CN104418750A - Process method for synthesizing dimethyl carbonate with combined production of acetic acid by methanol carbonyl oxidation - Google Patents
Process method for synthesizing dimethyl carbonate with combined production of acetic acid by methanol carbonyl oxidation Download PDFInfo
- Publication number
- CN104418750A CN104418750A CN201310375199.1A CN201310375199A CN104418750A CN 104418750 A CN104418750 A CN 104418750A CN 201310375199 A CN201310375199 A CN 201310375199A CN 104418750 A CN104418750 A CN 104418750A
- Authority
- CN
- China
- Prior art keywords
- acetic acid
- methanol
- dimethyl carbonate
- methylcarbonate
- coproduction
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 title claims abstract description 150
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Natural products OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 title claims abstract description 95
- IEJIGPNLZYLLBP-UHFFFAOYSA-N dimethyl carbonate Chemical compound COC(=O)OC IEJIGPNLZYLLBP-UHFFFAOYSA-N 0.000 title claims abstract description 26
- 238000000034 method Methods 0.000 title claims abstract description 16
- 230000003647 oxidation Effects 0.000 title claims abstract description 13
- 238000007254 oxidation reaction Methods 0.000 title claims abstract description 13
- 238000004519 manufacturing process Methods 0.000 title abstract description 7
- 230000002194 synthesizing effect Effects 0.000 title abstract 4
- 238000006243 chemical reaction Methods 0.000 claims abstract description 26
- 239000007788 liquid Substances 0.000 claims abstract description 20
- 238000000926 separation method Methods 0.000 claims abstract description 14
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims abstract description 11
- 239000000463 material Substances 0.000 claims abstract description 11
- 239000002994 raw material Substances 0.000 claims abstract description 10
- 238000009833 condensation Methods 0.000 claims abstract description 5
- 230000005494 condensation Effects 0.000 claims abstract description 5
- 238000003786 synthesis reaction Methods 0.000 claims description 28
- 230000015572 biosynthetic process Effects 0.000 claims description 26
- CXHHBNMLPJOKQD-UHFFFAOYSA-M methyl carbonate Chemical compound COC([O-])=O CXHHBNMLPJOKQD-UHFFFAOYSA-M 0.000 claims description 21
- 239000003054 catalyst Substances 0.000 claims description 16
- 230000001590 oxidative effect Effects 0.000 claims description 16
- 238000003672 processing method Methods 0.000 claims description 15
- 229910002091 carbon monoxide Inorganic materials 0.000 claims description 10
- 239000000460 chlorine Substances 0.000 claims description 9
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 8
- 229910052801 chlorine Inorganic materials 0.000 claims description 8
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 6
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 claims description 6
- 229960004217 benzyl alcohol Drugs 0.000 claims description 6
- 238000002156 mixing Methods 0.000 claims description 3
- 239000002808 molecular sieve Substances 0.000 claims description 3
- 229910052703 rhodium Inorganic materials 0.000 claims description 3
- 239000010948 rhodium Substances 0.000 claims description 3
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical group [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 claims description 3
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 claims description 3
- 230000005587 bubbling Effects 0.000 claims description 2
- 238000007086 side reaction Methods 0.000 claims description 2
- 239000007791 liquid phase Substances 0.000 abstract 2
- 230000003247 decreasing effect Effects 0.000 abstract 1
- 239000000126 substance Substances 0.000 description 7
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 4
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 238000011161 development Methods 0.000 description 3
- 229910021591 Copper(I) chloride Inorganic materials 0.000 description 2
- 239000000498 cooling water Substances 0.000 description 2
- OXBLHERUFWYNTN-UHFFFAOYSA-M copper(I) chloride Chemical compound [Cu]Cl OXBLHERUFWYNTN-UHFFFAOYSA-M 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000004753 textile Substances 0.000 description 2
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 1
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000006315 carbonylation Effects 0.000 description 1
- 238000005810 carbonylation reaction Methods 0.000 description 1
- 229920002301 cellulose acetate Polymers 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 235000019439 ethyl acetate Nutrition 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 230000002068 genetic effect Effects 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- XMJHPCRAQCTCFT-UHFFFAOYSA-N methyl chloroformate Chemical compound COC(Cl)=O XMJHPCRAQCTCFT-UHFFFAOYSA-N 0.000 description 1
- JZMJDSHXVKJFKW-UHFFFAOYSA-M methyl sulfate(1-) Chemical compound COS([O-])(=O)=O JZMJDSHXVKJFKW-UHFFFAOYSA-M 0.000 description 1
- 238000012946 outsourcing Methods 0.000 description 1
- 238000005832 oxidative carbonylation reaction Methods 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000002574 poison Substances 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 229910000028 potassium bicarbonate Inorganic materials 0.000 description 1
- 235000015497 potassium bicarbonate Nutrition 0.000 description 1
- 239000011736 potassium bicarbonate Substances 0.000 description 1
- TYJJADVDDVDEDZ-UHFFFAOYSA-M potassium hydrogencarbonate Chemical compound [K+].OC([O-])=O TYJJADVDDVDEDZ-UHFFFAOYSA-M 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000000630 rising effect Effects 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000000967 suction filtration Methods 0.000 description 1
- 238000010189 synthetic method Methods 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 238000001291 vacuum drying Methods 0.000 description 1
- 238000005406 washing Methods 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
- C07C68/01—Preparation of esters of carbonic or haloformic acids from carbon monoxide and oxygen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/10—Preparation of carboxylic acids or their salts, halides or anhydrides by reaction with carbon monoxide
- C07C51/12—Preparation of carboxylic acids or their salts, halides or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention relates to a process method for synthesizing dimethyl carbonate with combined production of acetic acid by methanol carbonyl oxidation, which comprises that: a gas-liquid mixed material at an outlet of a reactor for synthesizing dimethyl carbonate by liquid-phase carbonyl oxidation of methanol is subjected to condensation and gas-liquid separation; the separated CO-containing gas enters a reactor for synthesizing acetic acid by liquid-phase carbonyl oxidation of methanol and is used as a raw material. According to the invention, combined production of dimethyl carbonate and acetic acid is realized by a carbonyl oxidation process; through adjustment of parameters of the carbonyl oxidation synthetic process, the equipment investment is reduced, the raw materials are saved effectively, the yield and the reaction selectivity are improved, and thus the production cost is decreased effectively.
Description
Technical field
The invention belongs to the technical field of organic synthesis, in particular, the present invention relates to a kind of processing method of methanol carbonyl oxidative synthesis methylcarbonate coproduction by acetic acid.
Background technology
Along with people are to the pay attention to day by day of environmental problem, all have higher requirement to the production of chemical in countries in the world, and the green chemical of development environment close friend has become the inexorable trend of development.Methylcarbonate (DMC) is as a kind of micro-poison, eco-friendly green chemical products, can be used as organic synthesis raw material using alternative phosgene, methyl-chloroformate and methyl-sulfate etc. as carbonylation, methylate and methoxylating reagent, can also as gasoline, diesel-dope and solvent etc.
Acetic acid is also a kind of important Organic Chemicals, mainly for the production of Vinyl Acetate Monomer, aceticanhydride, terephthalic acid (PTA), polyvinyl alcohol, acetic ester, cellulose acetate etc.At chemical industry, light textile, medicine, dyestuff etc.In industries such as chemical industry, light textile, medicine, dyestuffs, there is extensive use.In recent years, due to the development of PTA and acetic acid derived product, one of the petroleum chemicals that minority output and demand increase rapidly that impelled acetic acid to become.
Carbon monoxide is under the effect of catalyzer, react with methyl alcohol that to prepare acetic acid be the carbonylic preparation method grown up in the 40-50 age in 20th century, through to update and perfect, current this methyl alcohol carbonyl synthetic method has become acetic acid synthesized prevailing technology method.And utilize oxidative carbonylation of methanol method Synthesis of dimethyl carbonate, have that toxicity is less, less investment, the simple advantage of technical process, be considered to processing method the most rising from now on.Applicant finds the processing method of carbonyl synthesis acetic acid and methylcarbonate, and raw material and reaction conditions all exist many similarities, possesses the genetic prerequisite of coproduction.
Summary of the invention
In order to reduce the cost of carbonyl process Synthesis of dimethyl carbonate and acetic acid further, the object of the present invention is to provide a kind of processing method of methanol carbonyl oxidative synthesis methylcarbonate coproduction by acetic acid.
To achieve these goals, present invention employs following technical scheme:
A processing method for methanol carbonyl oxidative synthesis methylcarbonate coproduction by acetic acid, is characterized in that: carry out condensation and gas-liquid separation to the gas-liquid mixed material of methanol solution phase oxidation oxo process dimethyl carbonate device outlet; The gas comprising CO after separation enters methanol solution phase oxidation carbonyl synthesis acetic acid reactor as raw material.
Wherein, when Synthesis of dimethyl carbonate, catalyst and methanol mixed are added in dimethyl carbonate device; CO and O
2in a mixer after mixing, add bottom dimethyl carbonate device; Material benzenemethanol adds in the middle part of dimethyl carbonate device; Temperature of reaction is 123-128 DEG C, and pressure is 2.3-3.0 MPa.
Wherein, when acetic acid synthesized, acetate catalyst and methanol mixed are added in acetic acid reaction device; The gas comprising CO after separation enters reactor bottom acetic acid reaction device; Material benzenemethanol adds in the middle part of acetic acid reaction device; Temperature of reaction is 135-150 DEG C, and pressure is 1.8-2.1 MPa.
Compared with prior art, the present invention has following useful technique effect:
The present invention adopts Carbonyl group oxidation technique co-producing dimethyl carbonate and acetic acid, and by the adjustment to Carbonyl group oxidation synthesis technologic parameter, not only reduce facility investment, also effectively saved the use of raw material, improve the selectivity of productive rate and reaction, thus effectively reduce production cost.
Accompanying drawing explanation
Fig. 1: the schematic flow sheet of methanol carbonyl oxidative synthesis methylcarbonate coproduction by acetic acid of the present invention.
Embodiment
Below in conjunction with accompanying drawing and specific embodiment, technical scheme of the present invention is described in detail.
As shown in Figure 1, the processing method of methanol carbonyl oxidative synthesis methylcarbonate coproduction by acetic acid of the present invention, adopt the bubbling bed tubular reactor of being furnished with backflow side reaction pipe as the reactor of Synthesis of dimethyl carbonate and acetic acid, before reaction starts, first, after being mixed with methanol liquid by catalyst, reactor is added from the methanol feeding mouth of dimethyl carbonate device 10; After acetate catalyst mixes with methanol liquid, add reactor from the methanol feeding mouth of acetic acid reaction device 50.After reaction starts, described catalyst and acetate catalyst recycle in the reactor.When Synthesis of dimethyl carbonate, by CO and O
2in a mixer after mixing, add bottom dimethyl carbonate device 10; Material benzenemethanol adds in the middle part of dimethyl carbonate device; Temperature of reaction is 123-128 DEG C, and pressure is 2.3-3.0 MPa; And as preferably, described CO and O
2ratio be 5-20:1; Described reacted resultant and raw material enter the gas-liquid separation section being positioned at reactor top, are returned by operative liquid separating methanol; And from the gas-liquid mixed material of dimethyl carbonate device upper outlet (wherein containing methylcarbonate, methyl alcohol, CO and other product on a small quantity), enter after the condensation of the recirculated cooling water in the first condenser 20 in first gas-liquid separator 30 and carry out gas-liquid separation, liquid after separation enters in the thick product groove 40 of methylcarbonate, and then can obtain methylcarbonate product through rectification working process separation.And the CO gas after being separated supplies as Carbonyl group oxidation as the bottom of raw material from acetic acid reaction device.When acetic acid synthesized, material benzenemethanol adds in the middle part of acetic acid reaction device 50; CO can be supplemented as required in addition from the bottom of acetic acid reaction device; Maintaining temperature of reaction in acetic acid reaction device 50 is 135-150 DEG C, and pressure is 1.8-2.1 MPa.Reacted resultant and raw material enter the gas-liquid separation section being positioned at reactor top, are returned by operative liquid separating methanol; And from the gas-liquid mixed material of reactor upper outlet, enter after the condensation of the recirculated cooling water in the second condenser 60 in second gas-liquid separator 70 and carry out gas-liquid separation, liquid after separation enters in the thick product groove 80 of acetic acid, and then is separated can obtains acetic acid through rectification working process.And the CO gas after being separated re-uses as feedstock circulation.
In the prior art, usually CuCl is used
2/ CuCl loaded catalyst uses as the catalyzer of methylcarbonate, and in the present invention because the consumption of CO in dimethyl carbonate device is high, and the corrosion to reactor significantly can be increased when there is Cl ion.For this reason, in dimethyl carbonate device, non-chlorine type catalyzer is used.Described non-chlorine type catalyzer is by the Sb of CuO, 1.5-2.8wt% of 7.5-10.2wt%
2o
3form with the ZSM-5 molecular sieve of surplus.The antimonic salt of non-for solubility chlorine cupric salt, the non-chlorine trivalent of solubility and ZSM-5 molecular sieve first can join in potassium bicarbonate aqueous solution and be placed in microwave reactor stirring reaction 5-10 minute under 30-50 DEG C of condition by described non-chlorine type catalyzer, then product can be obtained described non-chlorine type catalyzer through washing, suction filtration, vacuum-drying (12-24 hour).In the present invention, described acetate catalyst adopts conventional rhodium base catalyst.
Table 1 gives embodiment 1-5(S1-S5) in the processing condition of methanol carbonyl oxidative synthesis methylcarbonate coproduction by acetic acid and parameter.
Table 1
Wherein, the rhodium base catalyst of outsourcing is used in acetic acid reaction device.Table 2 gives comparative example 1-5(B1-B5) in the processing condition of methanol carbonyl oxidative synthesis acetic acid and parameter.The reaction conditions of acetic acid is with table 1.
Table 2
Table 3 gives the evaluation result of catalyst.
Table 3
The above; be only the preferred embodiments of the present invention; can not be interpreted as limiting scope of the present invention with this, the equivalent distortion made in all scopes claimed at claims of the present invention and the embodiment of change are all in the present invention's scope required for protection.
Claims (8)
1. a processing method for methanol carbonyl oxidative synthesis methylcarbonate coproduction by acetic acid, is characterized in that: carry out condensation and gas-liquid separation to the gas-liquid mixed material of methanol solution phase oxidation oxo process dimethyl carbonate device outlet; The gas comprising CO after separation enters methanol solution phase oxidation carbonyl synthesis acetic acid reactor as raw material.
2. the processing method of methanol carbonyl oxidative synthesis methylcarbonate coproduction by acetic acid according to claim 1, is characterized in that: when Synthesis of dimethyl carbonate, catalyst and methanol mixed is added in dimethyl carbonate device; CO and O
2in a mixer after mixing, add bottom dimethyl carbonate device; Material benzenemethanol adds in the middle part of dimethyl carbonate device; Temperature of reaction is 123-128 DEG C, and pressure is 2.3-3.0 MPa.
3. the processing method of methanol carbonyl oxidative synthesis methylcarbonate coproduction by acetic acid according to claim 1 and 2, is characterized in that: when acetic acid synthesized, acetate catalyst and methanol mixed is added in acetic acid reaction device; The gas comprising CO after separation enters reactor bottom acetic acid reaction device; Material benzenemethanol adds in the middle part of acetic acid reaction device; Temperature of reaction is 135-150 DEG C, and pressure is 1.8-2.1 MPa.
4. the processing method of methanol carbonyl oxidative synthesis methylcarbonate coproduction by acetic acid according to claim 3, is characterized in that: described dimethyl carbonate device and acetic acid reaction device are the bubbling bed tubular reactor being furnished with backflow side reaction pipe.
5. the processing method of methanol carbonyl oxidative synthesis methylcarbonate coproduction by acetic acid according to claim 3, is characterized in that: described acetate catalyst is rhodium base catalyst.
6. the processing method of methanol carbonyl oxidative synthesis methylcarbonate coproduction by acetic acid according to claim 2, is characterized in that described CO and O
2mol ratio be 5-20:1.
7. the processing method of methanol carbonyl oxidative synthesis methylcarbonate coproduction by acetic acid according to claim 6, is characterized in that: catalyst is non-chlorine type catalyzer.
8. the processing method of methanol carbonyl oxidative synthesis methylcarbonate coproduction by acetic acid according to claim 7, is characterized in that: described non-chlorine type catalyzer is by the Sb of CuO, 1.5-2.8wt% of 7.5-10.2wt%
2o
3form with the ZSM-5 molecular sieve of surplus.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310375199.1A CN104418750A (en) | 2013-08-26 | 2013-08-26 | Process method for synthesizing dimethyl carbonate with combined production of acetic acid by methanol carbonyl oxidation |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310375199.1A CN104418750A (en) | 2013-08-26 | 2013-08-26 | Process method for synthesizing dimethyl carbonate with combined production of acetic acid by methanol carbonyl oxidation |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN104418750A true CN104418750A (en) | 2015-03-18 |
Family
ID=52968960
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201310375199.1A Pending CN104418750A (en) | 2013-08-26 | 2013-08-26 | Process method for synthesizing dimethyl carbonate with combined production of acetic acid by methanol carbonyl oxidation |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN104418750A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN115709072A (en) * | 2022-11-17 | 2023-02-24 | 陕西延长石油（集团）有限责任公司 | Catalyst for catalyzing carbonylation of methanol to prepare acetic acid, preparation method and application thereof |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5391803A (en) * | 1992-09-30 | 1995-02-21 | The Dow Chemical Company | Production of dimethyl carbonate using copper zeolite catalysts |
| CN1197792A (en) * | 1998-03-12 | 1998-11-04 | 华中理工大学 | Liquid phase oxidation and carbonylation process synthesizing dimethyl carbonate |
| CN101503346A (en) * | 2009-03-19 | 2009-08-12 | 北京泽华化学工程有限公司 | Method and apparatus for synthesizing acetic acid by methanol low-voltage carbonylation |
| CN102872879A (en) * | 2012-09-26 | 2013-01-16 | 太原理工大学 | Chlorine-free bimetallic catalyst for gas phase synthesis of dimethyl carbonate and preparation and application |
-
2013
- 2013-08-26 CN CN201310375199.1A patent/CN104418750A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5391803A (en) * | 1992-09-30 | 1995-02-21 | The Dow Chemical Company | Production of dimethyl carbonate using copper zeolite catalysts |
| CN1197792A (en) * | 1998-03-12 | 1998-11-04 | 华中理工大学 | Liquid phase oxidation and carbonylation process synthesizing dimethyl carbonate |
| CN101503346A (en) * | 2009-03-19 | 2009-08-12 | 北京泽华化学工程有限公司 | Method and apparatus for synthesizing acetic acid by methanol low-voltage carbonylation |
| CN102872879A (en) * | 2012-09-26 | 2013-01-16 | 太原理工大学 | Chlorine-free bimetallic catalyst for gas phase synthesis of dimethyl carbonate and preparation and application |
Non-Patent Citations (1)
| Title |
|---|
| 李光兴等: "液相氧化羰化合成碳酸二甲酯中试研究", 《华中理工大学学报》 * |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN115709072A (en) * | 2022-11-17 | 2023-02-24 | 陕西延长石油（集团）有限责任公司 | Catalyst for catalyzing carbonylation of methanol to prepare acetic acid, preparation method and application thereof |
| CN115709072B (en) * | 2022-11-17 | 2023-08-18 | 陕西延长石油（集团）有限责任公司 | Catalyst for preparing acetic acid by catalyzing methanol carbonylation and preparation method and application thereof |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN103130611B (en) | Neopentyl glycol condensation hydrogenation production technique and device thereof | |
| CN104418749A (en) | Method for improving concentration of methanol oxo-synthesized dimethyl carbonate crude product | |
| CN111646894B (en) | Method for synthesizing acetic acid by low-pressure methanol carbonylation | |
| CN101362687B (en) | Method and equipment for preparing terephthalic acid by air oxidation of p-xylene | |
| CN104926657B (en) | The method of oxalate gas phase hydrogenation synthesizing alcohol acid esters | |
| CN109096062B (en) | Method for purifying polymethoxy dimethyl ether | |
| CN106986756B (en) | A kind of continuous preparation process of vanillic aldehyde | |
| CN105348067A (en) | Co-production method for methyl benzoic acid and phthalic acid | |
| CN103254060A (en) | Method for preparing adipic acid through co-catalytic oxidation of six-carbon oxygenated compound and cyclohexane | |
| CN103012120A (en) | Method for preparing terephthalic acid by oxidation refining process | |
| CN104399517B (en) | The catalyst of acetic acid synthesis from methanol carbonylation methyl ester and method for making and application | |
| CN105237345A (en) | Method for preparing cyclooctanol and cyclooctanone through cyclooctane oxidation | |
| CN104529783B (en) | A kind of method of the oxidation oxo process carbonic ester of highly effective and safe | |
| CN105665010B (en) | The catalyst of hexamethylene direct oxidation adipic acid | |
| CN105601473A (en) | Method for combined production of benzyl alcohol, benzaldehyde and benzoic acid through oxidizing toluene | |
| CN102060767B (en) | Method for producing caprolactam by methylbenzene | |
| CN103254038A (en) | Method for preparing cyclohexanol by using benzene | |
| CN114702375A (en) | Separation system and method for ethanol-to-acetaldehyde product | |
| CN105384622A (en) | Process method of adipic acid by cyclohexane oxidation | |
| CN105200089B (en) | (S) -1- tertbutyloxycarbonyls -3- hydroxy piperidines preparation method and its device | |
| CN104418750A (en) | Process method for synthesizing dimethyl carbonate with combined production of acetic acid by methanol carbonyl oxidation | |
| CN103214347A (en) | Method for producing cyclohexanol through benzene | |
| CN114409541A (en) | System for preparing propionate through ethylene carbonylation | |
| CN101704733A (en) | New hydrolysis coupling process of methyl acetate and special device thereof | |
| CN115282913A (en) | Reaction system and method for preparing methyl propionate |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| ASS | Succession or assignment of patent right |
Owner name: HUANG ZHIZHONG Free format text: FORMER OWNER: QUANZHOU HENGHE CHEMICAL INDUSTRY CO., LTD. Effective date: 20150730 |
|
| C41 | Transfer of patent application or patent right or utility model | ||
| TA01 | Transfer of patent application right |
Effective date of registration: 20150730 Address after: 362000 Fujian Province, Quanzhou city Shishi town Baogai Lun two District No. 18 Applicant after: Huang Zhizhong Address before: 362000, Fujian Province, Quangang District, Quanzhou City Xianfeng Town, South Village, maple house Applicant before: Henghe, Quanzhou Chemical Co., Ltd. |
|
| C02 | Deemed withdrawal of patent application after publication (patent law 2001) | ||
| WD01 | Invention patent application deemed withdrawn after publication |
Application publication date: 20150318 |