CN113912821A - Water-dispersible low-temperature deblocking isocyanate crosslinking agent and preparation method thereof - Google Patents
Water-dispersible low-temperature deblocking isocyanate crosslinking agent and preparation method thereof Download PDFInfo
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- CN113912821A CN113912821A CN202111063338.8A CN202111063338A CN113912821A CN 113912821 A CN113912821 A CN 113912821A CN 202111063338 A CN202111063338 A CN 202111063338A CN 113912821 A CN113912821 A CN 113912821A
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- 239000012948 isocyanate Substances 0.000 title claims abstract description 53
- 150000002513 isocyanates Chemical class 0.000 title claims abstract description 53
- 239000003431 cross linking reagent Substances 0.000 title claims abstract description 28
- 238000002360 preparation method Methods 0.000 title claims abstract description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 34
- 150000003254 radicals Chemical class 0.000 claims abstract description 33
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims abstract description 22
- 239000006185 dispersion Substances 0.000 claims abstract description 18
- 239000008367 deionised water Substances 0.000 claims abstract description 15
- 229910021641 deionized water Inorganic materials 0.000 claims abstract description 15
- 239000000178 monomer Substances 0.000 claims abstract description 12
- GCNTZFIIOFTKIY-UHFFFAOYSA-N 4-hydroxypyridine Chemical compound OC1=CC=NC=C1 GCNTZFIIOFTKIY-UHFFFAOYSA-N 0.000 claims abstract description 11
- 239000002202 Polyethylene glycol Substances 0.000 claims abstract description 11
- 239000003242 anti bacterial agent Substances 0.000 claims abstract description 11
- 125000004386 diacrylate group Chemical group 0.000 claims abstract description 11
- 239000002270 dispersing agent Substances 0.000 claims abstract description 11
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims abstract description 11
- 239000003999 initiator Substances 0.000 claims abstract description 11
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 claims abstract description 11
- QNILTEGFHQSKFF-UHFFFAOYSA-N n-propan-2-ylprop-2-enamide Chemical compound CC(C)NC(=O)C=C QNILTEGFHQSKFF-UHFFFAOYSA-N 0.000 claims abstract description 11
- 229920001223 polyethylene glycol Polymers 0.000 claims abstract description 11
- 239000002562 thickening agent Substances 0.000 claims abstract description 11
- 239000005058 Isophorone diisocyanate Substances 0.000 claims abstract description 7
- 239000002994 raw material Substances 0.000 claims abstract description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 20
- 239000007787 solid Substances 0.000 claims description 12
- 238000010438 heat treatment Methods 0.000 claims description 11
- 239000011259 mixed solution Substances 0.000 claims description 8
- 238000010008 shearing Methods 0.000 claims description 7
- 230000001804 emulsifying effect Effects 0.000 claims description 4
- 238000000265 homogenisation Methods 0.000 claims description 4
- 238000010992 reflux Methods 0.000 claims description 4
- 239000002904 solvent Substances 0.000 claims description 4
- 238000000967 suction filtration Methods 0.000 claims description 4
- 238000005406 washing Methods 0.000 claims description 4
- 238000004806 packaging method and process Methods 0.000 claims description 3
- 238000004321 preservation Methods 0.000 claims description 2
- 230000001502 supplementing effect Effects 0.000 claims description 2
- 238000000034 method Methods 0.000 abstract description 8
- 239000000463 material Substances 0.000 abstract description 7
- 239000004814 polyurethane Substances 0.000 abstract description 6
- 229920002635 polyurethane Polymers 0.000 abstract description 6
- 239000012855 volatile organic compound Substances 0.000 abstract description 6
- 230000009286 beneficial effect Effects 0.000 abstract description 3
- 238000004132 cross linking Methods 0.000 abstract description 3
- 238000005265 energy consumption Methods 0.000 abstract description 3
- 230000002035 prolonged effect Effects 0.000 abstract description 3
- 230000004048 modification Effects 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
- 239000004971 Cross linker Substances 0.000 description 2
- 230000007547 defect Effects 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 239000003094 microcapsule Substances 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 230000004075 alteration Effects 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000004891 communication Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005538 encapsulation Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000002329 infrared spectrum Methods 0.000 description 1
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
- 230000000750 progressive effect Effects 0.000 description 1
- 238000001757 thermogravimetry curve Methods 0.000 description 1
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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
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/80—Masked polyisocyanates
- C08G18/8061—Masked polyisocyanates masked with compounds having only one group containing active hydrogen
- C08G18/807—Masked polyisocyanates masked with compounds having only one group containing active hydrogen with nitrogen containing compounds
- C08G18/808—Monoamines
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J13/00—Colloid chemistry, e.g. the production of colloidal materials or their solutions, not otherwise provided for; Making microcapsules or microballoons
- B01J13/02—Making microcapsules or microballoons
- B01J13/06—Making microcapsules or microballoons by phase separation
- B01J13/14—Polymerisation; cross-linking
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F283/00—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G
- C08F283/06—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polyethers, polyoxymethylenes or polyacetals
- C08F283/065—Macromolecular compounds obtained by polymerising monomers on to polymers provided for in subclass C08G on to polyethers, polyoxymethylenes or polyacetals on to unsaturated polyethers, polyoxymethylenes or polyacetals
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Dispersion Chemistry (AREA)
- Polyurethanes Or Polyureas (AREA)
Abstract
The invention discloses a water-dispersible low-temperature unblocking isocyanate cross-linking agent and a preparation method thereof, wherein the water-dispersible low-temperature unblocking isocyanate cross-linking agent comprises the following raw materials in parts by weight: 35-50 parts of 4-hydroxypyridine blocked isocyanate (IPDI), 3-6 parts of functional dispersant, 1-3 parts of free radical monomer N-isopropyl acrylamide, 0.1-1 part of free radical cross-linking agent polyethylene glycol (glycol) diacrylate, 0.01-0.5 part of free radical initiator, 0.5-1 part of antibacterial agent, 0.5-1 part of thickening agent and 50-60 parts of deionized water; the water-dispersible low-temperature unblocking isocyanate crosslinking agent and the preparation method thereof can bring the following beneficial effects: the low-temperature deblocking type blocked isocyanate aqueous dispersion can be deblocked at low temperature, the temperature is controllable, and the low-temperature deblocking type blocked isocyanate aqueous dispersion is applied to a water-based system, so that the working life of a polyurethane formula is prolonged, and the crosslinking time is shortened; the energy consumption is saved, the emission of Volatile Organic Compounds (VOC) is greatly reduced, and the method is environment-friendly; it is in line with the development direction of new green materials.
Description
Technical Field
The invention belongs to the technical field of polyurethane materials, and particularly relates to a water-dispersible low-temperature unblocking isocyanate crosslinking agent and a preparation method thereof.
Background
The blocked isocyanate can effectively solve the defects of high isocyanate monomer activity, high requirement on environmental equipment during storage and use and the like, can be used for preparing novel materials such as waterborne polyurethane, functional polyurethane and the like, and is widely concerned by people all the time, but the blocked isocyanate has the defects of overhigh curing temperature, overlong curing time and the like during application, and moreover, the blocked isocyanate is difficult to disperse in water due to poor hydrophilicity and can have excellent water dispersibility through hydrophilic modification, but the blocked isocyanate is difficult to put into practical application due to higher deblocking temperature and cost; the existing microcapsule encapsulation technology can effectively improve the water dispersibility of the blocked isocyanate, but the existing technology still has the problems of low contact rate of two components of the curing agent, early leakage of the isocyanate, hardening with water in the atmosphere to cause failure, especially uncontrollable release and the like. There is therefore a need for a solution to the above problems.
The above description is included in the technical recognition scope of the inventors, and does not necessarily constitute the prior art.
Disclosure of Invention
In order to solve the problems, the invention aims to provide a water-dispersible low-temperature unblocking isocyanate crosslinking agent which can solve the problems that the unblocking temperature of the blocked isocyanate is too high and the blocked isocyanate is difficult to be uniformly dispersed in an aqueous phase system, and a preparation method thereof.
In order to achieve the purpose, the invention provides a water-dispersible low-temperature unblocking isocyanate crosslinking agent and a preparation method thereof, which are characterized by comprising the following raw materials in parts by weight: 35-50 parts of 4-hydroxypyridine blocked isocyanate (IPDI), 3-6 parts of functional dispersant, 1-3 parts of free radical monomer N-isopropyl acrylamide, 0.1-1 part of free radical crosslinking agent polyethylene glycol (glycol) diacrylate, 0.01-0.5 part of free radical initiator, 0.5-1 part of antibacterial agent, 0.5-1 part of thickening agent and 50-60 parts of deionized water.
In one example, the method comprises the following steps:
dissolving 4-hydroxypyridine in a solvent N and N-Dimethylformamide (DMF), and heating to 70 ℃ to obtain a mixed solution a;
slowly adding a mixed solution a of isophorone diisocyanate (IPDI) and DMF (dimethyl formamide) into a three-neck round-bottom flask by using a constant-pressure dropping funnel, condensing and refluxing, standing for layering after reacting for 8 hours, carrying out suction filtration, and washing to obtain a solid low-temperature dried closed isocyanate solid;
thirdly, placing the free radical monomer N-isopropyl acrylamide, the free radical crosslinking agent polyethylene glycol (glycol) diacrylate, the free radical initiator, the dispersing agent, the antibacterial agent, the thickening agent, the deionized water and the closed isocyanate solid in a homogenizer for mechanical high-speed shearing, emulsifying for 1-1.5h, then preserving the heat in a water bath kettle for 2 h, then heating and curing for 3 h, and supplementing the deionized water according to parts to obtain the aqueous dispersion of the closed object;
fourthly, placing 4-hydroxypyridine blocked isocyanate (IPDI), a functional dispersant, free radical monomer N-isopropyl acrylamide, a free radical cross-linking agent polyethylene glycol (glycol) diacrylate, a free radical initiator, an antibacterial agent, a thickening agent and deionized water in a homogenizer according to a ratio, mechanically shearing at a high speed, setting the rotating speed to 9000r/min, then keeping the temperature of the emulsified aqueous dispersion obtained after homogenization in a water bath kettle for 2 hours, then heating and curing for 3 hours, reducing the temperature to room temperature after the reaction is finished, obtaining the blocked isocyanate aqueous dispersion, and hermetically packaging.
In one example, in the step three, the heat preservation temperature is 30-40 degrees, and the temperature rise curing temperature is 60-90 degrees.
The water-dispersible low-temperature unblocking isocyanate crosslinking agent and the preparation method thereof provided by the invention can bring the following beneficial effects:
1. the low-temperature deblocking type blocked isocyanate aqueous dispersion can be deblocked at low temperature, the temperature is controllable, and the low-temperature deblocking type blocked isocyanate aqueous dispersion is applied to a water-based system, so that the working life of a polyurethane formula is prolonged, and the crosslinking time is shortened;
2. the energy consumption is saved, the emission of Volatile Organic Compounds (VOC) is greatly reduced, and the method is environment-friendly;
3. it is in line with the development direction of new green materials.
Drawings
The accompanying drawings, which are included to provide a further understanding of the invention and are incorporated in and constitute a part of this specification, illustrate embodiments of the invention and together with the description serve to explain the invention without limiting the invention to the right. In the drawings:
FIG. 1 is a Fourier infrared spectrum of a water dispersible, low temperature deblocked isocyanate crosslinker prepared;
FIG. 2 is a TGA curve of a water dispersible, low temperature unblocking isocyanate crosslinker prepared;
FIG. 3 is a nuclear magnetic resonance spectrum of the prepared water-dispersible low-temperature unblocking isocyanate crosslinking agent;
FIG. 4 is a diagram showing a microcapsule entity of the prepared water-dispersible low-temperature unblocking isocyanate crosslinking agent.
Detailed Description
In order to more clearly explain the overall concept of the invention, the following detailed description is given by way of example in conjunction with the accompanying drawings.
In the description of the invention, it is to be understood that the terms "center," "upper," "lower," "front," "rear," "left," "right," "vertical," "horizontal," "top," "bottom," "inner," "outer," "axial," "radial," "circumferential," and the like are used in the indicated orientations and positional relationships based on the figures, merely to facilitate description of the invention and to simplify the description, and are not intended to indicate or imply that the referenced device or element must have a particular orientation, be constructed and operated in a particular orientation, and are therefore not to be considered limiting of the invention.
Furthermore, the terms "first", "second" and "first" are used for descriptive purposes only and are not to be construed as indicating or implying relative importance or implicitly indicating the number of technical features indicated. Thus, a feature defined as "first" or "second" may explicitly or implicitly include one or more of that feature. In the description of the invention, "a plurality" means two or more unless specifically limited otherwise.
In the present invention, unless otherwise expressly specified or limited, the terms "mounted," "connected," "secured," and the like are to be construed broadly and can, for example, be fixedly connected, detachably connected, or integrally formed; the connection can be mechanical connection, electrical connection or communication; either directly or indirectly through intervening media, either internally or in any other relationship. The specific meaning of the above terms in the present invention can be understood by those of ordinary skill in the art according to specific situations.
In the present invention, unless otherwise explicitly specified or limited, a first feature "on" or "under" a second feature may be directly contacted with the first and second features, or indirectly contacted with the first and second features through an intermediate. In the description of the present specification, reference to the description of the terms "one aspect," "some aspects," "an example," "a specific example," or "some examples" or the like means that a particular feature, structure, material, or characteristic described in connection with the aspect or example is included in at least one aspect or example of the invention. In this specification, the schematic representations of the terms used above do not necessarily refer to the same solution or example. Furthermore, the particular features, structures, materials, or characteristics described may be combined in any suitable manner in any one or more aspects or examples.
Example 1
This example provides a method for preparing a water-dispersible low-temperature unblocking isocyanate crosslinking agent, including the following steps:
dissolving 4-hydroxypyridine in a solvent N and N-Dimethylformamide (DMF), and heating to 70 ℃ to obtain a mixed solution a;
slowly adding a mixed solution a of isophorone diisocyanate (IPDI) and DMF (dimethyl formamide) into a three-neck round-bottom flask by using a constant-pressure dropping funnel, condensing and refluxing, standing for layering after reacting for 8 hours, carrying out suction filtration, and washing to obtain a solid low-temperature dried closed isocyanate solid;
placing 2-5 parts of free radical monomer N-isopropyl acrylamide, 1-1.2 parts of free radical cross-linking agent polyethylene glycol (glycol) diacrylate, 0.1-0.5 part of free radical initiator, 0.2-0.6 part of dispersing agent, 1-1.3 parts of antibacterial agent, 0.2-0.7 part of thickening agent, 70-80 parts of deionized water and closed isocyanate solid in a homogenizer for mechanical high-speed shearing, emulsifying for 1-1.5h, then preserving heat for 2 h in a water bath kettle, then heating and curing for 3 h, and complementing the deionized water according to parts to obtain the water dispersion of the closure;
fourthly, placing 4-hydroxypyridine blocked isocyanate (IPDI), a functional dispersant, free radical monomer N-isopropyl acrylamide, a free radical cross-linking agent polyethylene glycol (glycol) diacrylate, a free radical initiator, an antibacterial agent, a thickening agent and deionized water in a homogenizer according to a ratio, mechanically shearing at a high speed, setting the rotating speed to 9000r/min, then keeping the temperature of the emulsified aqueous dispersion obtained after homogenization in a water bath kettle for 2 hours, then heating and curing for 3 hours, reducing the temperature to room temperature after the reaction is finished, obtaining the blocked isocyanate aqueous dispersion, and hermetically packaging.
Example 2
This example provides a method for preparing a water-dispersible low-temperature unblocking isocyanate crosslinking agent, including the following steps:
dissolving 4-hydroxypyridine in a solvent N and N-Dimethylformamide (DMF), and heating to 70 ℃ to obtain a mixed solution a;
slowly adding a mixed solution a of isophorone diisocyanate (IPDI) and DMF (dimethyl formamide) into a three-neck round-bottom flask by using a constant-pressure dropping funnel, condensing and refluxing, standing for layering after reacting for 8 hours, carrying out suction filtration, and washing to obtain a solid low-temperature dried closed isocyanate solid;
placing 1-2 parts of free radical monomer N-isopropyl acrylamide, 1-1.2 parts of free radical cross-linking agent polyethylene glycol (glycol) diacrylate, 0.1-0.5 part of free radical initiator, 0.2-0.6 part of dispersing agent, 1-1.3 parts of antibacterial agent, 0.2-0.7 part of thickening agent, 70-80 parts of deionized water and closed isocyanate solid in a homogenizer for mechanical high-speed shearing, emulsifying for 1-1.5h, then preserving heat for 2 h in a water bath kettle, then heating and curing for 3 h, and complementing the deionized water according to parts to obtain the water dispersion of the closure;
fourthly, 35-50 parts of 4-hydroxypyridine blocked isocyanate (IPDI), 3-6 parts of functional dispersant, 1-3 parts of free radical monomer N-isopropylacrylamide, 0.1-1 part of free radical cross-linking agent polyethylene glycol (glycol) diacrylate, 0.01-0.5 part of free radical initiator, 0.5-1 part of antibacterial agent, 0.5-1 part of thickening agent and 50-60 parts of deionized water are placed in a homogenizer according to a ratio and mechanically sheared at high speed, the set rotating speed is 9000r/min, the emulsified aqueous dispersion obtained after homogenization is kept warm for 2 hours in a water bath kettle, then the temperature is raised and solidified for 3 hours, the reaction is finished and the temperature is reduced to room temperature, the blocked isocyanate aqueous dispersion is obtained, and the sealed package is carried out.
The water-dispersible low-temperature unblocking isocyanate crosslinking agent and the preparation method thereof provided by the invention can bring the following beneficial effects:
4. the low-temperature deblocking type blocked isocyanate aqueous dispersion can be deblocked at low temperature, the temperature is controllable, and the low-temperature deblocking type blocked isocyanate aqueous dispersion is applied to a water-based system, so that the working life of a polyurethane formula is prolonged, and the crosslinking time is shortened;
5. the energy consumption is saved, the emission of Volatile Organic Compounds (VOC) is greatly reduced, and the method is environment-friendly;
6. it is in line with the development direction of new green materials.
The embodiments in the present specification are described in a progressive manner, and the same and similar parts among the embodiments are referred to each other, and each embodiment focuses on the differences from the other embodiments. In particular, for the system embodiment, since it is substantially similar to the method embodiment, the description is simple, and for the relevant points, reference may be made to the partial description of the method embodiment.
The above description is only an example of the invention and is not intended to limit the invention. Various modifications and alterations to the invention will become apparent to those skilled in the art. Any modification, equivalent replacement, improvement, etc. made within the spirit and principle of the invention should be included in the scope of the claims of the invention.
Claims (3)
1. A water-dispersible low-temperature unblocking type isocyanate crosslinking agent is characterized by comprising the following raw materials in parts by weight: 35-50 parts of 4-hydroxypyridine blocked isocyanate (IPDI), 3-6 parts of functional dispersant, 1-3 parts of free radical monomer N-isopropyl acrylamide, 0.1-1 part of free radical crosslinking agent polyethylene glycol (glycol) diacrylate, 0.01-0.5 part of free radical initiator, 0.5-1 part of antibacterial agent, 0.5-1 part of thickening agent and 50-60 parts of deionized water.
2. The preparation method of the water-dispersible low-temperature unblocking isocyanate crosslinking agent according to claim 1, characterized by comprising the following steps:
dissolving 4-hydroxypyridine in a solvent N and N-Dimethylformamide (DMF), and heating to 70 ℃ to obtain a mixed solution a;
slowly adding a mixed solution a of isophorone diisocyanate (IPDI) and DMF (dimethyl formamide) into a three-neck round-bottom flask by using a constant-pressure dropping funnel, condensing and refluxing, standing for layering after reacting for 8 hours, carrying out suction filtration, and washing to obtain a solid low-temperature dried closed isocyanate solid;
thirdly, placing the free radical monomer N-isopropyl acrylamide, the free radical crosslinking agent polyethylene glycol (glycol) diacrylate, the free radical initiator, the dispersing agent, the antibacterial agent, the thickening agent, the deionized water and the closed isocyanate solid in a homogenizer for mechanical high-speed shearing, emulsifying for 1-1.5h, then preserving the heat in a water bath kettle for 2 h, then heating and curing for 3 h, and supplementing the deionized water according to parts to obtain the aqueous dispersion of the closed object;
fourthly, placing 4-hydroxypyridine blocked isocyanate (IPDI), a functional dispersant, free radical monomer N-isopropyl acrylamide, a free radical cross-linking agent polyethylene glycol (glycol) diacrylate, a free radical initiator, an antibacterial agent, a thickening agent and deionized water in a homogenizer according to a ratio, mechanically shearing at a high speed, setting the rotating speed to 9000r/min, then keeping the temperature of the emulsified aqueous dispersion obtained after homogenization in a water bath kettle for 2 hours, then heating and curing for 3 hours, reducing the temperature to room temperature after the reaction is finished, obtaining the blocked isocyanate aqueous dispersion, and hermetically packaging.
3. The preparation method of the water-dispersible low-temperature unblocking isocyanate crosslinking agent according to claim 2, wherein in the step three, the heat preservation temperature is 30-40 degrees, and the temperature rise curing temperature is 60-90 degrees.
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| 王晓霞 等: "聚N-异丙基丙烯酰胺-聚乙二醇核壳微凝胶的制备与表征", 《中国组织工程研究》 * |
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