DEP0056375DA - Process for the production of pyridine and its homologues from gases, vapors or aqueous solutions containing them - Google Patents
Process for the production of pyridine and its homologues from gases, vapors or aqueous solutions containing themInfo
- Publication number
- DEP0056375DA DEP0056375DA DEP0056375DA DE P0056375D A DEP0056375D A DE P0056375DA DE P0056375D A DEP0056375D A DE P0056375DA
- Authority
- DE
- Germany
- Prior art keywords
- pyridine
- vapors
- gases
- hydrocarbons
- homologues
- 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
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 title claims description 40
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 title claims description 20
- 238000000034 method Methods 0.000 title claims description 9
- 238000004519 manufacturing process Methods 0.000 title claims description 4
- 239000007789 gas Substances 0.000 title claims 3
- 239000007864 aqueous solution Substances 0.000 title claims 2
- 239000000203 mixture Substances 0.000 claims description 6
- 239000007788 liquid Substances 0.000 claims description 5
- 238000010521 absorption reaction Methods 0.000 claims description 4
- 238000009835 boiling Methods 0.000 claims description 4
- 239000002904 solvent Substances 0.000 claims description 4
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 claims description 2
- 150000003222 pyridines Chemical class 0.000 claims description 2
- 239000007787 solid Substances 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims description 2
- 229930195733 hydrocarbon Natural products 0.000 claims 3
- 150000002430 hydrocarbons Chemical class 0.000 claims 2
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- 239000000460 chlorine Substances 0.000 claims 1
- -1 chlorine hydrocarbons Chemical class 0.000 claims 1
- 238000004821 distillation Methods 0.000 claims 1
- 150000002989 phenols Chemical class 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- JTPNRXUCIXHOKM-UHFFFAOYSA-N 1-chloronaphthalene Chemical class C1=CC=C2C(Cl)=CC=CC2=C1 JTPNRXUCIXHOKM-UHFFFAOYSA-N 0.000 description 3
- 238000004939 coking Methods 0.000 description 3
- OISVCGZHLKNMSJ-UHFFFAOYSA-N 2,6-dimethylpyridine Chemical compound CC1=CC=CC(C)=N1 OISVCGZHLKNMSJ-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-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
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- SRIHSAFSOOUEGL-UHFFFAOYSA-N 1-chloroanthracene Chemical class C1=CC=C2C=C3C(Cl)=CC=CC3=CC2=C1 SRIHSAFSOOUEGL-UHFFFAOYSA-N 0.000 description 1
- IYTUPMAAMJDPCR-UHFFFAOYSA-N 1-chlorophenanthrene Chemical class C1=CC2=CC=CC=C2C2=C1C(Cl)=CC=C2 IYTUPMAAMJDPCR-UHFFFAOYSA-N 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 150000001491 aromatic compounds Chemical class 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003245 coal Substances 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- HPYNZHMRTTWQTB-UHFFFAOYSA-N dimethylpyridine Natural products CC1=CC=CN=C1C HPYNZHMRTTWQTB-UHFFFAOYSA-N 0.000 description 1
- 150000002790 naphthalenes Chemical class 0.000 description 1
- 238000005086 pumping Methods 0.000 description 1
Description
Verfahren zur Gewinnung von Pyridin und seinenProcess for the production of pyridine and its
Bekanntlich ist Pyridin infolge seines niedrigen Siedepunktes sehr flüchtig und außerdem in Wasser außerordentlich leicht löslich. Infolgedessen treten bei:· der Gewinnung von Pyridin und übrigens auch seiner Homologen (Piteolin, .Lutidin,' &)llidin u.a.) beträchtliche Verluste auf. Schon beim.·Verkokungsprozeß der Kohle geht ein beträchtlicher Anteil .des entsprechenden Pyridine verloreii, so insbes^/Hauf den Kokereien, die nach dem indirekten Verfahren arbeiten, wobei durch das Auswaschen von Ammoniak erhebliehe Mengen an Pyridingleichzeitig mit. ausgewaschen werden und dann über die■Sättigerschwaden verloren gehen. Im Teer ist zwar, wie früher schon·nachgewiesen wurde, etwa die Hälfte des entstandenen Pyridine kondensiert, das bei der■Teerverarbeitung wiederum nur zu etwa 2/3 bis höchstens 3/4 erfaßt wird, so daß auch hier wiederum große Verluste auftreten.-Es ergibt sich also, daß in der Tat etwa die Hälfte der entstandenen Pyridin-Basen bislang verloren geht, wobei die Verluste weitgehend ■· aus Pyridin, weniger dagegen aus seinen Homologen bestehen. ■ .As is well known, pyridine is very volatile due to its low boiling point and also extremely easily soluble in water. As a result: the production of pyridine and, by the way, its homologues (piteolin, .lutidine, '&) llidine, etc.) considerable losses. During the coking process of the coal, a considerable proportion of the corresponding pyridine is lost, so especially in the coking plants which work according to the indirect process, whereby the ammonia washing-out is considerable Amounts of pyridine simultaneously with. be washed out and then lost through the ■ saturator swaths. In the tar it is true As has already been demonstrated earlier, about half of the pyridine formed condenses, which in turn occurs during tar processing only about 2/3 to a maximum of 3/4 is recorded, so that here again large losses occur. So it follows that in In fact, about half of the pyridine bases that have formed have been lost so far, with the losses largely from pyridine, less on the other hand, consist of its homologues. ■.
Man hat ■ daher schon vorgeschlagen, das Pyridin insbes^auf denjenigen Kokereien, die nach dem indirekten Verfahren arbeiten, durch Auswaschen mittels Schwefelsäure, .zu gewinnen, doch bereitet dieses Verfahren, ganz abgesehen von seiner Umständlichkeit, infolge der notwendigen vollständigen Auskleidung der Apparatur mit Blei erhebliche technische Schwierigkeiten und Kosten.It has therefore already been suggested that pyridine should be used in particular in those coking plants which work according to the indirect process, to be obtained by washing out with sulfuric acid, but this process, quite apart from its inconvenience, prepares it as a result the necessary complete lining of the apparatus with lead, considerable technical difficulties and costs.
Bs'wurde nun gefunden, daß man auf besondere einfache und vorteilhafte Weise die Pyridine aus Dampfgemischen oder aus wässerigen Lösungen dadurch gewinnen kann, daß man diese mit hochsiedenden, flüssigen, chlorierten Kohlenwasserstoffen als Absorptionsbzw. Lösungsmittel behandelt. Als solche kommen besonders die bei der jeweiligen Reaktionstemperatur flüssigen Chloraromaten (oder Gemische derselben) in Frage, welche einen über der Arbeitstemperatur liegenden Siedepunkt haben, z.B. die flüssigen Chlornaphthaline, wiesi _ und 'i -OhI or naphthalin die höher chlorierten Naphthaline, Chlorphenanthrene, Chloranthracene usw. Es können aber auchIt has now been found that the pyridines can be obtained from steam mixtures or from aqueous mixtures in a particularly simple and advantageous manner Solutions can be won by using them with high-boiling, liquid, chlorinated hydrocarbons as absorption or. Solvent treated. As such, those come in particular the respective reaction temperature liquid chlorinated aromatic compounds (or mixtures thereof) in question, which one is above the working temperature have a lower boiling point, e.g. the liquid chloronaphthalenes, as i _ and 'i -OhI or naphthalene the higher chlorinated naphthalenes, Chlorphenanthren, Chloranthracene etc. But it can also
a-i •-■Ά.;
feste kristalline Substanzen^verwendet werden, sofern sie sich ai • - ■ Ά .;
solid crystalline substances ^ are used insofar as they are
/—J/ —J
J2\ Sine etwa 0,2-l>:i fyridin enthaltende Wassersäule wird durch. Umpumpen des Ghlornaphthalin-Geniisches im kontinuierlichen Verfahren derart "behandelt, daß das Chlornaphthalin über einen Verteiler unterhalb des Überlaufes des von Pyridin befreiten Wassers in die Wassersäule fein verteilt eingeführt wird;und infolge seines hohen spez. Gewichtes von etwa 1»3-1,35 im G-egenstrom des pyridinhaltigeii Wassers unter Auswaschung des Pyridine zu Boden sinkt. Im Kreislauf wird es bis zur Sättigung auf etwa 10-15$ Pyridingehalt umgepumpt. J2 \ Sine about 0.2-l> : i fyridine-containing water column is through. The pumping of the chloronaphthalene mixture in a continuous process is treated in such a way that the chloronaphthalene is finely divided into the water column via a distributor below the overflow of the water freed from pyridine; and due to its high specific weight of about 1 »3-1.35 In the countercurrent of the pyridine-containing water, the pyridine sinks to the bottom, washing away the pyridine.
Das pyridinhaltige Wasser wird kontinuierlich zugeführt. Die Aufarbeitung des Pyridins erfolgt nach Beispiel 1.The pyridine-containing water is fed in continuously. The pyridine is worked up according to Example 1.
Claims (4)
Family
ID=
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