CN101177374A - Method for producing propylene by carbinol or dimethyl ether - Google Patents
Method for producing propylene by carbinol or dimethyl ether Download PDFInfo
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- CN101177374A CN101177374A CNA2007101432619A CN200710143261A CN101177374A CN 101177374 A CN101177374 A CN 101177374A CN A2007101432619 A CNA2007101432619 A CN A2007101432619A CN 200710143261 A CN200710143261 A CN 200710143261A CN 101177374 A CN101177374 A CN 101177374A
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- Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts
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- 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
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- Y02P30/00—Technologies relating to oil refining and petrochemical industry
- Y02P30/20—Technologies relating to oil refining and petrochemical industry using bio-feedstock
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- 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
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- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
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Abstract
The invention relates to a method for preparing olefin by methanol or dimethyl ether, in particular to a high selectivity preparation method of propylene, which comprises a conversion reaction of methanol or dimethyl ether, alkylation of methanol and ethylene and a catalytic cracking reaction of a plurality of heavy components above C4. A hydrocarbon mixture rich in propylene is generated by preheated material contacting with a first catalyst in a circulating fluidized bed or a moving bed reactor. After the propylene is separated from the hydrocarbon mixture, a plurality of light components of the hydrocarbon mixture comprising hydrogen and methane return to a methanol conversion reactor, the propylene is generated by the alkylation of methanol and ethylene in the light components. The invention is characterized in that the C4 and the heavy components above C4 separated from separation system are contacted with cracking catalyst in the circulating fluidized bed, generating hydrocarbon mixture contained ethylene, propylene and other light components by the catalytic cracking reaction, then the hydrocarbon mixture returns to the separation system for obtaining propylene.
Description
Technical field
The present invention relates to chemical technology field, is a kind of method, particularly highly-selective preparation of propylene by methyl alcohol or dimethyl ether production alkene.
Background technology
Propylene is the king-sized basic Organic Chemicals of a kind of demand, mainly comes from petroleum refining process.Along with the scarcity day by day of petroleum resources, the technology that development is produced propylene by non-oil resources such as coal or Sweet natural gases more and more causes attention both domestic and external.Coal or Sweet natural gas preparing synthetic gas are produced methyl alcohol by synthetic gas again and dme is sophisticated Technology.Therefore, be the gordian technique of coal system alkene route from methyl alcohol or dimethyl ether production propylene.
Preparing propylene from methanol process and methanol-to-olefins (ethene, propylene) (MTO) process are compared, because product is single propylene, in the subsequent separation process of product, can avoid the low temperature separation process step, therefore, can simplify flow process, reduce investment outlay greatly; Preparing propylene from methanol technology is worked in coordination with MTO technology as the part of coal system alkene, can test the changes in demand in market better.
A kind of reaction unit of preparing propylene from methanol has been described by Germany Lurgi company in patent WO2004/018089, methyl alcohol at first reacts with an acidic catalyst in preheater, generate the equipoise of dme, methyl alcohol and water vapour, this mixture reacts in placed in-line fixed-bed reactor and generates the mixture that is rich in propylene.It is reported, utilize this reaction unit, reacted non-propylene class product is looped back reactive system, can make the propylene overall selectivity reach 70%.In world patent WO01/92190, the method that propylene takes place to be prepared by methyl alcohol a kind of similar fixed bed reaction has also been described by MGTECHNOLOGIES company.
Because methanol conversion is strong exothermic process, and prior art all adopts the fixed bed reaction mode, the reaction heat-obtaining is the difficult problem that large-scale commercial production faces.Simultaneously, have only 70% as the propylene selectivity of purpose product.
Except that highly selective is generated the propylene by the methyl alcohol reaction, another major issue of this process is how to reduce and to make full use of the ethene of generation as far as possible.We find on an acidic catalyst, and methyl alcohol and ethene can generate propylene by alkylated reaction (Chinese patent application number: 200610112555.0), this is the carbon resource that makes full use of in the methyl alcohol, and further improving the propylene selectivity provides another kind of approach.
Summary of the invention
The purpose of this invention is to provide a kind of is raw material with methyl alcohol or dme, the reaction process of highly-selective preparation of propylene.
For achieving the above object, technical solution of the present invention is:
A kind of method of producing propylene by methyl alcohol or dme, it adopts three reacting phase bonded reaction process: comprise methanol conversion reaction, ethene and methanol alkylation reaction and C
4Above heavy component (contains C
4Component) catalytic cracking reaction; Wherein,
First reaction is the methanol conversion reaction: a) reaction raw materials with preheating contacts the hydrocarbon mixture that propylene is rich in generation with first catalyzer in reactor; B) hydrocarbon mixture is through being separated into three parts: a part is purpose product propylene; A part is light component; A part is C
4Above heavy component;
Second reaction is ethene and methanol alkylation reaction: the light component that a) will contain ethene is returned in the methanol conversion, make ethene and methyl alcohol or dme that alkylated reaction take place on first catalyzer and generate propylene, the reaction that methanol conversion becomes hydrocarbon mixture takes place simultaneously, so reaction product is the hydrocarbon mixture that is rich in propylene in reactor; B) hydrocarbon mixture is isolated propylene after, light component turns back in the reactor once more and repeatedly circulates; C) then the light component of ethylene content less (less than 2%) is separated from system;
The 3rd reaction is the catalytic cracking reaction of heavy component: a) use second catalyzer, the C that will tell from separation system
4 +Component (contains C
4) carry out catalytic pyrolysis, generate the light component hydrocarbon mixture that contains ethene, propylene; B) hydrocarbon mixture of Sheng Chenging turns back to separation system and separates, to obtain propylene.
Described method of producing propylene by methyl alcohol or dme, the b in its described first reaction) in the step, light component is the light component that contains hydrogen, methane, ethane, ethene, propane and COx; C
4Above heavy component is for containing C
4, C
5And C
6Above alkane and alkene, and the heavy component of aromatic hydrocarbons.
Described method of producing propylene by methyl alcohol or dme, the reaction raw materials in its described first reaction is methyl alcohol, dme, methanol aqueous solution, and the three is according to the mixture of arbitrary proportion composition.
Described method of producing propylene by methyl alcohol or dme, used first catalyzer in methyl alcohol in its described first reaction or the dimethyl ether conversion system olefine reaction is for being the catalyzer of active constituent with ZSM-5 or SAPO-34.
Described method of producing propylene by methyl alcohol or dme, ethene in its described second reaction and methanol alkylation reaction catalyst system therefor are methyl alcohol or the first used catalyzer of dimethyl ether conversion.
Described method of producing propylene by methyl alcohol or dme, the C of its described the 3rd reaction
4Used second catalyzer of above heavy component catalytic pyrolysis is for ZSM-5, USY or SAPO-34 are the microspherical catalyst of active constituent.
Described method of producing propylene by methyl alcohol or dme, its described methyl alcohol or dimethyl ether conversion system olefine reaction adopt fluidized-bed or moving bed reaction technology.
Described method of producing propylene by methyl alcohol or dme, the reaction of its described ethene and methanol alkylation generation propylene and methanol conversion are reflected in the same reactor carries out.
Described method of producing propylene by methyl alcohol or dme, its described C
4Above heavy component catalytic pyrolysis adopts ciculation fluidized bed reaction technique.
Description of drawings
Fig. 1 is reaction principle figure of the present invention, produces the propylene schematic diagram by methyl alcohol or dimethyl ether in high selectivity.
Embodiment
Seeing also Fig. 1, be reaction principle figure of the present invention, is to produce the propylene schematic diagram by methyl alcohol or dimethyl ether in high selectivity.
A kind of method of producing propylene by methyl alcohol or dme of the present invention adopts three reacting phase bonded reaction process: comprise methanol conversion reaction, ethene and methanol alkylation reaction and C
4Above heavy component catalytic cracking reaction.First reaction, the methanol conversion reaction, the reaction raw materials that is about to preheating contacts in reactor with first catalyzer and generates the hydrocarbon mixture that is rich in propylene.Hydrocarbon mixture is through being separated into three parts: a part is purpose product propylene; A part is light component (containing hydrogen, methane, ethane, ethene, propane and COx); A part is C
4Above heavy component (contains C
4, C
5And C
6Above alkane and alkene, and aromatic hydrocarbons).Second reaction is ethene and methanol alkylation reaction, the light component that will contain ethene is returned in the methanol conversion, make ethene and methyl alcohol or dme generation alkylated reaction generate propylene, the reaction that methanol conversion becomes hydrocarbon mixture takes place in reactor simultaneously, therefore reaction product is the hydrocarbon mixture that is rich in propylene, after hydrocarbon mixture isolated propylene, light component turned back in the reactor once more and repeatedly circulates, and the light component with ethylene content less (less than 2%) separates from system then.The 3rd reaction is the catalytic cracking reaction of heavy component, uses second catalyzer, the C that will tell from separation system
4 +Component carries out catalytic pyrolysis, generates the hydrocarbon mixture that contains light component such as ethene, propylene, and the hydrocarbon mixture of generation turns back to separation system to be separated, to obtain propylene.
In fact process described in the method for the present invention can resolve into three reactions: the alkylated reaction of methanol conversion, ethene and methyl alcohol and heavy constituent catalytic cracking reaction.The purpose product of three reactions all is a propylene, use be one the cover separation system.Therefore, after methanol conversion reaction was finished, the light component that contains ethene was recycled reactor with methyl alcohol carries out alkylated reaction, and product still is hydrocarbon mixture (with respect to the methanol conversion reaction, forming different), through separating, still is divided into three parts: light component, C
4Above component and propylene, light component still wants Returning reactor and methyl alcohol to carry out alkylation.All C
4Above component will carry out catalytic pyrolysis through second catalyzer, and product is after isolating propylene, and light constituent continues at methanol alkylation, C
4Above component is proceeded catalytic pyrolysis.Reaction is circulation constantly.
The raw material that is adopted among the present invention is methyl alcohol, dme, methanol aqueous solution, and the three is according to the mixture of arbitrary proportion composition.
Be the high conversion of realization methyl alcohol and the highly selective of propylene, first reaction of the present invention, promptly methyl alcohol or dimethyl ether conversion system olefine reaction adopts fluidized-bed or moving bed reaction technology, to solve the heat-obtaining problem of fixed-bed reactor; Second reaction, promptly ethene and methanol alkylation are reflected in methyl alcohol or the dimethyl ether conversion reactor and carry out, to realize the conversion of ethene to propylene; The 3rd reaction, i.e. C
4The scission reaction of above heavy component adopts ciculation fluidized bed reaction technique.
First reaction of the present invention, i.e. catalyst system therefor in methyl alcohol or the dimethyl ether conversion system olefine reaction is for being first catalyzer of active constituent with ZSM-5 or SAPO-34.Second reaction, ethene and methanol alkylation reaction catalyst system therefor and methanol conversion reaction (first reaction) catalyst system therefor are same catalyzer, promptly ZSM-5 or SAPO-34 are first catalyzer of active constituent.The 3rd reaction, C
4Above heavy component catalytic pyrolysis catalyst system therefor is for ZSM-5 being second catalyzer of active constituent.
Feature of the present invention is that fluidized-bed reaction technology is adopted in the reaction of methyl alcohol or dimethyl ether conversion, to solve the problem of fixed bed reaction mode heat-obtaining difficulty, simultaneously the fluidized-bed reaction mode have mass transfer good, do not stop up, react characteristics such as pressure reduction is little.Another feature of the present invention is to adopt ethene and methanol alkylation to generate the propylene technology, has further reduced the selectivity of by product, has improved propene yield, brings up to about 78% from 70% propylene selectivity of prior art.
Ins and outs of the present invention are by the following example detailed description in addition:
Embodiment 1:
With SiO
2/ Al
2O
3=200 ZSM-5 zeolite is an active constituent, and through soaking La, Mg, technologies such as spray drying forming, water treatment, online silanization are made methanol conversion first catalyzer.Adopt fluidized-bed reaction technology, 70% methanol aqueous solution is a raw material.The fluidized-bed reaction condition is: 502 ℃ of temperature, pressure (gauge pressure) 0.03MPa, the methanol feeding/first catalyst recirculation amount 1.0, air speed (in pure methyl alcohol) 5h
-1, first catalyzer is residence time 90min in reactor, reactant gases residence time 5s, 620 ℃ of first catalyst regeneration temperature.Reaction result is as follows: methanol conversion 99.2%, products distribution: methane 0.61%, oxycarbide (CO+CO
2) 0.83%, ethane+propane 1.03%, ethene 5.24%, propylene 50.10%, C
4Above alkane and alkene 38.94%, aromatic hydrocarbons 3.25%.
Describe according to patent 200610112555.0 (a kind of method of preparing propylene by ethylene alkylation), methyl alcohol and light constituent (are formed preparation according to material after the methanol conversion and mixed light constituent, comprise methane, oxycarbide, ethane+propane and ethene) feed at 1: 20 in the above-mentioned methanol conversion reaction unit according to weight ratio, reaction conditions and methanol conversion reacting phase are together.Reaction product is formed distribution: ethene 85.33%, propylene 8.68%, C
4Above component 4.64%, other product (comprises C
1-C
3Alkane and COx etc.) 1.35%.Propylene selectivity 59.2% is according to the C of MeOH carbon number calculating
3H
6Yield 69.78%.
According to C in the above-mentioned methanol conversion reaction
4More than form and be made into mixture (C
4And the aromatic hydrocarbons component is formed allotment, C according to reality
5Above component substitutes with 80～120 ℃ of catalytic cracking petroleum naphthas), adopt the fluidized-bed reaction mode, be second catalyzer with modified zsm-5 zeolite.Pressure (gauge pressure) 0.05MPa, air speed 3h
-1, water/oil ratio 0.15,450 ℃ of temperature of reaction, second catalyzer is residence time 42min in reactor, reactant gases residence time 2s, 650 ℃ of second catalyst regeneration temperature.Distribution of reaction products: methane+ethane+propane 3.68%, oxycarbide 0.35%, ethene 10.39%, propylene 65.61%, C
4Above alkane and alkene 14.28%, aromatic hydrocarbons 5.69%.
React total methanol conversion～100%, propylene selectivity 79%.
Embodiment 2:
Employing ZSM-5 is an active constituent, with Al
2O
3Be cakingagent, adopt oily injection formation technology to make movable bed catalyst, this catalyzer is made moving-bed first catalyzer of preparing propylene by methanol transformation after modification.Adopt moving bed reaction technology, 70% methanol aqueous solution is a raw material, and temperature of reaction is 480 ℃, pressure (gauge pressure) 0.1MPa, methanol feeding air speed (in pure methyl alcohol) 5h
-1, first catalyzer is mean residence time 30h in reactor, reactant gases residence time 3s.Reaction result: methanol conversion 99.6%.Products distribution: methane 0.37%, oxycarbide (CO+CO
2) 0.63%, ethane+propane 0.96%, ethene 4.39%, propylene 55.07%, C
4Above alkane and alkene 36.40%, aromatic hydrocarbons 2.18%.
Methyl alcohol and light constituent (are formed preparation according to material after the methanol conversion and mixed light constituent, comprise methane, oxycarbide, ethane+propane and ethene) feed at 1: 10 in the above-mentioned methanol conversion reaction unit according to weight ratio, reaction conditions and methanol conversion reacting phase are together.Reaction product is formed distribution: ethene 77.66%, propylene 13.13%, C
4Above component 7.31%, other product (comprises C
1-C
3Alkane and COx etc.) 1.90%.Propylene selectivity 58.8% is according to the C of MeOH carbon number calculating
3H
6Yield 45.96%.
According to C in the above-mentioned methanol conversion reaction
4More than form and be made into mixture (C
4And the aromatic hydrocarbons component is formed allotment, C according to reality
5Above component substitutes with 80～120 ℃ of catalytic cracking petroleum naphthas), 500 ℃ of temperature of reaction, other condition is identical with embodiment 1.Distribution of reaction products: methane+ethane+propane 5.19%, oxycarbide 0.42%, ethene 13.77%, propylene 60.32%, C
4Above alkane and alkene 11.42%, aromatic hydrocarbons 8.88%.
React total methanol conversion～100%, propylene selectivity 78%.
Claims (10)
1. a method of producing propylene by methyl alcohol or dme is characterized in that,
Adopt three reacting phase bonded reaction process: comprise methyl alcohol or dimethyl ether conversion reaction, ethene and methanol alkylation reaction and C
4Above heavy component catalytic cracking reaction; Wherein,
First reaction is methyl alcohol or dimethyl ether conversion reaction: a) reaction raw materials with preheating contacts the hydrocarbon mixture that propylene is rich in generation with first catalyzer in reactor; B) hydrocarbon mixture is through being separated into three parts: a part is purpose product propylene; A part is light component; A part is C
4Above heavy component;
Second reaction is ethene and methanol alkylation reaction: the light component that a) will contain ethene is returned in the methanol conversion, make ethene and methyl alcohol or dme that alkylated reaction take place on first catalyzer and generate propylene, the reaction that methanol conversion becomes hydrocarbon mixture takes place simultaneously, so reaction product is the hydrocarbon mixture that is rich in propylene in reactor; B) hydrocarbon mixture is isolated propylene after, light component turns back in the reactor once more and repeatedly circulates; C) then that ethylene content is less light component separates from system;
The 3rd reaction is the catalytic cracking reaction of heavy component: a) use second catalyzer, the C that will tell from separation system
4 +Component carries out catalytic pyrolysis, generates the light component hydrocarbon mixture that contains ethene, propylene; B) hydrocarbon mixture of Sheng Chenging turns back to separation system and separates, to obtain propylene.
2. according to the described method of producing propylene by methyl alcohol or dme of claim 1, it is characterized in that: the b in described first reaction) in the step, light component is the light component that contains hydrogen, methane, ethane, ethene, propane and COx; C
4Above heavy component is for containing C
4, C
5And C
6Above alkane and alkene, and the heavy component of aromatic hydrocarbons.
3. according to the described method of producing propylene by methyl alcohol or dme of claim 1, it is characterized in that: the reaction raw materials in described first reaction is methyl alcohol, dme, methanol aqueous solution, and the three is according to the mixture of arbitrary proportion composition.
4. according to the described method of producing propylene of claim 1, it is characterized in that by methyl alcohol or dme: the c in described second reaction) in the step, the light component that ethylene content is less, its content is less than 2%.
5. according to the described method of producing propylene of claim 1, it is characterized in that: described C by methyl alcohol or dme
4Above heavy component catalytic cracking reaction contains C
4Component; In a) step in the 3rd reaction, the C that will from separation system, tell
4 +Component carries out catalytic pyrolysis, and its component of telling contains C
4
6. according to the described method of producing propylene of claim 1, it is characterized in that by methyl alcohol or dme: described first catalyzer, for being the catalyzer of active constituent with ZSM-5 or SAPO-34.
7. according to the described method of producing propylene of claim 1, it is characterized in that by methyl alcohol or dme: described second catalyzer, for ZSM-5, USY or SAPO-34 are the microspherical catalyst of active constituent.
8. according to the described method of producing propylene by methyl alcohol or dme of claim 1, it is characterized in that: described methyl alcohol or dimethyl ether conversion system olefine reaction adopt fluidized-bed or moving bed reaction technology.
9. according to the described method of producing propylene by methyl alcohol or dme of claim 1, it is characterized in that: the reaction of described ethene and methanol alkylation generation propylene and methanol conversion are reflected in the same reactor carries out.
10. according to the described method of producing propylene of claim 1, it is characterized in that: described C by methyl alcohol or dme
4Above heavy component catalytic pyrolysis adopts ciculation fluidized bed reaction technique.
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|---|---|---|---|
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| CN200610138099.7 | 2006-11-07 | ||
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| CN101747137A (en) * | 2008-12-11 | 2010-06-23 | 陕西煤化工技术工程中心有限公司 | Method for production of propylene with methanol or dimethyl ether |
| CN101830769A (en) * | 2010-05-12 | 2010-09-15 | 浙江大学 | Method for converting methanol into propylene |
| CN102190549A (en) * | 2010-03-03 | 2011-09-21 | 中国石油化工股份有限公司 | Method for producing propylene |
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| CN107963957A (en) * | 2016-10-19 | 2018-04-27 | 中国科学院大连化学物理研究所 | A kind of method and its device for preparing propylene and C4 hydro carbons |
| RU2727699C1 (en) * | 2016-10-19 | 2020-07-23 | Далянь Инститьют Оф Кемикал Физикс, Чайниз Академи Оф Сайенсез | Method and apparatus for producing propene and c4 hydrocarbons |
| AU2016427079B2 (en) * | 2016-10-19 | 2019-10-31 | Dalian Institute Of Chemical Physics, Chinese Academy Of Sciences | Fast fluidized-bed reactor, device, and method using oxygen-containing compound for manufacturing propene or C4 hydrocarbon |
| WO2018072140A1 (en) | 2016-10-19 | 2018-04-26 | 中国科学院大连化学物理研究所 | Method and device for manufacturing propene and c4 hydrocarbon |
| EP3530639A4 (en) * | 2016-10-19 | 2020-04-22 | Dalian Institute Of Chemical Physics, Chinese Academy of Sciences | Fast fluidized-bed reactor, device, and method using oxygen-containing compound for manufacturing propene or c4 hydrocarbon |
| US10640433B2 (en) | 2016-10-19 | 2020-05-05 | Dalian Institute Of Chemical Physics, Chinese Academy Of Sciences | Method and device for manufacturing propene and C4 hydrocarbon |
| RU2722772C1 (en) * | 2016-10-19 | 2020-06-03 | Далянь Инститьют Оф Кемикал Физикс, Чайниз Академи Оф Сайенсез | Fast reactor with fluidised bed, device and method, in which oxygen-containing compound is used to produce propene or c4 hydrocarbon |
| US10702841B2 (en) | 2016-10-19 | 2020-07-07 | Dalian Institute Of Chemical Physics, Chinese Academy Of Sciences | Fast fluidized-bed reactor, device, and method using oxygen-containing compound for manufacturing propene or C4 hydrocarbon |
| US10710940B2 (en) | 2016-10-19 | 2020-07-14 | Dalian Institute Of Chemical Physics, Chinese Academy Of Sciences | Turbulent fluidized-bed reactor, device, and method using oxygen-containing compound for manufacturing propene and C4 hydrocarbon |
| RU2726483C1 (en) * | 2016-10-19 | 2020-07-14 | Далянь Инститьют Оф Кемикал Физикс, Чайниз Академи Оф Сайенсез | Method and apparatus for producing propene and c4 hydrocarbons |
| CN110314694A (en) * | 2018-03-28 | 2019-10-11 | 中国科学院大连化学物理研究所 | A kind of preparation method of composite catalyst, preparation method and ethylene |
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