CN105601609A - Method for using ionic liquid catalyst for catalyzing urea and propylene glycol to synthesize propylene carbonate - Google Patents
Method for using ionic liquid catalyst for catalyzing urea and propylene glycol to synthesize propylene carbonate Download PDFInfo
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- CN105601609A CN105601609A CN201610131961.5A CN201610131961A CN105601609A CN 105601609 A CN105601609 A CN 105601609A CN 201610131961 A CN201610131961 A CN 201610131961A CN 105601609 A CN105601609 A CN 105601609A
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- catalyst
- propene carbonate
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- reactive distillation
- propane diols
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
- C07D317/32—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D317/34—Oxygen atoms
- C07D317/36—Alkylene carbonates; Substituted alkylene carbonates
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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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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention relates to a method for using ionic liquid catalyst for catalyzing urea and propylene glycol to synthesize propylene carbonate. Ionic liquid is adopted to catalyze urea and propylene glycol to synthesize propylene carbonate. The process includes pre-reaction, propylene carbonate reactive distillation, catalyst separation and propylene carbonate purification. After being subjected to pre-reaction in a pre-reaction device (1), the ionic liquid, propylene glycol and urea are conveyed to a propylene carbonate reactive distillation column (2) for reactive distillation. Column reactor materials in the propylene carbonate reactive distillation column (2) are conveyed to a catalyst separator (3), light components are conveyed into a propylene carbonate purifying column (4) from the top to be purified, and the ionic liquid is recovered from the bottom. Ammonia gas at the top of the propylene carbonate reactive distillation column (2) is extracted and recovered.
Description
Technical field
The invention belongs to technical field prepared by propene carbonate, be specifically related to the method for ionic-liquid catalyst catalyzing urea and propane diols synthesizing acrylic ester.
Background technology
Propene carbonate (being called for short PC) is a kind of good organic solvent and important Organic chemical products, is widely used in the fields such as organic synthesis, gas separation, electrochemistry. Particularly synthesis of dimethyl carbonate via transesterification becomes the new growing point of propene carbonate in recent years. Owing to using a large amount of propane diols of production of propylene oxide dimethyl carbonate by-product, this has just caused the propane diols sales difficulty of production capacity surplus. So some researchers have transferred to sight on urea and propane diols synthesizing acrylic ester.
The catalyst that urea and propane diols synthesizing acrylic ester use in technique is in the past machine tin catalyst, metal oxide, hydrotalcite catalyst, slaine etc., these material catalytic efficiencies are not high, and separate and have difficulties in separation process, catalyst is easily separated out. Be difficult to recycle. And a kind of ionic-liquid catalyst catalyzing urea of our research and the method for propane diols synthesizing acrylic ester address this problem well.
Summary of the invention
The present invention is the method for ionic-liquid catalyst catalyzing urea and propane diols synthesizing acrylic ester, and while having solved urea and propane diols synthesizing acrylic ester, catalyst efficiency is low, the problem of catalyst recovery difficulty.
The technical solution adopted for the present invention to solve the technical problems is: the method for ionic-liquid catalyst catalyzing urea and propane diols synthesizing acrylic ester, adopts ionic liquid-catalyzed urea and propane diols synthesizing acrylic ester. Its technique comprises: pre-reaction, propene carbonate reactive distillation, catalyst separation, the purification of propene carbonate.
Described pre-reaction is: ionic liquid and propane diols are delivered into pre-reaction device (1), be 0.5h-6h preheating time, preheat temperature scope is 30 DEG C-100 DEG C, reach the backward pre-reaction device of temperature (1) and deliver into urea, pre-reaction temperature is 50 DEG C-200 DEG C, pre-reaction time is 0.1h-6h, and question response liquid reaches requirement and delivers into propene carbonate reactive distillation column (2).
Described propene carbonate reactive distillation is: pre-reaction feed liquid is delivered into propene carbonate reactive distillation column (2) from middle part, in reactive distillation processes, propane diols, propene carbonate and catalyst are that heavy constituent is shifted to tower reactor from the top of tower, the nitrogen that reaction generates is light component, separates from tower top. Reactive distillation temperature is 100-200 DEG C, tower reactor urea < 2wt%, and catalyst content is 0.1wt%-10wt%.
Described catalyst separation is: the heavy constituent that propane diols, propene carbonate and catalyst are contained in propene carbonate reactive distillation column (2) bottom, separating-purifying in catalyst separation device (3). The separation temperature of this device is 100 DEG C-230 DEG C, and separating pressure is 0MPa-5MPa. Ionic-liquid catalyst separates from the bottom of catalyst separation device (3), and reclaims and continue to participate in catalytic reaction, and propene carbonate and propane diols transfer out from catalyst separation device (3) top.
The purification of described propene carbonate is: the propane diols that catalyst separation device (3) top is separated and propene carbonate deliver into the purifying column (4) of propene carbonate from middle part. Propene carbonate is that heavy constituent part from tower moves into tower reactor, and when tower reactor propylene carbonate ester content reaches 99.9% output products when above, propane diols is that light component distillates from the top of tower, and reclaims and use as raw material. The operating temperature of this purifying column is 70 DEG C-200 DEG C.
The catalyst body that the present invention adopts ionic catalyst for containing zinc quasi-metal oxides and and containing zinc metalloid salt and quaternary ammonium salt is composite forms, its catalytic activity is high, and good separating effect, is well suited for industrial production.
Brief description of the drawings
Fig. 1 is the structural representation of the method for ionic-liquid catalyst catalyzing urea and propane diols synthesizing acrylic ester.
1--pre-reaction device in figure, 2--propene carbonate reactive distillation column, 3--catalyst separation device, 4--propene carbonate purifying column.
Detailed description of the invention
Example
Produce on the device of propene carbonate at a set of 5 kiloton urea methods, first ionic liquid and propane diols are delivered into pre-reaction device (1) preheating, reach the backward pre-reaction device of temperature (1) and deliver into urea, pre-reaction temperature is 50 DEG C-200 DEG C, pre-reaction time is 0.1h-6h, pre-reaction liquid delivers into pre-reaction feed liquid propene carbonate reactive distillation column (2) after reaching requirement from middle part, in reactive distillation processes, propane diols, propene carbonate and ionic-liquid catalyst are that heavy constituent is shifted to tower reactor from the top of tower, the nitrogen that reaction generates is light component, separate from tower top. reactive distillation temperature is 100-200 DEG C, tower reactor urea < 2wt%, and catalyst content is 0.1wt%-10wt%. the heavy constituent that propane diols, propene carbonate and catalyst are contained in propene carbonate reactive distillation column (2) bottom, separating-purifying in catalyst separation device (3). the separation temperature of this device is 100 DEG C-230 DEG C, and separating pressure is 0MPa-5MPa. ionic-liquid catalyst separates from the bottom of catalyst separation device (3), and reclaims and continue to participate in catalytic reaction, and propene carbonate and propane diols deliver into the purifying column (4) of propene carbonate from catalyst separation device (3) top. propene carbonate is that heavy constituent part from tower moves into tower reactor, and when tower reactor propylene carbonate ester content reaches 99.9% output products when above, propane diols is that light component distillates from the top of tower, and reclaims and use as raw material. the operating temperature of this purifying column is 70 DEG C-200 DEG C. it is still fine that catalyst is reused 100 catalytic effects.
Claims (6)
1. the method for ionic-liquid catalyst catalyzing urea and propane diols synthesizing acrylic ester, adopt ionic liquid-catalyzed urea and propane diols synthesizing acrylic ester, its technique comprises: pre-reaction, propene carbonate reactive distillation, catalyst separation, the purification of propene carbonate.
2. synthetic method as claimed in claim 1, it is characterized in that described pre-reaction is: ionic liquid and propane diols are delivered into pre-reaction device (1), be 0.5h-6h preheating time, preheat temperature scope is 30 DEG C-100 DEG C, reach the backward pre-reaction device of temperature (1) and deliver into urea, pre-reaction temperature is 50 DEG C-200 DEG C, and pre-reaction time is 0.1h-6h, and question response liquid reaches requirement and delivers into propene carbonate reactive distillation column (2).
3. synthetic method as claimed in claim 1, it is characterized in that described propene carbonate reactive distillation is: pre-reaction feed liquid is delivered into propene carbonate reactive distillation column (2) from middle part, in reactive distillation processes, propane diols, propene carbonate and catalyst are that heavy constituent is shifted to tower reactor from the top of tower, the nitrogen that reaction generates is light component, separates from tower top, and reactive distillation temperature is 100-200 DEG C, tower reactor urea < 2wt%, catalyst content is 0.1wt%-10wt%.
4. synthetic method as claimed in claim 1, it is characterized in that described catalyst separation is: the heavy constituent that propane diols, propene carbonate and catalyst are contained in propene carbonate reactive distillation column (2) bottom, separating-purifying in catalyst separation device (3), the separation temperature of this device is 100 DEG C-230 DEG C, separating pressure is 0MPa-5Mpa, ionic-liquid catalyst separates from the bottom of catalyst separation device (3), and reclaim and continue to participate in catalytic reaction, propene carbonate and propane diols transfer out from catalyst separation device (3) top.
5. synthetic method as claimed in claim 1, the purification that it is characterized in that described propene carbonate is: the propane diols that catalyst separation device (3) top is separated and propene carbonate deliver into the purifying column (4) of propene carbonate from middle part, propene carbonate is that heavy constituent part from tower moves into tower reactor, when tower reactor propylene carbonate ester content reaches 99.9% output products when above, propane diols is that light component distillates from the top of tower, and reclaim as raw material use, the operating temperature of this purifying column is 70 DEG C-200 DEG C.
6. synthetic method as claimed in claim 1, is characterized in that the present invention adopts the ionic catalyst of catalysis propene carbonate, and selecting catalyst main body is for containing zinc quasi-metal oxides with containing zinc metalloid salt and quaternary ammonium salt is composite forms.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610131961.5A CN105601609A (en) | 2016-03-09 | 2016-03-09 | Method for using ionic liquid catalyst for catalyzing urea and propylene glycol to synthesize propylene carbonate |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610131961.5A CN105601609A (en) | 2016-03-09 | 2016-03-09 | Method for using ionic liquid catalyst for catalyzing urea and propylene glycol to synthesize propylene carbonate |
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| CN105601609A true CN105601609A (en) | 2016-05-25 |
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| CN201610131961.5A Pending CN105601609A (en) | 2016-03-09 | 2016-03-09 | Method for using ionic liquid catalyst for catalyzing urea and propylene glycol to synthesize propylene carbonate |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI642660B (en) * | 2017-07-19 | 2018-12-01 | 國立清華大學 | Manufacturing methods and manufacturing apparatuses of propylene carbonate and dimethyl carbonate |
| CN110156742A (en) * | 2019-07-02 | 2019-08-23 | 中国科学院过程工程研究所 | A kind of method of ionic liquid-catalyzed urea and dihydric alcohol synthesizing annular carbonate |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103420972A (en) * | 2013-08-01 | 2013-12-04 | 华东理工大学 | Method for continuously preparing propylene carbonate or ethylene carbonate |
| CN203329395U (en) * | 2013-04-22 | 2013-12-11 | 屈强好 | Pressure-reducing reaction rectifying device for producing propylene carbonate by urea method |
| CN203782064U (en) * | 2013-08-01 | 2014-08-20 | 江苏晋煤恒盛化工股份有限公司 | Reactor for synthesizing propylene carbonate or ethylene carbonate by utilizing urea and propylene glycol or ethylene glycol |
| CN104961720A (en) * | 2015-08-02 | 2015-10-07 | 何肖凤 | Preparation method of propylene carbonate |
-
2016
- 2016-03-09 CN CN201610131961.5A patent/CN105601609A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN203329395U (en) * | 2013-04-22 | 2013-12-11 | 屈强好 | Pressure-reducing reaction rectifying device for producing propylene carbonate by urea method |
| CN103420972A (en) * | 2013-08-01 | 2013-12-04 | 华东理工大学 | Method for continuously preparing propylene carbonate or ethylene carbonate |
| CN203782064U (en) * | 2013-08-01 | 2014-08-20 | 江苏晋煤恒盛化工股份有限公司 | Reactor for synthesizing propylene carbonate or ethylene carbonate by utilizing urea and propylene glycol or ethylene glycol |
| CN104961720A (en) * | 2015-08-02 | 2015-10-07 | 何肖凤 | Preparation method of propylene carbonate |
Non-Patent Citations (1)
| Title |
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| 刘春滟，李正军，张廷有: "离子液体在碳酸丙烯酯合成中的作用", 《皮革科学与工程》 * |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI642660B (en) * | 2017-07-19 | 2018-12-01 | 國立清華大學 | Manufacturing methods and manufacturing apparatuses of propylene carbonate and dimethyl carbonate |
| CN110156742A (en) * | 2019-07-02 | 2019-08-23 | 中国科学院过程工程研究所 | A kind of method of ionic liquid-catalyzed urea and dihydric alcohol synthesizing annular carbonate |
| CN110156742B (en) * | 2019-07-02 | 2020-12-04 | 中国科学院过程工程研究所 | Method for synthesizing cyclic carbonate by catalyzing urea and dihydric alcohol with ionic liquid |
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