CN106554494A - The preparation method of end-allyl group hyperbranched poly ethoxylated polyhydric alcohol - Google Patents
The preparation method of end-allyl group hyperbranched poly ethoxylated polyhydric alcohol Download PDFInfo
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- CN106554494A CN106554494A CN201611120980.4A CN201611120980A CN106554494A CN 106554494 A CN106554494 A CN 106554494A CN 201611120980 A CN201611120980 A CN 201611120980A CN 106554494 A CN106554494 A CN 106554494A
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- Prior art keywords
- polyhydric alcohol
- hyperbranched poly
- ethoxylated polyhydric
- allyl group
- poly ethoxylated
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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
- C08G65/2618—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 nitrogen
- C08G65/2621—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 nitrogen containing amine groups
- C08G65/263—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 nitrogen containing amine groups containing heterocyclic amine groups
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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
- C08G65/2642—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
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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
- C08G65/32—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
- C08G65/3311—Polymers modified by chemical after-treatment with organic compounds containing oxygen containing a hydroxy group
- C08G65/3318—Polymers modified by chemical after-treatment with organic compounds containing oxygen containing a hydroxy group heterocyclic
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- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Toxicology (AREA)
- Polyethers (AREA)
Abstract
The preparation method of end-allyl group hyperbranched poly ethoxylated polyhydric alcohol of the present invention, is related to polyurethane field, and in particular to the preparation method of end-allyl group hyperbranched poly ethoxylated polyhydric alcohol, comprises the following steps：The synthesis of superbrnaching end-hydroxy PPG, tris(2-hydroxy ethyl)isocyanurate and catalyst is added in autoclave, vacuum dehydration, and uses N2Displacement 3 times, opens stirring, and heats up the cooling water that open simultaneously, after temperature reaches 120 DEG C, starts to be passed through expoxy propane, and exothermic heat of reaction rises system temperature, and now controlling reaction temperature is at 135 140 DEG C；The present invention first synthesizes end and contains substantial amounts of hydroxyl hyperbranched poly ethoxylated polyhydric alcohol, then there is ring-opening polymerisation using the epoxide group on the allyl glycidyl ether containing double bond structure and hydroxyl and prepare end-allyl group hyperbranched poly ethoxylated polyhydric alcohol, be conducive to shortening induction period and polymerization reaction time, while yield can be increased.
Description
Technical field
The present invention relates to polyurethane field, and in particular to the preparation method of end-allyl group hyperbranched poly ethoxylated polyhydric alcohol.
Background technology
Compared with traditional polymer, dissaving polymer has controllable relative molecular mass, construction unit high degree of symmetry, crowd
Unique molecular structure such as many ends so as to which there is excellent dissolubility, low melt viscosity, easily processed into type, and
Dissaving polymer can be by one-step synthesis method, in coating, nanocatalyst, Polymer Processing, surface modification, medicinal slow release agent
Have broad application prospects Deng biomedicine field.Containing a large amount of easily modified end groups, such as hydroxyl, carboxylic in dissaving polymer
Base, epoxy radicals etc..Terminal groups modification generally has two methods：One is first synthesis of super branched polymer, and then its end group is changed
Property；Two is, in the later stage of synthesis of super branched polymer, to add modifying agent.Through terminal groups modification, hyperbranched polymer molecule structure
In define new functional group, not only expand dissaving polymer species, while also achieving which in the potential of different field
Using.
End-allyl group hyperbranched poly ethoxylated polyhydric alcohol is mainly used in polyurethane double curing coating, adhesive, can also make in addition
For the polyether component or crosslinking agent of Ju urethane Pao Droplets, dispersant is alternatively arranged as when polyether polyol is prepared and is stably polymerized
Composition granule.
The content of the invention
Contain substantial amounts of hydroxyl hyperbranched poly ethoxylated polyhydric alcohol present invention aim at providing one kind and first synthesizing end, then
End-allyl group is prepared with hydroxyl generation ring-opening polymerisation using the epoxide group on the allyl glycidyl ether containing double bond structure to surpass
Branch polyether polyatomic alcohol, is conducive to shortening induction period and polymerization reaction time, while the end-allyl group that can increase yield is hyperbranched
The preparation method of PPG.
The preparation method of end-allyl group hyperbranched poly ethoxylated polyhydric alcohol of the present invention, comprises the following steps：
Tris(2-hydroxy ethyl)isocyanurate and catalyst are added to height by the first step, the synthesis of superbrnaching end-hydroxy PPG
In pressure reactor, vacuum dehydration, and use N2Displacement 3 times, opens stirring, and heats up the cooling water that open simultaneously, and temperature reaches 120 DEG C
Afterwards, start to be passed through expoxy propane, exothermic heat of reaction rises system temperature, now controlling reaction temperature is at 135-140 DEG C, when in kettle
Pressure drop, adds glycidol and expoxy propane, after being added dropwise to complete, until pressure no longer changes in kettle, vacuumizes and sloughs not
Reaction monomers, that is, prepare superbrnaching end-hydroxy PPG；
Second step, the synthesis of end-allyl group hyperbranched poly ethoxylated polyhydric alcohol, superbrnaching end-hydroxy PPG and catalyst are added
Enter in 1.2L autoclaves, vacuumize dehydration, and use N2Displacement 3 times, opens stirring, and heats up the cooling water that open simultaneously, temperature
After degree reaches 120 DEG C, start to be passed through expoxy propane, exothermic heat of reaction rises system temperature, and now controlling reaction temperature is in 135-
140 DEG C, when pressure drop in kettle, allyl glycidyl ether and expoxy propane are added, after being added dropwise to complete, pressure is not to kettle
Change again, vacuumize and slough unreacted monomer, that is, prepare end-allyl group hyperbranched poly ethoxylated polyhydric alcohol.
Preferably, catalyst is double metal cyanide catalyst.
The present invention first synthesizes end and contains substantial amounts of hydroxyl hyperbranched poly ethoxylated polyhydric alcohol, then utilizes containing double bond structure
There is ring-opening polymerisation with hydroxyl and prepare end-allyl group hyperbranched poly ethoxylated polyhydric alcohol in the epoxide group on allyl glycidyl ether, have
Beneficial to induction period and polymerization reaction time is shortened, while yield can be increased.
Specific embodiment
Embodiment one：
The preparation method of end-allyl group hyperbranched poly ethoxylated polyhydric alcohol of the present invention, comprises the following steps：
Tris(2-hydroxy ethyl)isocyanurate and catalyst are added to height by the first step, the synthesis of superbrnaching end-hydroxy PPG
In pressure reactor, vacuum dehydration, and use N2Displacement 3 times, opens stirring, and heats up the cooling water that open simultaneously, and temperature reaches 120 DEG C
Afterwards, start to be passed through expoxy propane, exothermic heat of reaction rises system temperature, now controlling reaction temperature is at 135-140 DEG C, when in kettle
Pressure drop, adds glycidol and expoxy propane, after being added dropwise to complete, until pressure no longer changes in kettle, vacuumizes and sloughs not
Reaction monomers, that is, prepare superbrnaching end-hydroxy PPG；
Second step, the synthesis of end-allyl group hyperbranched poly ethoxylated polyhydric alcohol, superbrnaching end-hydroxy PPG and catalyst are added
Enter in 1.2L autoclaves, vacuumize dehydration, and use N2Displacement 3 times, opens stirring, and heats up the cooling water that open simultaneously, temperature
After degree reaches 120 DEG C, start to be passed through expoxy propane, exothermic heat of reaction rises system temperature, and now controlling reaction temperature is in 135-
140 DEG C, when pressure drop in kettle, allyl glycidyl ether and expoxy propane are added, after being added dropwise to complete, pressure is not to kettle
Change again, vacuumize and slough unreacted monomer, that is, prepare end-allyl group hyperbranched poly ethoxylated polyhydric alcohol.
Embodiment two：
The preparation method of end-allyl group hyperbranched poly ethoxylated polyhydric alcohol of the present invention, comprises the following steps：
Tris(2-hydroxy ethyl)isocyanurate and catalyst are added to height by the first step, the synthesis of superbrnaching end-hydroxy PPG
In pressure reactor, vacuum dehydration, and use N2Displacement 3 times, opens stirring, and heats up the cooling water that open simultaneously, and temperature reaches 120 DEG C
Afterwards, start to be passed through expoxy propane, exothermic heat of reaction rises system temperature, now controlling reaction temperature is at 135-140 DEG C, when in kettle
Pressure drop, adds glycidol and expoxy propane, after being added dropwise to complete, until pressure no longer changes in kettle, vacuumizes and sloughs not
Reaction monomers, that is, prepare superbrnaching end-hydroxy PPG；
Second step, the synthesis of end-allyl group hyperbranched poly ethoxylated polyhydric alcohol, superbrnaching end-hydroxy PPG and catalyst are added
Enter in 1.2L autoclaves, vacuumize dehydration, and use N2Displacement 3 times, opens stirring, and heats up the cooling water that open simultaneously, temperature
After degree reaches 120 DEG C, start to be passed through expoxy propane, exothermic heat of reaction rises system temperature, and now controlling reaction temperature is in 135-
140 DEG C, when pressure drop in kettle, allyl glycidyl ether and expoxy propane are added, after being added dropwise to complete, pressure is not to kettle
Change again, vacuumize and slough unreacted monomer, that is, prepare end-allyl group hyperbranched poly ethoxylated polyhydric alcohol.
Catalyst is double metal cyanide catalyst.
The present invention first synthesizes end and contains substantial amounts of hydroxyl hyperbranched poly ethoxylated polyhydric alcohol, then utilizes containing double bond structure
There is ring-opening polymerisation with hydroxyl and prepare end-allyl group hyperbranched poly ethoxylated polyhydric alcohol in the epoxide group on allyl glycidyl ether, have
Beneficial to induction period and polymerization reaction time is shortened, while yield can be increased.
Claims (2)
1. a kind of preparation method of end-allyl group hyperbranched poly ethoxylated polyhydric alcohol, it is characterised in that comprise the following steps：
Tris(2-hydroxy ethyl)isocyanurate and catalyst are added to height by the first step, the synthesis of superbrnaching end-hydroxy PPG
In pressure reactor, vacuum dehydration, and use N2Displacement 3 times, opens stirring, and heats up the cooling water that open simultaneously, and temperature reaches 120 DEG C
Afterwards, start to be passed through expoxy propane, exothermic heat of reaction rises system temperature, now controlling reaction temperature is at 135-140 DEG C, when in kettle
Pressure drop, adds glycidol and expoxy propane, after being added dropwise to complete, until pressure no longer changes in kettle, vacuumizes and sloughs not
Reaction monomers, that is, prepare superbrnaching end-hydroxy PPG；
Second step, the synthesis of end-allyl group hyperbranched poly ethoxylated polyhydric alcohol, superbrnaching end-hydroxy PPG and catalyst are added
Enter in 1.2L autoclaves, vacuumize dehydration, and use N2Displacement 3 times, opens stirring, and heats up the cooling water that open simultaneously, temperature
After degree reaches 120 DEG C, start to be passed through expoxy propane, exothermic heat of reaction rises system temperature, and now controlling reaction temperature is in 135-
140 DEG C, when pressure drop in kettle, allyl glycidyl ether and expoxy propane are added, after being added dropwise to complete, pressure is not to kettle
Change again, vacuumize and slough unreacted monomer, that is, prepare end-allyl group hyperbranched poly ethoxylated polyhydric alcohol.
2. the preparation method of end-allyl group hyperbranched poly ethoxylated polyhydric alcohol as claimed in claim 1, it is characterised in that the catalyst
For double metal cyanide catalyst.
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| CN201611120980.4A CN106554494A (en) | 2016-12-08 | 2016-12-08 | The preparation method of end-allyl group hyperbranched poly ethoxylated polyhydric alcohol |
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Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108995315A (en) * | 2018-08-21 | 2018-12-14 | 浙江绿建房屋工程服务有限公司 | A kind of novel environment friendly fireproof and heat-insulating material |
| CN110396184A (en) * | 2019-06-20 | 2019-11-01 | 佳化化学科技发展（上海）有限公司 | A kind of preparation method of isocyanuric acid ester polyether polyol |
| CN111851139A (en) * | 2019-04-30 | 2020-10-30 | 陆筱棣 | Method for preparing expandable microspheres, microspheres obtained by method and application of microspheres |
| CN113637123A (en) * | 2021-08-20 | 2021-11-12 | 武汉源锦建材科技有限公司 | Hyperbranched concrete tackifier and preparation method and application thereof |
| CN115594853A (en) * | 2021-07-07 | 2023-01-13 | 佳化化学（上海）有限公司（Cn） | Non-fluorine polymer and preparation method and application thereof |
| CN115595795A (en) * | 2021-07-07 | 2023-01-13 | 佳化化学（上海）有限公司（Cn） | Non-fluorine polymer composition emulsion and preparation method and application thereof |
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- 2016-12-08 CN CN201611120980.4A patent/CN106554494A/en active Pending
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108995315A (en) * | 2018-08-21 | 2018-12-14 | 浙江绿建房屋工程服务有限公司 | A kind of novel environment friendly fireproof and heat-insulating material |
| CN111851139A (en) * | 2019-04-30 | 2020-10-30 | 陆筱棣 | Method for preparing expandable microspheres, microspheres obtained by method and application of microspheres |
| CN110396184A (en) * | 2019-06-20 | 2019-11-01 | 佳化化学科技发展（上海）有限公司 | A kind of preparation method of isocyanuric acid ester polyether polyol |
| CN110396184B (en) * | 2019-06-20 | 2022-01-07 | 佳化化学科技发展（上海）有限公司 | Preparation method of isocyanurate polyether polyol |
| CN115594853A (en) * | 2021-07-07 | 2023-01-13 | 佳化化学（上海）有限公司（Cn） | Non-fluorine polymer and preparation method and application thereof |
| CN115595795A (en) * | 2021-07-07 | 2023-01-13 | 佳化化学（上海）有限公司（Cn） | Non-fluorine polymer composition emulsion and preparation method and application thereof |
| CN115594853B (en) * | 2021-07-07 | 2023-10-31 | 佳化化学(上海)有限公司 | Non-fluorine polymer and preparation method and application thereof |
| CN115595795B (en) * | 2021-07-07 | 2024-07-26 | 佳化化学(上海)有限公司 | Non-fluorine polymer composition emulsion and preparation method and application thereof |
| CN113637123A (en) * | 2021-08-20 | 2021-11-12 | 武汉源锦建材科技有限公司 | Hyperbranched concrete tackifier and preparation method and application thereof |
| CN113637123B (en) * | 2021-08-20 | 2024-05-17 | 武汉源锦建材科技有限公司 | Hyperbranched concrete tackifier and preparation method and application thereof |
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Application publication date: 20170405 |