CN106800500A - A kind of process for preparing polymethoxy dimethyl ether - Google Patents
A kind of process for preparing polymethoxy dimethyl ether Download PDFInfo
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- CN106800500A CN106800500A CN201710034295.8A CN201710034295A CN106800500A CN 106800500 A CN106800500 A CN 106800500A CN 201710034295 A CN201710034295 A CN 201710034295A CN 106800500 A CN106800500 A CN 106800500A
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
- C07C41/48—Preparation of compounds having groups
- C07C41/50—Preparation of compounds having groups by reactions producing groups
- C07C41/56—Preparation of compounds having groups by reactions producing groups by condensation of aldehydes, paraformaldehyde, or ketones
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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
- 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
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Abstract
The invention discloses a kind of process for preparing polymethoxy dimethyl ether：The present invention need not be dehydrated in advance, and polymethoxy dimethyl ether is produced in reaction under solid acid catalysis effect using the mixture and dimethoxym ethane of formaldehyde, methyl alcohol and water, separated by conventional rectifying, unreacted reactant is separated and is removed, DMM2~3 of the low polymerization degree in product are back to material inlet circular response, polymethoxy dimethyl ether DMM3~8 that the target product degree of polymerization is 3~8 are finally obtained.The process is simple, and significantly improves the utilization rate of formaldehyde and the yield of polymethoxy dimethyl ether, reduces energy consumption and equipment investment.
Description
Technical field
The present invention relates to a kind of process for preparing polymethoxy dimethyl ether, using the mixture of formaldehyde, methyl alcohol and water
Polycondensation reaction is carried out under catalyst effect generate polymethoxy dimethyl ether (DMM2~8) with dimethoxym ethane；The present invention is suitable
Field is produced for polymethoxy dimethyl ether.
Background technology
Polymethoxy dimethyl ether (Polyoxymethylene Dimethyl Ethers), its structural formula is:CH3O(CH2O)
nCH3, abbreviation DMMn (or PODEn) is many ether polymers of a class, and Cetane number is up to 78~100, used as a kind of new ring
Guarantor's type diesel fuel additives can not only improve diesel oil in in-engine combustion position, improve efficiency of combustion, and cleaning without sulphur, energy
The pollution of outer waste air is enough substantially reduced, therefore is had broad application prospects.
The preparation method of polymethoxy dimethyl ether is more, and its catalyst has ionic liquid, molecular sieve, ion exchange resin
There are formaldehyde, methyl alcohol, dimethoxym ethane, metaformaldehyde, paraformaldehyde etc. Deng, primary raw material, type of reactor has fixed bed, catalysis to steam
Evaporate, fixed bed+catalytic distillation etc..What published patented technology was used is all hardly aqueous solid metaformaldehyde and poly
Formaldehyde etc. is reacted with dimethoxym ethane：As patent CN201310327622.0 discloses a kind of group for preparing polymethoxy dimethyl ether
Technique is closed, with dimethoxym ethane and paraformaldehyde as reactant, with solid acid as catalyst, again with film point after reacting under certain condition
From method dehydration cycle；Patent CN104355973A discloses the side that a kind of fixed bed reaction rectifying prepares polymethoxy dimethyl ether
Method, the reactant of the method is metaformaldehyde and dimethoxym ethane；Disclosed this kind of method also has a lot, but such method due to
There is a problem of that cost of material is higher, production cost is higher, thus industrially lack competitive advantage.
And with formaldehyde and dimethoxym ethane as the method for waste polymethoxy dimethyl ether because formaldehyde is relatively inexpensive so that this work
The research of skill turns into the emphasis of concern, but the key point of its public technology is reacted with dimethoxym ethane using the formaldehyde after dehydration, such as
Patent CN104725198A discloses the gas gas-phase objects stream dewatering in a kind of polymethoxy dimethyl ether production process, the method
It is that reactant gaseous phase materials are flowed through into the adsorption tower equipped with molecular sieve to be dehydrated；CN104725201A discloses a kind of poly- methoxy
The absorption of base dimethyl ether, UF membrane combination dewatering, enter gas gas-phase objects stream unstripped gas adsorption tower film and adsorbent are dehydrated；
Patent CN104725203A discloses the process unit and method of a kind of gas formaldehyde synthesis polymethoxy dimethyl ether and depickling, adopts
Make assistant agent with unary alcohol and react generation hemiacetal with formalin, be then dehydrated by the method for decompression dehydration, then, then
The method that hemiacetal resolves into formaldehyde is produced into hardly aqueous formaldehyde gas, the formaldehyde gas absorbs laggard by dimethoxym ethane again
Polymethoxy dimethyl ether is produced in reaction tower reaction.Above-mentioned process is all that reaction raw materials were taken off first before reactor
Water, dewatering process is complicated, and energy consumption is higher.
The content of the invention
The technical problems to be solved by the invention are directed to the deficiencies in the prior art, and provide one kind and prepare poly- first
The process of epoxide dimethyl ether, the present invention need not be dehydrated in advance, and use the mixture and dimethoxym ethane of formaldehyde, methyl alcohol and water
Polymethoxy dimethyl ether is produced in reaction under solid acid catalysis effect, is separated by conventional rectifying, unreacted reactant is separated and is gone
Remove, DMM2~3 of the low polymerization degree in product are back to material inlet circular response, finally obtaining the target product degree of polymerization is
3~8 polymethoxy dimethyl ether DMM3~8.The process is simple, and significantly improves the utilization rate and polymethoxy of formaldehyde
The yield of dimethyl ether, reduces energy consumption and equipment investment.
To achieve these goals, the present invention is adopted the following technical scheme that：
A kind of process for preparing polymethoxy dimethyl ether, comprises the following steps：
(1) reaction raw materials A, reaction raw materials B are input into reaction unit respectively, are carried out under the catalytic action of catalyst anti-
Polymethoxy dimethyl ether should be produced；
Described reaction raw materials A is the mixture of formaldehyde, methyl alcohol and water, and formaldehyde, methyl alcohol, the mass percent of water are respectively
1~98%, 1~50%, 1~50%, preferably 50~80%, 15~40%, 5~20%；
Described reaction raw materials B is dimethoxym ethane；
Described reaction raw materials A, the mass ratio of reaction raw materials B are 1~50：99~50, preferably 1~30：99~70；
Described reaction unit is the reaction unit that uses in state of the art, preferably fixed bed reactors, urge
Change the combination of distillation tower apparatus or fixed bed reactors and catalytic distillation tower apparatus；
Described catalyst is the solid acid catalyst used in state of the art, and preferably acid cation is exchanged
Any one in resin, molecular sieve, carried heteropoly acid, supported solid phosphoric acid etc., more preferably acid cation
Exchanger resin；
Reaction condition in described reaction unit for temperature be 30~180 DEG C, pressure be 0~2.0MPa, preferably temperature
Spend for 35~150 DEG C, pressure are 0.2~1.0MPa；
The feed volume air speed of described reaction raw materials A is 0.1~6.0/h, preferably 0.2~3.5/h；Reaction raw materials B's
Feed volume air speed is 0.1~6.0/h, preferably 0.2~3.5/h.
(2) one-level rectifying：The product obtained after step (1) is reacted is delivered in rectifying column and carries out one-level rectifying, tower top
The light component for obtaining is unreacted reaction raw materials A and/or reaction raw materials B, and tower reactor obtains heavy constituent；Unreacted reaction is former
Material A and/or reaction raw materials B is delivered in methylal synthesis device, and heavy constituent is continued into rectifying；
The reaction condition of described one-level rectifying is：Tower top pressure is 0~0.3MPa, 35~60 DEG C of tower top temperature, backflow
Than 0.5~1.5,90~190 DEG C of bottom temperature.
Described unreacted reaction raw materials A and/or reaction raw materials B are delivered in methylal synthesis device, can be passed through
Return again into reaction unit be utilized as feedstock circulation after separating and removing impurities；
(3) two-stage rectification：The heavy constituent that step (2) rectifying is obtained is delivered to carries out two grades of essences in another rectifying column
Evaporate, tower top obtains polymethoxy dimethyl ether DMM2~3 (different side lines are adopted) of water and the degree of polymerization less than 3, and tower reactor is gathered
Right polymethoxy dimethyl ether DMM3~8 for being more than 3, DMM3~8 are target product；
The water for obtaining is delivered in methylal synthesis device, can be by being returned again to after separating and removing impurities to reaction unit
It is middle to be utilized as feedstock circulation；
DMM2~3 for obtaining are delivered in reaction unit and utilize that (DMM2 can be generated with formaldehyde reaction as intermediate product
DMM3, DMM3 can generate DMM4 ... by that analogy with formaldehyde reaction, and generation target product DMM3~8)；
The reaction condition of described two-stage rectification is：Tower top pressure is 0~0.8MPa, 80~150 DEG C of tower top temperature, backflow
Than 1~6,150~250 DEG C of bottom temperature.
In the present invention, the rectifying column used in described one-level rectifying and two-stage rectification is rectifying commonly used in the art
Tower, the rectifying column in two steps may be the same or different；Rectifying column during one-level rectifying can also be simultaneously as catalytic distillation tower
Use.
The advantage of technical solution of the present invention is：The present invention provides a kind of process for preparing polymethoxy dimethyl ether,
The present invention need not be dehydrated in advance, and use the mixture and dimethoxym ethane of formaldehyde, methyl alcohol and water anti-under solid acid catalysis effect
Polymethoxy dimethyl ether should be produced, is separated by conventional rectifying, unreacted reactant separated and is removed, by the low polymerization degree in product
DMM2~3 be back to material inlet circular response, finally obtain the polymethoxy dimethyl ether that the target product degree of polymerization is 3~8
DMM3~8.The process is simple, and significantly improves the utilization rate of formaldehyde and the yield of polymethoxy dimethyl ether, reduces
Energy consumption and equipment investment.
Brief description of the drawings
Fig. 1：The schematic flow sheet of present invention process method；
Wherein, 1, reaction unit, 2, separator.
Specific embodiment
The specific embodiment to technical solution of the present invention is described in detail below, but the present invention is not limited in following description
Hold：
The main innovation point of the inventive method is：The present invention provides a kind of process for preparing polymethoxy dimethyl ether,
The process is not dehydrated first in DMMn producing process, and uses the mixture and dimethoxym ethane of formaldehyde, methyl alcohol and water
Polymethoxy dimethyl ether is produced in reaction under solid acid catalysis effect, is separated by conventional rectifying, unreacted reactant is separated and is gone
Remove, DMM2~3 of the low polymerization degree in product are back to material inlet circular response, finally obtaining the target product degree of polymerization is
3~8 polymethoxy dimethyl ether DMM3~8.The process is simple, and significantly improves the utilization rate and polymethoxy of formaldehyde
The yield of dimethyl ether, reduces energy consumption and equipment investment.
Embodiment 1：
A kind of process for preparing polymethoxy dimethyl ether, comprises the following steps：
(1) reaction raw materials A, reaction raw materials B are input into fixed bed reactors respectively, load commercially available in fixed bed reactors
250g Hydrogen D001 cation exchange resin as catalyst, 110 DEG C of controlling reaction temperature, reaction pressure 1.0MPa；
Reaction raw materials A for formaldehyde, methyl alcohol and water mixture, mass percent be respectively 55% formaldehyde, 30% methyl alcohol,
15% water；
The flow of reaction raw materials A is 45g/h, and the flow of reaction raw materials B is 225g/h；
(2) one-level rectifying：The product obtained after step (1) is reacted is delivered in rectifying column and carries out one-level rectifying, tower top
The light component of the 153g/h of extraction, light component is the mixture of unreacted methyl alcohol, formaldehyde, dimethoxym ethane, wherein methanol content
18.6%, content of formaldehyde 3.4%, dimethoxym ethane content 78%；Tower reactor produces the heavy constituent of 117g/h；
Reaction condition is：Tower top pressure is 0.1MPa, 56 DEG C of tower top temperature, reflux ratio 0.6,159 DEG C of bottom temperature；
(3) two-stage rectification：The heavy constituent that step (2) rectifying is obtained is delivered to carries out two grades of essences in another rectifying column
Evaporate, overhead extraction water 3.4g/h removes methylal synthesis device, and it is defeated that survey line produces 14.5g/h DMM2~3 (DMM2 contents 89.5%)
Deliver to and recycled as intermediate product in fixed bed reactors material inlet, tower reactor produces the target product DMM3 of 99.1g/h
~8；
Reaction condition is：Tower top pressure is 0.5MPa, 105 DEG C of tower top temperature, reflux ratio 2.0,185 DEG C of bottom temperature；
The present embodiment, formaldehyde reaction conversion ratio is 77.8%.
Embodiment 2：
A kind of process for preparing polymethoxy dimethyl ether, unlike：
The flow of reaction raw materials A is 150g/h, and the flow of reaction raw materials B is 300g/h；
Load the D006 type cation exchanges of the triumphant auspicious environmentally friendly Science and Technology Co., Ltd.'s productions of 300g in fixed bed reactors
Resin catalyst；
Rectifying column during one-level rectifying, adds the triumphant auspicious environmentally friendly Science and Technology Co., Ltd. of 200g between rectifying section and stripping section
The D006 type cation exchange resin catalysts of production, first order rectifying column is simultaneously as catalytic distillation tower.
One-level rectifying：Overhead extraction unreacted reactant methyl alcohol, formaldehyde, mixture 245g/h (the wherein methanol contents of dimethoxym ethane
14.5%, content of formaldehyde 1.8%, dimethoxym ethane content 83.7%), tower reactor extraction 205g/h heavy constituents enter the rectifying of two-stage rectification
Tower；
Two-stage rectification：Overhead extraction water 13.5g/h removes methylal synthesis device, survey line extraction 89.5g/hDMM2~3
(DMM2 contents 85.5%) is back to fixed bed reactors material inlet circular response, tower reactor extraction 102g/hDMM3~8 target
Product.
The present embodiment, formaldehyde reaction conversion ratio is 94.7%.
Examples detailed above is technology design and technical characterstic to illustrate the invention, can not limit of the invention with this
Protection domain.Equivalent transformation or modification that all essence of the invention is done, should all cover in protection scope of the present invention
Within.
Claims (10)
1. a kind of process for preparing polymethoxy dimethyl ether, it is characterised in that comprise the following steps：
(1) reaction raw materials A, reaction raw materials B are input into reaction unit respectively, reaction system is carried out under the catalytic action of catalyst
Take polymethoxy dimethyl ether；
Described reaction raw materials A is the mixture of formaldehyde, methyl alcohol and water, formaldehyde, methyl alcohol, the mass percent of water be respectively 1~
98%th, 1~50%, 1~50%；
Described reaction raw materials B is dimethoxym ethane；
Described reaction raw materials A, the mass ratio of reaction raw materials B are 1~50：99~50；
Reaction condition in described reaction unit is temperature for 30~180 DEG C, pressure are 0~2.0MPa；
(2) one-level rectifying：The product obtained after step (1) is reacted is delivered in rectifying column and carries out one-level rectifying, and tower top is obtained
Light component be unreacted reaction raw materials A and/or reaction raw materials B, tower reactor obtains heavy constituent；By unreacted reaction raw materials A
And/or reaction raw materials B is delivered in methylal synthesis device, and heavy constituent is continued into rectifying；
(3) two-stage rectification：The heavy constituent that step (2) rectifying is obtained is delivered in another rectifying column carries out two-stage rectification, tower
Top obtains polymethoxy dimethyl ether DMM2~3 of water and the degree of polymerization less than 3, and tower reactor obtains polymethoxy two of the degree of polymerization more than 3
Methyl ether DMM3~8, DMM3~8 are target product；
The water for obtaining is delivered in methylal synthesis device；
DMM2~3 for obtaining utilize in being delivered to reaction unit as intermediate product.
2. process according to claim 1, it is characterised in that in step (1), described reaction raw materials A, reaction are former
The mass ratio for expecting B is 1~30：99~70；In described reaction raw materials A, formaldehyde, methyl alcohol, the mass percent of water are respectively 50
~80%, 15~40%, 5~20%.
3. process according to claim 1, it is characterised in that in step (1), described reaction condition is for temperature
35~150 DEG C, pressure be 0.2~1.0MPa；The feed volume air speed of described reaction raw materials A is 0.1~6.0/h, and reaction is former
The feed volume air speed for expecting B is 0.1~6.0/h.
4. process according to claim 3, it is characterised in that the feed volume air speed of described reaction raw materials A is
The feed volume air speed of 0.2~3.5/h, reaction raw materials B is 0.2~3.5/h.
5. process according to claim 1, it is characterised in that in step (1), described catalyst is existing for this area
There is the solid acid catalyst used in technology；Described reaction unit is the reaction unit used in state of the art.
6. process according to claim 5, it is characterised in that described catalyst is that acid cation exchanges tree
Any one in fat, molecular sieve, carried heteropoly acid, supported solid phosphoric acid etc.；Described reaction unit is that fixed bed is anti-
Answer the combination of device, catalytic distillation tower apparatus or fixed bed reactors and catalytic distillation tower apparatus.
7. process according to claim 6, it is characterised in that described catalyst is that acid cation exchanges tree
Fat.
8. process according to claim 1, it is characterised in that in step (2) and step (3), unreacted reaction
Raw material A and/or reaction raw materials B, water are delivered in methylal synthesis device, by returning again to reaction fill after separating and removing impurities
Put middle as feedstock circulation utilization.
9. process according to claim 1, it is characterised in that in step (3), described DMM2~3 are delivered to instead
Answer in device and utilized as intermediate product, refer to：In reaction unit, the reaction of DMM2 and formaldehyde can generate DMM3, DMM3 with
Formaldehyde reaction can generate DMM4, and step-reaction can generate target product DMM3~8 in this way.
10. process according to claim 1, it is characterised in that in step (2), the reaction of described one-level rectifying
Condition is：Tower top pressure is 0~0.3MPa, 35~60 DEG C of tower top temperature, reflux ratio 0.5~1.5,90~190 DEG C of bottom temperature；
In step (3), the reaction condition of described two-stage rectification is：Tower top pressure is 0~0.8MPa, tower top temperature 80~150
DEG C, reflux ratio 1~6,150~250 DEG C of bottom temperature.
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Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107285999A (en) * | 2017-07-13 | 2017-10-24 | 湖北三里枫香科技有限公司 | A kind of alkyl polyoxyether DMMn reaction tower and manufacturing technique method |
| CN107522601A (en) * | 2017-09-08 | 2017-12-29 | 青岛迈特达新材料有限公司 | A kind of polymethoxy dimethyl ether separator and technique |
| CN109384652A (en) * | 2017-08-07 | 2019-02-26 | 中国石化扬子石油化工有限公司 | The synthetic method and application of polyethoxy dimethyl ether |
| CN110078599A (en) * | 2019-04-17 | 2019-08-02 | 天津大学 | Methanol synthesizes the reactive distillation process method and device of DMMn with high-concentration formaldehyde |
| CN110078600A (en) * | 2019-04-17 | 2019-08-02 | 天津大学 | A kind of reactive distillation process device and method for polymethoxy dimethyl ether synthesis |
| CN110330414A (en) * | 2019-07-26 | 2019-10-15 | 郑州轻工业学院 | It is used to prepare controllable close and distant water type catalyst of polymethoxy dimethyl ether and its preparation method and application |
| CN110372479A (en) * | 2018-04-13 | 2019-10-25 | 中国科学院大连化学物理研究所 | A kind of continuous catalysis extracting process preparing more polymethoxy dimethyl ethers |
| CN112239396A (en) * | 2019-07-17 | 2021-01-19 | 南京凯旋化学科技有限公司 | Preparation method and application of polyformaldehyde dimethyl ether |
| CN112299963A (en) * | 2020-11-20 | 2021-02-02 | 清华大学 | Method for continuously producing polymethoxy dimethyl ether |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107285999A (en) * | 2017-07-13 | 2017-10-24 | 湖北三里枫香科技有限公司 | A kind of alkyl polyoxyether DMMn reaction tower and manufacturing technique method |
| CN109384652A (en) * | 2017-08-07 | 2019-02-26 | 中国石化扬子石油化工有限公司 | The synthetic method and application of polyethoxy dimethyl ether |
| CN107522601A (en) * | 2017-09-08 | 2017-12-29 | 青岛迈特达新材料有限公司 | A kind of polymethoxy dimethyl ether separator and technique |
| CN107522601B (en) * | 2017-09-08 | 2022-08-23 | 青岛迈特达新材料有限公司 | Polyoxymethylene dimethyl ether separation device and process |
| CN110372479A (en) * | 2018-04-13 | 2019-10-25 | 中国科学院大连化学物理研究所 | A kind of continuous catalysis extracting process preparing more polymethoxy dimethyl ethers |
| CN110078599A (en) * | 2019-04-17 | 2019-08-02 | 天津大学 | Methanol synthesizes the reactive distillation process method and device of DMMn with high-concentration formaldehyde |
| CN110078600A (en) * | 2019-04-17 | 2019-08-02 | 天津大学 | A kind of reactive distillation process device and method for polymethoxy dimethyl ether synthesis |
| CN110078599B (en) * | 2019-04-17 | 2023-06-20 | 天津大学 | Reactive distillation process method and device for synthesizing DMMn (dimethyl formamide) from methanol and high-concentration formaldehyde |
| CN110078600B (en) * | 2019-04-17 | 2023-06-20 | 天津大学 | Reactive distillation process device and method for synthesizing polymethoxy dimethyl ether |
| CN112239396A (en) * | 2019-07-17 | 2021-01-19 | 南京凯旋化学科技有限公司 | Preparation method and application of polyformaldehyde dimethyl ether |
| CN110330414A (en) * | 2019-07-26 | 2019-10-15 | 郑州轻工业学院 | It is used to prepare controllable close and distant water type catalyst of polymethoxy dimethyl ether and its preparation method and application |
| CN110330414B (en) * | 2019-07-26 | 2022-03-25 | 郑州轻工业学院 | Controllable hydrophilic-hydrophobic catalyst for preparing polymethoxy dimethyl ether and preparation method and application thereof |
| CN112299963A (en) * | 2020-11-20 | 2021-02-02 | 清华大学 | Method for continuously producing polymethoxy dimethyl ether |
| CN112299963B (en) * | 2020-11-20 | 2022-01-07 | 清华大学 | Method for continuously producing polymethoxy dimethyl ether |
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