DE228722C - - Google Patents
Info
- Publication number
- DE228722C DE228722C DENDAT228722D DE228722DA DE228722C DE 228722 C DE228722 C DE 228722C DE NDAT228722 D DENDAT228722 D DE NDAT228722D DE 228722D A DE228722D A DE 228722DA DE 228722 C DE228722 C DE 228722C
- Authority
- DE
- Germany
- Prior art keywords
- azoxybenzene
- azobenzene
- molasses
- nitrobenzene
- alkalis
- 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
- LQNUZADURLCDLV-UHFFFAOYSA-N Nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 claims description 10
- GAUZCKBSTZFWCT-UHFFFAOYSA-N azoxybenzene Chemical compound C=1C=CC=CC=1[N+]([O-])=NC1=CC=CC=C1 GAUZCKBSTZFWCT-UHFFFAOYSA-N 0.000 claims description 9
- DMLAVOWQYNRWNQ-UHFFFAOYSA-N azobenzene Chemical compound C1=CC=CC=C1N=NC1=CC=CC=C1 DMLAVOWQYNRWNQ-UHFFFAOYSA-N 0.000 claims description 7
- 235000013379 molasses Nutrition 0.000 claims description 5
- 239000003960 organic solvent Substances 0.000 claims description 2
- 230000004048 modification Effects 0.000 claims 1
- 238000006011 modification reaction Methods 0.000 claims 1
- 238000000034 method Methods 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- WQZGKKKJIJFFOK-GASJEMHNSA-N D-Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- CBCKQZAAMUWICA-UHFFFAOYSA-N P-Phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 description 1
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 238000005755 formation reaction Methods 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
PATENTAMT.PATENT OFFICE.
PATENTSCHRIFTPATENT LETTERING
- M 228722 KLASSE 12 #. GRUPPE- M 228722 CLASS 12 #. GROUP
Patentiert im Deutschen Reiche vom 1. Mai 1908 ab. Längste Dauer: 23. April 1923.Patented in the German Empire on May 1, 1908. Longest duration: April 23, 1923.
Durch das Hauptpatent 225245 ist ein Verfahren zur Darstellung von Azoxy- und Azobenzol geschützt, welches darin besteht, daß man Nitro- bzw. Azoxybenzol mit Zellulose 5 oder zellulosehaltigen Stoffen, wie Sägemehl und Alkalien, gegebenenfalls in Gegenwart eines organischen Lösungsmittels mit oder ohne Druck erhitzt.The main patent 225245 is a process for the preparation of azoxy and azobenzene protected, which consists in the fact that you nitro or azoxybenzene with cellulose 5 or cellulosic substances such as sawdust and alkalis, optionally in the presence of an organic solvent with or heated without pressure.
Es wurde nun weiter gefunden, daß man zu dem gleichen Ergebnis gelangt, wenn man das im Verfahren des Hauptpatentes benutzte Sägemehl durch Melasse ersetzt.It has now been further found that one arrives at the same result if one does this sawdust used in the process of the main patent is replaced by molasses.
Durch die Patentschrift 62352, Kl. 22, ist ein Verfahren bekannt geworden, nach dem die Darstellung von aromatischen Azoaminen aus einem p-Nitrooxyazokörper durch Reduktion mit Traubenzucker in verdünnter alkalischer Lösung, aber bei niederer Temperatur, erfolgt. Würde jedoch der p-Nitrooxyazokörper nach dem vorliegenden Verfahren bei höherer Temperatur mit Melasse und Alkalien behandelt werden, so entstände hierbei kein Azoamin, sondern p-Phenylendiamin.By the patent specification 62352, Kl. 22, a method has become known, according to which the Preparation of aromatic azoamines from a p-nitrooxyazo body by reduction with glucose in a dilute alkaline solution, but at a lower temperature. However, according to the present process, the p-nitrooxyazo body would at a higher temperature are treated with molasses and alkalis, this would not produce azoamine, but p-phenylenediamine.
Ferner ist aus Dinglers Polytechnischem Journal, Bd. 167 (1863), S. 457 und 458, die Darstellung von Anilin aus Nitrobenzol mit Traubenzucker und Alkali bekannt geworden. Die Möglichkeit des Entstehens von Azoxybenzol und Azobenzol ist aber bei diesem Verfahren nicht erwähnt. Es war somit nicht vorauszusehen, daß man bei der Einwirkung von Melasse und Alkali auf Nitrobenzol in glatter Weise zu Azoxybenzol und Azobenzol gelangen kann, und daß diese Methode ein wertvolles technisches Verfahren mit guter Ausbeute ergibt. Es entstehen nämlich bei diesem Verfahren aus 100 kg Nitrobenzol 65 bis 70 kg eines Gemenges von Azoxybenzol und Azobenzol.Furthermore, from Dinglers Polytechnisches Journal, Vol. 167 (1863), pp. 457 and 458, the preparation of aniline from nitrobenzene with grape sugar and alkali became known. The possibility of the formation of azoxybenzene and azobenzene is however in this process not mentioned. It was therefore not foreseeable that the action of molasses and alkali on nitrobenzene would result in a smooth Way to obtain azoxybenzene and azobenzene, and that this method is a valuable one technical process results in good yield. Namely, it arises in this process from 100 kg of nitrobenzene 65 to 70 kg of a mixture of azoxybenzene and azobenzene.
Es werden 15 kg Nitrobenzol, 7,5 kg Melasse, 15 kg Natronlauge von 40 ° Be. mit 7,5 kg Solventnaphta in geschlossenem Rührgefäße 24 Stunden auf 140 bis 150 ° erhitzt und dann der Schmelze das entstandene Gemenge von Azobenzol und Azoxybenzol mit Solventnaphta entzogen. Die Solventnaphta hinterläßt beim Abdestillieren mit Wasserdampf das gebildete Azobenzol und Azoxybenzol.There are 15 kg of nitrobenzene, 7.5 kg of molasses, 15 kg of sodium hydroxide solution of 40 ° Be. with 7.5 kg Solvent naphtha heated to 140 to 150 ° in a closed stirred vessel for 24 hours and then the melt the resulting mixture of azobenzene and azoxybenzene with solvent naphtha withdrawn. The solvent naphtha leaves behind what is formed when it is distilled off with steam Azobenzene and azoxybenzene.
Claims (1)
Publications (1)
Publication Number | Publication Date |
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DE228722C true DE228722C (en) |
Family
ID=489094
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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DENDAT228722D Active DE228722C (en) |
Country Status (1)
Country | Link |
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DE (1) | DE228722C (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6761832B1 (en) | 1999-02-19 | 2004-07-13 | Rhein Chemie Rheinau Gmbh | Process for the production of dithiophosphoric acid polysulfide mixtures |
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- DE DENDAT228722D patent/DE228722C/de active Active
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6761832B1 (en) | 1999-02-19 | 2004-07-13 | Rhein Chemie Rheinau Gmbh | Process for the production of dithiophosphoric acid polysulfide mixtures |
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