DE333708C - Process for the total or partial denitration of the nitric acid esters of carbohydrates and glycerine - Google Patents
Process for the total or partial denitration of the nitric acid esters of carbohydrates and glycerineInfo
- Publication number
- DE333708C DE333708C DE1918333708D DE333708DD DE333708C DE 333708 C DE333708 C DE 333708C DE 1918333708 D DE1918333708 D DE 1918333708D DE 333708D D DE333708D D DE 333708DD DE 333708 C DE333708 C DE 333708C
- Authority
- DE
- Germany
- Prior art keywords
- carbohydrates
- nitric acid
- total
- acid esters
- glycerine
- 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.)
- Expired
Links
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 title claims description 8
- 238000000034 method Methods 0.000 title claims description 5
- 150000001720 carbohydrates Chemical class 0.000 title claims description 4
- 235000014633 carbohydrates Nutrition 0.000 title claims description 4
- 235000011187 glycerol Nutrition 0.000 title claims description 4
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical class O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 title description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 6
- 125000003118 aryl group Chemical group 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 3
- 150000002148 esters Chemical class 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims 1
- 239000003054 catalyst Substances 0.000 claims 1
- 229910017604 nitric acid Inorganic materials 0.000 claims 1
- -1 nitric acid ester Chemical class 0.000 claims 1
- 150000003460 sulfonic acids Chemical class 0.000 claims 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000000020 Nitrocellulose Substances 0.000 description 1
- 150000001454 anthracenes Chemical class 0.000 description 1
- 150000001491 aromatic compounds Chemical class 0.000 description 1
- YPAKZCPHSZUMCR-UHFFFAOYSA-N benzene;nitrobenzene Chemical compound C1=CC=CC=C1.[O-][N+](=O)C1=CC=CC=C1 YPAKZCPHSZUMCR-UHFFFAOYSA-N 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000002360 explosive Substances 0.000 description 1
- 229920001220 nitrocellulos Polymers 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
- D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
- D01F2/00—Monocomponent artificial filaments or the like of cellulose or cellulose derivatives; Manufacture thereof
- D01F2/24—Monocomponent artificial filaments or the like of cellulose or cellulose derivatives; Manufacture thereof from cellulose derivatives
- D01F2/26—Monocomponent artificial filaments or the like of cellulose or cellulose derivatives; Manufacture thereof from cellulose derivatives from nitrocellulose
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur vollkommenen oder teilweisen Denitrierung der Salpetersäureester von Kohlenhydraten und Glyzerin. Die großen Vorräte an Sprengstoffen, insbesondere von Salpetersäureestern der Kohlenhydrate und verwandter Verbindungen (Glyzerin), deren Aufbewahrung und Handhabung bekanntlich große Vorsicht erfordert, werden infolge des zu Ende gehenden Weltkrieges für ihren ursprünglichen Zweck unverwendbar. Es ergibt sich daraus die Notwendigkeit, diese Stoffe auf einem möglichst ungefährlichen und auch in wirtschaftlicher Beziehung befriedigenden Wege zu verwerten. Die Lösung dieser Aufgabe ist durch das beanspruchte Verfahren gegeben. Es bezweckt die Denitrierung der Salpetersäureester dadurch, daß man sie mit Verbindungen der aromatischen Reihe in Reaktion bringt unter Bedingungen, unter denen die NO2-Gruppe der Ester zum aromatischen Rest abwandert. Als -aromatische Verbindungen kommen hauptsächlich diejenigen der Benzol-, Naphthalin- und Anthracenreihe in Betracht, die in großen Mengen jährlich für die mannigfachsten Zwecke, insbesondere in der Teerfarbenindustrie, Verwendung zu finden pflegen. Die Reaktion verläuft nach dem allgemeinen Schema R.O.N02+W.H»-@ R.O.H+R'.NOZ. Sie ist, wie vorauszusehen, mit einer gewissen Wärmeentwicklung verbunden, so daß in bekannter Weise für Kühlung zu sorgen ist. Es bedarf kaum der Erwähnung, daß die Reaktionsbedingungen sehr verschieden gestaltet -werden können und daher den jeweils zur Verwendung gelangenden Komponenten anzupassen sind.Process for the total or partial denitration of the nitric acid esters of carbohydrates and glycerin. The large stocks of explosives, in particular of nitric acid esters of carbohydrates and related compounds (glycerine), whose storage and handling is known to require great care, are as a result of the end of the world war unusable for their original purpose. It This results in the necessity to use these substances as harmlessly as possible and also to exploit ways that are satisfactory in economic terms. The solution this task is given by the claimed method. Its purpose is denitration the nitric acid esters by treating them with compounds of the aromatic series reacts under conditions under which the NO2 group of the ester becomes aromatic Rest migrates. The aromatic compounds are mainly those of the Benzene, naphthalene and anthracene series into consideration, in large quantities annually for a wide variety of purposes, especially in the tar paint industry wont to find. The reaction proceeds according to the general scheme R.O.N02 + W.H »- @ R.O.H + R'.NOZ. As can be foreseen, it is associated with a certain amount of heat, so that cooling must be provided in a known manner. Needless to say that the reaction conditions can be designed very differently and therefore must be adapted to the components used in each case.
Beispiel: 3oo Teile einer Nitrocellulose mit etwa 12 Prozent Stickstoff werden mit 50o bis .iooo Teilen konz. Schwefelsäure durchfeuchtet bzw. gelöst und unter kräftigem Rühren zwischen 30 und 50° in 5oo Teile Benzol allmählich eingetragen. Nachdem die Hauptreaktion vollendet ist, wird noch so lange gerührt, bis eine wesentliche Veränderung der Reaktionsmasse nicht erkennbar ist, worauf die beiden Bestandteile des Reaktionsproduktes, das Nitrobenzol-Benzol-Gemisch und das Cellülose-Schwefelsäure-Gemisch, jeder für sich aufgearbeitet werden können.Example: 300 parts of a nitrocellulose with about 12 percent nitrogen are concentrated with 50 to 100 parts. Sulfuric acid moistened or dissolved and gradually introduced into 500 parts of benzene with vigorous stirring between 30 and 50 °. After the main reaction is complete, stirring is continued until a significant change in the reaction mass is not noticeable, after which the two components of the reaction product, the nitrobenzene-benzene mixture and the cellulose-sulfuric acid mixture, can each be worked up individually.
Claims (2)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE333708T | 1918-12-14 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE333708C true DE333708C (en) | 1921-03-03 |
Family
ID=6211621
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE1918333708D Expired DE333708C (en) | 1918-12-14 | 1918-12-14 | Process for the total or partial denitration of the nitric acid esters of carbohydrates and glycerine |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE333708C (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3149169A (en) * | 1962-04-23 | 1964-09-15 | Union Carbide Corp | Method of making 4-nitrotoluene |
-
1918
- 1918-12-14 DE DE1918333708D patent/DE333708C/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3149169A (en) * | 1962-04-23 | 1964-09-15 | Union Carbide Corp | Method of making 4-nitrotoluene |
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