CN113980261A - Preparation method of bisphenol A polyether polyol - Google Patents
Preparation method of bisphenol A polyether polyol Download PDFInfo
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- CN113980261A CN113980261A CN202111355215.1A CN202111355215A CN113980261A CN 113980261 A CN113980261 A CN 113980261A CN 202111355215 A CN202111355215 A CN 202111355215A CN 113980261 A CN113980261 A CN 113980261A
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- CN
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- Prior art keywords
- bisphenol
- polyether polyol
- potassium hydroxide
- reaction
- solid potassium
- 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.)
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Links
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 title claims abstract description 134
- 239000004721 Polyphenylene oxide Substances 0.000 title claims abstract description 36
- 229920000570 polyether Polymers 0.000 title claims abstract description 36
- 229920005862 polyol Polymers 0.000 title claims abstract description 35
- 150000003077 polyols Chemical class 0.000 title claims abstract description 35
- 238000002360 preparation method Methods 0.000 title abstract description 13
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims abstract description 105
- 238000006243 chemical reaction Methods 0.000 claims abstract description 41
- 239000007787 solid Substances 0.000 claims abstract description 37
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims abstract description 29
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 16
- 238000000034 method Methods 0.000 claims abstract description 12
- 229920000642 polymer Polymers 0.000 claims abstract description 11
- 239000003999 initiator Substances 0.000 claims abstract description 8
- 239000003054 catalyst Substances 0.000 claims abstract description 6
- 238000004090 dissolution Methods 0.000 claims description 6
- 230000035484 reaction time Effects 0.000 claims description 6
- 238000002156 mixing Methods 0.000 claims description 2
- 238000009826 distribution Methods 0.000 abstract description 8
- 238000004519 manufacturing process Methods 0.000 abstract description 8
- 238000009776 industrial production Methods 0.000 abstract description 3
- 238000003786 synthesis reaction Methods 0.000 abstract description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 11
- NPYPAHLBTDXSSS-UHFFFAOYSA-N Potassium ion Chemical compound [K+] NPYPAHLBTDXSSS-UHFFFAOYSA-N 0.000 description 6
- 239000002253 acid Substances 0.000 description 6
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 6
- 239000001301 oxygen Substances 0.000 description 6
- 229910052760 oxygen Inorganic materials 0.000 description 6
- 229910001414 potassium ion Inorganic materials 0.000 description 6
- 238000007670 refining Methods 0.000 description 6
- 229910001220 stainless steel Inorganic materials 0.000 description 6
- 239000010935 stainless steel Substances 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 229910052757 nitrogen Inorganic materials 0.000 description 5
- 238000011049 filling Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 150000001491 aromatic compounds Chemical class 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000012779 reinforcing material Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/26—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds
- C08G65/2603—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing oxygen
- C08G65/2606—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing oxygen containing hydroxyl groups
- C08G65/2612—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring from cyclic ethers and other compounds the other compounds containing oxygen containing hydroxyl groups containing aromatic or arylaliphatic hydroxyl groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
- C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
- C08G65/30—Post-polymerisation treatment, e.g. recovery, purification, drying
Abstract
The invention belongs to the technical field of chemical synthesis, and particularly relates to a preparation method of bisphenol A polyether polyol. According to the preparation method of the bisphenol A polyether polyol, bisphenol A is used as an initiator, solid potassium hydroxide is used as a catalyst, part of propylene oxide is added for dissolving pre-reaction, then the propylene oxide is subjected to polymerization reaction, and after the reaction is finished, the obtained polymer is refined to obtain the bisphenol A polyether polyol. The method provided by the invention has the characteristics of good product quality stability, high production efficiency, short production period and no damage to production equipment during industrial production of the bisphenol A polyether polyol. The preparation method provided by the invention can be used for preparing the general bisphenol A polyether polyol with regular molecular structure, narrow molecular weight distribution, stable product quality and high cost performance. The preparation method is scientific, reasonable, simple and feasible.
Description
Technical Field
The invention belongs to the technical field of chemical synthesis, and particularly relates to a preparation method of bisphenol A polyether polyol.
Background
The bisphenol A polyether polyol prepared by using bisphenol A as an initiator contains rigid chain groups in a polyether macromolecular chain because the initiator consists of aromatic compounds, so that downstream products have better mechanical properties and thermal stability. The bisphenol A polyether polyol is mainly used for preparing polyurethane hard foam sponge and filling foaming materials, and is widely applied to the fields of mine joint filling materials and reinforcing materials at present.
The bisphenol A is white solid particles at normal temperature and normal pressure, and the density is about 1.195g/cm3The melting point is about 158 ℃ and 159 ℃, and the melting is difficult at low temperature. When the bisphenol A is industrially used as an initiator and a kettle type reactor is adopted to prepare the low molecular weight polyether polyol, on one hand, the proportion of the bisphenol A as the initiator in the whole polymerization system is high, when the polymerization temperature is lower than 158 ℃, the bisphenol A as the initiator is in a solid powder state and is difficult to melt, and at the moment, the stirring resistance of a stirrer of the reaction kettle is high, the stirrer is difficult to start and rotate, and the motor of the stirrer is easily damaged due to overload; on the other hand, bisphenol a has a large stirring resistance and is difficult to be uniformly stirred and mixed with a catalyst, so that the whole polymerization reaction system is difficult to initiate, or the normal initiation is impossible, so that the polymerization reaction fails.
Disclosure of Invention
Aiming at the defects of the prior art, the invention aims to provide the preparation method of the bisphenol A polyether polyol, which is used for industrial production of the bisphenol A polyether polyol and has the characteristics of good product quality stability, high production efficiency and no damage to production equipment.
According to the preparation method of the bisphenol A polyether polyol, bisphenol A is used as an initiator, solid potassium hydroxide is used as a catalyst, part of propylene oxide is added for dissolving pre-reaction, then the propylene oxide is subjected to polymerization reaction, and after the reaction is finished, the obtained polymer is refined to obtain the bisphenol A polyether polyol.
Wherein:
the feeding mode of the bisphenol A and the solid potassium hydroxide is as follows:
firstly, adding a first layer of solid potassium hydroxide at the bottom of a reaction kettle, then adding a first layer of bisphenol A at the upper part of the reaction kettle, then respectively adding a second layer of solid potassium hydroxide and a second layer of bisphenol A, and then adding the rest of solid potassium hydroxide and bisphenol A into the reaction kettle after uniformly mixing in advance.
Preferably, the first and second electrodes are formed of a metal,
the adding amount of the first layer of solid potassium hydroxide is 10-20% of the total mass of the solid potassium hydroxide;
the adding amount of the first layer of bisphenol A is 10-20% of the total mass of the bisphenol A;
the adding amount of the second layer of solid potassium hydroxide is 20-30% of the total mass of the solid potassium hydroxide;
the addition amount of the bisphenol A in the second layer is 20-30% of the total mass of the bisphenol A.
Firstly, adding part of propylene oxide to dissolve, wherein the mass of the added propylene oxide is 3-23% of that of the bisphenol A.
The pre-reaction temperature is 60-100 ℃, and the pre-reaction time is 1-6 hours.
The number average molecular weight of the bisphenol A polyether polyol is 400-1000.
The addition of the catalyst is 2-10wt per mill of the total mass of the polymer.
The temperature for the polymerization reaction with propylene oxide was 105-160 ℃.
Compared with the prior art, the invention has the following beneficial effects:
1. the preparation process method provided by the invention is used for industrial production of bisphenol A polyether polyol, and has the characteristics of good product quality stability, high production efficiency, short production period and no damage to production equipment.
2. The invention develops a novel preparation process method of bisphenol A polyether polyol by optimizing a polymerization process route. The preparation method provided by the invention can be used for preparing the general bisphenol A polyether polyol with regular molecular structure, narrow molecular weight distribution, stable product quality and high cost performance.
3. The preparation method is scientific, reasonable, simple and feasible.
Detailed Description
The present invention will be further illustrated with reference to the following specific examples, but the present invention is not limited to the following examples. The method is a conventional method unless otherwise specified. The starting materials are commercially available from the open literature unless otherwise specified.
Example 1
At 5m32kg of 90% solid potassium hydroxide and 105.7kg of bisphenol A were charged into the stainless steel reactor, respectively, and then 4.4kg of 90% solid potassium hydroxide and 211.4kg of bisphenol A were charged, respectively, followed by charging into the reactor 15.6kg of 90% solid potassium hydroxide and 739.9kg of bisphenol A, which had been previously mixed uniformly. Replacing nitrogen, and measuring the oxygen content in the reaction kettle to be lower than 100 ppm. The reaction kettle is vacuumized to-0.1 MPa, the temperature is gradually increased to 62 +/-2 ℃, 211.4kg of propylene oxide is added for dissolution pre-reaction, and the reaction time is 1 hour. Keeping the temperature in the kettle at 107 +/-2 ℃ and the pressure at 0.10 +/-0.05 MPa, continuously adding 711.6kg of propylene oxide, then carrying out internal pressure reaction for 1 hour at the reaction temperature of 107 +/-2 ℃, then carrying out vacuum removal on the incompletely reacted propylene oxide, and refining the polymer to obtain the bisphenol A polyether polyol.
The analytical indexes are as follows:
hydroxyl value: 280mgKOH/kg, water: 0.02 wt%, potassium ion: 1mg/kg, acid value: 0.02mgKOH/kg, pH: 6.8, molecular weight distribution index (D): 1.0523, polymerization cycle: for 12 hours.
Example 2
At 5m30.88kg of 90% solid potassium hydroxide and 87.8kg of bisphenol A were charged into the stainless steel reactor, respectively, and then 1.33kg of 90% solid potassium hydroxide and 131.7kg of bisphenol A were charged, respectively, followed by charging into the reactor 2.23kg of 90% solid potassium hydroxide and 219.5kg of bisphenol A, which had been previously mixed uniformly. Replacing nitrogen, and measuring the oxygen content in the reaction kettle to be lower than 100 ppm. The reaction kettle is vacuumized to-0.1 MPa, the temperature is gradually increased to 98 +/-2 ℃, 131.7kg of propylene oxide is added for dissolution pre-reaction, and the reaction time is 6 hours. Maintaining the temperature in the kettle at 158 + -2 deg.C and pressure at 0.10 + -0.05 MPa, continuously adding 1425.3kg of propylene oxide, and performing internal pressure reactionAnd (3) reacting for 1 hour at the reaction temperature of 158 +/-2 ℃, then removing incompletely reacted propylene oxide in vacuum, and refining the polymer to obtain the bisphenol A polyether polyol.
The analytical indexes are as follows:
hydroxyl value: 112mgKOH/kg, water: 0.03 wt%, potassium ion: 2mg/kg, acid value: 0.017mgKOH/kg, pH: 6.9, molecular weight distribution index (D): 1.0373, polymerization cycle: for 18 hours.
Example 3
At 5m31.33kg of 90% solid potassium hydroxide and 109.1kg of bisphenol A were charged into the stainless steel reactor, respectively, and then 2.22kg of 90% solid potassium hydroxide and 181.9kg of bisphenol A were charged, respectively, followed by charging 5.34kg of 90% solid potassium hydroxide and 436.6kg of bisphenol A, which had been previously mixed uniformly, into the reactor. Replacing nitrogen, and measuring the oxygen content in the reaction kettle to be lower than 100 ppm. The reaction kettle is vacuumized to-0.1 MPa, the temperature is gradually increased to 80 +/-2 ℃, 72.8kg of propylene oxide is added for dissolution pre-reaction, and the reaction time is 3 hours. Keeping the temperature in the kettle at 110 +/-2 ℃ and the pressure at 0.10 +/-0.05 MPa, continuously adding 1191.6kg of propylene oxide, then carrying out internal pressure reaction for 1 hour at the reaction temperature of 110 +/-2 ℃, then carrying out vacuum removal on the incompletely reacted propylene oxide, and refining the polymer to obtain the bisphenol A polyether polyol.
The analytical indexes are as follows:
hydroxyl value: 187mgKOH/kg, water: 0.01 wt%, potassium ion: 3mg/kg, acid value: 0.03mgKOH/kg, pH: 6.7, molecular weight distribution index (D): 1.0511, polymerization cycle: for 16 hours.
Example 4
At 5m31.11kg of 90% solid potassium hydroxide and 87.2kg of bisphenol A were charged into the stainless steel reactor, respectively, and then 1.47kg of 90% solid potassium hydroxide and 119.8kg of bisphenol A were charged, respectively, followed by charging 4.09kg of 90% solid potassium hydroxide and 337.7kg of bisphenol A, which had been previously mixed uniformly, into the reactor. Replacing nitrogen, and measuring the oxygen content in the reaction kettle to be lower than 100 ppm. The reaction kettle is vacuumized to-0.1 MPa, gradually heated to 70 +/-2 ℃, and added with 81.7kg of propylene oxide for dissolution pre-reactionThe reaction time was 4 hours. Keeping the temperature in the kettle at 120 +/-2 ℃ and the pressure at 0.10 +/-0.05 MPa, continuously adding 1191.6kg of propylene oxide, then carrying out internal pressure reaction for 1 hour at the reaction temperature of 120 +/-2 ℃, then carrying out vacuum removal on the incompletely reacted propylene oxide, and refining the polymer to obtain the bisphenol A polyether polyol.
The analytical indexes are as follows:
hydroxyl value: 140mgKOH/kg, water: 0.04 wt%, potassium ion: 2mg/kg, acid value: 0.02mgKOH/kg, pH: 6.9, molecular weight distribution index (D): 1.0485, polymerization cycle: for 16 hours.
Example 5
At 5m31.44kg of 90% solid potassium hydroxide and 84.5kg of bisphenol A were charged into the stainless steel reactor, respectively, and then 2.67kg of 90% solid potassium hydroxide and 156kg of bisphenol A were charged, respectively, followed by charging 6.99kg of 90% solid potassium hydroxide and 337.7kg of bisphenol A, which had been previously mixed uniformly, into the reactor. Replacing nitrogen, and measuring the oxygen content in the reaction kettle to be lower than 100 ppm. The reaction kettle is vacuumized to-0.1 MPa, gradually heated to 70 +/-2 ℃, and added with 110.5kg of propylene oxide for dissolution pre-reaction for 2 hours. Keeping the temperature in the kettle at 130 +/-2 ℃ and the pressure at 0.10 +/-0.05 MPa, continuously adding 1229.1kg of propylene oxide, then carrying out internal pressure reaction for 1 hour at the reaction temperature of 130 +/-2 ℃, then carrying out vacuum removal on the incompletely reacted propylene oxide, and refining the polymer to obtain the bisphenol A polyether polyol.
The analytical indexes are as follows:
hydroxyl value: 170mgKOH/kg, water: 0.04 wt%, potassium ion: 2mg/kg, acid value: 0.02mgKOH/kg, pH: 6.9, molecular weight distribution index (D): 1.0501, polymerization cycle: for 14 hours.
Comparative example
At 5m311.1kg of 90% solid potassium hydroxide and 578.2kg of bisphenol A were added to the stainless steel reactor, respectively, and the nitrogen gas was replaced, and the amount of oxygen in the reactor was determined to be less than 100 ppm. The reaction kettle is vacuumized to-0.1 MPa, and the temperature is gradually increased to 130 +/-2 ℃. Keeping the temperature in the kettle at 130 + -2 deg.C and the pressure at 0.10 + -0.05 MPa, and continuously adding 1339.6kg of propylene oxide, then carrying out internal pressure reaction for 1 hour, wherein the reaction temperature is 130 +/-2 ℃, then removing the incompletely reacted propylene oxide in vacuum, and refining the polymer to obtain the bisphenol A polyether polyol.
The analytical indexes are as follows:
hydroxyl value: 170mgKOH/kg, water: 0.04 wt%, potassium ion: 2mg/kg, acid value: 0.02mgKOH/kg, pH: 6.9, molecular weight distribution index (D): 1.1346, polymerization cycle: for 29 hours.
Claims (8)
1. A method for preparing bisphenol A polyether polyol, which is characterized by comprising the following steps: bisphenol A is used as an initiator, solid potassium hydroxide is used as a catalyst, part of propylene oxide is added for dissolution pre-reaction, then the propylene oxide is subjected to polymerization reaction, and after the reaction is finished, the obtained polymer is refined to obtain the bisphenol A polyether polyol.
2. The process for producing a bisphenol a polyether polyol according to claim 1, characterized in that: the feeding mode of the bisphenol A and the solid potassium hydroxide is as follows:
firstly, adding a first layer of solid potassium hydroxide at the bottom of a reaction kettle, then adding a first layer of bisphenol A at the upper part of the reaction kettle, then respectively adding a second layer of solid potassium hydroxide and a second layer of bisphenol A, and then adding the rest of solid potassium hydroxide and bisphenol A into the reaction kettle after uniformly mixing in advance.
3. The process for producing a bisphenol a polyether polyol according to claim 2, characterized in that:
the adding amount of the first layer of solid potassium hydroxide is 10-20% of the total mass of the solid potassium hydroxide;
the adding amount of the first layer of bisphenol A is 10-20% of the total mass of the bisphenol A;
the adding amount of the second layer of solid potassium hydroxide is 20-30% of the total mass of the solid potassium hydroxide;
the addition amount of the bisphenol A in the second layer is 20-30% of the total mass of the bisphenol A.
4. The process for producing a bisphenol a polyether polyol according to claim 1, characterized in that: firstly, adding part of propylene oxide to dissolve, wherein the mass of the added propylene oxide is 3-23% of that of the bisphenol A.
5. The process for producing a bisphenol a polyether polyol according to claim 1, characterized in that: the pre-reaction temperature is 60-100 ℃, and the pre-reaction time is 1-6 hours.
6. The process for producing a bisphenol a polyether polyol according to claim 1, characterized in that: the number average molecular weight of the bisphenol A polyether polyol is 400-1000.
7. The process for producing a bisphenol a polyether polyol according to claim 1, characterized in that: the addition of the catalyst is 2-10wt per mill of the total mass of the polymer.
8. The process for producing a bisphenol a polyether polyol according to claim 1, characterized in that: the temperature for the polymerization reaction with propylene oxide was 105-160 ℃.
Priority Applications (1)
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| CN202111355215.1A CN113980261A (en) | 2021-11-16 | 2021-11-16 | Preparation method of bisphenol A polyether polyol |
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| CN202111355215.1A CN113980261A (en) | 2021-11-16 | 2021-11-16 | Preparation method of bisphenol A polyether polyol |
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Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110885436A (en) * | 2019-11-20 | 2020-03-17 | 山东蓝星东大有限公司 | Preparation method of polyether polyol with function of improving hardness and strength of sole |
| CN113105616A (en) * | 2021-04-12 | 2021-07-13 | 山东蓝星东大有限公司 | Preparation method of hydrophobic polyether polyol |
| CN113214467A (en) * | 2021-06-04 | 2021-08-06 | 浙江皇马科技股份有限公司 | Preparation method of bisphenol A polyoxypropylene ether |
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2021
- 2021-11-16 CN CN202111355215.1A patent/CN113980261A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110885436A (en) * | 2019-11-20 | 2020-03-17 | 山东蓝星东大有限公司 | Preparation method of polyether polyol with function of improving hardness and strength of sole |
| CN113105616A (en) * | 2021-04-12 | 2021-07-13 | 山东蓝星东大有限公司 | Preparation method of hydrophobic polyether polyol |
| CN113214467A (en) * | 2021-06-04 | 2021-08-06 | 浙江皇马科技股份有限公司 | Preparation method of bisphenol A polyoxypropylene ether |
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