CN114591143A - Preparation method of sodium methyl allyl alcohol - Google Patents
Preparation method of sodium methyl allyl alcohol Download PDFInfo
- Publication number
- CN114591143A CN114591143A CN202210259633.9A CN202210259633A CN114591143A CN 114591143 A CN114591143 A CN 114591143A CN 202210259633 A CN202210259633 A CN 202210259633A CN 114591143 A CN114591143 A CN 114591143A
- Authority
- CN
- China
- Prior art keywords
- sodium
- reaction
- methallyl alcohol
- mass ratio
- ethylene diamine
- 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.)
- Granted
Links
- 238000002360 preparation method Methods 0.000 title claims abstract description 7
- XXROGKLTLUQVRX-UHFFFAOYSA-N hydroxymethylethylene Natural products OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 title description 6
- HSFQBFMEWSTNOW-UHFFFAOYSA-N sodium;carbanide Chemical group [CH3-].[Na+] HSFQBFMEWSTNOW-UHFFFAOYSA-N 0.000 title description 6
- 238000006243 chemical reaction Methods 0.000 claims abstract description 47
- 238000000034 method Methods 0.000 claims abstract description 27
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims abstract description 20
- 229910052708 sodium Inorganic materials 0.000 claims abstract description 20
- 239000011734 sodium Substances 0.000 claims abstract description 20
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 63
- BYDRTKVGBRTTIT-UHFFFAOYSA-N 2-methylprop-2-en-1-ol Chemical compound CC(=C)CO BYDRTKVGBRTTIT-UHFFFAOYSA-N 0.000 claims description 42
- BEGBSFPALGFMJI-UHFFFAOYSA-N ethene;sodium Chemical group [Na].C=C BEGBSFPALGFMJI-UHFFFAOYSA-N 0.000 claims description 19
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 15
- 229910000402 monopotassium phosphate Inorganic materials 0.000 claims description 13
- 235000019796 monopotassium phosphate Nutrition 0.000 claims description 13
- PJNZPQUBCPKICU-UHFFFAOYSA-N phosphoric acid;potassium Chemical compound [K].OP(O)(O)=O PJNZPQUBCPKICU-UHFFFAOYSA-N 0.000 claims description 11
- 238000010992 reflux Methods 0.000 claims description 9
- 239000002994 raw material Substances 0.000 claims description 7
- 238000003756 stirring Methods 0.000 claims description 7
- 238000010438 heat treatment Methods 0.000 claims description 6
- 238000004090 dissolution Methods 0.000 claims description 5
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 239000000203 mixture Substances 0.000 claims description 2
- UEUXEKPTXMALOB-UHFFFAOYSA-J tetrasodium;2-[2-[bis(carboxylatomethyl)amino]ethyl-(carboxylatomethyl)amino]acetate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]C(=O)CN(CC([O-])=O)CCN(CC([O-])=O)CC([O-])=O UEUXEKPTXMALOB-UHFFFAOYSA-J 0.000 claims 1
- 239000000047 product Substances 0.000 abstract description 19
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 abstract description 16
- 239000006227 byproduct Substances 0.000 abstract description 5
- 238000003889 chemical engineering Methods 0.000 abstract description 4
- 230000009286 beneficial effect Effects 0.000 abstract description 2
- WCASXYBKJHWFMY-UHFFFAOYSA-N crotyl alcohol Chemical compound CC=CCO WCASXYBKJHWFMY-UHFFFAOYSA-N 0.000 abstract description 2
- 230000007547 defect Effects 0.000 abstract description 2
- 239000012847 fine chemical Substances 0.000 abstract description 2
- 239000000543 intermediate Substances 0.000 abstract description 2
- 238000005580 one pot reaction Methods 0.000 abstract description 2
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 15
- CLBRCZAHAHECKY-UHFFFAOYSA-N [Co].[Pt] Chemical compound [Co].[Pt] CLBRCZAHAHECKY-UHFFFAOYSA-N 0.000 description 5
- 238000001514 detection method Methods 0.000 description 5
- 229910052751 metal Inorganic materials 0.000 description 5
- 239000002184 metal Substances 0.000 description 5
- 239000002253 acid Substances 0.000 description 3
- 239000003513 alkali Substances 0.000 description 3
- 239000003638 chemical reducing agent Substances 0.000 description 3
- 239000012458 free base Substances 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 238000002485 combustion reaction Methods 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 150000004678 hydrides Chemical class 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- GNSKLFRGEWLPPA-UHFFFAOYSA-M potassium dihydrogen phosphate Chemical compound [K+].OP(O)([O-])=O GNSKLFRGEWLPPA-UHFFFAOYSA-M 0.000 description 2
- LWIHDJKSTIGBAC-UHFFFAOYSA-K potassium phosphate Substances [K+].[K+].[K+].[O-]P([O-])([O-])=O LWIHDJKSTIGBAC-UHFFFAOYSA-K 0.000 description 2
- 238000000066 reactive distillation Methods 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 1
- 239000004568 cement Substances 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000004880 explosion Methods 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229910052987 metal hydride Inorganic materials 0.000 description 1
- 150000004681 metal hydrides Chemical class 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000013021 overheating Methods 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 238000011112 process operation Methods 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 230000003014 reinforcing effect Effects 0.000 description 1
- 238000007363 ring formation reaction Methods 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000012312 sodium hydride Substances 0.000 description 1
- 229910000104 sodium hydride Inorganic materials 0.000 description 1
- -1 sodium methylenpropanolate Chemical compound 0.000 description 1
- 230000002269 spontaneous effect Effects 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/68—Preparation of metal alcoholates
- C07C29/70—Preparation of metal alcoholates by converting hydroxy groups to O-metal groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/74—Separation; Purification; Use of additives, e.g. for stabilisation
- C07C29/76—Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment
- C07C29/80—Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment by distillation
-
- 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
-
- 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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention discloses a preparation method of methyl allyl alcohol sodium, relating to the technical field of fine chemical engineering and chemical engineering intermediates. Controlling certain reaction temperature and reaction pressure, combining with a classical reaction rectification mode, and obtaining the target product by one-step reaction. The invention has the beneficial effects that: the method has the advantages of short process flow, simple process, mild reaction conditions, no generation of isobutanol serving as a byproduct, and product chromaticity less than or equal to 5, completely overcomes the defects of the traditional process, and completely meets the technical requirements of economy, greenness and safety.
Description
Technical Field
The invention relates to the technical field of fine chemical engineering and chemical engineering intermediates, in particular to a preparation method of sodium methyl allyl alcohol.
Background
The sodium methylenpropanolate is a catalyst for the synthesis reaction of a new generation of polycarboxylic acid high-efficiency water reducing agent, and the polycarboxylic acid water reducing agent has high particle dispersing performance and holding capacity, and has the advantages of high water reducing efficiency, small cement using amount, good reinforcing effect, environmental friendliness and the like. In the production process of the polycarboxylic acid water reducing agent, the quality of the catalyst performance not only directly influences the speed, material consumption and the like of the synthesis reaction process, but also obviously influences the quality of the produced product.
At present, the production process of sodium methyl allyl alcohol adopts metal sodium or sodium hydride to react with methyl allyl alcohol to obtain a product sodium methyl allyl alcohol, but active metal sodium or hydride thereof reacts with alcohol in the process, and the metal property is too active, so that the reaction process is violent, a large amount of hydrogen is released, the combustion and explosion are easy, and great potential safety hazards exist. Moreover, due to the violent reaction, the temperature of the contact surface of the alcohol and the metal or metal hydride is very high, local overheating is formed, so that more byproducts are generated, and the color development of the byproducts further increases the product color. Meanwhile, the storage condition of the metal sodium or the hydride thereof is harsh, spontaneous combustion is easy to occur, and fire extinguishment is difficult. The preparation of the sodium methallyl alcohol by using strong alkali such as sodium hydroxide and the like is also technically explored, but the molecule of the methallyl alcohol contains active double bonds, so that double bond saturation is easy to generate by-products such as isobutanol and the like, and meanwhile, a small amount of side reactions such as free radical polymerization, ring formation and the like are generated, so that the product is greatly increased, and the purity and chromaticity of the prepared sodium methallyl alcohol product can not meet the use requirements of downstream products.
Disclosure of Invention
In order to achieve the above object, the present invention provides a method for preparing sodium methallyl alcohol.
The method takes one or more of sodium ethylene diamine tetracetate, potassium dihydrogen phosphate and sodium hydroxide as raw materials, reacts with another raw material of methallyl alcohol under certain temperature and pressure conditions, and removes water generated by the reaction through reactive distillation to obtain a target product.
The preparation method of the sodium methyl allyl alcohol is mainly realized by the following technical scheme: raw materials of methallyl alcohol and sodium ethylene diamine tetracetate are stirred and mixed in a kettle type reactor according to a certain mass ratio, heated to a certain temperature and reacted for a certain time at the temperature. Then adding sodium hydroxide and potassium dihydrogen phosphate according to a certain proportion, stirring and dissolving, after the dissolution is finished, conveying to a reaction rectifying tower, controlling a certain reaction temperature and reaction pressure, extracting free water generated by the reaction from the top of the reaction rectifying tower, and obtaining a target product from the bottom of the tower.
The mass ratio of the sodium ethylene diamine tetracetate to the methallyl alcohol is 0.01-3%.
Adding sodium ethylene diamine tetracetate, and heating to 50-100 deg.C.
Adding sodium ethylene diamine tetracetate, and reacting for 10-120 min.
The mass ratio of the sodium hydroxide to the methallyl alcohol is 2-20%.
The mass ratio of the monopotassium phosphate to the methallyl alcohol is 0.01-5%.
Adding sodium hydroxide, heating to react at 70-120 deg.c.
The reaction pressure is-0.1 MPa-1MPa, preferably-0.085 MPa, and the reflux ratio is 0.5-2.
Stirring and mixing the sodium ethylene diamine tetracetate and the methallyl alcohol in a kettle type reactor according to the mass ratio of 0.05%, heating to 70 ℃, and reacting for 30 minutes at the temperature; and then adding sodium hydroxide and potassium dihydrogen phosphate according to a certain proportion, stirring and dissolving, wherein the mass ratio of the sodium hydroxide to the methallyl alcohol is 10%, the mass ratio of the potassium dihydrogen phosphate to the methallyl alcohol is 0.03%, after the dissolution is finished, conveying the mixture to a reaction rectifying tower, controlling the reaction temperature to be 80 ℃, controlling the reaction pressure to be-0.085 MPa, extracting free water generated by the reaction from the top of the reaction rectifying tower, obtaining a target product from the bottom of the tower, and the reflux ratio of the reaction rectifying tower is 1.
The technical scheme provided by the embodiment of the invention has the following beneficial effects: the invention adopts one or more of sodium ethylene diamine tetracetate, potassium dihydrogen phosphate and sodium hydroxide as raw materials to react with another raw material of methallyl alcohol. Controlling certain reaction temperature and reaction pressure, and combining a classical reaction rectification mode to obtain a target product through one-step reaction; the method has the advantages of short process flow, simple process, mild reaction conditions, generation of isobutanol and other byproducts, and product chromaticity less than or equal to 5, completely overcomes the defects of the traditional process, and meets the technical requirements of economy, greenness and safety.
Drawings
The accompanying drawings, which are incorporated in and constitute a part of this application, illustrate embodiments of the application and, together with the description, serve to explain the application and are not intended to limit the application.
FIG. 1 (A) is a sample of sodium methallyl alcohol prepared directly from methallyl alcohol and sodium hydroxide; FIG. 1 (B) is a sample of sodium methallyl alcohol prepared by the process of the present invention.
FIG. 2 is a gas chromatogram of a sample of sodium methallyl alcohol prepared directly from methallyl alcohol and sodium hydroxide.
FIG. 3 is a gas chromatogram of a sodium methallyl alcohol sample prepared by the method of the present invention.
FIG. 4 is a schematic process flow diagram of the process of the present invention, wherein 1: a kettle reactor; 2: a reactive distillation column.
Detailed Description
Specifically, taking the optimized proportion and the optimized operation conditions as examples, the method for preparing the sodium methallyl alcohol can be realized by the following process operations:
stirring and mixing raw materials of methallyl alcohol and sodium ethylene diamine tetracetate in a kettle type reactor 1 according to a certain mass ratio, heating to a certain temperature, reacting for a certain time at the temperature, then adding sodium hydroxide and potassium dihydrogen phosphate according to a certain ratio, stirring and dissolving, after the dissolution is finished, conveying to a reaction rectifying tower 2, controlling a certain reaction temperature and reaction pressure, extracting free water generated by the reaction from the top of the reaction rectifying tower, and obtaining a target product of sodium methallyl alcohol from the bottom of the tower.
The specific embodiment is as follows:
the following are specific examples to illustrate specific procedures for carrying out the process, but the scope of the present invention is not limited by the examples.
Example 1
100g of methallyl alcohol and 10g of sodium hydroxide, wherein the reaction temperature is 80 ℃, the reaction pressure is-0.085 Mpa, and the reflux ratio is 1.
Product detection data: 0.05% of free alkali (calculated by potassium hydroxide), 0.042% of water, 25.3% of isobutanol and 450% of platinum-cobalt color.
Example 2
100g of methallyl alcohol and 0.05g of sodium ethylene diamine tetracetate are reacted for 30 minutes at 70 ℃, 10g of sodium hydroxide is added, the reaction temperature is 80 ℃, the reaction pressure is-0.085 Mpa, and the reflux ratio is 1.
Product detection data: 0.027% of free base (calculated as potassium hydroxide), 0.035% of water, 0.82% of isobutanol and 70% of platinum-cobalt colour.
Example 3
100g of methallyl alcohol and 0.05g of sodium ethylene diamine tetracetate, reacting for 30 minutes at 60 ℃, adding 10g of sodium hydroxide, reacting at 80 ℃, reacting under-0.085 Mpa and refluxing at a ratio of 1.
Product detection data: 0.031% free base (calculated by potassium hydroxide), 0.033% water, 3.65% isobutanol, and 80% platinum-cobalt color.
Example 4
100g of methallyl alcohol and 0.05g of sodium ethylene diamine tetracetate, reacting for 30 minutes at 70 ℃, adding 10g of sodium hydroxide and 0.01g of potassium dihydrogen phosphate, reacting at 80 ℃, reacting under the pressure of-0.085 Mpa and the reflux ratio of 1.
Product detection data: 0.018% of free base (calculated by potassium hydroxide), 0.015% of water, 0.19% of isobutanol and 45% of platinum-cobalt color.
Example 5
100g of methallyl alcohol and 0.05g of sodium ethylene diamine tetracetate, reacting for 30 minutes at 70 ℃, adding 10g of sodium hydroxide and 0.03g of monopotassium phosphate, reacting at 80 ℃, reacting under the pressure of-0.085 Mpa and the reflux ratio of 1.
Product detection data: 0.011 percent of free alkali (calculated by potassium hydroxide), 0.013 percent of water, 0.01 percent of isobutanol and 2.5 percent of platinum-cobalt chromaticity.
The above description is only for the purpose of illustrating the preferred embodiments of the present invention and is not to be construed as limiting the invention, and any modifications, equivalents, improvements and the like that fall within the spirit and principle of the present invention are intended to be included therein.
Claims (10)
1. A preparation method of sodium methallyl alcohol is characterized in that raw materials of methallyl alcohol and sodium ethylene diamine tetracetate are stirred and mixed in a kettle-type reactor according to a certain mass ratio, heated to a certain temperature and reacted for a certain time at the temperature; then adding sodium hydroxide and potassium dihydrogen phosphate according to a certain proportion, stirring and dissolving, after the dissolution is finished, conveying to a reaction rectifying tower, controlling a certain reaction temperature and reaction pressure, extracting free water generated by the reaction from the top of the reaction rectifying tower, and obtaining a target product from the bottom of the tower.
2. The method for preparing sodium methallyl alcohol according to claim 1, wherein the mass ratio of sodium ethylene diamine tetracetate to methallyl alcohol is 0.01% -3%.
3. The method for preparing sodium methallyl alcohol according to claim 1, wherein the mass ratio of sodium ethylene diamine tetracetate to methallyl alcohol is 0.05%; adding the sodium ethylene diamine tetracetate, and then heating to 50-100 ℃.
4. The method for preparing sodium methallyl alcohol according to claim 1, wherein the mass ratio of sodium ethylene diamine tetracetate to methallyl alcohol is 0.05%; adding the sodium ethylene diamine tetracetate, and then heating to 70 ℃; and adding the sodium ethylene diamine tetracetate, and reacting for 10-120 minutes.
5. The method according to claim 1, wherein the mass ratio of the sodium hydroxide to the methallyl alcohol is 2 to 20%.
6. The method for preparing sodium methallyl alcohol according to claim 1, wherein the mass ratio of the potassium dihydrogen phosphate to the methallyl alcohol is 0.01-5%.
7. The method for preparing sodium methallylate according to claim 1, wherein the reaction temperature is 70-120 ℃ after the sodium hydroxide is added and the temperature is raised for reaction.
8. The method of claim 1, wherein the reaction pressure is between-0.1 Mpa and 1 Mpa.
9. The method according to claim 1, wherein the reflux ratio of the reaction and the rectification is 0.5-2.
10. The method for producing sodium methallyl alcohol according to claim 1, wherein the sodium ethylenediaminetetraacetate and the methallyl alcohol are stirred and mixed in a mass ratio of 0.05% in a tank reactor and heated to 70 ℃ to react at the temperature for 30 minutes; and then adding sodium hydroxide and potassium dihydrogen phosphate according to a certain proportion, stirring and dissolving, wherein the mass ratio of the sodium hydroxide to the methallyl alcohol is 10%, the mass ratio of the potassium dihydrogen phosphate to the methallyl alcohol is 0.03%, after the dissolution is finished, conveying the mixture to a reaction rectifying tower, controlling the reaction temperature to be 80 ℃, controlling the reaction pressure to be-0.085 MPa, extracting free water generated by the reaction from the top of the reaction rectifying tower, obtaining a target product from the bottom of the tower, and the reflux ratio of the reaction rectifying tower is 1.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202210259633.9A CN114591143B (en) | 2022-03-16 | 2022-03-16 | Preparation method of sodium methylallyl alcohol |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202210259633.9A CN114591143B (en) | 2022-03-16 | 2022-03-16 | Preparation method of sodium methylallyl alcohol |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN114591143A true CN114591143A (en) | 2022-06-07 |
| CN114591143B CN114591143B (en) | 2024-06-21 |
Family
ID=81818215
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202210259633.9A Active CN114591143B (en) | 2022-03-16 | 2022-03-16 | Preparation method of sodium methylallyl alcohol |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN114591143B (en) |
Citations (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0091425A2 (en) * | 1982-04-07 | 1983-10-12 | FMC Corporation | Continuous alkoxidation process |
| KR19990041622A (en) * | 1997-11-22 | 1999-06-15 | 성재갑 | Method for stabilization of chromaticity of alkyl polyglycosides during storage |
| WO2016083175A1 (en) * | 2014-11-24 | 2016-06-02 | Basf Se | Producing a metal alkoxide using a reactive distillation process |
| CN107032952A (en) * | 2017-05-08 | 2017-08-11 | 兰州石化职业技术学院 | A kind of preparation technology of 2 methallyl alcohol |
| CN108299159A (en) * | 2018-03-01 | 2018-07-20 | 浙江大学 | A kind of continuous method for preparing 2- methallyl alkoxide alcoholic solutions |
| CN109021222A (en) * | 2017-06-12 | 2018-12-18 | 廊坊恺建化工有限公司 | The production method of high collapse-preventing type polyether monomer |
| CN112175180A (en) * | 2020-09-25 | 2021-01-05 | 吉化集团油脂化工有限公司 | Preparation method of polycarboxylate superplasticizer macromonomer |
| JP2021020346A (en) * | 2019-07-25 | 2021-02-18 | 株式会社カネカ | Laminate and method for producing laminate |
| CN114015034A (en) * | 2021-12-08 | 2022-02-08 | 江苏奥克化学有限公司 | Preparation method and application of sodium alkoxide catalyst for synthesizing water reducer polyether |
| CN114105802A (en) * | 2021-11-12 | 2022-03-01 | 宿迁新亚科技有限公司 | Method for controlling metal ions and chromaticity in preparation process of N-ethylformamide |
-
2022
- 2022-03-16 CN CN202210259633.9A patent/CN114591143B/en active Active
Patent Citations (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0091425A2 (en) * | 1982-04-07 | 1983-10-12 | FMC Corporation | Continuous alkoxidation process |
| KR19990041622A (en) * | 1997-11-22 | 1999-06-15 | 성재갑 | Method for stabilization of chromaticity of alkyl polyglycosides during storage |
| WO2016083175A1 (en) * | 2014-11-24 | 2016-06-02 | Basf Se | Producing a metal alkoxide using a reactive distillation process |
| CN107032952A (en) * | 2017-05-08 | 2017-08-11 | 兰州石化职业技术学院 | A kind of preparation technology of 2 methallyl alcohol |
| CN109021222A (en) * | 2017-06-12 | 2018-12-18 | 廊坊恺建化工有限公司 | The production method of high collapse-preventing type polyether monomer |
| CN108299159A (en) * | 2018-03-01 | 2018-07-20 | 浙江大学 | A kind of continuous method for preparing 2- methallyl alkoxide alcoholic solutions |
| JP2021020346A (en) * | 2019-07-25 | 2021-02-18 | 株式会社カネカ | Laminate and method for producing laminate |
| CN112175180A (en) * | 2020-09-25 | 2021-01-05 | 吉化集团油脂化工有限公司 | Preparation method of polycarboxylate superplasticizer macromonomer |
| CN114105802A (en) * | 2021-11-12 | 2022-03-01 | 宿迁新亚科技有限公司 | Method for controlling metal ions and chromaticity in preparation process of N-ethylformamide |
| CN114015034A (en) * | 2021-12-08 | 2022-02-08 | 江苏奥克化学有限公司 | Preparation method and application of sodium alkoxide catalyst for synthesizing water reducer polyether |
Also Published As
| Publication number | Publication date |
|---|---|
| CN114591143B (en) | 2024-06-21 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| WO2023077822A1 (en) | Method for preparing 2,5-bishydroxymethylfuran by using 5-chloromethylfurfural | |
| CN104926611B (en) | Novel process for preparing benzyl alcohol by alkali-free continuous hydrolysis of benzyl chloride | |
| CN110938016B (en) | Method for preparing 2-aminobutyronitrile by using microchannel reactor | |
| CN111302885B (en) | Method for efficiently synthesizing ethylene and 1,3-butadiene by bioethanol one-pot method | |
| CN109384914A (en) | A kind of synthesis technology of One-step production polycarboxylate water-reducer monomeric polyether | |
| CN114591143B (en) | Preparation method of sodium methylallyl alcohol | |
| CN101531367A (en) | Process for producing silicane | |
| CN110407725B (en) | Preparation method of 2-mercaptoethanol | |
| CN112174906A (en) | Preparation method of intermediate 4, 4-dimethylisoxazol-3-one | |
| CN106336341A (en) | Process for synthesizing ethyl chloride | |
| CN113072449B (en) | Synthesis method of 4,4, 4-trifluoroacetylacetic acid ethyl ester | |
| CN113548957B (en) | Production method of tertiary carbonic acid | |
| CN115646377A (en) | Reaction system and method for continuously producing alpha-alkyl ester | |
| CN113667112A (en) | Synthetic method of high-melting-point prenol polyoxyethylene ether | |
| CN101891213A (en) | Method for preparing water glass from byproduct silicon tetrachloride | |
| CN112028805A (en) | Method for continuously producing tert-butyl hydroperoxide | |
| CN111072595A (en) | Novel method for preparing rubber accelerator DCBS | |
| CN110563586A (en) | Method for preparing dimethyl carbonate in one pot under low pressure condition | |
| CN112409227B (en) | Method for efficiently synthesizing 3-mercaptopropionic acid | |
| CN102381966A (en) | Method for producing vinyl acetate | |
| CN108715580A (en) | A kind of industrialized preparing process of 2- nitryl-4-thiamphenicol benzoic acids | |
| CN102584879B (en) | Preparation method of aluminium triethyl | |
| CN108641778A (en) | Environment protection additive and its application process for furfural production | |
| CN114163298B (en) | Process for producing chloroethylene from methanol | |
| CN115594565B (en) | Process for preparing 1, 3-propylene glycol by glycerol hydrogenation |
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 | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant |