DE111866C - - Google Patents
Info
- Publication number
- DE111866C DE111866C DENDAT111866D DE111866DA DE111866C DE 111866 C DE111866 C DE 111866C DE NDAT111866 D DENDAT111866 D DE NDAT111866D DE 111866D A DE111866D A DE 111866DA DE 111866 C DE111866 C DE 111866C
- Authority
- DE
- Germany
- Prior art keywords
- orange
- nitric
- soluble
- red
- insoluble
- 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
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 6
- GRYLNZFGIOXLOG-UHFFFAOYSA-N nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims description 3
- 239000000203 mixture Substances 0.000 claims 1
- NHNBFGGVMKEFGY-UHFFFAOYSA-N nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 claims 1
- 150000002828 nitro derivatives Chemical class 0.000 claims 1
- 239000000843 powder Substances 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 4
- RZVHIXYEVGDQDX-UHFFFAOYSA-N Anthraquinone Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3C(=O)C2=C1 RZVHIXYEVGDQDX-UHFFFAOYSA-N 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- 239000011449 brick Substances 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 239000005457 ice water Substances 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 235000011121 sodium hydroxide Nutrition 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- NMNSBFYYVHREEE-UHFFFAOYSA-N 1,2-dinitroanthracene-9,10-dione Chemical class C1=CC=C2C(=O)C3=C([N+]([O-])=O)C([N+](=O)[O-])=CC=C3C(=O)C2=C1 NMNSBFYYVHREEE-UHFFFAOYSA-N 0.000 description 1
- WPWWKBNOXTZDQJ-UHFFFAOYSA-N 1,3-Dihydroxyanthraquinone Chemical compound C1=CC=C2C(=O)C3=CC(O)=CC(O)=C3C(=O)C2=C1 WPWWKBNOXTZDQJ-UHFFFAOYSA-N 0.000 description 1
- 150000001412 amines Chemical group 0.000 description 1
- 150000004056 anthraquinones Chemical class 0.000 description 1
- 235000020127 ayran Nutrition 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 230000000802 nitrating Effects 0.000 description 1
- 150000003142 primary aromatic amines Chemical class 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000011541 reaction mixture 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
- C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
- C09B1/16—Amino-anthraquinones
- C09B1/20—Preparation from starting materials already containing the anthracene nucleus
- C09B1/26—Dyes with amino groups substituted by hydrocarbon radicals
- C09B1/32—Dyes with amino groups substituted by hydrocarbon radicals substituted by aryl groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
KAISERLICHESIMPERIAL
PATENTAMT.PATENT OFFICE.
In der Patentschrift 106227 wurde gezeigt, dafs beim Erhitzen von Dinitroanthrachinonen mit primären aromatischen Aminen, unter Austausch der Nitrogruppe gegen Aminreste, Producte erhalten werden, welche als Dialphylido(Dialphyldiamido-)anthrachinone aufzufassen sind.In the patent specification 106227 it was shown that when dinitroanthraquinones are heated with primary aromatic amines, with replacement of the nitro group by amine residues, products are obtained, which are to be understood as dialphylido (dialphyldiamido) anthraquinones are.
Diese Verbindungen lassen sich durch Behandeln mit Salpetersäure, Salpeterschwefelsäure oder sonstigen Nitrirungsmitteln leicht in Nitrokörper überführen, welche ihrerseits in verschiedenster Richtung zur Darstellung von werthvollen Farbstoffen Verwendung finden können.These compounds can be treated with nitric acid, nitric sulfuric acid or other nitrating agents easily converted into nitro bodies, which for their part in the most varied Direction for the representation of valuable dyes can be used.
Beispiel 1.Example 1.
ι ο Theile i-4'-Dianilidoanthrachinon werden unter guter Kühlung in 50 Theile Salpeterschwefelsäure von 85 pCt. HN O3-Gehalt eingetragen; das Reactionsgemisch wird unter gutem Rühren 24 Stunden bei gewöhnlicher Temperatur gehalten und hierauf in Eiswasser gegossen; der Niederschlag wird abfiltrirt und süfs gewaschen. (Eigenschaften siehe Tabelle.)ι ο parts of i-4'-dianilidoanthraquinone are, with good cooling, in 50 parts nitric sulfuric acid of 85 pCt. HN O 3 content entered; the reaction mixture is kept at normal temperature for 24 hours with thorough stirring and then poured into ice water; the precipitate is filtered off and freshly washed. (See table for properties.)
ι ο Theile i-i'-Di-p-toluidoanthrachinon werden bei gewöhnlicher Temperatur in 140 Theile Salpetersäure von 40 ° B. eingetragen. Es wird hierbei zweckmäfsig die Temperatur durch Kühlung auf etwa io° gehalten und zugleich gut gerührt. Nach 24stündigem Stehen bei gewöhnlicher Temperatur wird mit Eiswasser verdünnt und dann der ausgeschiedene Niederschlag abfiltrirt, süfs gewaschen und getrocknet. (Eigenschaften siehe Tabelle.)ι ο parts i-i'-di-p-toluidoanthraquinone become at ordinary temperature in 140 parts of nitric acid at 40 ° B. It will in this case the temperature is expediently kept at about 10 ° by cooling and at the same time well stirred. After standing for 24 hours at ordinary temperature, ice water is added diluted and then the precipitate which has separated out is filtered off, washed and dried. (See table for properties.)
in
PulverformAppearance
in
Powder form
AlkoholWarmer
alcohol
AnilinCold
aniline
660B.A 2 SO 4
66 0 B.
Beispiels 1 aus
ι -^-Dianilidoanthrachinonaccording to the
Example 1 from
ι - ^ - Dianilido anthraquinone
farbenes
Pulverorange
colored
powder
löslich mit
gelber Farbeeasy
soluble with
yellow color
Lösungtan
solution
Beispiels 2 aus
ι -/(.'-Di-p-toluidoanthra-
chinonaccording to the
Example 2 from
ι - / (.'- Di-p-toluidoanthra-
chinone
Pulverbrick red
powder
ι ■ ι '-Di-p-toluidoanthra-
chinonas well
ι ■ ι '-Di-p-toluidoanthra-
chinone
löslich
orangequite
soluble
orange
in
PulverformAppearance
in
Powder form
AlkoholWarmer
alcohol
AnilinCold
aniline
66° B. H 2 SOt
66 ° B.
Beispiels 2 aus
1-3 - Dianihdoanthrachinonaccording to the
Example 2 from
1-3 - dianihdoanthraquinone
Pulverbrick red
powder
löslich
orangelittle
soluble
orange
ι ^'-Dianilidoanthrachinonas well
ι ^ '- Dianilido anthraquinone
rothes
Pulveryellowish
red
powder
Es ist zu bemerken, dafs unter i-i'-Dialphylidoanthrachinonen diejenigen verstanden sind, welche dem Ghrysazin, unter 1-3 diejenigen, welche dem Xanthopurpurin entsprechen.It should be noted that among i-i'-dialphylidoanthraquinones those are understood which are related to ghrysazine, under 1-3 those which correspond to the xanthopurpurin.
Claims (1)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE111866C true DE111866C (en) |
Family
ID=381574
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT111866D Active DE111866C (en) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE111866C (en) |
-
0
- DE DENDAT111866D patent/DE111866C/de active Active
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