOYSA-N 0.000 claims 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- 239000000243 solution Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 229920000742 Cotton Polymers 0.000 description 2
- XKSMZERMIZKQLH-UHFFFAOYSA-N N,N-dimethyl-2-nitrosoaniline;hydrochloride Chemical compound Cl.CN(C)C1=CC=CC=C1N=O XKSMZERMIZKQLH-UHFFFAOYSA-N 0.000 description 2
- 240000000358 Viola adunca Species 0.000 description 2
- 235000005811 Viola adunca Nutrition 0.000 description 2
- 235000013487 Viola odorata Nutrition 0.000 description 2
- 235000002254 Viola papilionacea Nutrition 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 230000001476 alcoholic Effects 0.000 description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 description 2
- 235000010755 mineral Nutrition 0.000 description 2
- 239000011707 mineral Substances 0.000 description 2
- FOUKKZFWDLRHDK-UHFFFAOYSA-N Cl.N(=O)C1=C(N(CC)CC)C=CC=C1 Chemical compound Cl.N(=O)C1=C(N(CC)CC)C=CC=C1 FOUKKZFWDLRHDK-UHFFFAOYSA-N 0.000 description 1
- UCMYJOPIPDLTRT-UHFFFAOYSA-N N,N-diethyl-2-nitrosoaniline Chemical compound CCN(CC)C1=CC=CC=C1N=O UCMYJOPIPDLTRT-UHFFFAOYSA-N 0.000 description 1
- VXMKYRQZQXVKGB-CWWHNZPOSA-N Tannin Chemical compound O([C@H]1[C@H]([C@@H]2OC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)O[C@H]([C@H]2O)O1)O)C(=O)C1=CC(O)=C(O)C(O)=C1 VXMKYRQZQXVKGB-CWWHNZPOSA-N 0.000 description 1
- 241000394605 Viola striata Species 0.000 description 1
- 210000002268 Wool Anatomy 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 235000002639 sodium chloride Nutrition 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 235000018553 tannin Nutrition 0.000 description 1
- 229920001864 tannin Polymers 0.000 description 1
- 239000001648 tannin 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
- C09B17/00—Azine dyes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Description
KAISERLICHESIMPERIAL
PATENTAMT.PATENT OFFICE.
amidodiphenylamin.amidodiphenylamine.
Den Gegenstand der vorliegenden Erfindung bildet die Darstellung von Farbstoffen durch Condensation von Nitrosodimethyl- oder Nitrosodiäthylanilin mit Dinitro -m-dimethylamidodiphenylamin, welches letztere durch Reaction von m-Amidodimefhylanilin auf Dinitrochlorobenzol (C/: NO2 : N0.2 = y. 2 : 4) erhalten wird.The subject of the present invention is the preparation of dyes by condensation of nitrosodimethyl- or nitrosodiethylaniline with dinitro-m-dimethylamidodiphenylamine, the latter by reaction of m-amidodimethylaniline with dinitrochlorobenzene (C /: NO 2 : N0. 2 = y. 2: 4 ) is obtained.
ι. Man vermischt zweckmäfsig in alkoholischer Lösung 10 kg Dinitrochlorobenzol mit 7 kg m-Amidodimethylanilin und erhitzt dieses Gemisch einige Zeit hindurch im Wasserbad;ι. It is expedient to mix 10 kg of dinitrochlorobenzene with 7 kg in an alcoholic solution m-amidodimethylaniline and heat this mixture for some time in a water bath;
Die Reactionsmasse sondert, nachdem sie getrocknet und abermals mit Benzol oder Alkohol auf heifsem Wege behandelt ist, beim Abkühlen sehr schöne orangenfarbene Blättchen ab, deren Schmelzpunkt 136,5° ist.The reaction mass secretes after it has been dried and again with benzene or Alcohol is treated in a hot way, and when it cools, very beautiful orange-colored leaves from, the melting point of which is 136.5 °.
Das so erhaltene Dinitro-m-dimefhylamido- -diphenylamin ist löslich in Mineralsäuren, in Essigsäure und unlöslich in Wasser. Die Lösungen in den Mineralsäuren scheiden, wenn sie mit Wasser verdünnt werden, das substituirte Diatnin aus.The resulting dinitro-m-dimefhylamido- -diphenylamine is soluble in mineral acids, in acetic acid and insoluble in water. the Solutions in the mineral acids separate, when they are diluted with water, which substituted Diatnin off.
Man stellt den Farbstoff dar, indem man 14 kg salzsaures Nitrosodimethylanilin mit 15 kg Dinitro-m-dimethylamidodiphenylamin in essigsaurer oder alkoholischer Lösung erhitzt; die Masse nimmt bald eine blaue, schwach violette Färbung an, der Farbstoff wird durch Zusatz von Kochsalz gefällt.The dye is prepared by adding 14 kg of hydrochloric acid nitrosodimethylaniline to 15 kg Dinitro-m-dimethylamidodiphenylamine heated in acetic acid or alcoholic solution; the The mass soon takes on a blue, pale violet color, the dye becomes through addition liked by table salt.
Der Farbstoff wird wieder aufgelöst und von neuem gefällt und bildet alsdann eine braunrothe glänzende Masse von bedeutender Färbkraft.The dye is dissolved again and precipitated again and then forms one brownish-red glossy mass of considerable coloring power.
Wenn man die 14 kg salzsauren Nitrosodimethylanilins durch 16 kg salzsaures Nitroso diäthylanilin ersetzt, so erhält man einen Farbstoff, welcher dem vorigen beinahe gleicht.If you take the 14 kg of hydrochloric acid nitrosodimethylaniline replaced by 16 kg of hydrochloric acid nitroso diethylaniline, one obtains one Dye, which is almost the same as the previous one.
Die wässerigen Lösungen dieser Farbstoffe zeigen eine starke rothe Fluorescenz, welche nach dem Färben auf Seide und Baumwolle bestehen bleibt, auf letzterer bei künstlichem Licht gesehen.The aqueous solutions of these dyes show a strong red fluorescence, which persists after dyeing on silk and cotton, on the latter on artificial ones Seen light.
Die Farbstoffe färben Wolle blauviolett, mit Tannin gebeizte Baumwolle blauviolett, fluorescirend bei künstlichem Licht, und Seide violett.The dyes dye wool blue-violet, cotton stained with tannin blue-violet, fluorescent in artificial light, and silk violet.
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE54157C true DE54157C (en) |
Family
ID=328766
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT54157D Active DE54157C (en) | Process for the preparation of dyes from nitrosodialkylaniline and dinitrp-m-l5i. methylamidodiphenylamine |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE54157C (en) |
-
0
- DE DENDAT54157D patent/DE54157C/en active Active
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