CN116554458A - Macromer for preparing polymer polyol, preparation method and application thereof - Google Patents
Macromer for preparing polymer polyol, preparation method and application thereof Download PDFInfo
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- CN116554458A CN116554458A CN202310718456.0A CN202310718456A CN116554458A CN 116554458 A CN116554458 A CN 116554458A CN 202310718456 A CN202310718456 A CN 202310718456A CN 116554458 A CN116554458 A CN 116554458A
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- polyether polyol
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- 229920005862 polyol Polymers 0.000 title claims abstract description 82
- 150000003077 polyols Chemical class 0.000 title claims abstract description 82
- 229920000642 polymer Polymers 0.000 title claims abstract description 35
- 238000002360 preparation method Methods 0.000 title claims abstract description 17
- 238000000034 method Methods 0.000 claims abstract description 8
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 49
- 229920000570 polyether Polymers 0.000 claims description 49
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 45
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 40
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 39
- 238000006243 chemical reaction Methods 0.000 claims description 35
- 239000003054 catalyst Substances 0.000 claims description 33
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 30
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 28
- 238000010438 heat treatment Methods 0.000 claims description 26
- 238000001816 cooling Methods 0.000 claims description 18
- 150000002924 oxiranes Chemical class 0.000 claims description 15
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 13
- ROLAGNYPWIVYTG-UHFFFAOYSA-N 1,2-bis(4-methoxyphenyl)ethanamine;hydrochloride Chemical compound Cl.C1=CC(OC)=CC=C1CC(N)C1=CC=C(OC)C=C1 ROLAGNYPWIVYTG-UHFFFAOYSA-N 0.000 claims description 12
- 239000004641 Diallyl-phthalate Substances 0.000 claims description 12
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 12
- QUDWYFHPNIMBFC-UHFFFAOYSA-N bis(prop-2-enyl) benzene-1,2-dicarboxylate Chemical compound C=CCOC(=O)C1=CC=CC=C1C(=O)OCC=C QUDWYFHPNIMBFC-UHFFFAOYSA-N 0.000 claims description 12
- ZDNFTNPFYCKVTB-UHFFFAOYSA-N bis(prop-2-enyl) benzene-1,4-dicarboxylate Chemical compound C=CCOC(=O)C1=CC=C(C(=O)OCC=C)C=C1 ZDNFTNPFYCKVTB-UHFFFAOYSA-N 0.000 claims description 12
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims description 12
- 239000003999 initiator Substances 0.000 claims description 12
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims description 11
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 claims description 10
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 claims description 10
- 230000018044 dehydration Effects 0.000 claims description 10
- 238000006297 dehydration reaction Methods 0.000 claims description 10
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 claims description 10
- 239000000600 sorbitol Substances 0.000 claims description 10
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 8
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 6
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 claims description 6
- HCWCAKKEBCNQJP-UHFFFAOYSA-N magnesium orthosilicate Chemical compound [Mg+2].[Mg+2].[O-][Si]([O-])([O-])[O-] HCWCAKKEBCNQJP-UHFFFAOYSA-N 0.000 claims description 6
- 239000000391 magnesium silicate Substances 0.000 claims description 6
- 229910052919 magnesium silicate Inorganic materials 0.000 claims description 6
- 235000019792 magnesium silicate Nutrition 0.000 claims description 6
- 230000015572 biosynthetic process Effects 0.000 claims description 5
- 238000007599 discharging Methods 0.000 claims description 5
- 238000003786 synthesis reaction Methods 0.000 claims description 5
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 claims description 4
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 claims description 4
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 claims description 4
- 229930006000 Sucrose Natural products 0.000 claims description 4
- TVXBFESIOXBWNM-UHFFFAOYSA-N Xylitol Natural products OCCC(O)C(O)C(O)CCO TVXBFESIOXBWNM-UHFFFAOYSA-N 0.000 claims description 4
- 239000003463 adsorbent Substances 0.000 claims description 4
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 4
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 claims description 4
- 229910052797 bismuth Inorganic materials 0.000 claims description 4
- JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical compound [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 0.000 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 4
- 239000008103 glucose Substances 0.000 claims description 4
- HEBKCHPVOIAQTA-UHFFFAOYSA-N meso ribitol Natural products OCC(O)C(O)C(O)CO HEBKCHPVOIAQTA-UHFFFAOYSA-N 0.000 claims description 4
- 239000000178 monomer Substances 0.000 claims description 4
- 230000003472 neutralizing effect Effects 0.000 claims description 4
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 claims description 4
- 239000000376 reactant Substances 0.000 claims description 4
- 239000005720 sucrose Substances 0.000 claims description 4
- 239000000811 xylitol Substances 0.000 claims description 4
- HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 claims description 4
- 235000010447 xylitol Nutrition 0.000 claims description 4
- 229960002675 xylitol Drugs 0.000 claims description 4
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 3
- 239000001361 adipic acid Substances 0.000 claims description 3
- 235000011037 adipic acid Nutrition 0.000 claims description 3
- 239000011591 potassium Substances 0.000 claims description 3
- 229910052700 potassium Inorganic materials 0.000 claims description 3
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 2
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 2
- YKTSYUJCYHOUJP-UHFFFAOYSA-N [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] Chemical compound [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] YKTSYUJCYHOUJP-UHFFFAOYSA-N 0.000 claims description 2
- NJQYZVMNGIOGAX-UHFFFAOYSA-N ethyl-iodo-triphenyl-lambda5-phosphane Chemical compound C=1C=CC=CC=1P(I)(C=1C=CC=CC=1)(CC)C1=CC=CC=C1 NJQYZVMNGIOGAX-UHFFFAOYSA-N 0.000 claims description 2
- 238000011534 incubation Methods 0.000 claims description 2
- 239000011574 phosphorus Substances 0.000 claims description 2
- 229910052698 phosphorus Inorganic materials 0.000 claims description 2
- 230000035484 reaction time Effects 0.000 claims description 2
- QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 claims description 2
- 238000000967 suction filtration Methods 0.000 claims description 2
- 239000011701 zinc Substances 0.000 claims description 2
- 229910052725 zinc Inorganic materials 0.000 claims description 2
- 239000002994 raw material Substances 0.000 claims 1
- 239000003381 stabilizer Substances 0.000 abstract description 4
- 239000002270 dispersing agent Substances 0.000 abstract description 3
- 239000010419 fine particle Substances 0.000 abstract description 3
- 235000011187 glycerol Nutrition 0.000 description 7
- 238000001914 filtration Methods 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 3
- 239000004033 plastic Substances 0.000 description 3
- 229920003023 plastic Polymers 0.000 description 3
- 229920002635 polyurethane Polymers 0.000 description 3
- 239000004814 polyurethane Substances 0.000 description 3
- 238000004321 preservation Methods 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 2
- 229920005830 Polyurethane Foam Polymers 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 239000006260 foam Substances 0.000 description 2
- 239000006261 foam material Substances 0.000 description 2
- 238000005227 gel permeation chromatography Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 239000013518 molded foam Substances 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 239000011496 polyurethane foam Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 239000005711 Benzoic acid Substances 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- JYNMIXFGWAQWLU-UHFFFAOYSA-N [I-].CCC1=CC=CC=C1[PH+](C=1C=CC=CC=1)C1=CC=CC=C1 Chemical compound [I-].CCC1=CC=CC=C1[PH+](C=1C=CC=CC=1)C1=CC=CC=C1 JYNMIXFGWAQWLU-UHFFFAOYSA-N 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- 239000012986 chain transfer agent Substances 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 238000009413 insulation Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229910001414 potassium ion Inorganic materials 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- -1 viscosity Chemical class 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
- C08G65/331—Polymers modified by chemical after-treatment with organic compounds containing oxygen
- C08G65/332—Polymers modified by chemical after-treatment with organic compounds containing oxygen containing carboxyl groups, or halides, or esters thereof
- C08G65/3324—Polymers modified by chemical after-treatment with organic compounds containing oxygen containing carboxyl groups, or halides, or esters thereof cyclic
- C08G65/3326—Polymers modified by chemical after-treatment with organic compounds containing oxygen containing carboxyl groups, or halides, or esters thereof cyclic aromatic
-
- 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
- C08G18/63—Block or graft polymers obtained by polymerising compounds having carbon-to-carbon double bonds on to polymers
- C08G18/636—Block or graft polymers obtained by polymerising compounds having carbon-to-carbon double bonds on to polymers characterised by the presence of a dispersion-stabiliser
-
- 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
- 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
- C08G65/2642—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 characterised by the catalyst used
- C08G65/2645—Metals or compounds thereof, e.g. salts
- C08G65/2648—Alkali metals or compounds thereof
-
- 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
- C08G65/2642—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 characterised by the catalyst used
- C08G65/2645—Metals or compounds thereof, e.g. salts
- C08G65/2663—Metal cyanide catalysts, i.e. DMC's
-
- 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
Landscapes
- 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)
- Toxicology (AREA)
- Dispersion Chemistry (AREA)
- Polyethers (AREA)
Abstract
The invention discloses a macromer for preparing polymer polyol and a preparation method thereof, and polymer polyol prepared from the macromer and a preparation method thereof, wherein the macromer mainly acts as a dispersing agent and a stabilizing agent. The preparation method provided by the invention has the advantages of simple process, light yellow and transparent color, good stability, and the polymer polyol synthesized by the method has the advantages of low viscosity, good hydrophilicity and uniform and fine particles.
Description
Technical Field
The invention belongs to the technical field of polymer polyol synthesis, and particularly relates to a macromer for preparing polymer polyol and a preparation method thereof, and polymer polyol prepared from the macromer and a preparation method thereof, wherein the macromer mainly acts as a dispersing agent and a stabilizing agent.
Background
The polymer polyol (POP for short) is mainly applied to soft polyurethane foam plastics, is used for preparing soft and semi-hard polyurethane foam plastic products with high bearing capacity or high modulus, can improve the hardness and the load bearing capacity of the foam plastics, and the polyurethane soft foam material prepared by the POP is mainly divided into block soft foam and molded foam materials, wherein the polyurethane block foam materials are used for furniture and bedding, and the polyurethane molded foam materials are mainly used in the fields of automobiles, trains, aircraft industry and the like. At present, polymer polyols are evolving towards low odor, high hardness, high solids content and good hydrophilicity.
The polymer polyol is synthesized from acrylonitrile, styrene, polyether polyol, a macromolecular monomer, an initiator, a chain transfer agent and the like, and the macromolecular monomer has very important functions as a dispersing agent and a stabilizing agent of all substances. The functional strength of the macromer directly affects various performance indexes of the polymer polyol, including viscosity, hydrophilicity, smell and the like, and the macromer with strong dispersing and stabilizing capability can reduce the viscosity of the polymer polyol, thereby reducing the smell of the polymer polyol. As an integral component of the polymer polyol, the macromer may also improve the hydrophilicity of the polymer polyol. For this reason, a great deal of research has been conducted on the macromers of polymer polyols.
However, the existing polymer polyol products often have problems of high viscosity, more product particles, larger polymer particles, poor hydrophilicity and the like, so that the preparation of the macromer serving as a stabilizer is still needed to be improved to improve the performance of the polymer polyol products.
Disclosure of Invention
In order to reduce the viscosity of the polymer polyol and improve the hydrophilicity of the polymer polyol, the invention provides a simple, stable and low-cost macromer for preparing the polymer polyol and a preparation method thereof. The invention uses polyhydric alcohols such as glycerin, pentaerythritol or sorbitol as an initiator, uses potassium hydroxide, sodium hydroxide or a bimetallic catalyst (DMC) and the like as catalysts, reacts with epoxides such as propylene oxide, ethylene oxide and the like, and uses ethylene oxide to end cap, removes potassium ions (DMC as a catalyst can be omitted), prepares polyether polyol with average molecular weight of 3000-18000, and then reacts the polyether polyol with diallyl phthalate, diallyl isophthalate or diallyl terephthalate to synthesize polymer polyol macromer with benzene rings and double bonds in each molecule of polyether polyol. The preparation method of the polymer polyol macromer has the advantages of simple process, light yellow and transparent color, good stability, low viscosity, good hydrophilicity and uniform and fine particles.
According to one aspect of the present invention, it is an object of the present invention to provide a macromer prepared by reacting:
1) An initiator;
2) An epoxide;
3) One or more of diallyl phthalate, diallyl isophthalate or diallyl terephthalate;
the initiator is selected from one or more of propylene glycol, diethylene glycol, glycerol, pentaerythritol, sorbitol, xylitol, glucose and sucrose, wherein glycerol, pentaerythritol and sorbitol are preferred.
The epoxide is one or more of propylene oxide, ethylene oxide and butylene oxide, and the epoxides can be mixed polymerized or segmented polymerized.
Wherein the initiator is reacted with the epoxide to give an intermediate polyether polyol which is capped with ethylene oxide, the capped ethylene oxide content being from 1% to 8%, preferably from 3% to 6% of the total mass of the polyether polyol.
The addition amount of one or more of diallyl phthalate, diallyl isophthalate and diallyl terephthalate is 0.5 to 3.5 percent of the mass of the polyether polyol.
According to another aspect of the present invention, it is another object of the present invention to provide a method for preparing the macromer, comprising the steps of:
(1) Synthesis of polyether polyol crude ether: adding an initiator and a catalyst 1 into a reaction kettle, heating, vacuumizing to a pressure below minus 0.093MPa, closing vacuum after reaching 80-130 ℃, dropwise adding epoxide into the reaction kettle at a maintained temperature for reaction, keeping the temperature for 2-6 hours after dropwise adding, continuously dropwise adding ethylene oxide end-capping at a maintained temperature of 80-130 ℃ for reaction for 2-6 hours, cooling and discharging after the reaction is finished to obtain polyether polyol crude ether;
(2) Post-treatment potassium removal (this step is omitted if DMC is used as catalyst): adding water, a neutralizing agent and the polyether polyol crude ether prepared in the step (1) into a post-treatment kettle, heating, keeping the temperature to 60-100 ℃, keeping the temperature, adding an adsorbent, keeping the temperature for 0.5-1.5 hours, heating, starting vacuum dehydration, keeping the vacuum to below-0.095 MPa when the temperature reaches 115 ℃, dehydrating for 1 hour, cooling to 70-80 ℃ and carrying out suction filtration to obtain polyether polyol;
(3) Synthesis of macromer: and (3) adding the polyether polyol prepared in the step (2) and the catalyst 2 into a reaction kettle, heating, adding diallyl phthalate, diallyl isophthalate or diallyl terephthalate after the temperature reaches 80-130 ℃, keeping the temperature for reaction, and cooling to below 60 ℃ after the reaction is finished, and discharging to obtain the macromolecular monomer.
Preferably, in the step (1), the initiator is one or more of propylene glycol, diethylene glycol, glycerol, pentaerythritol, sorbitol, xylitol, glucose and sucrose, wherein glycerol, pentaerythritol and sorbitol are preferred.
Preferably, in the step (1), the added catalyst 1 is one or more of potassium hydroxide, sodium hydroxide and a bimetallic catalyst (DMC), and when the catalyst 1 is one or both of sodium hydroxide and potassium hydroxide, the added catalyst is added in an amount of 1 to 4%, preferably 2.5 to 3.5% of the mass of the final crude ether produced by the reaction, and when the catalyst 1 is DMC, the added catalyst is 25 to 125ppm, preferably 30 to 50ppm.
Preferably, in step (1), the epoxide is one or more of propylene oxide, ethylene oxide and butylene oxide, but ethylene oxide cannot be added alone, and several epoxides may be mixed together or may be polymerized in a segmented manner, and the content of the capped ethylene oxide is 1% to 8%, preferably 3% to 6%, and the total content of ethylene oxide is 5% to 35%, preferably 15% to 25%, of the total mass of the polyether polyol. The total amount of propylene oxide, ethylene oxide and butylene oxide is added so that the polyether polyol after the reaction is finished has a number average molecular weight of 3000 to 18000, preferably 9000-14000.
Preferably, in step (1), the reaction temperature is from 80 ℃ to 130 ℃, preferably from 100 ℃ to 110 ℃.
Preferably, in step (2), the water is added in an amount of 1% to 5%, preferably 2.5% to 3.5% of the total mass of the crude ether.
Preferably, in the step (2), the neutralizing agent is one or more of phosphoric acid, adipic acid and phthalic acid, and the addition amount is 1 to 8 per mill, preferably 3 to 7 per mill of the total mass of the crude ether.
Preferably, in the step (2), the adsorbent is selected from one or two of magnesium silicate and aluminum silicate, and the addition amount is 0.5 to 4 per mill, preferably 1 to 2 per mill of the total mass of the crude ether.
Preferably, in step (2), the soak temperature is preferably 75 ℃ to 85 ℃; the incubation time is from 0.5 hours to 3 hours, preferably from 0.5 hours to 1.5 hours, more preferably 1 hour.
Preferably, in the step (3), the catalyst 2 is selected from one or more of sodium methoxide, sodium ethoxide, potassium hydroxide, sodium hydroxide, organic phosphorus, organic zinc, organic bismuth or organic tin, and the like, preferably one or more of sodium hydroxide, ethyl triphenyl phosphorus iodide and organic bismuth, and the addition amount is 0.01-3% of the mass of the polyether polyol.
Preferably, in the step (3), the added reactant is one or more of diallyl phthalate, diallyl isophthalate and diallyl terephthalate, and the added reactant is 0.5% to 3.5%, preferably 0.9% to 1.4% of the mass of the polyether polyol.
Preferably, in step (3), the reaction temperature is preferably 110 ℃ to 125 ℃ and the reaction time is 2 hours to 12 hours, preferably 4 hours to 8 hours.
According to another aspect of the invention, it is a further object of the invention to provide the use of said macromers for the preparation of polymer polyols.
According to another aspect of the present invention, it is another object of the present invention to provide a polymer polyol prepared using the macromer according to the present invention using conventional preparation methods.
Advantageous effects
The invention discloses a macromer for preparing polymer polyol and a preparation method thereof, and the preparation method provided by the invention has the advantages of simple process, light yellow and transparent property, good stability, low viscosity, good hydrophilicity and uniform and fine particles of the polymer polyol synthesized by the macromer.
Detailed Description
Hereinafter, the present invention will be described in detail. Before the description, it is to be understood that the terms used in this specification and the appended claims should not be construed as limited to general and dictionary meanings, but interpreted based on the meanings and concepts corresponding to technical aspects of the present invention on the basis of the principle that the inventor is allowed to define terms appropriately for the best explanation. Accordingly, the description set forth herein is merely a preferred example for the purpose of illustration and is not intended to limit the scope of the invention, so that it should be understood that other equivalents or modifications may be made thereto without departing from the spirit and scope of the invention.
All features or conditions defined herein in terms of numerical ranges or percentage ranges are for brevity and convenience only. Accordingly, the description of a numerical range or percentage range should be considered to cover and specifically disclose all possible sub-ranges and individual values within the range, particularly integer values. For example, a range description of "1 to 8" should be taken as having specifically disclosed all sub-ranges such as 1 to 7, 2 to 8, 2 to 6, 3 to 6, 4 to 8, 3 to 8, etc., particularly sub-ranges defined by all integer values, and should be taken as having specifically disclosed individual values such as 1, 2, 3, 4, 5, 6, 7, 8, etc. within the range. The foregoing explanation applies to all matters of the invention throughout its entirety unless indicated otherwise, whether or not the scope is broad.
If an amount or other numerical value or parameter is expressed as a range, preferred range, or a series of upper and lower limits, then it is understood that any range, whether or not separately disclosed, from any pair of the upper or preferred value for that range and the lower or preferred value for that range is specifically disclosed herein. Furthermore, where a range of numerical values is recited herein, unless otherwise stated, the range is intended to include the endpoints thereof, and all integers and fractions within the range.
In this context, numerical values should be understood to have the accuracy of the numerical significance of the numerical values provided that the objectives of the present invention are achieved. For example, the number 40.0 is understood to cover a range from 39.50 to 40.49.
Meanwhile, in the present invention, the weight average molecular weight (Mw) and the number average molecular weight (Mn) are polystyrene conversion molecular weights analyzed by Gel Permeation Chromatography (GPC), and the molecular weight distribution can be calculated from the ratio. Mw/Mn.
The double bond in the macromer according to the invention is introduced by one or more of diallyl phthalate, diallyl isophthalate and diallyl terephthalate, and the addition amount of one or more of diallyl phthalate, diallyl isophthalate and diallyl terephthalate is 0.5 to 2.5%, preferably 0.9 to 1.4% of the mass of the macromer.
In the preparation method of the macromer according to the present invention, it is preferable that in the step (1), the catalyst 1 is one or more of potassium hydroxide, sodium hydroxide, and a bimetallic catalyst (DMC), and when the catalyst 1 is one or both of sodium hydroxide and potassium hydroxide, the catalyst 1 is added in an amount of 1 to 4%, preferably 2.5 to 3.5%, by mass of the finally produced crude ether, and when the catalyst 1 is DMC, the catalyst 1 is added in an amount of 25 to 125ppm, preferably 30 to 50ppm. When the catalyst 1 is sodium hydroxide or potassium hydroxide, if the addition amount is insufficient, the reaction is too slow, the reaction period is prolonged, the addition amount is excessive, the cost is increased, and the post-treatment cost is increased, when the catalyst 1 is a bimetallic catalyst (DMC), if the addition amount is insufficient, the reaction is not initiated, and if the addition amount is excessive, the production cost is increased. Wherein the bimetallic catalyst (DMC) is a catalyst commonly known in the art.
Preferably, in the step (1), the polyether polyol has a weight average molecular weight of 3000 to 18000, preferably 9000 to 14000, after the reaction is completed, and if it is less than 3000 or more than 18000, the solubility of the macromer and the base polyether is deteriorated, which is disadvantageous for the dispersion performance of the macromer.
Preferably, in the step (2), the water addition amount is 1% to 5%, preferably 2.5% to 3.5% of the total mass of the crude ether, when the water addition amount is less than 1%, crystallization is not easy to form, filtration is not easy, and when the water addition amount is more than 5%, energy consumption is too high, and production cost is increased.
The following examples are merely illustrative of embodiments of the present invention and are not intended to limit the invention in any way, and those skilled in the art will appreciate that modifications may be made without departing from the spirit and scope of the invention. Unless otherwise specified, reagents and equipment used in the following examples are commercially available products.
Example 1
Adding 391.3 g of glycerin and 9 g of potassium hydroxide into a 5L autoclave provided with a stirrer, a meter, a heating temperature control device, a cooling device (comprising an outer jacket and an inner coil) and a pressure sensor, starting vacuum, controlling negative pressure to-0.093 MPa, heating and keeping the temperature to 120 ℃, closing vacuum, dropwise adding 2159 g of a mixture of propylene oxide and 360 g of ethylene oxide, finishing dropwise adding, preserving the heat for 3 hours, then dropwise adding 90 g of ethylene oxide, preserving the heat for 3 hours after the dropwise adding is finished, and cooling to 40 ℃ to obtain polyether polyol crude ether;
then adding 120g of water and 20g of adipic acid into the kettle, stirring and heating to 90 ℃, preserving heat for 1 hour, adding 5 g of magnesium silicate, preserving heat for 1 hour, heating, starting vacuum dehydration, and filtering to obtain polyether polyol after dehydration is completed;
the obtained polyether polyol is added into a 5L autoclave equipped with a stirrer, a metering device, a heating temperature control device, a cooling device (comprising an outer jacket and an inner coil) and a pressure sensor, then 0.5 g of sodium hydroxide is added, the temperature is raised to 100 ℃, 3 g of diallyl phthalate is added dropwise, the reaction is carried out for 3 hours after the dropwise addition, and the macromer is obtained after the completion of the thermal insulation reaction.
The resulting macromer index is shown in Table 1.
Example 2
Adding 68 g of pentaerythritol and 8 g of potassium hydroxide into a 5L autoclave provided with a stirrer, a meter, a heating temperature control device, a cooling device (comprising an outer jacket and an inner coil) and a pressure sensor, starting vacuum, controlling negative pressure to-0.093 MPa, heating and keeping the temperature to 110 ℃, closing vacuum, dropwise adding 2346 g of a mixture of propylene oxide and 486 g of ethylene oxide, finishing dropwise adding, preserving heat for 3 hours, then dropwise adding 100 g of ethylene oxide, preserving heat for 3 hours after dropwise adding is finished, and cooling to 40 ℃ to obtain polyether polyol crude ether;
then adding 120g of water and 14 g of phosphoric acid into the kettle, stirring and heating to 80 ℃, preserving heat for 1 hour, adding 7 g of magnesium silicate, preserving heat for 1 hour, heating, starting vacuum dehydration, and filtering to obtain polyether polyol after dehydration is completed;
the polyether polyol obtained was put into a 5L autoclave equipped with a stirrer, a gauge, a heating temperature control device, a cooling device (comprising an outer jacket and an inner coil) and a pressure sensor, then 0.5 g of an organobismuth catalyst was added, the temperature was raised to 100 ℃, 3.3 g of diallyl isophthalate was added, the reaction was carried out for 3 hours with heat preservation, and a macromonomer was obtained from the discharged material.
The resulting macromer index is shown in Table 1.
Example 3
Adding 55 g of sorbitol and 10 g of sodium hydroxide into a 5L autoclave provided with a stirrer, a counter, a heating temperature control device, a cooling device (comprising an outer jacket and an inner coil) and a pressure sensor, starting vacuum, controlling negative pressure to-0.093 MPa, heating and keeping the temperature to 110 ℃, closing vacuum, dropwise adding 2346 g of a mixture of propylene oxide and 630 g of ethylene oxide, finishing dropwise adding, preserving heat for 3 hours, then dropwise adding 120g of ethylene oxide, preserving heat for 3 hours after the dropwise adding is finished, and cooling to 40 ℃ to obtain polyether polyol crude ether;
then 120g of water and 28 g of benzoic acid are added into the kettle, the mixture is stirred and heated to 80 ℃, the temperature is kept for 1 hour, 7 g of magnesium silicate is added, the temperature is kept for 1 hour, the temperature is raised, vacuum dehydration is started, and after the dehydration is completed, the polyether polyol is obtained by filtration;
the polyether polyol obtained was charged into a 5L autoclave equipped with a stirrer, a gauge, a heating temperature control device, a cooling device (including an outer jacket and an inner coil) and a pressure sensor, and then 0.5 g of ethyl triphenyl phosphine iodide was added, the temperature was raised to 110 ℃, 3.3 g of diallyl terephthalate was added, the reaction was carried out for 3 hours with heat preservation, and a macromonomer was obtained.
The resulting macromer index is shown in Table 1.
Comparative example 1
Adding 55 g of glycerin and 6 g of potassium hydroxide into a 5L autoclave provided with a stirrer, a meter, a heating temperature control device, a cooling device (comprising an outer jacket and an inner coil) and a pressure sensor, starting vacuum, controlling negative pressure to-0.093 MPa, heating and keeping the temperature to 110 ℃, closing vacuum, dropwise adding 2495 g of propylene oxide, finishing dropwise adding, preserving heat for 3 hours, then dropwise adding 450 g of ethylene oxide, preserving heat for 3 hours after dropwise adding, and cooling to 40 ℃ to obtain polyether polyol crude ether;
then adding 120g of water and 11 g of phosphoric acid into the kettle, stirring and heating to 85 ℃, preserving heat for 1 hour, adding 9 g of magnesium silicate, preserving heat for 1 hour, heating, starting vacuum dehydration, and filtering to obtain polyether polyol after dehydration is completed;
the polyether polyol obtained was put into a 5L autoclave equipped with a stirrer, a gauge, a heating temperature control device, a cooling device (comprising an outer jacket and an inner coil) and a pressure sensor, then 0.05 g of sodium hydroxide was added, the temperature was raised to 130 ℃, 49 g of maleic anhydride was added, the reaction was carried out for 3 hours with heat preservation, ethylene oxide was added for 2 hours, and a macromer was obtained after discharging.
The resulting macromer index is shown in Table 1.
TABLE 1 polyether polyol index for potassium removal
Test example 1
The macromers prepared in examples 1 to 3 and comparative example 1 were used to synthesize a polymer polyol having a solids content of 45% by a method conventional in the art, 1530 g of polyether polyol (molecular weight 3000), 120g of macromer, 900 g of styrene, 450 g of acrylonitrile, 12 g of azobisisobutyronitrile were used as a dropping material, and the resultant was dropped into a reaction vessel from the top, and after the reaction, polyether polyol was obtained, and the detection results are shown in table 2.
Water solubility test: 500 g of the polyether polyol described above was weighed into a 1L beaker, 25 g of water was added, the mixture was stirred rapidly and uniformly, the viscosity at 25℃was measured, and the measurement results are shown in Table 2.
TABLE 2 polyether polyol index of Dekalized
As can be seen from the data in Table 1, the color of the macromer synthesized by the present invention is lighter, and from the experimental data in Table 2, it can be seen that the viscosity of the polymer polyol synthesized by the macromer synthesized by the present invention is lower than that of the polymer polyol synthesized by the maleic anhydride-based macromer, and the hydrophilicity of the polymer polyol synthesized by the maleic anhydride-based macromer is higher.
The foregoing is merely illustrative of the present invention, and the present invention is not limited thereto, and any person skilled in the art will readily recognize that variations or substitutions are within the scope of the present invention. Therefore, the protection scope of the present invention shall be subject to the protection scope of the claims.
Claims (10)
1. A macromer prepared by reacting the following raw materials:
1) An initiator;
2) An epoxide;
3) Diallyl phthalate, diallyl isophthalate or diallyl terephthalate.
2. The macromer according to claim 1, wherein said initiator is selected from one or more of propylene glycol, diethylene glycol, glycerol, pentaerythritol, sorbitol, xylitol, glucose, sucrose, preferably glycerol, pentaerythritol, sorbitol.
3. The macromonomer according to claim 1 wherein the epoxide is one or more of propylene oxide, ethylene oxide, butylene oxide, several epoxides being miscible or stepwise polymerized.
4. Macromer according to claim 1, wherein said initiator is reacted with said epoxide to give an intermediate polyether polyol, said polyether polyol being capped with ethylene oxide, the capped ethylene oxide content being from 1% to 8%, preferably from 3% to 6% of the total mass of polyether polyol.
5. The macromonomer according to claim 1 wherein one or more of diallyl phthalate, diallyl isophthalate, diallyl terephthalate is added in an amount of 0.5 to 3.5% by mass of the polyether polyol.
6. The method for preparing the macromer according to claim 1, comprising the steps of:
(1) Synthesis of polyether polyol crude ether: adding an initiator and a catalyst 1 into a reaction kettle, heating, vacuumizing to a pressure below minus 0.093MPa, closing vacuum after reaching 80-130 ℃, dropwise adding epoxide into the reaction kettle at a maintained temperature for reaction, keeping the temperature for 2-6 hours after dropwise adding, continuously dropwise adding ethylene oxide end-capping at a maintained temperature of 80-130 ℃ for reaction for 2-6 hours, cooling and discharging after the reaction is finished to obtain polyether polyol crude ether;
(2) Post-treatment potassium removal (this step is omitted if DMC is used as catalyst): adding water, a neutralizing agent and the polyether polyol crude ether prepared in the step (1) into a post-treatment kettle, heating, keeping the temperature to 60-100 ℃, keeping the temperature, adding an adsorbent, keeping the temperature for 0.5-1.5 hours, heating, starting vacuum dehydration, keeping the vacuum to below-0.095 MPa when the temperature reaches 115 ℃, dehydrating for 1 hour, cooling to 70-80 ℃ and carrying out suction filtration to obtain polyether polyol;
(3) Synthesis of macromer: and (3) adding the polyether polyol prepared in the step (2) and the catalyst 2 into a reaction kettle, heating, adding diallyl phthalate, diallyl isophthalate or diallyl terephthalate after the temperature reaches 80-130 ℃, keeping the temperature for reaction, and cooling to below 60 ℃ after the reaction is finished, and discharging to obtain the macromolecular monomer.
7. The preparation method according to claim 6, wherein in the step (1), the initiator is one or more of propylene glycol, diethylene glycol, glycerol, pentaerythritol, sorbitol, xylitol, glucose and sucrose, preferably glycerol, pentaerythritol and sorbitol;
preferably, in the step (1), the added catalyst 1 is one or more of potassium hydroxide, sodium hydroxide and a bimetallic catalyst (DMC), when the catalyst 1 is one or two of sodium hydroxide and potassium hydroxide, the added amount is 1 to 4 percent, preferably 2.5 to 3.5 percent, of the mass of the finally generated crude ether, and when the catalyst 1 is DMC, the added amount is 25 to 125ppm, preferably 30 to 50ppm;
preferably, in the step (1), the epoxide is one or more of propylene oxide, ethylene oxide and butylene oxide, but ethylene oxide cannot be added alone, and several epoxides can be mixed together or be polymerized in a segmented manner, the content of the capped ethylene oxide accounts for 1 to 8 percent, preferably 3 to 6 percent, of the total mass of the polyether polyol, the total content of the ethylene oxide accounts for 5 to 35 percent, preferably 15 to 25 percent, of the total mass of the polyether polyol, and the total content of the propylene oxide, the ethylene oxide and the butylene oxide is added so that the number average molecular weight of the polyether polyol reaches 3000 to 18000, preferably 9000 to 14000 after the reaction is finished;
preferably, in step (1), the reaction temperature is from 80 ℃ to 130 ℃, preferably from 100 ℃ to 110 ℃.
8. The process according to claim 6, wherein in step (2), the water is added in an amount of 1 to 5%, preferably 2.5 to 3.5% of the total mass of the crude ether;
preferably, in the step (2), the neutralizing agent is one or more of phosphoric acid, adipic acid and phthalic acid, and the addition amount is 1 to 8 per mill, preferably 3 to 7 per mill of the total mass of the crude ether;
preferably, in the step (2), the adsorbent is selected from one or two of magnesium silicate and aluminum silicate, and the addition amount is 0.5 to 4 per mill, preferably 1 to 2 per mill of the total mass of the crude ether;
preferably, in step (2), the soak temperature is preferably 75 ℃ to 85 ℃; the incubation time is 0.5 to 3 hours, preferably 0.5 to 1.5 hours, more preferably 1 hour;
preferably, in the step (3), the catalyst 2 is selected from one or more of sodium methoxide, sodium ethoxide, potassium hydroxide, sodium hydroxide, organic phosphorus, organic zinc, organic bismuth or organic tin, and the like, preferably one or more of sodium hydroxide, ethyl triphenyl phosphorus iodide and organic bismuth, and the addition amount is 0.01-3% of the mass of the polyether polyol;
preferably, in the step (3), the added reactant is one or more of diallyl phthalate, diallyl isophthalate and diallyl terephthalate, and the addition amount of the reactant is 0.5 to 3.5 percent, preferably 0.9 to 1.4 percent of the mass of the polyether polyol;
preferably, in step (3), the reaction temperature is preferably 110 ℃ to 125 ℃ and the reaction time is 2 hours to 12 hours, preferably 4 hours to 8 hours.
9. Use of a macromer according to any one of claims 1 to 5 for the preparation of a polymer polyol.
10. A polymer polyol prepared using the macromer according to any one of claims 1 to 5.
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| US5359019A (en) * | 1990-05-17 | 1994-10-25 | Arco Chemical Technology, L.P. | Use of polyethylenically unsaturated monomers in polymers polyol dispersants |
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