EP1395533A1 - Verfahren zum katalytischen umsetzen von isoparaffinen mit olefinen zu alkylaten - Google Patents
Verfahren zum katalytischen umsetzen von isoparaffinen mit olefinen zu alkylatenInfo
- Publication number
- EP1395533A1 EP1395533A1 EP02704767A EP02704767A EP1395533A1 EP 1395533 A1 EP1395533 A1 EP 1395533A1 EP 02704767 A EP02704767 A EP 02704767A EP 02704767 A EP02704767 A EP 02704767A EP 1395533 A1 EP1395533 A1 EP 1395533A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- reaction column
- isoparaffin
- catalyst
- alkylate
- column
- 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.)
- Withdrawn
Links
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
- C07C2/54—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition of unsaturated hydrocarbons to saturated hydrocarbons or to hydrocarbons containing a six-membered aromatic ring with no unsaturation outside the aromatic ring
- C07C2/56—Addition to acyclic hydrocarbons
- C07C2/58—Catalytic processes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2529/00—Catalysts comprising molecular sieves
- C07C2529/04—Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites, pillared clays
Definitions
- the invention relates to a process for the catalytic conversion of at least one isoparaffin with 4 to 6 C atoms per molecule with at least one olefin with 2 to 6 C atoms per molecule in the liquid phase to an alkylate-containing product.
- the invention is based on the object of carrying out this process inexpensively with a high alkylate yield and a low proportion of by-products.
- This is achieved according to the invention in that an suspension containing isoparaffin and a granular zeolite catalyst is fed to the upper region of a reaction column, and an isoparaffin-olefin mixture is passed into the reaction column below the feed point of the catalyst-containing suspension, the temperatures in the reaction column in the range from 50 to 120 ° C., that an alkylate-containing product mixture is drawn off from the bottom region of the reaction column and alkylate product is obtained therefrom in a separation by distillation.
- the temperatures in the reaction column are preferably in the range from 60 to 100.degree. It is important for the process that the olefin is only present in the lowest possible concentration in the reaction column where it meets with isoparaffin and the catalyst in order to largely rule out that the olefin reacts with itself.
- the reaction column has several gas- and liquid-permeable trays and the mixture to be reacted runs downwards in the column over the trays. It is expedient to keep a liquid mixture on at least some of the trays, at the same time passing isoparaffin in vapor form through the mixture from below. Usually one works at a pressure in the reaction chamber of 5 to 20 bar.
- the method can e.g. serve to catalytically convert isobutane with butene to isooctane and thus produce an additive for gasoline.
- Zeolites of the type X, Y or LSX are suitable as catalysts, which are commercially available and e.g. manufactured by Südchemie, Kunststoff (DE).
- Fig. 1 is a flow diagram of the method
- Fig. 2 shows a vertical section through a bottom of the reaction column.
- reaction column (1) which has numerous horizontal trays (2), for example 5 to 20 trays.
- the floors (2) are gas and liquid permeable.
- a suspension containing isoparaffin and granular zeolite catalyst is introduced through line (3) into the upper region of column (1), fresh catalyst being metered in through line (4).
- a mixture of isoparaffin and olefin is introduced in line (5), which is distributed to the reactor (1) through several branch lines (5a), (5b) and (5c). It is expedient to ensure that the isoparaffin-olefin mixture entering the reactor (1) has a relatively low olefin content in the range from 1 to 50% by weight.
- a partial stream of the alkylate-containing product mixture passes through line (6) into a distillation column (13), from which the separated alkylate product is withdrawn through line (14).
- the distillation column (13) is provided with a bottom heater (15).
- Vapors containing isoparaffin are passed through line (16) to a condenser (17) and collect in a subsequent separator, from where a partial stream is fed back through line (18) to the top of column (13).
- the rest of the condensate, which contains isoparaffin in particular passes through line (19) to a pump (20) and is then combined with the partial fraction which is brought up in line (23). This fraction contains high boilers and catalyst, part of this fraction is removed from the process through line (22).
- the suspension containing isoparaffin and catalyst thus formed passes through line (3) back to the reaction column (1).
- Fig. 2 shows a section of the reaction column (1) with a tray (2) on which a liquid mixture (25) is held.
- the dotted liquid level (25a) is determined by the upper inlet of a passage channel (26), through which the liquid flows down to the next floor, not shown.
- an isoparaffin-olefin mixture is fed through the branch line (5c) and first reaches a distributor pipe (27), from where it exits to the bottom (2) through a number of line branches (28) and (29). In this way it is ensured that the olefin concentration in the liquid mixture (25) can only reach a low maximum locally.
- the bottom (2) of FIG. 2 has a cylindrical steam outlet (31) closed at the top and provided with a plurality of openings (30). In reality, several of these are Steam outlets (31) are provided on each floor. This makes it possible for steam containing isoparaffin, which rises from below, to pass through the openings (30) into the liquid mixture (25), where it is at least partially converted.
- the excess of isobutane should prevent the reaction of the butenes with themselves (for example by oligomerization or polymerization).
- the feed stream of line (5) was fed to the reaction column in 4 trays.
- the reaction column was operated at a pressure of 11 bar. Operating the reaction column under boiling conditions with steam flowing upward ensured thorough mixing of the reaction mixture with the catalyst suspension on the individual column trays.
- the amount of catalyst added at the top of the column was retained at the bottom of the column.
- the mixture of reaction product and catalyst drawn off at the bottom of the column can subsequently be fed to a distillation in order to separate the alkylate product from the unreacted isobutane and the catalyst.
- the isobutane / catalyst mixture obtained in this way can be returned to the reaction column through line (3), but this was not done in the laboratory tests.
- the laboratory tests should only examine the technical feasibility of the process in a single pass through the process steps described.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE10125230 | 2001-05-22 | ||
DE10125230.7A DE10125230B4 (de) | 2001-05-22 | 2001-05-22 | Verfahren zum katalytischen Umsetzen von Isoparaffinen mit Olefinen zu Alkylaten |
PCT/EP2002/003360 WO2002094747A1 (de) | 2001-05-22 | 2002-03-26 | Verfahren zum katalytischen umsetzen von isoparaffinen mit olefinen zu alkylaten |
Publications (1)
Publication Number | Publication Date |
---|---|
EP1395533A1 true EP1395533A1 (de) | 2004-03-10 |
Family
ID=7685929
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP02704767A Withdrawn EP1395533A1 (de) | 2001-05-22 | 2002-03-26 | Verfahren zum katalytischen umsetzen von isoparaffinen mit olefinen zu alkylaten |
Country Status (7)
Country | Link |
---|---|
US (1) | US7271309B2 (pt) |
EP (1) | EP1395533A1 (pt) |
JP (1) | JP4011489B2 (pt) |
CN (1) | CN1246268C (pt) |
BR (1) | BR0209868A (pt) |
DE (1) | DE10125230B4 (pt) |
WO (1) | WO2002094747A1 (pt) |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP4541688B2 (ja) * | 2003-11-28 | 2010-09-08 | 薫 藤元 | イソパラフィン−オレフィンアルキル化法 |
US20110060178A1 (en) * | 2009-09-04 | 2011-03-10 | Nafis Douglas A | Slurry column gasoline alkylation using gas phase olefin injection |
CN108211405B (zh) * | 2016-12-21 | 2024-03-12 | 中国石油化工股份有限公司 | 烷基化反应装置及烷基化反应分离方法 |
WO2018158377A1 (en) * | 2017-03-01 | 2018-09-07 | Albemarle Europe Sprl | Alkylation process with improved octane number |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5157196A (en) * | 1990-12-24 | 1992-10-20 | Chemical Research & Licensing Company | Paraffin alkylation process |
US5292981A (en) * | 1992-06-16 | 1994-03-08 | Mobil Oil Corporation | Isoparaffin-olefin alkylation process |
DE19535505B4 (de) * | 1995-09-25 | 2010-04-22 | Innovene Manufacturing Deutschland Gmbh | Verfahren zur säurekatalysierten Umsetzung von C3-C12-Olefinen und hierzu geeignete Vorrichtung |
-
2001
- 2001-05-22 DE DE10125230.7A patent/DE10125230B4/de not_active Expired - Fee Related
-
2002
- 2002-03-26 JP JP2002591422A patent/JP4011489B2/ja not_active Expired - Fee Related
- 2002-03-26 EP EP02704767A patent/EP1395533A1/de not_active Withdrawn
- 2002-03-26 CN CNB028093852A patent/CN1246268C/zh not_active Expired - Fee Related
- 2002-03-26 WO PCT/EP2002/003360 patent/WO2002094747A1/de active Application Filing
- 2002-03-26 BR BR0209868-7A patent/BR0209868A/pt not_active Application Discontinuation
- 2002-03-26 US US10/477,773 patent/US7271309B2/en not_active Expired - Fee Related
Non-Patent Citations (1)
Title |
---|
See references of WO02094747A1 * |
Also Published As
Publication number | Publication date |
---|---|
CN1507425A (zh) | 2004-06-23 |
DE10125230A1 (de) | 2002-11-28 |
JP4011489B2 (ja) | 2007-11-21 |
WO2002094747A1 (de) | 2002-11-28 |
BR0209868A (pt) | 2004-06-08 |
DE10125230B4 (de) | 2014-12-04 |
US20040242950A1 (en) | 2004-12-02 |
CN1246268C (zh) | 2006-03-22 |
JP2004527631A (ja) | 2004-09-09 |
US7271309B2 (en) | 2007-09-18 |
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Legal Events
Date | Code | Title | Description |
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PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
Free format text: ORIGINAL CODE: 0009012 |
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17P | Request for examination filed |
Effective date: 20031222 |
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AK | Designated contracting states |
Kind code of ref document: A1 Designated state(s): AT BE CH CY DE DK ES FI FR GB GR IE IT LI LU MC NL PT SE TR |
|
AX | Request for extension of the european patent |
Extension state: AL LT LV MK RO SI |
|
RIN1 | Information on inventor provided before grant (corrected) |
Inventor name: DROPSCH, HOLGER Inventor name: BUCHOLD, HENNING Inventor name: BOLL, WALTER Inventor name: EBERHARDT, JUERGEN |
|
17Q | First examination report despatched |
Effective date: 20061130 |
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GRAP | Despatch of communication of intention to grant a patent |
Free format text: ORIGINAL CODE: EPIDOSNIGR1 |
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INTG | Intention to grant announced |
Effective date: 20141027 |
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STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: THE APPLICATION IS DEEMED TO BE WITHDRAWN |
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18D | Application deemed to be withdrawn |
Effective date: 20150308 |