CN114349639A - Novel method for applying solid acid catalyst to esterification reaction - Google Patents
Novel method for applying solid acid catalyst to esterification reaction Download PDFInfo
- Publication number
- CN114349639A CN114349639A CN202210050104.8A CN202210050104A CN114349639A CN 114349639 A CN114349639 A CN 114349639A CN 202210050104 A CN202210050104 A CN 202210050104A CN 114349639 A CN114349639 A CN 114349639A
- Authority
- CN
- China
- Prior art keywords
- reaction
- acid catalyst
- solid acid
- reaction kettle
- esterification
- 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
- 239000003054 catalyst Substances 0.000 title claims abstract description 47
- 239000011973 solid acid Substances 0.000 title claims abstract description 45
- 238000005886 esterification reaction Methods 0.000 title claims abstract description 25
- 238000000034 method Methods 0.000 title claims abstract description 19
- 238000006243 chemical reaction Methods 0.000 claims abstract description 92
- 239000000945 filler Substances 0.000 claims abstract description 22
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 14
- 239000000376 reactant Substances 0.000 claims description 22
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 13
- 238000003756 stirring Methods 0.000 claims description 12
- 239000002253 acid Substances 0.000 claims description 11
- 230000032050 esterification Effects 0.000 claims description 8
- 239000000126 substance Substances 0.000 claims description 7
- 238000010438 heat treatment Methods 0.000 claims description 6
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 5
- 238000001816 cooling Methods 0.000 claims description 5
- 238000001704 evaporation Methods 0.000 claims description 5
- 238000005070 sampling Methods 0.000 claims description 5
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 3
- 230000020477 pH reduction Effects 0.000 claims description 3
- 230000003139 buffering effect Effects 0.000 claims 1
- 150000001735 carboxylic acids Chemical class 0.000 claims 1
- 150000007524 organic acids Chemical group 0.000 claims 1
- 238000005086 pumping Methods 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 abstract description 6
- 239000012295 chemical reaction liquid Substances 0.000 abstract description 2
- 238000005265 energy consumption Methods 0.000 abstract description 2
- 239000007788 liquid Substances 0.000 abstract description 2
- 238000010907 mechanical stirring Methods 0.000 abstract description 2
- 239000002904 solvent Substances 0.000 abstract description 2
- BWDBEAQIHAEVLV-UHFFFAOYSA-N 6-methylheptan-1-ol Chemical compound CC(C)CCCCCO BWDBEAQIHAEVLV-UHFFFAOYSA-N 0.000 description 5
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- CCVYRRGZDBSHFU-UHFFFAOYSA-N (2-hydroxyphenyl)acetic acid Chemical compound OC(=O)CC1=CC=CC=C1O CCVYRRGZDBSHFU-UHFFFAOYSA-N 0.000 description 4
- 238000005485 electric heating Methods 0.000 description 4
- ACZGCWSMSTYWDQ-UHFFFAOYSA-N 3h-1-benzofuran-2-one Chemical compound C1=CC=C2OC(=O)CC2=C1 ACZGCWSMSTYWDQ-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 238000012856 packing Methods 0.000 description 3
- OVSKIKFHRZPJSS-UHFFFAOYSA-N 2,4-D Chemical compound OC(=O)COC1=CC=C(Cl)C=C1Cl OVSKIKFHRZPJSS-UHFFFAOYSA-N 0.000 description 2
- -1 e.g. Chemical compound 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- BBPLSOGERZQYQC-UHFFFAOYSA-N 6-methylheptyl 2-(2,4-dichlorophenoxy)acetate Chemical compound CC(C)CCCCCOC(=O)COC1=CC=C(Cl)C=C1Cl BBPLSOGERZQYQC-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000007599 discharging Methods 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- AMFGTOFWMRQMEM-UHFFFAOYSA-N triazophos Chemical compound N1=C(OP(=S)(OCC)OCC)N=CN1C1=CC=CC=C1 AMFGTOFWMRQMEM-UHFFFAOYSA-N 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/08—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D319/00—Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D319/10—1,4-Dioxanes; Hydrogenated 1,4-dioxanes
- C07D319/14—1,4-Dioxanes; Hydrogenated 1,4-dioxanes condensed with carbocyclic rings or ring systems
- C07D319/16—1,4-Dioxanes; Hydrogenated 1,4-dioxanes condensed with carbocyclic rings or ring systems condensed with one six-membered ring
- C07D319/20—1,4-Dioxanes; Hydrogenated 1,4-dioxanes condensed with carbocyclic rings or ring systems condensed with one six-membered ring with substituents attached to the hetero ring
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
The invention relates to a new method for applying a solid acid catalyst to esterification reaction, the solid acid catalyst is put into a filler pipe which is independent from a reaction kettle, reaction mixed liquid is circulated between the reaction kettle and the filler pipe through a circulating pump to participate in the reaction, the solid acid catalyst is prevented from being contacted with mechanical stirring, the solid acid catalyst is not crushed, the using amount of the solid acid catalyst can be effectively saved, the cost of the catalyst is saved, and when a product is taken after each reaction is finished, the solid acid catalyst does not need to be filtered and removed, a production link is reduced, the solid acid catalyst does not need to be frequently added, the solid acid catalyst in the filler pipe only needs to be cleaned by regularly using water and a solvent, the time, the labor and the labor cost are saved, meanwhile, the reaction liquid can be fully contacted with the solid acid catalyst, the production period is reduced, and the capacity of equipment is increased, correspondingly reduces the production energy consumption.
Description
Technical Field
The invention relates to the technical field of esterification reaction, in particular to a novel method for applying a solid acid catalyst to esterification reaction.
Background
Esterification is a kind of organic chemical reaction, mainly is the reaction of alcohol and carboxylic acid or inorganic oxyacid to produce ester and water. The method is divided into three types of reactions, namely a reaction of carboxylic acid and alcohol, a reaction of inorganic oxyacid and alcohol and a reaction of inorganic strong acid and alcohol. The esterification reaction of carboxylic acid and alcohol is reversible, and the reaction is generally very slow, so concentrated sulfuric acid and solid acid are commonly used as catalysts. The reaction of a polycarboxylic acid with an alcohol produces a variety of esters. The reaction of strong inorganic acids with alcohols is generally rapid. A typical esterification reaction is a reaction of ethanol and acetic acid to produce ethyl acetate having an aromatic odor, which is a raw material for producing dyes and medicines. The esterification reaction is widely applied to the fields of organic synthesis and the like.
In the prior art, carboxylic acid, alcohol phenol and a solid acid catalyst are put into a reaction kettle together, all substances are mixed together to participate in reaction, and a product can be obtained only after the solid acid catalyst is filtered out after the reaction is finished, so that the operation is complex, the time and the labor are consumed, and the consumption of the solid acid catalyst is large.
Disclosure of Invention
In view of the problems in the prior art, the invention discloses a novel method for applying a solid acid catalyst to esterification reaction, which comprises the following steps:
step one, putting reactant acid and esterification reactant into a reaction kettle according to the molar ratio of 1:1-1:1.1, and filling a solid acid catalyst into a filler pipe, wherein the amount of the solid acid catalyst filled in the filler pipe is 1-15% of the total weight of the reactant acid and the esterification reactant;
step two, starting a stirring device of the reaction kettle, slowly heating to 100-;
step three, starting a circulating pump and a vacuum pump set to enable a low vacuum state to be formed in the reaction system, taking out water generated by reaction, condensing the taken-out water through a condenser, then entering a receiving tank, preserving heat of the reaction system for 5-10 hours, closing the circulating pump after sampling detection is qualified, starting a stirring device of the reaction kettle, enabling a high vacuum state to be formed in the reaction system through the vacuum pump set, and evaporating redundant reactant acid, alcohol and phenol substances in the reaction kettle;
and step four, cooling the reaction kettle to normal temperature to obtain a product, and continuously using the solid acid catalyst in the filler pipe.
In a preferred embodiment of the present invention, the reactant acid in the first step is 2,4-D acid, organic carboxylic acid such as dimethyltetrachloro acid, etc.
In a preferred embodiment of the present invention, the esterification reactant in the first step is a substance requiring intramolecular esterification, which contains both carboxyl and hydroxyl groups in a molecule, such as alcohol, e.g., isooctanol, phenolic substance, o-hydroxyphenylacetic acid, and the like.
As a preferable scheme of the invention, the filler pipe is positioned on a pipeline communicated between the circulating pump and the reaction kettle, reactants enter the reaction kettle after circulating through the filler pipe, and the circulating part is provided with heat tracing measures such as steam or electric heating and the like, so that a system is ensured within a reaction temperature range, and materials are prevented from being condensed in a circulating section.
The invention has the beneficial effects that: the solid acid catalyst is placed in the packing tube which is independent from the reaction kettle, so that the reaction mixed liquid circularly participates in the reaction between the reaction kettle and the packing tube through the circulating pump, the solid acid catalyst is prevented from contacting with mechanical stirring, the solid acid catalyst is not crushed, the using amount of the solid acid catalyst can be effectively saved, the cost of the catalyst is saved, the solid acid catalyst is not required to be filtered and removed when the product is taken after each reaction, a production link is reduced, the solid acid catalyst is not required to be frequently added, the solid acid catalyst in the packing tube is only required to be cleaned by using water and a solvent regularly, the time, the labor and the labor cost are saved, meanwhile, the reaction liquid can be fully contacted with the solid acid catalyst, the production period is shortened, the equipment productivity is increased, and the production energy consumption is correspondingly reduced.
Drawings
FIG. 1 is a schematic view of a first reaction system according to the present invention;
FIG. 2 is a schematic structural view of a second reaction system of the present invention.
In the figure: 1 reaction kettle, 2 circulating pumps, 3 filling pipes, 4 condensers, 5 receiving tanks, 6 vacuum buffer tanks and 7 vacuum pump sets.
Detailed Description
Example 1
As shown in fig. 1 and fig. 2, the novel method for applying the solid acid catalyst to the esterification reaction comprises the following steps:
step one, 2,4-D acid and isooctanol are put into a reaction kettle 1 according to the molar ratio of 1:1.05, and a solid acid catalyst with the weight of 1.5 percent of the total weight of reactants in the reaction kettle 1 is filled in a filler pipe 3;
step two, starting a stirring device of the reaction kettle 1, slowly heating to 130 ℃, and stopping stirring after the mixture in the reaction kettle 1 is dissolved;
step three, starting a circulating pump 2 and a vacuum pump unit 7 to enable a low vacuum state to be formed in the reaction system, taking out water generated by reaction, condensing the taken-out water through a condenser 4, then entering a receiving tank 5, preserving heat for 10 hours on the reaction system, closing the circulating pump 2 after sampling and detecting are qualified, starting a stirring device of a reaction kettle 1, enabling a high vacuum state to be formed in the reaction system through the vacuum pump unit 7, and evaporating redundant isooctyl alcohol in the reaction kettle 1;
and step four, cooling the reaction kettle 1 to normal temperature to obtain 2,4-D isooctyl ester, and continuously using the solid acid catalyst in the filler pipe 3.
The filler pipe 3 is positioned on a pipeline communicated between the circulating pump 2 and the reaction kettle 1, reactants enter the reaction kettle 1 after circulating through the filler pipe 3, and the circulating part is provided with heat tracing measures such as steam or electric heating and the like, so that a system is ensured within a reaction temperature range, and materials are prevented from being condensed in a circulating section; the vacuum buffer tank 6 and the vacuum pump set 7 are matched to play a buffer role in the vacuumizing state of the system.
Example 2
As shown in fig. 1 and fig. 2, the novel method for applying the solid acid catalyst to the esterification reaction comprises the following steps:
step one, adding methoxone and isooctanol into a reaction kettle 1 according to the molar ratio of 1:1.03, and filling a solid acid catalyst with the weight of 3% of the total weight of reactants in the reaction kettle 1 into a filler pipe 3;
step two, starting a stirring device of the reaction kettle 1, slowly heating to 120 ℃, and stopping stirring after the mixture in the reaction kettle 1 is dissolved;
step three, starting a circulating pump 2 and a vacuum pump unit 7 to enable a low vacuum state to be formed in the reaction system, taking out water generated by reaction, condensing the taken-out water through a condenser 4, then entering a receiving tank 5, preserving heat for 5 hours on the reaction system, closing the circulating pump 2 after sampling and detecting are qualified, starting a stirring device of a reaction kettle 1, enabling a high vacuum state to be formed in the reaction system through the vacuum pump unit 7, and evaporating redundant isooctyl alcohol in the reaction kettle 1;
and step four, cooling the reaction kettle 1 to normal temperature to obtain the dimethyl tetrachloro isooctyl ester, and continuously using the solid acid catalyst in the filler pipe 3.
The filler pipe 3 is positioned on a pipeline communicated between the circulating pump 2 and the reaction kettle 1, reactants enter the reaction kettle 1 after circulating through the filler pipe 3, and the circulating part is provided with heat tracing measures such as steam or electric heating and the like, so that a system is ensured within a reaction temperature range, and materials are prevented from being condensed in a circulating section; the vacuum buffer tank 6 and the vacuum pump set 7 are matched to play a buffer role in the vacuumizing state of the system.
Example 3
As shown in fig. 1 and fig. 2, the novel method for applying the solid acid catalyst to the esterification reaction comprises the following steps:
step one, adding benzofuranone into a reaction kettle 1, heating to 80 ℃, adding 2 times of o-hydroxyphenylacetic acid of the benzofuranone into the reaction kettle 1 after the reaction kettle is dissolved clearly, and filling a solid acid catalyst with the weight of 2% of the total weight of reactants in the reaction kettle 1 into a filler pipe 3;
step two, starting a stirring device of the reaction kettle 1, slowly heating to 100 ℃, and stopping stirring after the mixture in the reaction kettle 1 is dissolved;
step three, starting a circulating pump 2 and a vacuum pump unit 7 to enable a low vacuum state to be formed in the reaction system, taking out water generated by reaction, condensing the taken-out water through a condenser 4, then entering a receiving tank 5, preserving heat for 8 hours on the reaction system, closing the circulating pump 2 after sampling and detecting are qualified, enabling a high vacuum state to be formed in the reaction system through the vacuum pump unit 7, and evaporating out excess materials in the reaction kettle 1;
and step four, cooling the inside of the reaction kettle 1 to normal temperature, discharging and slicing to obtain benzofuranone, and continuously using the solid acid catalyst in the filler pipe 3.
The filler pipe 3 is positioned on a pipeline communicated between the circulating pump 2 and the reaction kettle 1, reactants enter the reaction kettle 1 after circulating through the filler pipe 3, and the circulating part is provided with heat tracing measures such as steam or electric heating and the like, so that a system is ensured within a reaction temperature range, and materials are prevented from being condensed in a circulating section; the vacuum buffer tank 6 and the vacuum pump set 7 are matched to play a buffer role in the vacuumizing state of the system.
Parts not described in detail herein are prior art.
Although the present invention has been described in detail with reference to the specific embodiments, the present invention is not limited to the above embodiments, and various changes and modifications without inventive changes may be made within the knowledge of those skilled in the art without departing from the spirit of the present invention.
Claims (5)
1. A new method for applying a solid acid catalyst to esterification reaction is characterized in that: the method comprises the following steps:
step one, putting reactant acid and esterification reactant into a reaction kettle (1) according to the molar ratio of 1:1-1:1.1, and filling a solid acid catalyst into a filler pipe (3);
step two, starting a stirring device of the reaction kettle (1), slowly heating to 100-;
step three, starting a circulating pump (2) and a vacuum pump set (7) to enable a low vacuum state to be formed in a reaction system, taking out water generated by reaction, condensing the taken-out water through a condenser (4), then feeding the condensed water into a receiving tank (5), preserving heat of the reaction system for 5-10 hours, closing the circulating pump (2) after sampling and detecting are qualified, starting a stirring device of a reaction kettle (1), enabling the reaction system to be in a high vacuum state through the vacuum pump set (7), and evaporating redundant reactant acid, alcohol and phenol substances in the reaction kettle (1);
and step four, cooling the reaction kettle (1) to normal temperature to obtain a product, and continuously using the solid acid catalyst in the filling pipe (3).
2. The method of claim 1, wherein the solid acid catalyst is used in esterification reaction, and the method comprises the following steps: in the first step, the reactant acid is organic carboxylic acid.
3. The method of claim 1, wherein the solid acid catalyst is used in esterification reaction, and the method comprises the following steps: in the first step, the esterification reactant is organic acid containing carboxyl, alcohol containing hydroxyl, phenolic substance and substance containing carboxyl and hydroxyl simultaneously in the molecule.
4. The method of claim 1, wherein the solid acid catalyst is used in esterification reaction, and the method comprises the following steps: step one the amount of solid acid catalyst filled in the filler tube (3) is 1% -15% of the total weight of reactant acid and esterification reactant.
5. The method of claim 1, wherein the solid acid catalyst is used in esterification reaction, and the method comprises the following steps: the filling pipe (3) is positioned on a pipeline communicated between the circulating pump (2) and the reaction kettle (1), reactants circularly pass through the filling pipe (3) and then enter the reaction kettle (1), and the vacuum buffer tank (6) is matched with the vacuum pump set (7) to play a role of buffering when the system is in a vacuum pumping state.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202210050104.8A CN114349639A (en) | 2022-01-17 | 2022-01-17 | Novel method for applying solid acid catalyst to esterification reaction |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202210050104.8A CN114349639A (en) | 2022-01-17 | 2022-01-17 | Novel method for applying solid acid catalyst to esterification reaction |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN114349639A true CN114349639A (en) | 2022-04-15 |
Family
ID=81091776
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202210050104.8A Pending CN114349639A (en) | 2022-01-17 | 2022-01-17 | Novel method for applying solid acid catalyst to esterification reaction |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN114349639A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114773190A (en) * | 2022-04-20 | 2022-07-22 | 江西天宇化工有限公司 | Method for preparing 2, 4-dichlorophenoxyacetic acid isooctyl ester |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102304041A (en) * | 2011-05-12 | 2012-01-04 | 中国科学院新疆理化技术研究所 | Solvent-free esterification-distillation integrated process |
-
2022
- 2022-01-17 CN CN202210050104.8A patent/CN114349639A/en active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102304041A (en) * | 2011-05-12 | 2012-01-04 | 中国科学院新疆理化技术研究所 | Solvent-free esterification-distillation integrated process |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114773190A (en) * | 2022-04-20 | 2022-07-22 | 江西天宇化工有限公司 | Method for preparing 2, 4-dichlorophenoxyacetic acid isooctyl ester |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN114349639A (en) | Novel method for applying solid acid catalyst to esterification reaction | |
| CN105001091A (en) | Esterification reaction process for plasticizer DOTP (dioctyl terephthalate) | |
| US20160237016A1 (en) | Oxidation process | |
| US20140275622A1 (en) | Nitric acid oxidation process | |
| CN103965040B (en) | A kind of method of preparing dibasic acid dimethyl ester | |
| WO2014185872A1 (en) | Dotp (di-octly terephthalate)production method | |
| EP2821384A1 (en) | Production process for preparing cyclohexanol and cyclohexanone by cyclohexane oxidation | |
| CN102093438A (en) | Process for synthesizing sucrose polyester by using rotating film transesterification flow reactor | |
| CN108640828B (en) | Process and device for preparing chloroacetic acid by catalytic chlorination of microchannel reactor | |
| CN202519181U (en) | Device for continuously producing electronic grade propylene glycol methyl ether acetate | |
| CN103387495B (en) | Method for the continuous production of carboxylic acid esters | |
| CN103193636A (en) | Method for synthetizing 2,3-butanediol ester | |
| CN102093173A (en) | Method for preparing 3-ethyoxyl-1,2-propylene glycol by directly esterifying glycerol and ethanol | |
| CN112724071A (en) | Preparation method and equipment of hindered amine light stabilizer | |
| CN115197061A (en) | Triglyceride and preparation method and application thereof | |
| CN210229892U (en) | Polyester polyol automatic high-vacuum direct-pumping system | |
| CN102219679B (en) | Method for producing oxalic acid ester through CO gas phase coupling | |
| CN104230706A (en) | Preparation method of pentaerythritol oleate | |
| CN110498782B (en) | Continuous preparation method of 2, 5-dimethyl-4-hydroxy-3 (2H) furanone | |
| CN109534994B (en) | Continuous feeding adipic acid mono-esterification production device and application thereof | |
| CN107698542A (en) | Prepare the device and method of gamma butyrolactone | |
| CN103333048A (en) | Method for continuously producing 3-methyl-3-butylene-1-alcohol | |
| CN220003996U (en) | Esterification reaction device is united with co-esterification to divide esterification | |
| CN102260170B (en) | Method for microwave pipeline production of butyl acetate | |
| CN102992973B (en) | Industrial method for synthesizing p-hydroxy benzaldehyde in jet flow manner |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination |