CN107903387A - The method for improving polyether polyol building-up process oxypropylene conversion ratio - Google Patents
The method for improving polyether polyol building-up process oxypropylene conversion ratio Download PDFInfo
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- CN107903387A CN107903387A CN201711214456.8A CN201711214456A CN107903387A CN 107903387 A CN107903387 A CN 107903387A CN 201711214456 A CN201711214456 A CN 201711214456A CN 107903387 A CN107903387 A CN 107903387A
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- Prior art keywords
- propylene oxide
- polyether polyol
- oxypropylene
- added dropwise
- conversion ratio
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- 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
- C08G65/2609—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 aliphatic 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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
Abstract
The invention belongs to polyether polyol synthesis technical field, is specifically related to a kind of method for improving polyether polyol building-up process oxypropylene conversion ratio.Pass through low-temperature zone polymerisation：Initiator is added in reaction kettle, adds amines catalyst, is warming up to 70~95 DEG C, propylene oxide is added dropwise, carries out slaking reaction；Middle-temperature section polymerisation：105~115 DEG C are warming up to, propylene oxide is added dropwise, carries out curing until pressure is negative pressure in kettle；High temperature section polymerisation：Small molecule amine is added in reaction kettle, is warming up to 120~150 DEG C, propylene oxide is added dropwise, slaking reaction is carried out after nitrogen ftercompction；Curing finishes, and vacuumizes the unreacted propylene oxide monomer of removing, obtains polyether polyol.For the present invention by introducing small molecule amine in the building-up process later stage of polyether polyol, consumption increases reactivity while remaining PO, and the PO reduced in polyethers is remaining；This method technique is simple, propylene oxide less residue, high income, and production efficiency is high, and economic benefit and environmental benefit are good.
Description
Technical field
The invention belongs to polyether polyol synthesis technical field, is specifically related to a kind of raising polyether polyol building-up process
The method of oxypropylene conversion ratio.
Background technology
Polyether polyol is the important source material of polyurethane industrial, be widely used in household electrical appliances insulation, pipe insulation, sandwich sheet,
The fields such as automotive trim, coating.In rigid-foam polyether polyol compound probability, there are two kinds of universal production technologies：KOH is catalyzed
The amine technique of the catalysis such as the refined polyethers technique of agent and dimethylamine, amine technique polyethers be not required process for refining except metal ion etc.
Cumbersome post processing link, so as to substantially increase production efficiency.But amine technique polyethers is also among generally existing synthesizing polyether
The problem of sample epoxypropane conversion rate is low, and residual volume is high, seriously affects the yield of product, and post processing demonomerization process discharge is not anti-
The monomer answered also results in ecological environment certain influence.Thus, when a kind of new method of searching solves the synthesis of amine technique polyethers
Propylene oxide residual problem, have very important significance.
The content of the invention
The purpose of the present invention is overcome the deficiencies of the prior art and provide epoxy in a kind of raising polyether polyol building-up process
The method of conversion of propane.Simple production process of the present invention, existing consersion unit are entirely capable of meet demand, it is not necessary to extra
Ancillary equipment is produced, the final Contents In Polyether Polyol propylene oxide less residue of gained, material yield is high, has preferable economical
Benefit, and meet increasingly harsh environmental protection needs.
The method of the present invention for improving polyether polyol building-up process oxypropylene conversion ratio, including following step
Suddenly：
(1) low-temperature zone polymerisation：Initiator is added in reaction kettle, amines catalyst is added, is warming up to 70~95 DEG C,
Propylene oxide is added dropwise, carries out slaking reaction；
(2) middle-temperature section polymerisation：105~115 DEG C are warming up to, propylene oxide is added dropwise, carries out curing up to pressure in kettle
For negative pressure；
(3) high temperature section polymerisation：Small molecule amine is added in reaction kettle, is warming up to 120~150 DEG C, epoxy is added dropwise
Propane, slaking reaction is carried out after nitrogen ftercompction；
(4) curing finishes, and vacuumizes the unreacted propylene oxide monomer of removing, obtains polyether polyol.
Wherein：
Initiator is the one or more in sucrose, sorbierite, glycerine, propane diols or diethylene glycol, and initiator quality accounts for
The 29%~38% of polyether polyol gross mass.
Amines catalyst is one kind in monomethyl amine or dimethylamine；It is total that the addition quality of amines catalyst accounts for polyether polyol
The 0.3~1% of weight.
The gross mass of the propylene oxide of addition accounts for the 60~70% of polyether polyol gross mass in step (1)-(3).
The quality that propylene oxide is added dropwise in step (1) accounts for the 10~30% of propylene oxide gross mass, described in step (1)
Slaking reaction time 2h, reaction pressure are -0.09~0.3Mpa.
The quality that propylene oxide is added dropwise in step (2) accounts for the 40~60% of propylene oxide gross mass；Curing time is 0.5-
3h, pressure is -0.03~-0.09Mpa in kettle.
Small molecule amine is the one or more in ammonium hydroxide, triethylamine, trimethylamine or triethanolamine, and the quality of addition accounts for poly-
The 0.2~1% of ethoxylated polyhydric alcohol gross weight.
The quality that propylene oxide is added dropwise in step (3) accounts for the 10~50% of propylene oxide gross mass；Pressure after nitrogen ftercompction
For 0.05~0.3Mpa, the slaking reaction time is 0.5~5h.
It is that temperature is 105-115 DEG C that the unreacted propylene oxide monomer process of removing is vacuumized in step (4), pressure-
Below 0.088Mpa keeps nitrogen bubbling, reaction time 2-5h.
As a preferable technical solution, raising polyether polyol building-up process oxypropylene of the present invention turns
The method of rate, comprises the following steps：
(1) low-temperature zone polymerisation：Initiator is added in reaction kettle, nitrogen displacement 3~5 times, vacuum is pumped into amine and urges
Agent, is warming up to 70~95 DEG C, starts continuous dropwise addition propylene oxide, and the 10~30% of propylene oxide gross mass are added dropwise in this stage,
Reaction followed by aging.
(2) middle-temperature section polymerisation：It is warming up to 105~115 DEG C to continue that propylene oxide is added dropwise, propylene oxide is added dropwise in this stage
The 40~60% of gross mass, curing a period of time is until pressure is negative pressure in kettle；
(3) high temperature section polymerisation：Small molecule amine substance is pumped into reaction kettle, is uniformly mixed, is warming up to 120
~150 DEG C, remaining 10~50% propylene oxide is continuously added dropwise, and nitrogen ftercompction post curing is for a period of time.
(4) curing finishes, the propylene oxide content in sampling and testing polyethers, and it is mono- then to vacuumize the unreacted PO of removing
Body, obtains rigid-foam polyether polyol product.
Amine technique synthesizing polyether glycol is typically to add the mixture of initiator and catalyst (amine catalyst) to react
Kettle, then propylene oxide, is continuously passed through in kettle by heat temperature raising at a certain temperature, kettle internal pressure is tried hard to keep and holds positive pressure, ensures ring
Ethylene Oxide carries out continuous polymerization reaction, until reaching certain molecular weight；Due to containing unreacted epoxy third in polymerizate
Alkane monomer (6000~20000ppm), if unreacted monomer is without removing, it will seriously affect the matter of polyurethane foam
Amount, so the propylene oxide monomer of remaining under negative pressure state, must be steamed, poly- ammonia is just can be applied to after reaching lower content
Ester foam.
The present invention consumes residual epoxy propane (PO) by adding small molecule amine in the post-synthesis phase of polyether polyol
Increase reactivity at the same time, so that the propylene oxide reduced in polyethers is remaining, improve conversion ratio.
The invention has the advantages that：
(1) present invention is by introducing small molecule amines catalyst, increase polymerization in the building-up process later stage of polyether polyol
The active group and avtive spot in later stage are reacted, increases reactivity, thus greatly reduces the propylene oxide in polyether products
It is remaining；
(2) this method technique is simple, and existing working condition is entirely capable of meet demand, it is not necessary to which extra production auxiliary is set
It is standby；
(3) the final Contents In Polyether Polyol propylene oxide of present invention gained is remaining few, and material yield is improved significantly, tool
There is preferable economic benefit；
(4) present invention gained polyether polyol post-processing is simple, and monomer removal amount is few, and production efficiency is high, meets increasingly
Harsh environmental protection needs.
Embodiment
The invention will be further described with reference to embodiments.
Comparative example 1
By sucrose 320g, diethylene glycol 175g, is added in the polymerization reaction kettle of 2.5L, and polymerization reaction kettle is rushed afterwards
Pressure, detection ensure that leakproofness is good, carry out nitrogen displacement 5 times, and it is -0.093MPa to be then evacuated to vacuum, weighs 11g matter
The dimethylamine agueous solution that fraction is 40% is measured, vacuum is pumped into reaction kettle, sets when heating-up temperature is 85 DEG C, 80 DEG C and starts continuously
Propylene oxide is added dropwise, maintains temperature when the propylene oxide amount of addition is 183g, to stop between 80 ± 5 DEG C into propylene oxide simultaneously
Cure 1h；110 DEG C are then heated to, continues that 733g propylene oxide is added dropwise, drips post curing 2h, maturation stage carries out nitrogen punching
Pressure；By cure it is good after sample keep sample and test propylene oxide residual volume, vacuumize afterwards demonomerization 2 it is small when prepared
Finished product polyether polyol.
Embodiment 1
By sucrose 320g, diethylene glycol 175g, is added in the polymerization reaction kettle of 2.5L, and polymerization reaction kettle is rushed afterwards
Pressure, detection ensure that leakproofness is good, carry out nitrogen displacement 5 times, and it is -0.093MPa to be then evacuated to vacuum, weighs 11g matter
The dimethylamine agueous solution that fraction is 40% is measured, vacuum is pumped into reaction kettle, sets when heating-up temperature is 85 DEG C, 80 DEG C and starts continuously
Propylene oxide is added dropwise, maintains temperature when the propylene oxide amount of addition is 183g, to stop between 80 ± 5 DEG C into propylene oxide simultaneously
1h is cured, then heats to 110 DEG C, continues that 458g propylene oxide is added dropwise, and cures 1h, with the progress of slaking reaction, reaction
Pressure is gradually dropped to negative pressure in kettle, is then pumped into 3g ammonium hydroxide, maintains reaction temperature under 130 ± 5 DEG C, reaction pressure 0.2MPa,
Continue that remaining 275g propylene oxide is added dropwise, drip post curing 2h, maturation stage carries out nitrogen punching press, the sample that will have been cured
Keep sample and test propylene oxide residual volume, vacuumize afterwards demonomerization 2 it is small when the finished product polyether polyol prepared.Closed
Into Sucrose polyethers polyalcohol detection performance indicator be included in table 1.
Embodiment 2
By sucrose 320g, diethylene glycol 175g, is added in the polymerization reaction kettle of 2.5L, and polymerization reaction kettle is rushed afterwards
Pressure, detection ensure that leakproofness is good, carry out nitrogen displacement 5 times, and it is -0.093MPa to be then evacuated to vacuum, weighs 11g matter
The dimethylamine agueous solution that fraction is 40% is measured, vacuum is pumped into reaction kettle, sets when heating-up temperature is 85 DEG C, 80 DEG C and starts continuously
Propylene oxide is added dropwise, maintains temperature when the propylene oxide amount of addition is 183g, to stop between 80 ± 5 DEG C into propylene oxide simultaneously
1h is cured, then heats to 110 DEG C, continues that 458g propylene oxide is added dropwise, and cures 1h, with the progress of slaking reaction, reaction
Pressure is gradually dropped to negative pressure in kettle, is then pumped into 7g ammonium hydroxide, maintains reaction temperature under 130 ± 5 DEG C, reaction pressure 0.2MPa,
Continue that remaining 275g propylene oxide is added dropwise, drip post curing 2h, maturation stage carries out nitrogen punching press, the sample that will have been cured
Keep sample and test propylene oxide residual volume, vacuumize afterwards demonomerization 2 it is small when the finished product polyether polyol prepared.Closed
Into Sucrose polyethers polyalcohol detection performance indicator be included in table 1.
Embodiment 3
By sucrose 320g, diethylene glycol 175g, is added in the polymerization reaction kettle of 2.5L, and polymerization reaction kettle is rushed afterwards
Pressure, detection ensure that leakproofness is good, carry out nitrogen displacement 5 times, and it is -0.093MPa to be then evacuated to vacuum, weighs 11g matter
The dimethylamine agueous solution that fraction is 40% is measured, vacuum is pumped into reaction kettle, sets when heating-up temperature is 85 DEG C, 80 DEG C and starts continuously
Propylene oxide is added dropwise, maintains temperature when the propylene oxide amount of addition is 183g, to stop between 80 ± 5 DEG C into propylene oxide simultaneously
1h is cured, then heats to 110 DEG C, continues that 458g propylene oxide is added dropwise, and cures 1h, with the progress of slaking reaction, reaction
Pressure is gradually dropped to negative pressure in kettle, is then pumped into 14g ammonium hydroxide, maintains reaction temperature under 130 ± 5 DEG C, reaction pressure 0.2MPa,
Continue that remaining 275g propylene oxide is added dropwise, drip post curing 2h, maturation stage carries out nitrogen punching press, the sample that will have been cured
Keep sample and test propylene oxide residual volume, vacuumize afterwards demonomerization 2 it is small when the finished product polyether polyol prepared.Closed
Into Sucrose polyethers polyalcohol detection performance indicator be included in table 1.
Embodiment 4
By sucrose 320g, diethylene glycol 175g, is added in the polymerization reaction kettle of 2.5L, and polymerization reaction kettle is rushed afterwards
Pressure, detection ensure that leakproofness is good, carry out nitrogen displacement 5 times, and it is -0.093MPa to be then evacuated to vacuum, weighs 11g
40% dimethylamine agueous solution, vacuum are pumped into reaction kettle, set when heating-up temperature is 85 DEG C, 80 DEG C and start that epoxy third continuously is added dropwise
Alkane, maintains temperature when the propylene oxide amount of addition is 183g, to stop into propylene oxide between 80 ± 5 DEG C and cure 1h, then
110 DEG C are warming up to, continues that 458g propylene oxide is added dropwise, and cures 1h, as the progress of slaking reaction, reacting kettle inner pressure are gradual
Negative pressure is dropped to, is then pumped into 7g trimethylamines, maintains reaction temperature under 130 ± 5 DEG C, reaction pressure 0.2MPa, continues to be added dropwise surplus
Remaining 275g propylene oxide, drips post curing 2h, and maturation stage carries out nitrogen punching press, the sample cured is kept sample and tested
Propylene oxide residual volume, vacuumize afterwards demonomerization 2 it is small when the finished product polyether polyol prepared.Synthesized sucrose gathers
The performance indicator of ethoxylated polyhydric alcohol detection is included in table 1.
Embodiment 5
By sucrose 320g, diethylene glycol 175g, is added in the polymerization reaction kettle of 2.5L, and polymerization reaction kettle is rushed afterwards
Pressure, detection ensure that leakproofness is good, carry out nitrogen displacement 5 times, and it is -0.093MPa to be then evacuated to vacuum, weighs 11g
40% dimethylamine agueous solution, vacuum are pumped into reaction kettle, set when heating-up temperature is 85 DEG C, 80 DEG C and start that epoxy third continuously is added dropwise
Alkane, maintains temperature when the propylene oxide amount of addition is 183g, to stop into propylene oxide between 80 ± 5 DEG C and cure 1h, then
110 DEG C are warming up to, continues that 458g propylene oxide is added dropwise, and cures 1h, as the progress of slaking reaction, reacting kettle inner pressure are gradual
Negative pressure is dropped to, is then pumped into 7g triethylamines, maintains reaction temperature under 130 ± 5 DEG C, reaction pressure 0.2MPa, continues to be added dropwise surplus
Remaining 275g propylene oxide, drips post curing 2h, and maturation stage carries out nitrogen punching press, the sample cured is kept sample and tested
Propylene oxide residual volume, vacuumize afterwards demonomerization 2 it is small when the finished product polyether polyol prepared.Synthesized sucrose gathers
The performance indicator of ethoxylated polyhydric alcohol detection is included in table 1.
Rigid-foam polyether polyol performance indicator table is made with comparative example 1 in 1 embodiment 1-5 of table
It is bright that the method for the present invention polyether polyol oxypropylene residual quantity can be seen that by comparative example 1 and embodiment 1-5
It is aobvious lower than conventional method, and reaction yield is also significantly improved；The method propylene oxide residual quantity of wherein embodiment 1-5 is all
Between 200-350mg/kg, by embodiment 1-5 results, change small molecule amine dosage and play obvious reduction epoxy
The purpose of propane remnants.
Claims (9)
- A kind of 1. method for improving polyether polyol building-up process oxypropylene conversion ratio, it is characterised in that：Including following step Suddenly：(1) low-temperature zone polymerisation：Initiator is added in reaction kettle, adds amines catalyst, is warming up to 70~95 DEG C, is added dropwise Propylene oxide, carries out slaking reaction；(2) middle-temperature section polymerisation：105~115 DEG C are warming up to, propylene oxide is added dropwise, carries out curing until pressure is negative in kettle Pressure；(3) high temperature section polymerisation：Small molecule amine is added in reaction kettle, is warming up to 120~150 DEG C, propylene oxide is added dropwise, Slaking reaction is carried out after nitrogen ftercompction；(4) curing finishes, and vacuumizes the unreacted propylene oxide monomer of removing, obtains polyether polyol.
- 2. the method according to claim 1 for improving polyether polyol building-up process oxypropylene conversion ratio, its feature It is：Initiator is the one or more in sucrose, sorbierite, glycerine, propane diols or diethylene glycol, and initiator accounts for polyether polyols The 29%~38% of alcohol gross mass.
- 3. the method according to claim 1 for improving polyether polyol building-up process oxypropylene conversion ratio, its feature It is：Amines catalyst is one kind in monomethyl amine or dimethylamine；The quality of addition account for polyether polyol gross weight 0.3~ 1%.
- 4. the method according to claim 1 for improving polyether polyol building-up process oxypropylene conversion ratio, its feature It is：The gross mass of the propylene oxide of addition accounts for the 60~70% of polyether polyol gross mass in step (1)-(3).
- 5. the method according to claim 1 for improving polyether polyol building-up process oxypropylene conversion ratio, its feature It is：The quality that propylene oxide is added dropwise in step (1) accounts for the 10~30% of propylene oxide gross mass；It is ripe described in step (1) Change reaction time 2h, reaction pressure is -0.09~0.3Mpa.
- 6. the method according to claim 1 for improving polyether polyol building-up process oxypropylene conversion ratio, its feature It is：The quality that propylene oxide is added dropwise in step (2) accounts for the 40~60% of propylene oxide gross mass；Curing time is 0.5-3h, Pressure is -0.03~-0.09Mpa in kettle.
- 7. the method according to claim 1 for improving polyether polyol building-up process oxypropylene conversion ratio, its feature It is：Small molecule amine is the one or more in ammonium hydroxide, triethylamine or triethanolamine, and it is total that the quality of addition accounts for polyether polyol The 0.2~1% of quality.
- 8. the method according to claim 1 for improving polyether polyol building-up process oxypropylene conversion ratio, its feature It is：The quality that propylene oxide is added dropwise in step (3) accounts for the 10~50% of propylene oxide gross mass；Pressure is after nitrogen ftercompction 0.05~0.3Mpa, slaking reaction time are 0.5~5h.
- 9. the method according to claim 1 for improving polyether polyol building-up process oxypropylene conversion ratio, its feature It is：It is that temperature is 105~115 DEG C that the unreacted propylene oxide monomer process of removing is vacuumized in step (4), pressure- Below 0.088Mpa keeps nitrogen bubbling, 2~5h of reaction time.
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| CN109293910A (en) * | 2018-09-28 | 2019-02-01 | 山东诺威新材料有限公司 | The preparation method of the modified rigid-foam polyether polyol of biology base |
| CN111961521A (en) * | 2020-08-28 | 2020-11-20 | 上海中孚特种油品有限公司 | Ultralow-low-temperature-viscosity borate type synthetic brake fluid and preparation method thereof |
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| CN107903387B (en) | 2020-09-22 |
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Denomination of invention: Method for improving propylene oxide conversion in polyether polyol synthesis Effective date of registration: 20211223 Granted publication date: 20200922 Pledgee: Industrial Bank Co.,Ltd. Zibo Branch Pledgor: SHANDONG INOV NEW MATERIAL Co.,Ltd. Registration number: Y2021980016120 |
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Date of cancellation: 20230110 Granted publication date: 20200922 Pledgee: Industrial Bank Co.,Ltd. Zibo Branch Pledgor: SHANDONG INOV NEW MATERIAL Co.,Ltd. Registration number: Y2021980016120 |