DE698793C - Process for the production of ª ‰, ª ‰ -Dinaphthyl from naphthalene - Google Patents
Process for the production of ª ‰, ª ‰ -Dinaphthyl from naphthaleneInfo
- Publication number
- DE698793C DE698793C DE1935R0093054 DER0093054D DE698793C DE 698793 C DE698793 C DE 698793C DE 1935R0093054 DE1935R0093054 DE 1935R0093054 DE R0093054 D DER0093054 D DE R0093054D DE 698793 C DE698793 C DE 698793C
- Authority
- DE
- Germany
- Prior art keywords
- dinaphthyl
- naphthalene
- aluminum chloride
- production
- autoclave
- 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
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 title claims description 20
- 238000000034 method Methods 0.000 title claims description 6
- 238000004519 manufacturing process Methods 0.000 title claims description 4
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 claims description 18
- 239000000047 product Substances 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 238000010626 work up procedure Methods 0.000 description 2
- 239000000571 coke Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000013049 sediment Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
- C07C2/76—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by condensation of hydrocarbons with partial elimination of hydrogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2527/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- C07C2527/06—Halogens; Compounds thereof
- C07C2527/125—Compounds comprising a halogen and scandium, yttrium, aluminium, gallium, indium or thallium
- C07C2527/126—Aluminium chloride
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Herstellung von ß, ß-Dinaphthyl aus Naphthalin Es ist bekannt, Dinaphthyl durch Erhitzen eines Gemisches von Naphtbalin mit dem vierten Teil seines Gewichts an Aluminiumchlorid auf Temperaturen von ioo bis. 16o° herzustellen. Ferner ist es bekannt, Dinaphthyl dadurch zu gewinnien, daß man i Mol Aluminitunchlorid mit i Mol Naphthalin bis zu 6 Stunden auf ioo° erhitzt.Process for the production of ß, ß-Dinaphthyl from naphthalene It is known dinaphthyl by heating a mixture of naphtbalin with the fourth Part of its weight in aluminum chloride to temperatures of 100 to. 16o °. It is also known that dinaphthyl can be obtained by adding 1 mol of aluminum chloride heated to 100 ° with 1 mole of naphthalene for up to 6 hours.
Diese Herstellungsverfahren weisen den Nachteil auf, daß mit sehr großen Zusatzmengen an °Aluminiurnchlorid gearbeitet werden muß und daß sehr beträchtliche Anteile der eingesetzten Ausgangsstoffe zu lunverarbeitbaren und unverwertbaren Produkten, insbesondere zu Koks, umgesetzt werden. Es kommt ferner hinzu, daß .die Aufarbeitung der bei ,diesen Verfahren erhaltenen. Umsetzungsprodukte wegen des überwiegenden Gehalts an andersartigen Zersetzungsprodukten und unverändert gebliebenem Naphthalin sehr umständlich und schwierig ist. Insbesondere aber ist die hierbei erzielbare tatsIchliche Ausbeute an Dinaphthyl sehr gering, so daß diese bekannten Verfahren keine wirtschaftliche Gewinnung dieses Körpers ermZglichen.These manufacturing processes have the disadvantage that with very large additional amounts of aluminum chloride must be worked and that very considerable Proportion of the raw materials used to be unprocessable and unusable Products, especially coke, are implemented. There is also the fact that .the Work-up of the obtained in this process. Implementation products because of the predominant content of different types of decomposition products and that which has remained unchanged Naphthalene is very cumbersome and difficult. In particular, however, is here achievable actual yield of dinaphthyl is very low, so that these are known Processes do not allow this body to be obtained economically.
Es ist ferner bekannt, daß man aus Naphthalin flüssige Kohlenwasserstoffe durch Erhitzen mit geringeren Mengen Aluminiumchlorid erhalten kann, wenn man, .die Reaktion unter. Druck bei. etwa 33o° C vornimmt, Hierbei wird jedoch infolge der hierfür zu hoch liegenden Umsetzungstemperatur kein Dinaphthyl gebildet.It is also known that naphthalene can be converted into liquid hydrocarbons can be obtained by heating with smaller amounts of aluminum chloride, if you, .die Reaction under. Pressure at. about 33o ° C, but this is due to the no dinaphthyl formed for this, which is too high a reaction temperature.
Es wurde nun gefunden, .daß die technische Herstellung von ß; ß-Dinaphthyl in kurzer Zeit und :unter Wegfall einer umständlichen Weiterverarbeitung dadurch gelingt, daß man Naphthalin finit geringen Mengen, z. B. 20/0, wasserfreiem Aluminiumchlorid im geschlossenen Gefäß auf etwa 25o bis 300° erhitzt.It has now been found that the industrial production of ß; β-dinaphthyl in a short time and: with the elimination of cumbersome further processing succeeds in naphthalene finitely small amounts, z. B. 20/0, anhydrous aluminum chloride heated in a closed vessel to around 25o to 300 °.
Ausführungsbeispiel Zoo g Naphthalin wurden nach Zusatz von q. g wasserfreiem
Aluminiumchlorid im Autoklaven i Stunde lang auf 25o bis 270° erhitz4. Nach Abkühlung
wurde der Autoklav geöffnet und Idas darin enthaltene flüssige Reaktionspso,dukt
von dem durch die Umsetzung gebildeten harzigen Bodensatz abgegossen und für sich
destilliert. Hierbei lvurden folgende Ergebnisse erbalten:
Die Destillation des Reaktionsprodukts kann auch mit Wasserdampf oder Vakuum oder mit beiden zusammen durchgeführt werden.The distillation of the reaction product can also be done with steam or Vacuum or both together.
Die wesentlichen technischen Vorteile des neuen Verfahrens liegen in erster Linie ini der Ersparnis an Aluminiumchlorid, ° in der bequemen Art der Aufarbeitung .des Umgsprodukts sowie schließlich vor allem in der sehr beträchtlichen Steigerung ,der Ausbeute an Dinaphthyl.The main technical advantages of the new process are primarily ini the savings in aluminum chloride, ° in the convenient nature of the Work-up. Of the surrounding product and, finally, especially in the very considerable Increase in the yield of dinaphthyl.
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE1935R0093054 DE698793C (en) | 1935-04-09 | 1935-04-09 | Process for the production of ª ‰, ª ‰ -Dinaphthyl from naphthalene |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE1935R0093054 DE698793C (en) | 1935-04-09 | 1935-04-09 | Process for the production of ª ‰, ª ‰ -Dinaphthyl from naphthalene |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE698793C true DE698793C (en) | 1940-11-18 |
Family
ID=7418896
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE1935R0093054 Expired DE698793C (en) | 1935-04-09 | 1935-04-09 | Process for the production of ª ‰, ª ‰ -Dinaphthyl from naphthalene |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE698793C (en) |
-
1935
- 1935-04-09 DE DE1935R0093054 patent/DE698793C/en not_active Expired
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE515678C (en) | Process for the production of mainly esters among other organic compounds | |
| DE698793C (en) | Process for the production of ª ‰, ª ‰ -Dinaphthyl from naphthalene | |
| DE492064C (en) | Process for the preparation of o-oxydiphenyl | |
| DE713565C (en) | Process for the production of tetrahydrofuran | |
| DE337993C (en) | Process for the preparation of resinous products | |
| DE955501C (en) | Process for the preparation of oxyendomethylene hexahydrobenzene and / or di- (endomethylene hexahydrophenyl) aether by the addition of water to endomethylene tetrahydrobenzene | |
| DE686700C (en) | Process for the recovery of purified phenols from crude phenols | |
| DE700434C (en) | ||
| DE608135C (en) | Process for the production of perylene | |
| DE603808C (en) | Process for the preparation of oxyaethylated (ª † -alkoxy-ª ‰ -oxypropyl) -aminobenzenes | |
| DE362741C (en) | Process for the preparation of chloroethyl | |
| DE961619C (en) | Process for the production of methyl isobutyl ketone | |
| DE714956C (en) | Process for the production of furfural | |
| DE595349C (en) | Process for the production of light- and air-resistant oils from raw coal tar oils | |
| AT235267B (en) | Process for the production of durol by isomerization of polyalkylbenzenes | |
| DE622308C (en) | Process for the preparation of o-aminonaphthalenecarboxylic acids | |
| DE952898C (en) | Process for the separation of neutral and acidic oils from their mixtures | |
| DE1280829B (en) | Process for the production of durol by isomerization of polyalkylbenzenes | |
| DE696868C (en) | Process for the production of formic acid | |
| DE673380C (en) | Process for the production of m-cresol and p-cresol | |
| DE637258C (en) | Process for the production of ascorbic acid | |
| DE851637C (en) | Process for the production of condensation products | |
| AT159514B (en) | Process for the production of m-cresol and p-cresol. | |
| DE563506C (en) | Process for converting rubber | |
| DE354784C (en) | Process for reducing the acid consumption in the production of dibasic phosphoric acid lime |