CN106588657A - Method for synthesizing dimethyl carbonate - Google Patents
Method for synthesizing dimethyl carbonate Download PDFInfo
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- CN106588657A CN106588657A CN201610988571.XA CN201610988571A CN106588657A CN 106588657 A CN106588657 A CN 106588657A CN 201610988571 A CN201610988571 A CN 201610988571A CN 106588657 A CN106588657 A CN 106588657A
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- catalyst
- dimethyl carbonate
- autoclave
- carbonate
- activated carbon
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- IEJIGPNLZYLLBP-UHFFFAOYSA-N dimethyl carbonate Chemical compound COC(=O)OC IEJIGPNLZYLLBP-UHFFFAOYSA-N 0.000 title claims abstract description 34
- 238000000034 method Methods 0.000 title claims abstract description 20
- 230000002194 synthesizing effect Effects 0.000 title abstract description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims abstract description 47
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract description 39
- 239000003054 catalyst Substances 0.000 claims abstract description 30
- 238000006243 chemical reaction Methods 0.000 claims abstract description 21
- KMTRUDSVKNLOMY-UHFFFAOYSA-N Ethylene carbonate Chemical compound O=C1OCCO1 KMTRUDSVKNLOMY-UHFFFAOYSA-N 0.000 claims abstract description 17
- 239000002994 raw material Substances 0.000 claims abstract description 4
- 230000015572 biosynthetic process Effects 0.000 claims description 13
- 238000003786 synthesis reaction Methods 0.000 claims description 13
- -1 carbonic acid diformazan Ester Chemical class 0.000 claims description 8
- 238000013019 agitation Methods 0.000 claims description 7
- 238000005119 centrifugation Methods 0.000 claims description 7
- 238000006073 displacement reaction Methods 0.000 claims description 7
- 238000010792 warming Methods 0.000 claims description 5
- 238000010438 heat treatment Methods 0.000 claims description 3
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 abstract description 9
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 238000004064 recycling Methods 0.000 abstract 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 13
- 239000000047 product Substances 0.000 description 9
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical group [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 8
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 6
- 238000005516 engineering process Methods 0.000 description 5
- 150000002148 esters Chemical group 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- CDBYLPFSWZWCQE-UHFFFAOYSA-L sodium carbonate Substances [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 5
- 238000006555 catalytic reaction Methods 0.000 description 4
- 229910021389 graphene Inorganic materials 0.000 description 4
- 238000000926 separation method Methods 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000001569 carbon dioxide Substances 0.000 description 3
- 230000008569 process Effects 0.000 description 3
- 229910000029 sodium carbonate Inorganic materials 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 239000003610 charcoal Substances 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- 231100000419 toxicity Toxicity 0.000 description 2
- 230000001988 toxicity Effects 0.000 description 2
- 239000002699 waste material Substances 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 1
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 229910000272 alkali metal oxide Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- SIXOAUAWLZKQKX-UHFFFAOYSA-N carbonic acid;prop-1-ene Chemical compound CC=C.OC(O)=O SIXOAUAWLZKQKX-UHFFFAOYSA-N 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000013064 chemical raw material Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 235000009508 confectionery Nutrition 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- JBTWLSYIZRCDFO-UHFFFAOYSA-N ethyl methyl carbonate Chemical compound CCOC(=O)OC JBTWLSYIZRCDFO-UHFFFAOYSA-N 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 230000026030 halogenation Effects 0.000 description 1
- 238000005658 halogenation reaction Methods 0.000 description 1
- 238000007172 homogeneous catalysis Methods 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- OJURWUUOVGOHJZ-UHFFFAOYSA-N methyl 2-[(2-acetyloxyphenyl)methyl-[2-[(2-acetyloxyphenyl)methyl-(2-methoxy-2-oxoethyl)amino]ethyl]amino]acetate Chemical compound C=1C=CC=C(OC(C)=O)C=1CN(CC(=O)OC)CCN(CC(=O)OC)CC1=CC=CC=C1OC(C)=O OJURWUUOVGOHJZ-UHFFFAOYSA-N 0.000 description 1
- 150000004702 methyl esters Chemical class 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 238000000066 reactive distillation Methods 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000002893 slag Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002910 solid waste Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C68/00—Preparation of esters of carbonic or haloformic acids
- C07C68/06—Preparation of esters of carbonic or haloformic acids from organic carbonates
- C07C68/065—Preparation of esters of carbonic or haloformic acids from organic carbonates from alkylene carbonates
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J21/00—Catalysts comprising the elements, oxides, or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium, or hafnium
- B01J21/18—Carbon
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J35/00—Catalysts, in general, characterised by their form or physical properties
- B01J35/60—Catalysts, in general, characterised by their form or physical properties characterised by their surface properties or porosity
- B01J35/61—Surface area
- B01J35/618—Surface area more than 1000 m2/g
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J35/00—Catalysts, in general, characterised by their form or physical properties
- B01J35/60—Catalysts, in general, characterised by their form or physical properties characterised by their surface properties or porosity
- B01J35/64—Pore diameter
- B01J35/643—Pore diameter less than 2 nm
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J35/00—Catalysts, in general, characterised by their form or physical properties
- B01J35/60—Catalysts, in general, characterised by their form or physical properties characterised by their surface properties or porosity
- B01J35/64—Pore diameter
- B01J35/647—2-50 nm
-
- 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
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/584—Recycling of catalysts
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention relates to a method for synthesizing dimethyl carbonate. Activate carbon is used as a catalyst, ethylene carbonate and methanol are used as raw materials, and a reaction is carried out in an autoclave at a certain temperature and under a certain pressure. The method is simple to operate, the product and the catalyst can be conveniently separated, the product has high purity, the catalyst has good recycling and reusing performance, and production cost of dimethyl carbonate is greatly reduced.
Description
Technical field
The present invention relates to the preparation field of dimethyl carbonate, more particularly to a kind of to be used for ethylene carbonate and methyl alcohol ester exchange
The method of Synthesis of dimethyl carbonate.
Background technology
Dimethyl carbonate (Dimethyl Carbonate, DMC), is a kind of water white transparency, slightly smell, micro- sweet during normal temperature
Liquid, be insoluble in water, but can be with the almost all of immiscible organic solvent such as alcohol, ether, ketone.DMC toxicity was very low, in 1992
Just non-toxic product is classified as by Europe, is a kind of environmental protective type chemical raw material for meeting modern cleaning procedure requirement, therefore the synthesis of DMC
Technology receives the extensive attention of domestic and international chemical circles.
DMC initial production method is phosgenation, is succeeded in developing in 1918, but the toxicity of phosgene and corrosivity are limited
The application of this method, in particular with environmental protection by whole world attention degree increasingly raising, phosgenation is eliminated.
The synthesizing ethylene carbonate that oxirane and carbon dioxide adopted for raw material under catalyst action, then make ethylene carbonate and methyl alcohol
Carry out that ester exchange reaction obtains dimethyl carbonate and by-product ethylene glycol is domestic at present to industrialize using more dimethyl carbonate
Production method.
Ester exchange reaction Synthesis of dimethyl carbonate catalyst system and catalyzing, can be divided into homogeneous catalysis anti-again according to catalyst system and catalyzing difference
Should and heterogeneous catalytic reaction, at present both at home and abroad synthesis DMC is mainly by homogeneous catalytic reaction system, reaction catalysis used
Agent has：Alkali metal oxide, alkali metal hydroxide, alkali metal alcoholates, alkali carbonate, alkaline metal oxalate, halogenation season
Ammonium salt and organic base etc..The industrial catalyst by used by propene carbonate and methanol-fueled CLC dimethyl carbonate is sodium methoxide,
But, be present many shortcomings in the use of sodium methoxide catalyst, can be summarized as follows：(1) consumption of catalyst is big, now industrial
1 ton of dimethyl carbonate is often produced, sodium methoxide 80-110kg of weight/mass percentage composition 25-30% or so is needed；(2) catalyst failure
After produce substantial amounts of waste residue, cause environmental pollution；(3) precipitation of solid affects system quantity-produced to stablize in catalysis system
Property, pipeline and equipment are blocked, have a strong impact on the continuity of production；(4) into complex process, in order to catalyst waste slag from reactant
Remove in material system, solid waste is separated out when preventing rectifying, is attached to heat exchanger tube inner wall surface and is attached on filler, from
Reactive distillation column tower reactor heavy constituent out will add desalted water and be passed through carbon dioxide, to make remaining catalyst sodium methoxide
Failure is changed into NaOH then and carbon dioxide reaction is changed into inorganic salts sodium carbonate, then filters out sodium carbonate by filter,
This causes production technology extremely complex；(5) catalyst is unable to reuse, due to generating sodium carbonate inorganic salts after catalyst failure, no
There is catalytic action again.
Therefore, develop a kind of simple to operate, product and catalyst convenient separation, products obtained therefrom purity is high, and catalyst is reclaimed
And the method for the good Synthesis of dimethyl carbonate of multiplexing performance is highly significant.However, up to the present closing by catalyst of activated carbon
Into dimethyl carbonate also without document report.
The content of the invention
The technical problem to be solved in the present invention is to synthesize the synthesis technique occurred during DMC for current ester exchange to answer
Miscellaneous, catalyst usage amount is big, high cost and separation and recovery of catalyst is difficult, the problems such as the yield of product DMC is relatively low, there is provided a kind of
Simple to operate, product and catalyst convenient separation, products obtained therefrom purity is high, the carbonate synthesis that catalyst is reclaimed and multiplexing performance is good
The method of dimethyl ester.
In order to solve the above problems, following technical scheme is present invention employs：
Synthesis DMC methods of the present invention, with ethylene carbonate and methyl alcohol as raw material, are reacted with activated carbon as catalyst
Carrying out under certain reaction temperature and reaction pressure in autoclave.
What the method was specifically carried out as steps described below：Sequentially add in the autoclave of 100mL a certain amount of
Methyl alcohol, ethylene carbonate and activated carbon, use CO2Air 2 times in displacement autoclave, then fill CO2To 0.3-2Mpa, magnetic agitation adds
Heat, is warming up to 80-160 DEG C, reacts 4-8h.Room temperature is down to, centrifugation is extracted reaction solution, is analyzed, that is, obtain described carbonic acid two
Methyl esters.
It is 10 as the mol ratio of limitation of the invention, methyl alcohol of the present invention and methyl ethyl carbonate:1, activated carbon
Consumption is the 10-20% of ethylene carbonate quality.
Wherein, described catalyst activity charcoal technical indicator is as follows：
The structural parameters of activated carbon
The present invention is directly catalyzed the ester exchange reaction of ethylene carbonate and methyl alcohol with activated carbon as catalyst, not only cost
It is low, process is simple, and also purifying products are convenient, and catalyst multiplexing performance is good.Previously had document report with graphene oxide
Preferable result also obtain by the ester exchange reaction Synthesis of dimethyl carbonate of ethylene carbonate and methyl alcohol for catalyst.But
Graphene oxide is after all that a kind of new material, its complex manufacturing, high energy consumption, and producing cost are expensive, in the short time
Volume production cannot be also realized, therefore cannot industrialization promotion.In contrast, activated carbon is a kind of highly developed material, its source
Extensively, production technology is ripe, therefore price is far below graphene oxide, and it is cost that this also can directly cause dimethyl carbonate production
Reduction.And, compared with emerging graphene material, there are many decades in Material Field in activated carbon.The present invention's
Activated carbon is found to be there is provided a kind of brand-new application approach, and is not only to use as catalyst carrier, this also will be work
Property charcoal manufacturer expand a new application approach.
Specific embodiment
The present invention will be described further with regard to following examples, however, it should be noted that these embodiments are only to illustrate
It is used, and is not necessarily to be construed as the restriction of present invention enforcement.
Embodiment 1
Methyl alcohol 12mL (0.3mol), ethylene carbonate 2.64g are sequentially added in the autoclave of 100mL
(0.03mol), activated carbon (0.26g), uses CO2Air 2 times in displacement autoclave, then fill CO2To 0.5Mpa, magnetic agitation is heated,
100 DEG C are warming up to, 6h is reacted at this temperature.Room temperature is down to, centrifugation is extracted reaction solution, is analyzed.Ethylene carbonate ester conversion rate
65%, dimethyl carbonate selective 98%.
Embodiment 2
Methyl alcohol 12mL (0.3mol), ethylene carbonate 2.64g are sequentially added in the autoclave of 100mL
(0.03mol), activated carbon (0.52g), uses CO2Air 2 times in displacement autoclave, then fill CO2To 0.3Mpa, magnetic agitation is heated,
160 DEG C are warming up to, 8h is reacted at this temperature.Room temperature is down to, centrifugation is extracted reaction solution, is analyzed.Ethylene carbonate ester conversion rate
97%, dimethyl carbonate selective 99%.
Embodiment 3
Methyl alcohol 12mL (0.3mol), ethylene carbonate 2.64g are sequentially added in the autoclave of 100mL
(0.03mol), activated carbon (0.40g), uses CO2Air 2 times in displacement autoclave, then fill CO2To 2Mpa, magnetic agitation heating, rise
Temperature reacts at this temperature 4h to 140 DEG C.Room temperature is down to, centrifugation is extracted reaction solution, is analyzed.Ethylene carbonate ester conversion rate
85%, dimethyl carbonate selective 96%.
Embodiment 4
Methyl alcohol 12mL (0.3mol), ethylene carbonate 2.64g are sequentially added in the autoclave of 100mL
(0.03mol), activated carbon (0.40g), uses CO2Air 2 times in displacement autoclave, then fill CO2To 0.5Mpa, magnetic agitation is heated,
80 DEG C are warming up to, 6h is reacted at this temperature.Room temperature is down to, centrifugation is extracted reaction solution, is analyzed.Ethylene carbonate ester conversion rate
71%, dimethyl carbonate selective 95%.
Comparative example
Methyl alcohol 12mL (0.3mol), ethylene carbonate 2.64g are sequentially added in the autoclave of 100mL
(0.03mol), activated carbon (0.40g), uses N2Air 2 times in displacement autoclave, then fill N2To 0.5Mpa, magnetic agitation heating, rise
Temperature reacts at this temperature 6h to 80 DEG C.Room temperature is down to, centrifugation is extracted reaction solution, is analyzed.Ethylene carbonate ester conversion rate
11%, dimethyl carbonate selective 82%.
After adopting with the aforedescribed process, during dimethyl carbonate is prepared, not only cost is substantially reduced, and method is grasped
Make simple, product and catalyst convenient separation, products obtained therefrom purity is high, and catalyst is reclaimed and multiplexing performance is good.
With the above-mentioned desirable embodiment according to the present invention as enlightenment, by above-mentioned description, relevant staff is complete
Entirely various change and modification can be carried out in the range of without departing from this invention technological thought.The technology of this invention
Property scope is not limited to the content on specification, it is necessary to its technical scope is determined according to right.
Claims (3)
1. a kind of method of Synthesis of dimethyl carbonate, it is characterised in that the method with activated carbon as catalyst, with ethylene carbonate
It is raw material with methyl alcohol, carries out in autoclave.
2. the method for a kind of Synthesis of dimethyl carbonate according to claim 1, it is characterised in that the method is according to following
What step was carried out：
(1) a certain amount of methyl alcohol, ethylene carbonate and activated carbon are sequentially added in autoclave；
(2) CO is used2Air 2 times in displacement autoclave, then fill CO2It is 0.3-2Mpa to pressure, magnetic agitation heating is warming up to 80-
160 DEG C, 4-8h is reacted at this temperature, be down to room temperature, extract reaction solution centrifugation, analyzed, that is, obtain described carbonic acid diformazan
Ester.
3. the method for a kind of Synthesis of dimethyl carbonate according to claim 1, it is characterised in that described methyl alcohol and carbonic acid
The mol ratio of methyl ethyl ester is 10:1, activated carbon dosage is the 10-20% of ethylene carbonate quality.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610988571.XA CN106588657B (en) | 2016-11-10 | 2016-11-10 | Method for synthesizing dimethyl carbonate |
Applications Claiming Priority (1)
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| CN201610988571.XA CN106588657B (en) | 2016-11-10 | 2016-11-10 | Method for synthesizing dimethyl carbonate |
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| CN106588657B CN106588657B (en) | 2019-12-06 |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110152704A (en) * | 2019-05-05 | 2019-08-23 | 常州大学 | It is a kind of for synthetic linear carbonic ester without metal solid catalyst and preparation method thereof |
| CN110304996A (en) * | 2019-06-28 | 2019-10-08 | 浙江锦润生物科技有限公司 | A kind of removal methods of base catalyst |
| CN112552177A (en) * | 2019-09-24 | 2021-03-26 | 中国石油化工股份有限公司 | Method for producing dimethyl carbonate |
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| JP2003277326A (en) * | 2002-03-22 | 2003-10-02 | Mitsui Chemicals Inc | Method for producing dialkyl carbonate |
| US20110196167A1 (en) * | 2010-02-09 | 2011-08-11 | Almusaiteer Khalid A | Synthesis of dimethyl carbonate from carbon dioxide and methanol |
| CN104447312A (en) * | 2014-11-21 | 2015-03-25 | 常州大学 | Dimethyl carbonate synthesis method |
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| JP2003277326A (en) * | 2002-03-22 | 2003-10-02 | Mitsui Chemicals Inc | Method for producing dialkyl carbonate |
| US20110196167A1 (en) * | 2010-02-09 | 2011-08-11 | Almusaiteer Khalid A | Synthesis of dimethyl carbonate from carbon dioxide and methanol |
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Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110152704A (en) * | 2019-05-05 | 2019-08-23 | 常州大学 | It is a kind of for synthetic linear carbonic ester without metal solid catalyst and preparation method thereof |
| CN110152704B (en) * | 2019-05-05 | 2022-08-26 | 常州大学 | Metal-free solid catalyst for synthesizing linear carbonate and preparation method thereof |
| CN110304996A (en) * | 2019-06-28 | 2019-10-08 | 浙江锦润生物科技有限公司 | A kind of removal methods of base catalyst |
| CN110304996B (en) * | 2019-06-28 | 2022-02-11 | 浙江锦润生物科技有限公司 | Method for removing alkali catalyst |
| CN112552177A (en) * | 2019-09-24 | 2021-03-26 | 中国石油化工股份有限公司 | Method for producing dimethyl carbonate |
| CN112552177B (en) * | 2019-09-24 | 2023-05-02 | 中国石油化工股份有限公司 | Method for producing dimethyl carbonate |
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| CN106588657B (en) | 2019-12-06 |
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