AT26616B - Process for the preparation of a yellow anthracene dye. - Google Patents
Process for the preparation of a yellow anthracene dye.Info
- Publication number
- AT26616B AT26616B AT26616DA AT26616B AT 26616 B AT26616 B AT 26616B AT 26616D A AT26616D A AT 26616DA AT 26616 B AT26616 B AT 26616B
- Authority
- AT
- Austria
- Prior art keywords
- yellow
- preparation
- anthracene dye
- anthracene
- dye
- Prior art date
Links
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 title 2
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 6
- 239000007795 chemical reaction product Substances 0.000 description 4
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- 235000008733 Citrus aurantifolia Nutrition 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 235000011941 Tilia x europaea Nutrition 0.000 description 2
- 229910000464 lead oxide Inorganic materials 0.000 description 2
- 239000004571 lime Substances 0.000 description 2
- YEXPOXQUZXUXJW-UHFFFAOYSA-N oxolead Chemical compound [Pb]=O YEXPOXQUZXUXJW-UHFFFAOYSA-N 0.000 description 2
- 235000011118 potassium hydroxide Nutrition 0.000 description 2
- FGIUAXJPYTZDNR-UHFFFAOYSA-N potassium nitrate Chemical compound [K+].[O-][N+]([O-])=O FGIUAXJPYTZDNR-UHFFFAOYSA-N 0.000 description 2
- FFRBMBIXVSCUFS-UHFFFAOYSA-N 2,4-dinitro-1-naphthol Chemical compound C1=CC=C2C(O)=C([N+]([O-])=O)C=C([N+]([O-])=O)C2=C1 FFRBMBIXVSCUFS-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical class [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- QPLDLSVMHZLSFG-UHFFFAOYSA-N Copper oxide Chemical compound [Cu]=O QPLDLSVMHZLSFG-UHFFFAOYSA-N 0.000 description 1
- 239000005751 Copper oxide Substances 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- ZJRXSAYFZMGQFP-UHFFFAOYSA-N barium peroxide Chemical compound [Ba+2].[O-][O-] ZJRXSAYFZMGQFP-UHFFFAOYSA-N 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 229910000431 copper oxide Inorganic materials 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 239000008267 milk Substances 0.000 description 1
- 210000004080 milk Anatomy 0.000 description 1
- 235000013336 milk Nutrition 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- VKJKEPKFPUWCAS-UHFFFAOYSA-M potassium chlorate Chemical compound [K+].[O-]Cl(=O)=O VKJKEPKFPUWCAS-UHFFFAOYSA-M 0.000 description 1
- 235000010333 potassium nitrate Nutrition 0.000 description 1
- 239000004323 potassium nitrate Substances 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
<Desc/Clms Page number 1>
EMI1.1
EMI1.2
EMI1.3
EMI1.4
<Desc/Clms Page number 2>
Man kann auch zweckmässigerweise der Reaktionsmasse von vornherein ein Oxydationsmittel, z. B. Salpeter, Kaliumchlorat usw. hinzufügen ; in diesem Falle braucht die Temperatur nicht über 140-1500C gesteigert zu werden. Durch Umkristallisieren aus Nitrobenzol, worin es in der Hitze ziemlich leicht löslich ist, erhält man das Reaktionsprodukt in reinerer Form als goldgelbe Kristallchen, welche bei 3600 noch nicht schmelzen.
Die Verbindung ist sehr schwer löslich in Benzol, Alkohol, Äther und Azeton, unlöslich in Alkalien, löslich in konzentrierter Schwefelsäure mit schöner bläulich roter Farbe.
EMI2.1
wird mit 4 Teilen Kalihydrat und 4 Teilen Alkohol eine Stunde auf 160-1700 C erhitzt. Die Schmelze wird in Wasser gegossen, man kocht 1/2-1 Stunde und filtriert das Reaktionsprodukt ab.
Zu dem gleichen Resultat gelangt man auch, wenn man statt Kalihydrat und Alkohol, Kalkmilch verwendet. Die Reaktion wird in geschlossenem Gefäss bei Temperaturen von 170-200 C ausgeführt. Der überschüssige Kalk wird zum Schluss durch verdünnte Salzsäure entfernt.
An Stelle von #-Dichlor-ss-methylanthrachinon kann man auch das Monochlorderhat hezw. Gemische beider, sowie die entsprechenden Bromderivate anwenden. Besonders Ipicht reagiert hiebei das M-Monobrom--methylanthraehinon. Auch ist es nicht notwendig,
EMI2.2
eine Stunde auf 170-180 C erhitzen. In allen Fällen entsteht ein und dasselbe Endprodukt. Beispiel III. l Teil -Methylanthracbinon, 1'5 Teile Bleioxyd werden einige Stunden
EMI2.3
Reaktionsprodukt in reiner Form entweder durch Extrahieren mit alkalischer Ilydrosul1it- tusung oder mittels Nitrobenzol, Anilin, Pyridin usw. in der Wärme.
An Stelle von Bleioxyd lassen sich auch andere Oxyde, wie Kupferoxyd, Barium- superoxyd usw. verwenden.
EMI2.4
<Desc / Clms Page number 1>
EMI1.1
EMI1.2
EMI1.3
EMI1.4
<Desc / Clms Page number 2>
You can also conveniently the reaction mass from the outset an oxidizing agent such. B. add saltpetre, potassium chlorate etc; in this case the temperature need not be increased above 140-1500C. By recrystallization from nitrobenzene, in which it is fairly easily soluble in the heat, the reaction product is obtained in a purer form than golden yellow crystals which do not yet melt at 3600.
The compound is very sparingly soluble in benzene, alcohol, ether and acetone, insoluble in alkalis, soluble in concentrated sulfuric acid with a beautiful bluish red color.
EMI2.1
is heated to 160-1700 C for one hour with 4 parts of potassium hydrate and 4 parts of alcohol. The melt is poured into water, boiled for 1 / 2-1 hour and the reaction product is filtered off.
The same result can be obtained if one uses lime milk instead of potassium hydrate and alcohol. The reaction is carried out in a closed vessel at temperatures of 170-200 C. The excess lime is then removed using dilute hydrochloric acid.
Instead of # -dichloro-ss-methylanthraquinone, one can also use the monochlorine hezw. Use mixtures of both and the corresponding bromine derivatives. M-monobromo-methylanthraehinone reacts particularly quickly. It is also not necessary
EMI2.2
Heat to 170-180 C for one hour. In all cases one and the same end product is created. Example III. 1 part -Methylanthracbinon, 1'5 parts lead oxide are a few hours
EMI2.3
Reaction product in pure form either by extracting with alkaline Ilydrosul1it- tusung or by means of nitrobenzene, aniline, pyridine, etc. in the heat.
Instead of lead oxide, other oxides such as copper oxide, barium superoxide, etc. can also be used.
EMI2.4
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT26616T | 1905-06-17 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AT26616B true AT26616B (en) | 1906-12-10 |
Family
ID=3538273
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT26616D AT26616B (en) | 1905-06-17 | 1905-06-17 | Process for the preparation of a yellow anthracene dye. |
Country Status (1)
| Country | Link |
|---|---|
| AT (1) | AT26616B (en) |
-
1905
- 1905-06-17 AT AT26616D patent/AT26616B/en active
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| AT26616B (en) | Process for the preparation of a yellow anthracene dye. | |
| AT110530B (en) | Process for influencing aluminum chloride melts. | |
| AT65168B (en) | Process for the preparation of 1,4-diaminoanthraquinone and its derivatives or of sulfonic acids of these compounds. | |
| CH257944A (en) | Process for the production of a vat dye. | |
| DE260899C (en) | ||
| AT29054B (en) | Process for the preparation of a green vat dye. | |
| AT239243B (en) | Process for the preparation of 2, 3-dicyano-1, 4-dithia-anthrahydroquinone and -anthraquinone | |
| CH257943A (en) | Process for the production of a vat dye. | |
| DE501083C (en) | Process for the preparation of benzanthrone derivatives | |
| AT24753B (en) | Process for the introduction of hydroxyl groups in anthraquinone and its derivatives. | |
| DE481450C (en) | Process for the preparation of nitrogenous cow dyes | |
| AT156581B (en) | Process for the preparation of substituted anthraquinones and the corresponding aroylbenzoic acids. | |
| DE548616C (en) | Process for the preparation of Kuepen dyes of the 1íñ2íñ2'íñ1'-anthraquinonazine series | |
| AT102533B (en) | Process for the production of vat dyes. | |
| AT59568B (en) | Process for the preparation of green sulfur dyes which directly dye cotton. | |
| DE496393C (en) | Process for the preparation of anthraquinone and its offshoots | |
| AT60176B (en) | Process for the preparation of dianthraquinonylthloethers. | |
| DE444325C (en) | Process for the preparation of a naphthalene sulfocarboxylic acid anhydride | |
| AT54718B (en) | Process for the preparation of vat dyes of the anthracene series. | |
| DE546226C (en) | Process for the preparation of cyclic diketones | |
| DE646498C (en) | Process for the preparation of 1-amino- or 1-alkylamino-4-oxyanthraquinones | |
| DE461502C (en) | Process for the preparation of a Kuepen dye | |
| DE887943C (en) | Process for the production of glutaric acid | |
| DE491876C (en) | Process for the preparation of reduction products of Kuepen dyes and other organic compounds which contain reducible groups similar to Kuepen dyes | |
| DE488625C (en) | Process for the representation of colored connections |