DD202525A5 - PROCESS FOR CLAATING ALKYL-TERT-ALKYL ETHERS - Google Patents
PROCESS FOR CLAATING ALKYL-TERT-ALKYL ETHERS Download PDFInfo
- Publication number
- DD202525A5 DD202525A5 DD82238826A DD23882682A DD202525A5 DD 202525 A5 DD202525 A5 DD 202525A5 DD 82238826 A DD82238826 A DD 82238826A DD 23882682 A DD23882682 A DD 23882682A DD 202525 A5 DD202525 A5 DD 202525A5
- Authority
- DD
- German Democratic Republic
- Prior art keywords
- alkyl
- ether
- alcohol
- tert
- cleavage
- Prior art date
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C11/00—Aliphatic unsaturated hydrocarbons
- C07C11/02—Alkenes
- C07C11/08—Alkenes with four carbon atoms
- C07C11/09—Isobutene
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/09—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis
- C07C29/10—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis of ethers, including cyclic ethers, e.g. oxiranes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C1/00—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
- C07C1/20—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only oxygen atoms as heteroatoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C31/00—Saturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
- C07C31/02—Monohydroxylic acyclic alcohols
- C07C31/04—Methanol
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2531/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- C07C2531/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- C07C2531/06—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing polymers
- C07C2531/08—Ion-exchange resins
- C07C2531/10—Ion-exchange resins sulfonated
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/10—Process efficiency
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Saccharide Compounds (AREA)
- Pyrane Compounds (AREA)
Abstract
Die Erfindung betrifft ein Verfahren zur Spaltung von Alkyl-tert-alkylethern und zur Herstellung des entsprechenden Olefins und den Alkohols. Ziel der Erfindung ist die Bereitstellung eines verbesserten Verfahrens zur Herstellung von Olefinen, bei dem eine Dimerisation der erzeugten Olefine weitgehend ausgeschlossen ist und die Spaltung der Ether und die Aufarbeitung der entstehenden Produkte leicht durchfuehrbar ist. Erfindungsgemaess wird derart verfahren, dass der Alkyl-tert-alkylether einer Destillationskolonne mit darin enthaltenem zur Spaltung der Ether geeignetem Katalysator zugefuehrt wird und das erzeugte Olefin vom Kopf der Kolonne kontinuierlich abgezogen wird, wobei der Sumpf aus reinem Alkohol oder mindestens einer Mischung aus Alkohol und Ether besteht.The invention relates to a process for the cleavage of alkyl tert-alkyl ethers and for the preparation of the corresponding olefin and the alcohol. The aim of the invention is to provide an improved process for the preparation of olefins in which a dimerization of the olefins produced is largely precluded and the cleavage of the ethers and the workup of the resulting products is easy to carry out. According to the invention, the procedure is such that the alkyl tert-alkyl ether is fed to a distillation column containing catalyst suitable for cleaving the ether and the olefin produced is continuously withdrawn from the top of the column, the bottom being pure alcohol or at least one mixture of alcohol and Ether exists.
Description
Berlin, den 25.8.1982 AP G 07 C/233 826/0 Q (60 595/11/37)Berlin, 25.8.1982 AP G 07 C / 233 826/0 Q (60 595/11/37)
Verfahren zur Spaltung von Alkyl-tert-alkylethernProcess for the cleavage of alkyl tert-alkyl ethers
Die Erfindung betrifft ein Verfahren zur Spaltung von Alkyltert-alkylethern und zur Herateilung des entsprechenden Olefina und dea Alkohola· Inabeaondere betrifft die Erfindung ein Verfahren zur Spaltung von Methyl-tert-butylether (MTBii).The invention relates to a process for the cleavage of alkyl tert-alkyl ethers and the Herateilung of the corresponding Olefina and dea Alkohola · Inabeaondere the invention relates to a process for the cleavage of methyl tert-butyl ether (MTBii).
Methyl-tert-alkylether werden geapalten, um die entsprechenden Olefine mit hohem Reinheitsgrad herzustellen·Methyl tertiary alkyl ethers are grafted to produce the corresponding high purity olefins.
Jedoch bringt die Spaltung und Trennung Probleme mit sich,, die auf die Dimeriaationafreudigkeit der produzierten Olefine zurückzuführen ist·However, the splitting and separation brings about problems that are due to the dimerationality of the produced olefins.
Daher ergeben die Olefine leicht Dimerisationsprodukte, wenn sowohl in flüssiger als auch in Dampfphase gearbeitet wird·Therefore, the olefins readily yield dimerization products when operating in both liquid and vapor phases.
Ziel der Erfindung ist die Bereitstellung eines verbesserten Verfahrens zur Herstellung von Olefinen, bei dem eine Dimerisation der erzeugten Olefine weitgehend auszuschließen ist und die Spaltung der Ether und die Aufarbeitung der entstehenden Produkte leicht durchführbar ist.The aim of the invention is to provide an improved process for the preparation of olefins, in which a dimerization of the olefins produced is largely precluded and the cleavage of the ethers and the work-up of the resulting products is easy to carry out.
ΟΠ t ΙΙΓ Jn Λ Λ . η *··ΟΠ t ΙΙΓ Jn Λ Λ. η * ··
238826 O -2- 25.8.1932238826 O -2- 25.8.1932
AP G 07 C/233 826/0 (60 595/11)AP G 07 C / 233 826/0 (60 595/11)
Der Erfindung liegt die Aufgabe zugrunde, durch Ausnutzung der relativen Plüchtigkeitsunterschiede zwischen dem erzeugten Olefin und dem entsprechenden Ester und Alkohol die Nachteile der bekannten Verfahren zu überwinden·The invention is based on the object of overcoming the disadvantages of the known processes by utilizing the relative differences in flexibility between the olefin produced and the corresponding ester and alcohol.
Das erfindungsgemäße Verfahren besteht darin, daß Alkyltert-alkylether einer Destillationskolonne mit darin enthaltenem geeignetem Katalysator zur Spaltung des Alkyltert-alkylethers in das entsprechende Olefin und den Alkohol zugeführt wird, und das erzeugte Olefin als oberste Phase fortlaufend abgezogen wird, wobei der öumpf aus reinem Alkohol oder mindestens einer Mischung von Alkohol und Ether besteht·The process according to the invention consists in feeding alkyl tert-alkyl ether to a distillation column containing suitable catalyst for cleaving the alkyl tert-alkyl ether into the corresponding olefin and alcohol and continuously withdrawing the olefin produced as the top phase, the pure alcohol sump or at least a mixture of alcohol and ether.
Das erfindungsgemäße Verfahren wird mit einer Bodendestillationskolonne durchgeführt, in der mindestens einer der Böden mit einer Katalysatorschicht ausgestattet ist, wobei ein Katalysator auf der Basis von sulfonierten Styrol-Divinylbenzolharzen verwendet wird.The process according to the invention is carried out with a bottom distillation column in which at least one of the trays is provided with a catalyst layer, using a catalyst based on sulfonated styrene-divinylbenzene resins.
Die Katalysatorschicht wird von der Flüssigkeit, die von den oberen Böden absteigt, und dem Dämpf, der von den unteren Böden aufsteigt, durchströmt} die zur Spaltung der Alkyltert-alkylether notwendige Hitze wird von einem Teil des Dampfes bei dessen Kondensation abgegeben, wobei der Dampf von den Destillationsböden, die unter dem Boden oder den Böden liegen, welche den zur Zersetzung notv/endigen Katalysator enthalten, herstammt·The catalyst layer is flowed through by the liquid descending from the upper trays and the steam rising from the lower trays. The heat necessary to break the alkyl tertiary alkyl ethers is released from a portion of the vapor as it condenses, the steam from the distillation trays underlying the soil or soils containing the catalyst required for decomposition.
Der Ether wird mindestens über einen Boden des höchsten, den Spaltkatalysator enthaltenden Boden der Kolonne züge-The ether is fed to at least one base of the highest column of the column containing the cracking catalyst.
238826238826
-3- 25.3.1982-3- 25.3.1982
A? G 07 G/238 826/0 (60 595/11)A? G 07 G / 238 826/0 (60 595/11)
führt· Wie bemerkt, ist das oberste Produkt das Olefin, während der Sumpf entweder aus reinem .Alkohol oder einer Mischung von Alkohol und ungespaltenem Ether besteht, je nach Etherzulauf und Bedingungen, unter denen der Destillat ionaprozeß durchgeführt wird.As noted, the top product is the olefin while the bottom is either pure alcohol or a mixture of alcohol and uncleaved ether, depending on the ether feed and conditions under which the distillate ion process is carried out.
Die erhaltene Alkohol- und Bthermischung kann zur Abtrennung des Alkohols vom Ether leicht destilliert werden, wobei der Ether der Spaltung und dem Trennverfahren in der Bodenkolonne wieder unterworfen wird·The alcohol and ether mixture obtained can easily be distilled to remove the alcohol from the ether, the ether being subjected again to cleavage and the separation process in the tray column.
Die Erfindung wird nachstehend an einem Beispiel näher erläutert ·The invention is explained in more detail below using an example.
Beim Aufbau der Kolonne wurde geflanschte Rohrabschnitte mit einem Durchmesser von 10 cm und einer Länge, von 100 cm verwendet, die sechs Destillationsglockenböden enthalten (zwei Glocken pro Boden)·In the construction of the column, flanged pipe sections with a diameter of 10 cm and a length of 100 cm were used which contained six trays (two bells per tray).
Der Aufbau der Kolonne wurde so durchgeführt, daß alternierend auf mit Katalysator gefüllte Röhren mit 1 m Länge, Röhrenabschnitte mit sechs Böden folgen, so daß sich als Summe zwei Röhrenabschnitte mit Böden über dem Zulauf und sechs Röhrenabschnitte unter dem Zulauf ergeben, wobei abwechselnd drei Röhren mit Böden und drei Röhren mit Katalysator aufeinanderfolgen· Als Katalysator wurde der im Handel befindliche Ionenaustauscher mit der Bezeichnung Amberlyt 15 verwendet·The construction of the column was carried out so that alternately follow on catalyst-filled tubes of 1 m in length, tube sections with six floors, so that the sum of two tube sections with trays above the inlet and six tube sections under the feed result, with three tubes alternately following with catalyst and catalyst: the catalyst used was the commercially available ion exchanger named Amberlyt 15.
238826 O -4- 25.8.1982238826 O -4- 25.8.1982
AP G 07 C/238 826/0 (60 595/11)AP G 07 C / 238 826/0 (60 595/11)
Der Zulauf der Kolonne betrug 1 kg/h an MTBB, zu dem eine recyklisierte Mischung von Methanol und MTBB, die aus 50 g Methanol und 200 g MTBE bestand, zugefügt wurde·The feed of the column was 1 kg / h of MTBB to which a recycled mixture of methanol and MTBB consisting of 50 g of methanol and 200 g of MTBE was added.
Bin Rücklaufverhältnia von 2 : 1 wurde eingestellt· Das Verfahren wurde bei einem Druck von 5 Ata durchgeführt und einer Temperatur zwischen 45 und 100 °G» Das oberste Produkt enthielt 560 g Isobuten und 20 g Methanol und Sjauren von Diisobuten,A reflux ratio of 2: 1 was set. The process was carried out at a pressure of 5 Ata and a temperature between 45 and 100 ° C. The uppermost product contained 560 g of isobutene and 20 g of methanol and diurobutene of diisobutene.
Der Sumpf enthielt 59Og Methanol und 200 g MTBE.The bottom contained 59Og of methanol and 200 g of MTBE.
Der Sumpfstrom wurde einer zweiten gefüllten Kolonne bei Atmosphärendruck zugeführt, die mit einem Rücklaufverhältnis von 3 J 1 arbeitete· Der· Sumpf enthielt 540 g reines Methanol und das oberste Produkt, das der ersten Kolonne wieder zugeführt wurde, enthielt 200 g MTBB und 50 g Methanol·The bottoms stream was fed to a second filled column at atmospheric pressure operating at a reflux ratio of 3 J -1. The bottoms contained 540 grams of pure methanol and the top product recycled to the first column contained 200 grams of MTBB and 50 grams of methanol ·
Claims (3)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT21031/81A IT1137526B (en) | 1981-04-10 | 1981-04-10 | Olefin and alcohol prodn. from alkyl tert.-alkyl ether |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DD202525A5 true DD202525A5 (en) | 1983-09-21 |
Family
ID=11175661
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DD82238826A DD202525A5 (en) | 1981-04-10 | 1982-04-07 | PROCESS FOR CLAATING ALKYL-TERT-ALKYL ETHERS |
Country Status (30)
| Country | Link |
|---|---|
| JP (1) | JPS57179126A (en) |
| KR (1) | KR850001733B1 (en) |
| AR (1) | AR231527A1 (en) |
| AU (1) | AU8173882A (en) |
| BE (1) | BE892808A (en) |
| BR (1) | BR8201673A (en) |
| CH (1) | CH648275A5 (en) |
| CS (1) | CS233728B2 (en) |
| DD (1) | DD202525A5 (en) |
| DE (1) | DE3210435A1 (en) |
| DK (1) | DK153082A (en) |
| ES (1) | ES511630A0 (en) |
| FR (1) | FR2503699A1 (en) |
| GB (1) | GB2096604B (en) |
| GR (1) | GR76143B (en) |
| LU (1) | LU84078A1 (en) |
| MW (1) | MW1682A1 (en) |
| NL (1) | NL8201473A (en) |
| NO (1) | NO821136L (en) |
| NZ (1) | NZ200039A (en) |
| PH (1) | PH16956A (en) |
| PL (1) | PL235880A1 (en) |
| PT (1) | PT74728B (en) |
| RO (1) | RO83670B (en) |
| SE (1) | SE8202232L (en) |
| TR (1) | TR21520A (en) |
| YU (1) | YU78982A (en) |
| ZA (1) | ZA821810B (en) |
| ZM (1) | ZM2582A1 (en) |
| ZW (1) | ZW6182A1 (en) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4570026A (en) * | 1983-08-12 | 1986-02-11 | Petro-Tex Chemical Corporation | Production of isobutene from methyl tertiary butyl ether |
| US4587373A (en) * | 1984-12-12 | 1986-05-06 | Mobil Oil Corporation | Dimethylether recovery and/or recycle in an MTC conversion plant |
| DE3509292A1 (en) * | 1985-03-15 | 1985-12-05 | Ulrich 3300 Braunschweig Haupt | METHOD FOR PRODUCING PURE TERTIAL OLEFINS |
| EP0302336B1 (en) * | 1987-08-04 | 1992-03-04 | Ec Erdölchemie Gmbh | Process for splitting alkyl-tert.-alkyl ethers |
| US5133942A (en) * | 1989-06-07 | 1992-07-28 | Chemical Research & Licensing Company | Distillation column reactor with catalyst replacement apparatus |
| US5198196A (en) * | 1989-06-07 | 1993-03-30 | Chemical Research & Licensing Company | Method for removing and replacing catalyst in a distillation column reactor |
| US5057468A (en) * | 1990-05-21 | 1991-10-15 | Chemical Research & Licensing Company | Catalytic distillation structure |
| US5262012A (en) * | 1990-09-19 | 1993-11-16 | Chemical Research & Licensing Company | Catalytic distillation system |
| US5510089A (en) * | 1991-07-22 | 1996-04-23 | Chemical Research & Licensing Company | Method for operating a distillation column reactor |
| US6416659B1 (en) | 2000-08-17 | 2002-07-09 | Catalytic Distillation Technologies | Process for the production of an ultra low sulfur |
| DE102006040430B4 (en) | 2006-08-29 | 2022-06-15 | Evonik Operations Gmbh | MTBE cleavage process |
| DE102006040434A1 (en) * | 2006-08-29 | 2008-03-06 | Oxeno Olefinchemie Gmbh | Process for cleaving MTBE |
| DE102006040431A1 (en) | 2006-08-29 | 2008-03-20 | Oxeno Olefinchemie Gmbh | Process for cleaving MTBE |
| HUE050871T2 (en) | 2014-12-03 | 2021-01-28 | China Petroleum & Chem Corp | Catalyst and preparation method thereof, and method for preparing isobutylene by applying the same |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0008860B2 (en) * | 1978-07-27 | 1991-12-04 | CHEMICAL RESEARCH & LICENSING COMPANY | Catalyst system |
-
1982
- 1982-03-17 ZA ZA821810A patent/ZA821810B/en unknown
- 1982-03-17 NZ NZ200039A patent/NZ200039A/en unknown
- 1982-03-19 AU AU81738/82A patent/AU8173882A/en not_active Abandoned
- 1982-03-22 DE DE19823210435 patent/DE3210435A1/en not_active Ceased
- 1982-03-23 GR GR67713A patent/GR76143B/el unknown
- 1982-03-23 PH PH27041A patent/PH16956A/en unknown
- 1982-03-23 BR BR8201673A patent/BR8201673A/en unknown
- 1982-03-24 ZW ZW61/82A patent/ZW6182A1/en unknown
- 1982-03-24 KR KR8201264A patent/KR850001733B1/en active
- 1982-03-29 GB GB8209146A patent/GB2096604B/en not_active Expired
- 1982-03-31 MW MW16/82A patent/MW1682A1/en unknown
- 1982-04-01 RO RO107122A patent/RO83670B/en unknown
- 1982-04-01 FR FR8205612A patent/FR2503699A1/en active Granted
- 1982-04-02 DK DK153082A patent/DK153082A/en not_active IP Right Cessation
- 1982-04-05 NO NO821136A patent/NO821136L/en unknown
- 1982-04-06 AR AR289023A patent/AR231527A1/en active
- 1982-04-06 ES ES511630A patent/ES511630A0/en active Granted
- 1982-04-07 CH CH2169/82A patent/CH648275A5/en not_active IP Right Cessation
- 1982-04-07 SE SE8202232A patent/SE8202232L/en not_active Application Discontinuation
- 1982-04-07 LU LU84078A patent/LU84078A1/en unknown
- 1982-04-07 NL NL8201473A patent/NL8201473A/en not_active Application Discontinuation
- 1982-04-07 DD DD82238826A patent/DD202525A5/en unknown
- 1982-04-08 BE BE0/207794A patent/BE892808A/en not_active IP Right Cessation
- 1982-04-08 PL PL23588082A patent/PL235880A1/xx unknown
- 1982-04-08 JP JP57057425A patent/JPS57179126A/en active Pending
- 1982-04-08 PT PT74728A patent/PT74728B/en unknown
- 1982-04-08 ZM ZM25/82A patent/ZM2582A1/en unknown
- 1982-04-08 TR TR21520A patent/TR21520A/en unknown
- 1982-04-08 CS CS822525A patent/CS233728B2/en unknown
- 1982-04-09 YU YU00789/82A patent/YU78982A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CS233728B2 (en) | 1985-03-14 |
| ES8304051A1 (en) | 1983-02-16 |
| MW1682A1 (en) | 1983-09-14 |
| GR76143B (en) | 1984-08-03 |
| PL235880A1 (en) | 1982-10-25 |
| PT74728A (en) | 1982-05-01 |
| ZW6182A1 (en) | 1982-10-20 |
| KR850001733B1 (en) | 1985-12-07 |
| AU8173882A (en) | 1982-10-14 |
| FR2503699A1 (en) | 1982-10-15 |
| ZA821810B (en) | 1983-01-26 |
| RO83670A (en) | 1984-05-23 |
| PH16956A (en) | 1984-04-27 |
| RO83670B (en) | 1984-07-30 |
| YU78982A (en) | 1985-04-30 |
| NZ200039A (en) | 1984-07-06 |
| BR8201673A (en) | 1983-02-16 |
| LU84078A1 (en) | 1983-04-13 |
| NL8201473A (en) | 1982-11-01 |
| GB2096604A (en) | 1982-10-20 |
| DE3210435A1 (en) | 1982-10-28 |
| ZM2582A1 (en) | 1983-07-21 |
| PT74728B (en) | 1985-01-08 |
| DK153082A (en) | 1982-10-11 |
| FR2503699B1 (en) | 1984-12-14 |
| SE8202232L (en) | 1982-10-11 |
| NO821136L (en) | 1982-10-11 |
| ES511630A0 (en) | 1983-02-16 |
| CH648275A5 (en) | 1985-03-15 |
| TR21520A (en) | 1987-04-10 |
| KR830008963A (en) | 1983-12-16 |
| AR231527A1 (en) | 1984-12-28 |
| JPS57179126A (en) | 1982-11-04 |
| GB2096604B (en) | 1985-01-03 |
| BE892808A (en) | 1982-10-08 |
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