CN112480392A - Double-end olefinic bond terminated polyether and synthetic method thereof - Google Patents
Double-end olefinic bond terminated polyether and synthetic method thereof Download PDFInfo
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- 239000004721 Polyphenylene oxide Substances 0.000 title claims abstract description 29
- 229920000570 polyether Polymers 0.000 title claims abstract description 29
- 238000010189 synthetic method Methods 0.000 title description 2
- 238000006243 chemical reaction Methods 0.000 claims abstract description 31
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims abstract description 24
- 238000000034 method Methods 0.000 claims abstract description 16
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims abstract description 14
- 238000010438 heat treatment Methods 0.000 claims abstract description 14
- OWXJKYNZGFSVRC-NSCUHMNNSA-N (e)-1-chloroprop-1-ene Chemical compound C\C=C\Cl OWXJKYNZGFSVRC-NSCUHMNNSA-N 0.000 claims abstract description 13
- 239000007787 solid Substances 0.000 claims abstract description 11
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims abstract description 9
- 239000003999 initiator Substances 0.000 claims abstract description 9
- 239000002904 solvent Substances 0.000 claims abstract description 9
- 238000003756 stirring Methods 0.000 claims abstract description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 8
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims abstract description 7
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract description 6
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 6
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 6
- 239000001301 oxygen Substances 0.000 claims abstract description 6
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 6
- 238000006555 catalytic reaction Methods 0.000 claims abstract description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 4
- 238000007151 ring opening polymerisation reaction Methods 0.000 claims abstract description 4
- 239000006227 byproduct Substances 0.000 claims abstract description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 48
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 19
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 10
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 10
- 230000002194 synthesizing effect Effects 0.000 claims description 9
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 6
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims description 6
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 5
- 238000001914 filtration Methods 0.000 claims description 5
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 4
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 4
- -1 polyoxyethylene Polymers 0.000 claims description 4
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims description 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims description 2
- 238000005119 centrifugation Methods 0.000 claims description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 2
- 239000000203 mixture Substances 0.000 claims description 2
- 239000003208 petroleum Substances 0.000 claims description 2
- 229920001451 polypropylene glycol Polymers 0.000 claims description 2
- 238000000926 separation method Methods 0.000 claims description 2
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 claims description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims 2
- 239000005977 Ethylene Substances 0.000 claims 2
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 claims 1
- 230000015572 biosynthetic process Effects 0.000 claims 1
- 150000002009 diols Chemical class 0.000 claims 1
- 238000003786 synthesis reaction Methods 0.000 claims 1
- XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 abstract description 12
- 238000006276 transfer reaction Methods 0.000 abstract description 3
- 238000011031 large-scale manufacturing process Methods 0.000 abstract description 2
- 239000007858 starting material Substances 0.000 abstract description 2
- 238000001308 synthesis method Methods 0.000 abstract description 2
- 238000001816 cooling Methods 0.000 description 6
- 229920000642 polymer Polymers 0.000 description 4
- 239000007795 chemical reaction product Substances 0.000 description 3
- 238000001514 detection method Methods 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 3
- 238000004811 liquid chromatography Methods 0.000 description 3
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 3
- 229910052700 potassium Inorganic materials 0.000 description 3
- 239000011591 potassium Substances 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 229910001220 stainless steel Inorganic materials 0.000 description 3
- 239000010935 stainless steel Substances 0.000 description 3
- 229920001971 elastomer Polymers 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 238000006959 Williamson synthesis reaction Methods 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- RMRFFCXPLWYOOY-UHFFFAOYSA-N allyl radical Chemical compound [CH2]C=C RMRFFCXPLWYOOY-UHFFFAOYSA-N 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- CDQSJQSWAWPGKG-UHFFFAOYSA-N butane-1,1-diol Chemical compound CCCC(O)O CDQSJQSWAWPGKG-UHFFFAOYSA-N 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 239000000806 elastomer Substances 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 239000000565 sealant 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
- C08G65/32—Polymers modified by chemical after-treatment
- C08G65/329—Polymers modified by chemical after-treatment with organic compounds
- C08G65/337—Polymers modified by chemical after-treatment with organic compounds containing other elements
-
- 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
- C08G2190/00—Compositions for sealing or packing joints
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- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Polyethers (AREA)
Abstract
The invention relates to double-end olefinic bond terminated polyether, which has a structural general formula as follows: CH (CH)2=CH‑CH2‑O‑(CH(CH3)‑CH2‑O)m‑(CH2O)n‑CH2‑CH=CH2The synthesis method comprises the following steps: firstly, removing oxygen by nitrogen replacement, adding dihydric alcohol as an initiator, adding propylene oxide under the catalysis of KOH, stirring at a high speed to fully disperse KOH in a system, and heating to perform ring-opening polymerization reaction of the propylene oxide; secondly, adding dichloromethane to complete molecular chain extension; thirdly, chloropropene is added to finish allyl end capping; fourthly, removing unreacted KOH and solid byproducts in the system; and fifthly, adjusting the pH value, and removing water, solvent and solid in the system to obtain the transparent and viscous double-end olefinic bond terminated polyether. The invention utilizes allyl spontaneously generated by chain transfer reaction in the polymerization process of propylene oxide as a double bondSource, no allyl alcohol starter and only small amounts of chloropropene for final capping. The process is simple, the cost is saved, and the large-scale production is easy to realize.
Description
Technical Field
The invention relates to the field of polymer preparation, in particular to double-end ethylenic bond terminated polyether and a synthesis method thereof.
Background
The double-end olefinic bond terminated polyether is prepared through polymerizing allyl alcohol as initiator to obtain single terminated polyether and terminated with chloropropene under the catalysis of strong alkali. The invention breaks through the thought, does not use an allyl alcohol initiator, and takes allyl generated by chain transfer reaction in the polymerization process of propylene oxide as a main double bond source.
The prior art uses an allyl alcohol starter and requires the preparation of potassium allyl alcohol. After the preparation of the singly-terminated polyether, KOH treatment is used for carrying out Williamson reaction on the polyether and chloropropene for termination. The process is complex as a whole, and expensive initiator and end-capping agent are consumed.
Disclosure of Invention
In order to solve the problems in the prior art, the invention provides a method for synthesizing double-end ethylenic bond terminated polyether, which comprises the following specific technical scheme:
the double-end-olefinic-bond end-capped polyether has a linear structure, and the structural general formula is as follows:
CH2＝CH-CH2-O-(CH(CH3)-CH2-O)m-(CH2O)n-CH2-CH＝CH2，
wherein m and n are integers, m is 10-200, n is 0-10, and the molecular weight is 8000-20000.
A method for synthesizing double-end ethylenic bond terminated polyether comprises the following steps:
firstly, removing oxygen by nitrogen replacement, adding dihydric alcohol as an initiator, adding propylene oxide under the catalysis of KOH, stirring at a high speed to fully disperse KOH in a system, and heating to perform ring-opening polymerization reaction of the propylene oxide;
secondly, after the polymerization reaction is finished, absorbing dichloromethane, controlling the temperature of a reaction system, and continuing the reaction to complete the molecular chain extension;
step three, after chain extension is finished, absorbing chloropropene, controlling the reaction temperature, continuing the reaction, and finishing allyl end capping;
step four, centrifuging or filtering the reaction system in the step three to remove unreacted KOH and solid byproducts in the system;
and fifthly, adjusting the pH value of the reaction system treated in the fourth step, then heating under reduced pressure to remove water and solvent in the system, and removing solids in the reaction system by centrifugation or filtration to obtain the transparent and viscous double-end olefinic bond terminated polyether.
Further, in the first step, the dihydric alcohol is one or more of ethylene glycol, propylene glycol, butanediol, diethylene glycol, triethylene glycol, polyoxyethylene glycol with a molecular weight of less than 1000, and polyoxypropylene glycol with a molecular weight of less than 1000.
Further, in the first step, the molar ratio of the initiator to the potassium hydroxide to the ethylene oxide is 0.1-3: 5-15: 100, and the reaction temperature is 40-100 ℃.
Further, in the second step, the molar ratio of dichloromethane to ethylene oxide is: and (1-2) 20, controlling the system temperature to be 50-80 ℃ and continuing to react for 3-10 hours.
Further, in the third step, the mol ratio of chloropropene to ethylene oxide is as follows: and (1-2) 20, controlling the system temperature at 50-100 ℃, and reacting for 3-10 hours.
Further, in the fourth step, centrifuging and filtering at 100-120 ℃; or the addition of a solvent facilitates the separation of the solid.
Further, the solvent is one of toluene, n-hexane, petroleum ether, acetone, diethyl ether and cyclohexane.
Further, in the fifth step, 15-25% phosphoric acid is added to adjust the pH value to 5-6.5, and then the mixture is heated under reduced pressure at 100-140 ℃ to remove water and solvent in the system.
The invention has the beneficial effects that: according to the invention, propylene oxide is used as a raw material, ring-opening polymerization is carried out under the catalysis of KOH, double bonds (double bonds are obtained through chain transfer) generated by the propylene oxide are used as main double bond sources, one raw material is omitted, meanwhile, binary halogen is used for replacing hydrocarbon to carry out chain extension of potassium alkoxide molecules, double-end potassium alkoxide and mono-allyl potassium alkoxide are connected and integrated in a polymerization system, chain extension molecules with double-end olefinic bonds are formed to the maximum extent, and finally, only a small amount of chloropropene is used for treatment, so that polyether molecules with double ends all being olefinic bonds are obtained. The molecules obtained by the method undergo a chain extension process, the molecular weight is linearly increased, the modulus of the elastomer formed by crosslinking in various modes is high, the mechanical property is good, and the method is very suitable for application in the fields of rubber, sealant and the like.
The invention uses the allyl radical generated by chain transfer reaction in the polymerization process of propylene oxide as a double bond source, does not use allyl alcohol initiator and only uses a small amount of chloropropene as the final end capping. The process is simple, the cost is saved, and the large-scale production is easy to realize.
The specific implementation mode is as follows:
for the purpose of enhancing an understanding of the present invention, the following detailed description will be given of the present invention with reference to examples.
Example 1
0.52g of ethylene glycol, 18.4g of pulverized KOH of 95% purity, and 349g of propylene oxide were charged in a pressure-resistant stainless steel reaction vessel equipped with heating, cooling and stirring. The oxygen in the system was replaced with nitrogen. Stirring at high speed to fully disperse KOH. Heating to 60 ℃, starting the reaction, releasing heat of the system, stopping heating, removing the reaction heat in time by cooling, controlling the temperature of the system at 60 ℃, and controlling the fluctuation of the temperature not to exceed 5 ℃. After 8 hours of reaction, the system pressure was reduced to 0 MPa. 10.4g of methylene chloride were drawn in under vacuum and reacted at 55 ℃ for 3 hours, and then 23.4g of chloropropene were drawn in under vacuum and reacted at 70 ℃ for 3 hours. After the reaction product was centrifuged to separate a solid, 11mL of 17% phosphoric acid was added to measure the pH at 6.5. The water was distilled off under reduced pressure at 130 ℃ and centrifuged again. A transparent, viscous polymer is obtained which is yellowish in color. Through detection, the molecular iodine value of the polyether is 5.6, and the hydroxyl value is 0. The molecular weight is 9500 and the dispersion coefficient PDI is 1.32 measured by gel liquid chromatography. Viscosity 10000 cps.
Examples 2,
0.52g of ethylene glycol, 18.4g of pulverized KOH of 95% purity and 348g of propylene oxide were placed in a pressure-resistant stainless steel reactor with heating, cooling and stirring. The oxygen in the system was replaced with nitrogen. Stirring at high speed to fully disperse KOH. Heating to 40 ℃, starting the reaction, releasing heat of the system, stopping heating, removing the reaction heat in time by cooling, controlling the temperature of the system at 40 ℃, and controlling the fluctuation of the temperature up and down to be not more than 1 ℃. After 24 hours of reaction, the pressure of the system was reduced to 0 MPa. 21g of methylene chloride was pumped in under vacuum, and after 3 hours at 55 ℃, 23.4g of chloropropene was pumped in under vacuum and reacted at 70 ℃ for 3 hours. The reaction product was centrifuged to remove solids, 7mL of 17% phosphoric acid was added to measure the pH at 6, and the water was distilled off under reduced pressure at 130 ℃ and centrifuged again. A transparent viscous polymer is obtained. Through detection, the molecular iodine value of the polyether is 4.35, and the hydroxyl value is 0. The molecular weight measured by gel liquid chromatography was 14000 and the dispersion coefficient PDI was 1.45. Viscosity 12500 cps.
Example 3
3.63 g of ethylene glycol, 36.8g of pulverized KOH of 95% purity and 348g of propylene oxide were charged in a pressure-resistant stainless steel reaction vessel equipped with heating, cooling and stirring. The oxygen in the system was replaced with nitrogen. Stirring at high speed to fully disperse KOH. Heating to 40 ℃, starting the reaction, releasing heat of the system, stopping heating, removing the reaction heat in time by cooling, controlling the temperature of the system at 40 ℃, and controlling the fluctuation of the temperature up and down to be not more than 1 ℃. After 16 hours of reaction, the pressure of the system was reduced to 0 MPa. 21g of methylene chloride was pumped in under vacuum, and after reaction at 55 ℃ for 7 hours, 5.1g of chloropropene was pumped in under vacuum and reacted at 60 ℃ for 5 hours. After the reaction product was centrifuged to separate a solid, 5mL of 17% strength phosphoric acid was added to measure the pH at 6. The water was distilled off under reduced pressure at 130 ℃ and centrifuged again. A transparent viscous polymer is obtained. Through detection, the molecular iodine value of the polyether is 3.85, and the hydroxyl value is 0. The molecular weight is 18000 and the dispersion coefficient PDI is 1.39 measured by gel liquid chromatography. Viscosity 21800 cps.
The technical means disclosed by the scheme of the invention are not limited to the technical means disclosed by the technical means, and also comprise the technical scheme formed by equivalent replacement of the technical features. The present invention is not limited to the details given herein, but is within the ordinary knowledge of those skilled in the art.
Claims (9)
1. A double-end ethylenic bond terminated polyether is characterized by the following structural general formula:
CH2=CH-CH2-O-(CH(CH3)-CH2-O)m-( CH2O)n-CH2-CH=CH2，
the double-end alkene-bond-terminated polyether is of a linear structure, m and n are integers, m =10-200, n =0-10, and the molecular weight is 8000-20000.
2. A method of synthesizing the double-ended ethylenically-terminated polyether of claim 1, comprising the steps of:
firstly, removing oxygen by nitrogen replacement, adding dihydric alcohol as an initiator, adding propylene oxide under the catalysis of KOH, stirring at a high speed to fully disperse KOH in a system, and heating to perform ring-opening polymerization reaction of the propylene oxide;
secondly, after the polymerization reaction is finished, absorbing dichloromethane, controlling the temperature of a reaction system, and continuing the reaction to complete the molecular chain extension;
step three, after chain extension is finished, absorbing chloropropene, controlling the reaction temperature, continuing the reaction, and finishing allyl end capping;
step four, centrifuging or filtering the reaction system in the step three to remove unreacted KOH and solid byproducts in the system;
and fifthly, adjusting the pH value of the reaction system treated in the fourth step, then heating under reduced pressure to remove water and solvent in the system, and removing solids in the reaction system by centrifugation or filtration to obtain the transparent and viscous double-end olefinic bond terminated polyether.
3. The method of synthesizing polyether having both terminal ethylenic termini of claim 2, wherein in the first step, the diol is one or more of ethylene glycol, propylene glycol, butylene glycol, diethylene glycol, triethylene glycol, polyoxyethylene glycol having a molecular weight of 1000 or less, and polyoxypropylene glycol having a molecular weight of 1000 or less.
4. The method for synthesizing polyether with double terminal ethylenic caps as claimed in claim 2, wherein in the first step, the molar ratio of the initiator, the potassium hydroxide and the ethylene oxide is (0.1-3): (5-15): 100, and the reaction temperature is 40-100 ℃.
5. The method of synthesizing a polyether having two terminal ethylenic caps of claim 2, wherein in the second step, the molar ratio of methylene chloride to ethylene oxide is: and (1-2) 20, controlling the system temperature to be 50-80 ℃ and continuing to react for 3-10 hours.
6. The process for the synthesis of a polyether terminated with two terminal ethylenic groups according to claim 2, characterized in that, in the third step, the molar ratio of chloropropene to ethylene oxide is: and (1-2) 20, controlling the system temperature at 50-100 ℃, and reacting for 3-10 hours.
7. The method for synthesizing the polyether with the double end ethylene-based termination according to claim 2, wherein in the fourth step, the polyether is centrifuged and filtered at 100-120 ℃; or the addition of a solvent facilitates the separation of the solid.
8. The method of synthesizing polyether having two terminal ethylenic caps of claim 7, wherein the solvent is one selected from toluene, n-hexane, petroleum ether, acetone, diethyl ether, and cyclohexane.
9. The method for synthesizing polyether with double end ethylene-based termination according to claim 2, wherein in the fifth step, phosphoric acid with a concentration of 15-25% is added to adjust the pH to 5-6.5, and then the mixture is heated under reduced pressure at a temperature of 100-140 ℃ to remove water and solvent in the system.
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113956465A (en) * | 2021-10-22 | 2022-01-21 | 南京清研新材料研究院有限公司 | End capping method of allyl polyether |
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| CN105622926A (en) * | 2015-12-23 | 2016-06-01 | 江苏苏博特新材料股份有限公司 | Preparation method for high-molecular-weight diallyl terminated polyether |
| CN110330640A (en) * | 2019-07-15 | 2019-10-15 | 万华化学集团股份有限公司 | A kind of refining methd of high molecular weight alkyl end capped polyether |
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Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3951888A (en) * | 1973-06-07 | 1976-04-20 | Kanegafuchi Kagaku Kogyo Kabushiki Kaisha | Process for preparing polyoxyalkylene having allyl end-group |
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| CN105622926A (en) * | 2015-12-23 | 2016-06-01 | 江苏苏博特新材料股份有限公司 | Preparation method for high-molecular-weight diallyl terminated polyether |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113956465A (en) * | 2021-10-22 | 2022-01-21 | 南京清研新材料研究院有限公司 | End capping method of allyl polyether |
| CN113956465B (en) * | 2021-10-22 | 2024-04-09 | 南京清奇新材料科技有限公司 | End capping method of allyl polyether |
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