LU84078A1 - PROCESS FOR THE DECOMPOSITION OF ALKYL-TERT-ALKYL-ETHERS - Google Patents
PROCESS FOR THE DECOMPOSITION OF ALKYL-TERT-ALKYL-ETHERS Download PDFInfo
- Publication number
- LU84078A1 LU84078A1 LU84078A LU84078A LU84078A1 LU 84078 A1 LU84078 A1 LU 84078A1 LU 84078 A LU84078 A LU 84078A LU 84078 A LU84078 A LU 84078A LU 84078 A1 LU84078 A1 LU 84078A1
- Authority
- LU
- Luxembourg
- Prior art keywords
- alkyl
- decomposition
- tert
- ether
- trays
- Prior art date
Links
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)
Description
tt
Procédé pour la décomposition d ' alkyl-tert-alkyl- éthersProcess for the decomposition of alkyl-tert-alkyl ethers
La présente invention concerne un procédé pour la décomposition d'alkyl-tert-alkyl-éthers.The present invention relates to a process for the decomposition of alkyl-tert-alkyl ethers.
Plus particulièrement la présente Invention concerne 5 un procédé pour la décomposition de méthyl-tert-butyléther (MTBE).More particularly, the present invention relates to a process for the decomposition of methyl tert-butyl ether (MTBE).
Les méthyl-tert-alkyl-éthers sont décomposés afin d’obtenir les oléflnes correspondantes à un haut degré de pureté.The methyl-tert-alkyl ethers are broken down in order to obtain the olefins corresponding to a high degree of purity.
10 Toutefois, la décomposition et la séparation présen tent des problèmes concernant la facilité avec laquelle l'olé-flne obtenue tend à se dimériser.However, decomposition and separation present problems concerning the ease with which the oil obtained tends to dimerize.
Sous ce rapport aussi bien en opérant en phase liquide qu’en phase vapeur, l'oléfine tend à donner des produits ^5 de dimérisation.In this respect, both in the liquid phase and in the vapor phase, the olefin tends to give products ^ 5 of dimerization.
L’auteur de la présente Invention a maintenant découvert qu’il est possible de supprimer ces inconvénients de l’art antérieur en utilisant convenablement la différence de volatilité relative entre l'oléfine obtenue et l’éther et 20 l’alcool correspondant.The author of the present invention has now discovered that it is possible to eliminate these drawbacks of the prior art by appropriately using the difference in relative volatility between the olefin obtained and the ether and the corresponding alcohol.
Le procédé selon la présente Invention consiste à alimenter avec 1 ’alkyl-tert-alkyl-éther une colonne de distillation contenant un catalyseur approprié pour la décomposition de 1’alkyl-tert-alkyl-éther en l’oléfine et l'alcool corres-25 pondant , et à enlever continuellement l'oléfine obtenue comme produit de tête, le produit de queue consistant en alcool pur ou au moins en un mélange d'alcool et d'éther.The process according to the present invention consists in supplying with the alkyl-tert-alkyl ether a distillation column containing a catalyst suitable for the decomposition of the alkyl-tert-alkyl ether into the olefin and the corresponding alcohol. 25 laying, and continuously removing the olefin obtained as the top product, the bottom product consisting of pure alcohol or at least a mixture of alcohol and ether.
Le procédé selon la présente Invention est effectué dans une colonne de distillation à plateaux dans laquelle au 30 moins un des plateaux est muni d’un lit catalytique à base de résiner styrène-dlvlnylbenzène sulfonéeiThe process according to the present invention is carried out in a distillation column with trays in which at least one of the trays is provided with a catalytic bed based on styrene-dlvlnylbenzene sulfonated resin.
Le lit catalytique est traversé par le liquide , descendant des plateaux supérieurs et par la vapeur s'élevant des plateaux inférieurs, la chaleur pour la décomposition de •35 1’alkyl-tert-alkyl-éther étant fournie par la condensation d'une partie de la vapeur provenant des plateaux de distillation au-dessous du;ou des, plateau^) comportant le catalyseur »pour la décomposition.The catalytic bed is traversed by the liquid descending from the upper plates and by the vapor rising from the lower plates, the heat for the decomposition of the alkyl-tert-alkyl ether being provided by the condensation of a part steam from the distillation trays below; or the trays ^) containing the catalyst "for decomposition.
L’éther vient alimenter au moins un plateau au-dessus du plateau le plus élevé comportant le catalyseur pour la décomposition.The ether feeds at least one plate above the highest plate containing the catalyst for decomposition.
Comme mentionné,le produit de tête est l'oléflne 5 tandis que le produit de queue peut être soit l’alcool pur soit un mélange d'alcool et d'éther non décomposé, selon les conditions dans lesquelles la distillation est effectuée et selon l'éther alimenté .As mentioned, the top product is olefin 5 while the bottom product can be either pure alcohol or a mixture of alcohol and ether not decomposed, depending on the conditions under which the distillation is carried out and according to ether fed.
Quand ledit mélange d'alcool et d'éther est obtenu, 10 il peut être avantageusement distillé afin de séparer l'alcool de l'éther, ce dernier étant recyclé pour l'opération de décomposition et de séparation dans la colonne à plateaux.When said mixture of alcohol and ether is obtained, it can advantageously be distilled in order to separate the alcohol from the ether, the latter being recycled for the decomposition and separation operation in the tray column.
La présente invention est illustrée par l'exemple descriptif et non limitatif ci-après.The present invention is illustrated by the descriptive and nonlimiting example below.
15 EXEMPLE15 EXAMPLE
Une colonne de distillation est réalisée en utilisant des tronçons de tuyaux à brides ayant un diamètre de 10 cm et une longueur de 100 cm, contenant six plateaux de distillation à cloche de barbotage (deux cloches de barbotage 20 par plateau).A distillation column is produced using sections of flanged pipes having a diameter of 10 cm and a length of 100 cm, containing six distillation trays with a bubbling bell (two bubbling bells 20 per tray).
La colonne est construite en alternant des longueur de 1 rr de tuyaux remplis de catalyseur avec des tronçons de tuyaux contenant les six plateaux, pour avoir un total de deux tronçons de tuyaux contenant les plateaux au-dessus de l'alimen-25 tation et six tronçons de tuyaux au-dessous de l'alimentation, dont trois avec plateaux sont alternés avec trois contenant le catalyseur. Le catalyseur estl"Amberlyst" 15 de Rohm & Haas.The column is constructed by alternating lengths of 1 rr of pipes filled with catalyst with sections of pipes containing the six trays, to have a total of two sections of pipes containing the trays above the feed and six pipe sections below the feed, three of which with trays are alternated with three containing the catalyst. The catalyst is "Amberlyst" 15 from Rohm & Haas.
La colonne est alimentée avec 1 kg/h de MTBE auquel est ajouté un mélange recyclé de méthanol et de MTBE contenant "50 50 g de méthanol et 200 g de MTBE.The column is fed with 1 kg / h of MTBE to which is added a recycled mixture of methanol and MTBE containing "50 50 g of methanol and 200 g of MTBE.
Un rapport de reflux de 2:1 est maintenu. Le procédé est réalisé sous une pression absolue de 5 bars et à une température comprise entre 45° et 110°C. On obtient comme produit de tête 560 g de contenant 20 g de méthanol et des 35 traces de dtlsobutène.A reflux ratio of 2: 1 is maintained. The process is carried out under an absolute pressure of 5 bars and at a temperature between 45 ° and 110 ° C. The top product is obtained 560 g of container containing 20 g of methanol and traces of dtlsobutene.
Le produit de queue est constitué par 59Ο g de méthanol avec 200 g de MTBE.The bottom product consists of 59Ο g of methanol with 200 g of MTBE.
Le courant de queue est envoyé vers une seconde colonne garnie ( à la pression atmosphérique ;fonctionnement avec 3 un rapport de reflux de 3:1. Le produit de queue est constitué par 540 g de méthanol pur et du produit de tête qui est recyclé vers la première colonne, et consistant en 200g de MTBE et 50 g de méthanol.The tail stream is sent to a second packed column (at atmospheric pressure; operation with 3 a reflux ratio of 3: 1. The tail product consists of 540 g of pure methanol and the overhead product which is recycled to the first column, and consisting of 200 g of MTBE and 50 g of methanol.
<X- /-<X- / -
Claims (3)
Applications Claiming Priority (2)
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 |
IT2103181 | 1981-04-10 |
Publications (1)
Publication Number | Publication Date |
---|---|
LU84078A1 true LU84078A1 (en) | 1983-04-13 |
Family
ID=11175661
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
LU84078A LU84078A1 (en) | 1981-04-10 | 1982-04-07 | PROCESS FOR THE DECOMPOSITION OF 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 |
DE3868763D1 (en) * | 1987-08-04 | 1992-04-09 | Erdoelchemie Gmbh | METHOD FOR CLEAVING ALKYL-TERT.-ALKYL ETHERS. |
US5198196A (en) * | 1989-06-07 | 1993-03-30 | Chemical Research & Licensing Company | Method for removing and replacing catalyst in a distillation column reactor |
US5133942A (en) * | 1989-06-07 | 1992-07-28 | Chemical Research & Licensing Company | Distillation column reactor with catalyst replacement apparatus |
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 |
DE102006040431A1 (en) * | 2006-08-29 | 2008-03-20 | Oxeno Olefinchemie Gmbh | Process for cleaving MTBE |
DE102006040434A1 (en) | 2006-08-29 | 2008-03-06 | 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 |
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1982
- 1982-03-17 NZ NZ200039A patent/NZ200039A/en unknown
- 1982-03-17 ZA ZA821810A patent/ZA821810B/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 FR FR8205612A patent/FR2503699A1/en active Granted
- 1982-04-01 RO RO107122A patent/RO83670B/en unknown
- 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 ES ES511630A patent/ES511630A0/en active Granted
- 1982-04-06 AR AR289023A patent/AR231527A1/en active
- 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 PT PT74728A patent/PT74728B/en unknown
- 1982-04-08 JP JP57057425A patent/JPS57179126A/en active Pending
- 1982-04-08 CS CS822525A patent/CS233728B2/en unknown
- 1982-04-08 TR TR21520A patent/TR21520A/en unknown
- 1982-04-08 PL PL23588082A patent/PL235880A1/xx unknown
- 1982-04-08 ZM ZM25/82A patent/ZM2582A1/en unknown
- 1982-04-09 YU YU00789/82A patent/YU78982A/en unknown
Also Published As
Publication number | Publication date |
---|---|
PH16956A (en) | 1984-04-27 |
BE892808A (en) | 1982-10-08 |
NO821136L (en) | 1982-10-11 |
TR21520A (en) | 1987-04-10 |
JPS57179126A (en) | 1982-11-04 |
RO83670B (en) | 1984-07-30 |
GB2096604B (en) | 1985-01-03 |
PT74728B (en) | 1985-01-08 |
KR830008963A (en) | 1983-12-16 |
PT74728A (en) | 1982-05-01 |
DD202525A5 (en) | 1983-09-21 |
KR850001733B1 (en) | 1985-12-07 |
ZA821810B (en) | 1983-01-26 |
ZW6182A1 (en) | 1982-10-20 |
BR8201673A (en) | 1983-02-16 |
NZ200039A (en) | 1984-07-06 |
GR76143B (en) | 1984-08-03 |
RO83670A (en) | 1984-05-23 |
AR231527A1 (en) | 1984-12-28 |
ZM2582A1 (en) | 1983-07-21 |
NL8201473A (en) | 1982-11-01 |
CH648275A5 (en) | 1985-03-15 |
CS233728B2 (en) | 1985-03-14 |
AU8173882A (en) | 1982-10-14 |
ES8304051A1 (en) | 1983-02-16 |
ES511630A0 (en) | 1983-02-16 |
SE8202232L (en) | 1982-10-11 |
YU78982A (en) | 1985-04-30 |
GB2096604A (en) | 1982-10-20 |
PL235880A1 (en) | 1982-10-25 |
FR2503699A1 (en) | 1982-10-15 |
DE3210435A1 (en) | 1982-10-28 |
FR2503699B1 (en) | 1984-12-14 |
DK153082A (en) | 1982-10-11 |
MW1682A1 (en) | 1983-09-14 |
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