CS233728B2 - Processing of isobutylene and methanole by decomposition of methyl 3 butylether - Google Patents
Processing of isobutylene and methanole by decomposition of methyl 3 butylether Download PDFInfo
- Publication number
- CS233728B2 CS233728B2 CS822525A CS252582A CS233728B2 CS 233728 B2 CS233728 B2 CS 233728B2 CS 822525 A CS822525 A CS 822525A CS 252582 A CS252582 A CS 252582A CS 233728 B2 CS233728 B2 CS 233728B2
- Authority
- CS
- Czechoslovakia
- Prior art keywords
- methanol
- decomposition
- isobutylene
- column
- trays
- 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
Description
Vynález se týká způsobu výroby isobutylenu a methanolu rozkladem methylterc.butyletheru (ΜΊΒΕ). Meehyllhrc.alkiletheri se rozkládají za účelem získání odppoídajících oltfinů ve vysokém stupni čistoty. Rozklad, a separace reakční směsi jsou vSsk kompPikovány problémy, které souosí se snadnou dlmerizací vyrobených olefinů.The present invention relates to a process for the preparation of isobutylene and methanol by decomposition of methyl tert-butyl ether (ΜΊΒΕ). The mercuric alkali ethers are decomposed in order to obtain the corresponding oltefins in a high degree of purity. The decomposition and separation of the reaction mixture are complicated by problems which coincide with the easy dimerization of the olefins produced.
Olefiny mají tendenci poskytovat dimerizační produkty, st již se pracuje v kapalné nebo v plynné fázi.The olefins tend to provide dimerization products either in the liquid or gas phase.
Nyní se zjistilo, že je možné překonat nevýhody známého stavu, když se vhodným způsobem využije rozdílu v relativní těkavosti mezi vyrobeném olefinem a odpoovdajícím etherem « a alkoholem.It has now been found that it is possible to overcome the disadvantages of the prior art by making appropriate use of the difference in relative volatility between the olefin produced and the corresponding ether and alcohol.
Předmětem vynálezu je způsob výroby isobutylenu a methanolu .rozkladem mlyHeTC .butyl- * etheru, který se vyznačuje tím, Že se meethΊlerc.butyltthec uvádí do patrové deštilační kolony obsahujcí na alespoň jednom patře sulfonovanou stlceidiíinylbenzeiovou pryskyyici, jako katalyzátor, která pracuje za tlaku v rozmezí od 0,3 do 0,8 MPe a při teplotě odpovfdající tomuto tlaku, vyrobený isobutylen se kontinuálně- odvádí z horní části kolony a ze spodku se jako · produkt odvádí čistý methanol nebo alespoň směs methanolu a me^hH-erc«butyletheru, přičemž teplo potřebné pro rozklad bethulterc.butlletUtcu je dodáváno parami, které alespoň zčásti zkondennují ne patře nebo patrech, ne kterých je uspořádáno lože katalyzátoru, kteréžto páry vznikají ne patrech umístěných pod patrem nebo patry, na kterých je uspořádáno lože katalyzátoru.SUMMARY OF THE INVENTION The present invention provides a process for the preparation of isobutylene and methanol by decomposing mlyHeTCbutyl ether, characterized in that meethΊler-butyltthec is fed to a tray distillation column containing on at least one floor a sulfonated stlceidinylbenzyl resin as a catalyst operating under pressure from 0.3 to 0.8 MPe and at a temperature corresponding to this pressure, the isobutylene produced is continuously removed from the top of the column and pure methanol or at least a mixture of methanol and methanol / methyl tert-butyl ether is removed from the bottom as product. the heat required to decompose bethulterc.butlletUtcu is supplied by vapors which at least partially condense on the tray or trays on which the catalyst bed is arranged, which vapors are generated on trays located below the tray or trays on which the catalyst bed is arranged.
Katalytickým ložem klesá kapalina z horních pater a stoupá pára z nižších pater. Teplo pro rozklad beehulterc.butylttUtru se dodává kondenzací části par v^j^I^I^í^^^iécícU na deštilsčních patrech pod patrem nebo patry, na kterých je uspořádáno lože s katalyzátorem. Ether se uvádí do kolony v místě ^eré je alespoň o jetao patro výše než je nejvyšší patro, na kterém je uspořádáno lože katalyzátoru.Through the catalytic bed the liquid falls from the upper floors and the steam rises from the lower floors. The heat for decomposition of the butylbutyl is provided by the condensation of a portion of the vapors in the tray or tray on which the catalyst bed is arranged. Ether is given by d to y at the point Olon ^ ns is traveled by at least the amount of p atrophy than the highest P s atrophy, which is arranged on the catalyst bed.
Jak již bylo uvedeno tvoří produkt ΘίΙοΗέίΐζβ^οί z hlavy kolony isobutylen, zatímco produkt, který zůstává ve spodku kolony je tvořen bud čisým metanolem nebo jeho směsí s ^rozložným etherem, v závvslosti na podmínkách, za kterých se destilsční postup provádí.As mentioned forming product ΘίΙοΗέίΐζβ ^ οί overhead isobutylene, while P ro d uct, kt projecting into the cavity from in states in the p of dk for the Olon y t Voren b ud Cisy methanol or mixtures thereof with ^ rozložným ethers depending on the conditions under which the distillation procedure is carried out.
Pokud se získává směs methanolu a íeehulterc.butyletUecu, může se z ní ether odddlit s výhodou deesilscí. Izolovaný ether se pak může recyklovat do rozkladu a dělení prováděného v destilsční koloně s patry.If the obtained mixture of methanol and gamma íeehulterc.but letUecu, it may preferably ether odddlit deesilscí. The recovered ether can then be recycled to decomposition and separation in a tray distillation column.
Vynález je blíže ilustrován v následujícím příkladu provedení. Tento příklad má pouze ilustrativní charakter a rozsah vynálezu v žádném směru neomezuje·The invention is illustrated by the following example. This example is illustrative only and does not limit the scope of the invention in any way.
PříkladExample
Vyrobí se destilsční kolona za použžtí trubkových segmentů opia třených přírubami. Trubkový segment má průměr 100 un a délku 1 000 mm a obsahuje šest kloboučkových deštilsčních pater, přičemž na každém z pater jsou umístěny dva kloboučky.A distillation column is made using flanged tube segments. The tubular segment has a diameter of 100 ounces and a length of 1,000 mm and comprises six cap-shaped floor trays, with two caps on each floor.
Kolona se vytvoří střídáním trubkových segmentů naplněných katalyzátorem o délceThe column is formed by alternating tube segments filled with catalyst of length
000 mm s trubkovými segmenty obsahujícími po šesti destilačních patrech. Celkem obsahuje kolona dvě trubkové sekce obsah^jcí patra nad místem uvádění násady a šest trubkových sekcí pod nístem uvádění násady. Z šesti trubkových sekcí umístěných pod místem uvádění násady j jsou tři tvořeny segmenty s patry a tři segmenty s katalyzátorem, přičemž segmenty s patry ' a segmenty s katalyzátorem se střídají. Jako katalyzátoru se použije sulfonovsné styren-divinylbenzenové pryskyřice Ambeeryst 15 (Rohm and Haas). %000 mm with tubular segments containing six distillation trays. In total, the column comprises two tubular sections containing trays above the feed introduction point and six tubular sections below the feed introduction hearth. Of the six tube sections located below the feed point j, three are formed by tray segments and three catalyst segments, with tray segments and catalyst segments alternating. The catalyst is a sulfonated styrene-divinylbenzene resin Ambeeryst 15 (Rohm and Haas). %
Do kolony se uvádí za hodinu 1 kg МГОЕ, ke kterému se přidává recyklovaná směs methenolu e MTBE obsaShujcí 50 g methanolu s 200 g MTBE.1 kg of MOMO is added to the column per hour to which recycled methanol-MTBE mixture containing 50 g of methanol with 200 g of MTBE is added.
зз
V koloně se udržuje refluxní poměr 2:i. Postup se provádí zb absolutního tipku 0,5 MPa e při teplotě v rozmezí od 45 do iiO °C. Produkt odcházející z hlavy kolony obsahuje 560 g produktu obsahujícího 20 g methanolu a stopy dlisobutylenu.A reflux ratio of 2: 1 is maintained in the column. The procedure is carried out from an absolute pressure of 0.5 MPa e at a temperature ranging from 45 to 110 ° C. The product leaving the top of the column contains 560 g of product containing 20 g of methanol and traces of dlisobutylene.
Produkt ze spodku kolony obsahuje 590 g methanolu a 200 g MTBE.The bottom product contains 590 g of methanol and 200 g of MTBE.
Produkt ze spodku kolony se uvádí do druhé náplňové kolony pracující za atmosférického tlf*ku při refluxním poměru 3:1. Produkt ze spodku této kolony obsahuje 540 g Čistého methenolu a produkt z hlavy této kolony, který se recykluje do první kolony, obsahuje 200 g MTBE a 50 g methanolu.The bottom product was fed to a second packed column operating at atmospheric pressure at a reflux ratio of 3: 1. The bottom product of the column contains 540 g of pure methanol and the top product of the column which is recycled to the first column contains 200 g of MTBE and 50 g of methanol.
Claims (1)
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 |
---|---|
CS233728B2 true CS233728B2 (en) | 1985-03-14 |
Family
ID=11175661
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CS822525A CS233728B2 (en) | 1981-04-10 | 1982-04-08 | Processing of isobutylene and methanole by decomposition of methyl 3 butylether |
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) | ES8304051A1 (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. |
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 |
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 |
KR102122414B1 (en) | 2014-12-03 | 2020-06-12 | 차이나 페트로리움 앤드 케미컬 코포레이션 | 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 |
---|---|---|---|---|
DE2967531D1 (en) * | 1978-07-27 | 1985-11-21 | Chemical Res & Licensin | Catalytic distillation process and catalyst |
-
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 KR KR8201264A patent/KR850001733B1/en active
- 1982-03-24 ZW ZW61/82A patent/ZW6182A1/en unknown
- 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 ES ES511630A patent/ES8304051A1/en not_active Expired
- 1982-04-06 AR AR289023A patent/AR231527A1/en active
- 1982-04-07 DD DD82238826A patent/DD202525A5/en unknown
- 1982-04-07 NL NL8201473A patent/NL8201473A/en not_active Application Discontinuation
- 1982-04-07 LU LU84078A patent/LU84078A1/en unknown
- 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
- 1982-04-08 PT PT74728A patent/PT74728B/en unknown
- 1982-04-08 CS CS822525A patent/CS233728B2/en unknown
- 1982-04-08 BE BE0/207794A patent/BE892808A/en not_active IP Right Cessation
- 1982-04-08 TR TR21520A patent/TR21520A/en unknown
- 1982-04-08 PL PL23588082A patent/PL235880A1/xx unknown
- 1982-04-08 JP JP57057425A patent/JPS57179126A/en active Pending
- 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 |
---|---|
PT74728A (en) | 1982-05-01 |
KR850001733B1 (en) | 1985-12-07 |
ZA821810B (en) | 1983-01-26 |
GB2096604A (en) | 1982-10-20 |
ES511630A0 (en) | 1983-02-16 |
NZ200039A (en) | 1984-07-06 |
GR76143B (en) | 1984-08-03 |
DK153082A (en) | 1982-10-11 |
TR21520A (en) | 1987-04-10 |
RO83670A (en) | 1984-05-23 |
AU8173882A (en) | 1982-10-14 |
ZW6182A1 (en) | 1982-10-20 |
BE892808A (en) | 1982-10-08 |
LU84078A1 (en) | 1983-04-13 |
NO821136L (en) | 1982-10-11 |
PH16956A (en) | 1984-04-27 |
PL235880A1 (en) | 1982-10-25 |
BR8201673A (en) | 1983-02-16 |
SE8202232L (en) | 1982-10-11 |
NL8201473A (en) | 1982-11-01 |
KR830008963A (en) | 1983-12-16 |
AR231527A1 (en) | 1984-12-28 |
CH648275A5 (en) | 1985-03-15 |
GB2096604B (en) | 1985-01-03 |
ES8304051A1 (en) | 1983-02-16 |
RO83670B (en) | 1984-07-30 |
PT74728B (en) | 1985-01-08 |
DE3210435A1 (en) | 1982-10-28 |
DD202525A5 (en) | 1983-09-21 |
FR2503699A1 (en) | 1982-10-15 |
FR2503699B1 (en) | 1984-12-14 |
MW1682A1 (en) | 1983-09-14 |
YU78982A (en) | 1985-04-30 |
ZM2582A1 (en) | 1983-07-21 |
JPS57179126A (en) | 1982-11-04 |
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