WO2016066813A1 - Conversion of oxygenates in purge from raw methanol evaporator - Google Patents
Conversion of oxygenates in purge from raw methanol evaporator Download PDFInfo
- Publication number
- WO2016066813A1 WO2016066813A1 PCT/EP2015/075276 EP2015075276W WO2016066813A1 WO 2016066813 A1 WO2016066813 A1 WO 2016066813A1 EP 2015075276 W EP2015075276 W EP 2015075276W WO 2016066813 A1 WO2016066813 A1 WO 2016066813A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- stream
- methanol
- purge
- conversion step
- conversion
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G3/00—Production of liquid hydrocarbon mixtures from oxygen-containing organic materials, e.g. fatty oils, fatty acids
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G3/00—Production of liquid hydrocarbon mixtures from oxygen-containing organic materials, e.g. fatty oils, fatty acids
- C10G3/42—Catalytic treatment
- C10G3/44—Catalytic treatment characterised by the catalyst used
- C10G3/48—Catalytic treatment characterised by the catalyst used further characterised by the catalyst support
- C10G3/49—Catalytic treatment characterised by the catalyst used further characterised by the catalyst support containing crystalline aluminosilicates, e.g. molecular sieves
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G3/00—Production of liquid hydrocarbon mixtures from oxygen-containing organic materials, e.g. fatty oils, fatty acids
- C10G3/42—Catalytic treatment
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G2300/00—Aspects relating to hydrocarbon processing covered by groups C10G1/00 - C10G99/00
- C10G2300/10—Feedstock materials
- C10G2300/1011—Biomass
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G2300/00—Aspects relating to hydrocarbon processing covered by groups C10G1/00 - C10G99/00
- C10G2300/20—Characteristics of the feedstock or the products
- C10G2300/201—Impurities
- C10G2300/202—Heteroatoms content, i.e. S, N, O, P
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G2400/00—Products obtained by processes covered by groups C10G9/00 - C10G69/14
- C10G2400/02—Gasoline
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G2400/00—Products obtained by processes covered by groups C10G9/00 - C10G69/14
- C10G2400/04—Diesel oil
-
- 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
- Y02P30/00—Technologies relating to oil refining and petrochemical industry
- Y02P30/20—Technologies relating to oil refining and petrochemical industry using bio-feedstock
Definitions
- the invention relates to an improved preparation process of hydrocarbons useful as gasoline compounds from a feed com ⁇ prising methanol.
- Gasoline can be produced by conversion of raw methanol, pure methanol and/or dimethyl ether.
- the raw methanol is evaporated before being mixed with a recy ⁇ cle gas from the conversion process and send to the gaso ⁇ line reactor.
- the raw methanol contains impurities in form of water and various oxygenates such as ketones, aldehydes and higher alcohols. It has surprisingly been shown that these oxygenates are concentrated in the evaporator/boiler to a degree where it effects methanol evaporation due to an increased boiling temperature. This lowers the vaporization effectivity in the evaporator/boiler/reboiler and thus decreases the methanol flow from the evapora- tor/boiler/reboiler .
- the oxygenates and other compounds are removed from the evaporator or similar by the purge thereby ensuring that the boiling point in the evaporator is kept within ac ⁇ ceptable levels in order to ensure a desired flow of the gas phase methanol rich stream.
- the purge is then added to the conversion step thereby maximizing the product genera ⁇ tion in the conversion loop as at least some of the purge oxygenates are converted.
- a purge is removed from the evaporator/boiler/reboiler without wasting the oxygenates in the purge, as this purge is sent to the conversion step.
- this process configuration also has the benefit of enabling the use of raw methanol as feed, thereby avoiding costly purification.
- the purge may be removed continuously or on/off for example in periodic or otherwise predetermined intervals.
- the amount and/or frequency of the purge may in some embodi- ments be controlled based on the need in order to maintain the flow of the gas phase methanol rich stream at a desired level .
- the conversion step can be a gasoline conver ⁇ sion step in which case the methanol rich stream is converted in presence of a catalyst into hydrocarbons stream which in several embodiments is within the gasoline range, such as predominantly C3-C10 hydrocarbons and water.
- the conversion of oxygenates in the methanol rich stream is carried out in a reactor in the presence of a catalyst be ⁇ ing active in the reaction of oxygenates to hydrocarbons, preferably C5+ hydrocarbons.
- a preferred catalyst for the conversion reaction may be a zeolite based catalyst such as ZSM-5 or similar
- more than one conversion reactor is used.
- the multiple reactors are preferably ar ⁇ ranged in parallel.
- the raw product from the converter in form of a gasoline reactor may comprise hydrocarbons in the range from CI to C13 water and carbon dioxide.
- a liquid phase of water and a liquid phase compris ⁇ ing a mix of gasoline and light petroleum gas (LPG) is ob- tained, referred to as raw gasoline.
- the raw gasoline and water may be separated from a tail gas comprising Methane, Ethane, LPG, CO 2 , CO, 3 ⁇ 4 and/or C5+, part of which is recy ⁇ cled to the converter.
- the tail gas further may comprise inerts, light hydrocarbons such as methane, ethane, etc. and carbon dioxide which e.g. may be used as fuel gas.
- the raw gasoline may be further processed by conventional means to obtain a lower-boiling gasoline fraction and a fraction of LPG.
- LPG may often be regarded as mainly C3 and C4.
- the recycle gas may be recycled and re-introduced into the converter.
- the recycle stream may be compressed and/or at one or more points during the flow from the separator to the converter be heated, preferably by heat exchange uti ⁇ lizing the heat from the effluent from the converter.
- the gas phase methanol rich stream is preferably mixed into the recycle stream thereby creating a mixed stream which is introduced to the converter.
- the oxygenates in the liquid purge may comprise ketones, aldehydes and/or alcohols including higher alcohols.
- the liquid purge may e.g. comprise water, CO 2 , Dimethyl
- the liquid purge is added to the re ⁇ cycle from the conversion step. As the recycle is heated the liquid purge will evaporate when e.g. sprayed into the recycle stream at points after heating of the recycle.
- the liquid purge can be added to the recycle from the con ⁇ version step up- and/or downstream the point where the methanol rich stream is mixed with the recycle from the conversion step.
- the heat from the recycle stream can be optimally used to ensure evaporation of the liquid purge when enter ⁇ ing the recycle stream and/or mixed stream (recycle + meth- anol rich stream) .
- the liquid purge can be added to the gas phase methanol rich stream upstream and preferably close to the methanol mixing point in order to utilize the heat from the hot recycle stream.
- the liquid purge may be added to the recycle from the con- version step by quenching such as via a spray nozzle to evaporate the liquid in the recycle stream.
- the improved process described in this invention allows to run on raw methanol as opposed to pure (grade AA) methanol.
- a set of dis ⁇ tillation steps are required after the methanol synthesis.
- This separation is highly energy intensive due to the inherent difficulty in separating water and methanol and/or other oxygenates like ketones, aldehydes, higher alcohols, etc. Therefore, a process modification which allows produc ⁇ ing gasoline from a raw methanol feedstock is of great ad ⁇ vantage because it makes possible to remove the distilla ⁇ tion steps and thus significantly reduce the investment cost.
- the energy demand is greatly reduced.
- the energy required for the methanol puri ⁇ fication is equivalent to half the energy demand in the gasoline synthesis loop.
- the raw methanol may also comprise aldehydes, methyl-ethyl-ketone and/or C3+ alcohols, which are not included in the specifications.
- the present process is preferably carried out in a plant comprising an evaporator, reboiler or boiler, a conversion loop, at least one methanol mixing point for adding the gas phase methanol rich stream upstream the converter and at least one purge mixing point for adding the liquid purge to the recycle or mixed stream of recycle/methanol rich stream.
- One or more of the purge mixing point may e.g. be arranged up-stream and/or downstream the methanol mixing point.
- the position of the methanol and purge mixing points may be chosen based on various parameters temperature, flow and/or pressure considerations as discussed above.
- the methanol rich mixing point (s) may advanta ⁇ geously be arranged to mix the gas phase methanol rich stream into the hot recycle stream upstream a final heating of the stream to the conversion step in order to maintain optimal temperature control of the conversion feed.
- the purge mixing point (s) may preferably be arranged to ensure full evaporation of the purge to avoid purge droplets in the system.
- the purge mixing point (s) is ar ⁇ ranged where the recycle stream and/or mixed stream is hot.
- one or more purge mixing points can be ar ⁇ ranged to mix liquid purge into the methanol rich stream a stage close to the methanol mixing point. I.e.
- the conversion loop may comprise a conversion step, a sepa ⁇ rator and means for returning a recycle stream to the conversion step.
- the conversion loop may further comprise one or more heat ⁇ ers for heating the recycle stream, one or more coolers and/or one or more condensers for condensing the converter effluent .
- Temperature 140 - 180°C, preferably 160 °C
- Fig 1 shows a simplified diagram of the process and plant.
- Fig. 2 shows a diagram of the process and plant indicating some options for the process and plant.
- Fig. 1 shows a principle diagram of the present process and plant.
- the diagram shows an evaporator 1 receiving a feed 2 in form of raw methanol. From the evaporator a gas phase methanol rich stream 3 and a liquid purge 4 are withdrawn.
- the methanol rich stream and the liquid purge is mixed into a gasoline conversion loop comprising a conversion step 5 in which at least the methanol rich stream is converted in ⁇ to at converted mixture (converter effluent) comprising raw gasoline.
- the converted mixture is separated into at least a recycle stream 6 and a raw gasoline stream 7. At least part of the recycle is returned to the conversion step and the raw gasoline may be send to further treatment, use and/or storage.
- Fig. 2 shows options for various embodiments of the present process and plant.
- the base process is the same as de ⁇ scribed in fig. 1 and for like parts like numbers are used.
- the mixing point 8 where the methanol rich stream is mixed with the recycle is here arranged up-steam a heater 9 which helps ensure a desired temperature of the stream to the converter 5.
- several convert- ers may be arranged in parallel. The number of converters may e.g. depend on the flow in the system.
- the parallel converts may be worked one or more at a time while one or more converters are being regenerated.
- the purge mixing point 10 is here arranged downstream a heat exchanger 11 heating the recycle stream and upstream the methanol mixing point 8, thus vaporizing the totality of the liquid purge.
- Alternative positions 10a, 10b 10c for the purge mixing point are indicated by dotted lines. If point 10a is used, insufficient vaporization may under dis ⁇ advantageous parameters lead to a second phase. If point 10b is used, a similar result to that in alternative 10 is obtained, being the difference that a higher gas/liquid ra- tio goes through the nozzle. If point 10c is used, several nozzles are required (one per converter) which may increase the operation complexity due to parallel flow but may still be a functional and relevant alternative.
- Processes and plants comprising more than one methanol mix ⁇ ing point and/or more than purge mixing point are also pos ⁇ sible setups where e.g. temperature or flow conditions ren ⁇ ders it advantageous.
- FIG 2 is also indicated how the effluent 12 from the converter 5 is preferably cooled by at least a cooler 13 before being separated in a separator 14 into the recycle stream 6, the raw gasoline stream 7 and process water 15.
- a purge 16 can be taken e.g. from the recycle stream in order to reduce the amount of inerts etc. in the system.
- a pump 17 for the liquid purge from the evaporator 1 and a compressor 18 for the recycle stream is also indicated in the figure.
- one or more of the heat exchangers 9 and 11 utilize the heat in the converter effluent 12 where ⁇ by the (mixed) feed to the converter is heated while the effluent from the converter is cooled before condensing and separation .
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- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
Claims
Priority Applications (7)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AU2015340496A AU2015340496B2 (en) | 2014-10-31 | 2015-10-30 | Conversion of oxygenates in purge from raw methanol evaporator |
US15/519,049 US20170233661A1 (en) | 2014-10-31 | 2015-10-30 | Conversion of oxgenates in purge from raw methanol evaporator |
CA2966087A CA2966087A1 (en) | 2014-10-31 | 2015-10-30 | Conversion of oxygenates in purge from raw methanol evaporator |
MX2017005429A MX2017005429A (en) | 2014-10-31 | 2015-10-30 | Conversion of oxygenates in purge from raw methanol evaporator. |
EA201790927A EA201790927A1 (en) | 2014-10-31 | 2015-10-30 | CONVERSION OF OXYGENATES IN THE FLOW OF WASHING FROM THE EVAPORATOR OF UNCLEANED METHANOL |
BR112017008677A BR112017008677A2 (en) | 2014-10-31 | 2015-10-30 | oxygenate conversion in the crude methanol evaporator purge |
CN201580058415.7A CN107075386A (en) | 2014-10-31 | 2015-10-30 | Oxidiferous conversion in purging from crude carbinol evaporator |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DKPA201400634 | 2014-10-31 | ||
DKPA201400634 | 2014-10-31 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2016066813A1 true WO2016066813A1 (en) | 2016-05-06 |
Family
ID=58735579
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP2015/075276 WO2016066813A1 (en) | 2014-10-31 | 2015-10-30 | Conversion of oxygenates in purge from raw methanol evaporator |
Country Status (8)
Country | Link |
---|---|
US (1) | US20170233661A1 (en) |
CN (1) | CN107075386A (en) |
AU (1) | AU2015340496B2 (en) |
BR (1) | BR112017008677A2 (en) |
CA (1) | CA2966087A1 (en) |
EA (1) | EA201790927A1 (en) |
MX (1) | MX2017005429A (en) |
WO (1) | WO2016066813A1 (en) |
Citations (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3931349A (en) * | 1974-09-23 | 1976-01-06 | Mobil Oil Corporation | Conversion of methanol to gasoline components |
US4035430A (en) * | 1976-07-26 | 1977-07-12 | Mobil Oil Corporation | Conversion of methanol to gasoline product |
US4851606A (en) * | 1988-04-25 | 1989-07-25 | Mobil Oil Corporation | Control of waste water chemical oxygen demand in an oxygenate to hydrocarbon conversion process |
US5008088A (en) * | 1983-04-13 | 1991-04-16 | Mobil Oil Corporation | Methanol-gas saturator for catalytic conversion system |
WO2007020068A1 (en) * | 2005-08-18 | 2007-02-22 | Haldor Topsøe A/S | Process for converting difficultly convertible oxygenates to gasoline |
US20070232844A1 (en) * | 2006-03-31 | 2007-10-04 | Kuechler Keith H | Method of high pressure and high capacity oxygenate conversion with catalyst exposure cycle |
WO2008071291A2 (en) * | 2006-12-13 | 2008-06-19 | Haldor Topsøe A/S | Process for the synthesis of hydrocarbon constituents of gasoline |
WO2014063758A1 (en) * | 2012-10-23 | 2014-05-01 | Haldor Topsøe A/S | Process for the preparation of hydrocarbons |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
ZA200904142B (en) * | 2006-12-13 | 2010-08-25 | Haldor Topsoe As | Process for the synthesis of hydrocarbon constituents of gasoline |
US20130178676A1 (en) * | 2012-01-05 | 2013-07-11 | Uop Llc | Methods for producing light olefins |
-
2015
- 2015-10-30 AU AU2015340496A patent/AU2015340496B2/en active Active
- 2015-10-30 MX MX2017005429A patent/MX2017005429A/en unknown
- 2015-10-30 US US15/519,049 patent/US20170233661A1/en not_active Abandoned
- 2015-10-30 BR BR112017008677A patent/BR112017008677A2/en not_active Application Discontinuation
- 2015-10-30 CN CN201580058415.7A patent/CN107075386A/en active Pending
- 2015-10-30 CA CA2966087A patent/CA2966087A1/en not_active Abandoned
- 2015-10-30 EA EA201790927A patent/EA201790927A1/en unknown
- 2015-10-30 WO PCT/EP2015/075276 patent/WO2016066813A1/en active Application Filing
Patent Citations (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3931349A (en) * | 1974-09-23 | 1976-01-06 | Mobil Oil Corporation | Conversion of methanol to gasoline components |
US4035430A (en) * | 1976-07-26 | 1977-07-12 | Mobil Oil Corporation | Conversion of methanol to gasoline product |
US5008088A (en) * | 1983-04-13 | 1991-04-16 | Mobil Oil Corporation | Methanol-gas saturator for catalytic conversion system |
US4851606A (en) * | 1988-04-25 | 1989-07-25 | Mobil Oil Corporation | Control of waste water chemical oxygen demand in an oxygenate to hydrocarbon conversion process |
WO2007020068A1 (en) * | 2005-08-18 | 2007-02-22 | Haldor Topsøe A/S | Process for converting difficultly convertible oxygenates to gasoline |
US20070232844A1 (en) * | 2006-03-31 | 2007-10-04 | Kuechler Keith H | Method of high pressure and high capacity oxygenate conversion with catalyst exposure cycle |
WO2008071291A2 (en) * | 2006-12-13 | 2008-06-19 | Haldor Topsøe A/S | Process for the synthesis of hydrocarbon constituents of gasoline |
WO2014063758A1 (en) * | 2012-10-23 | 2014-05-01 | Haldor Topsøe A/S | Process for the preparation of hydrocarbons |
Also Published As
Publication number | Publication date |
---|---|
AU2015340496A1 (en) | 2017-05-25 |
US20170233661A1 (en) | 2017-08-17 |
MX2017005429A (en) | 2017-08-16 |
CA2966087A1 (en) | 2016-05-06 |
EA201790927A1 (en) | 2017-09-29 |
BR112017008677A2 (en) | 2018-06-19 |
AU2015340496B2 (en) | 2019-11-21 |
CN107075386A (en) | 2017-08-18 |
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