CN114958271A - Heat-resistant high-performance polyurethane adhesive and preparation method thereof - Google Patents

Heat-resistant high-performance polyurethane adhesive and preparation method thereof Download PDF

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CN114958271A
CN114958271A CN202210653066.5A CN202210653066A CN114958271A CN 114958271 A CN114958271 A CN 114958271A CN 202210653066 A CN202210653066 A CN 202210653066A CN 114958271 A CN114958271 A CN 114958271A
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polyurethane adhesive
heat
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resistant high
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CN114958271B (en
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孙晨
杨思思
张驰
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Guide Supply Chain Management Co ltd
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Nanning Jiangxin Mingju Building Materials Co ltd
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    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J175/00Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
    • C09J175/04Polyurethanes
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/2805Compounds having only one group containing active hydrogen
    • C08G18/288Compounds containing at least one heteroatom other than oxygen or nitrogen
    • C08G18/289Compounds containing at least one heteroatom other than oxygen or nitrogen containing silicon
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/30Low-molecular-weight compounds
    • C08G18/32Polyhydroxy compounds; Polyamines; Hydroxyamines
    • C08G18/3203Polyhydroxy compounds
    • C08G18/3206Polyhydroxy compounds aliphatic
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    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/30Low-molecular-weight compounds
    • C08G18/38Low-molecular-weight compounds having heteroatoms other than oxygen
    • C08G18/3819Low-molecular-weight compounds having heteroatoms other than oxygen having nitrogen
    • C08G18/3842Low-molecular-weight compounds having heteroatoms other than oxygen having nitrogen containing heterocyclic rings having at least one nitrogen atom in the ring
    • C08G18/3844Low-molecular-weight compounds having heteroatoms other than oxygen having nitrogen containing heterocyclic rings having at least one nitrogen atom in the ring containing one nitrogen atom in the ring
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    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/30Low-molecular-weight compounds
    • C08G18/38Low-molecular-weight compounds having heteroatoms other than oxygen
    • C08G18/3819Low-molecular-weight compounds having heteroatoms other than oxygen having nitrogen
    • C08G18/3842Low-molecular-weight compounds having heteroatoms other than oxygen having nitrogen containing heterocyclic rings having at least one nitrogen atom in the ring
    • C08G18/3851Low-molecular-weight compounds having heteroatoms other than oxygen having nitrogen containing heterocyclic rings having at least one nitrogen atom in the ring containing three nitrogen atoms in the ring
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    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/30Low-molecular-weight compounds
    • C08G18/38Low-molecular-weight compounds having heteroatoms other than oxygen
    • C08G18/3855Low-molecular-weight compounds having heteroatoms other than oxygen having sulfur
    • C08G18/3876Low-molecular-weight compounds having heteroatoms other than oxygen having sulfur containing mercapto groups
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
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  • Health & Medical Sciences (AREA)
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  • Polyurethanes Or Polyureas (AREA)
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Abstract

The invention relates to the field of adhesives, in particular to a heat-resistant high-performance polyurethane adhesive and a preparation method thereof; the method takes trimethylolpropane tri (3-mercaptopropionate), aromatic polyisocyanate and a high-temperature resistant auxiliary agent as main raw materials, selects dibutyltin dilaurate as a catalyst, and adopts a bulk polymerization method to synthesize a polyurethane adhesive prepolymer; then dimethyl sulfoxide is used as a solvent, 1, 4-butanediol is used as a chain extender, melamine is used as a modifier, and aminomethyl silicone oil is used as an end capping agent, and a solution polymerization method is adopted to synthesize a polyurethane adhesive; the melamine is added in the process of synthesizing the polyurethane adhesive, namely, nitrogen-containing heterocycle with good thermal stability is introduced on the main chain of the polyurethane adhesive, so as to improve the heat resistance and the molecular energy-containing performance of the polyurethane adhesive and expand the application range of the polyurethane adhesive; the melamine modified polyurethane adhesive has higher heat resistance, and the decomposition temperature is improved by 46.6 ℃ compared with that of the unmodified polyurethane adhesive.

Description

Heat-resistant high-performance polyurethane adhesive and preparation method thereof
Technical Field
The invention relates to the field of adhesives, in particular to a heat-resistant high-performance polyurethane adhesive and a preparation method thereof.
Background
The polyurethane adhesive has the characteristics of high strength, strong wear resistance, low temperature resistance, oil resistance, chemical corrosion resistance and the like. Since the 20 th century and the 30 th era, the method has wide application in various fields. With the popularization of the application of polyurethane adhesives, the disadvantage of poor heat resistance is more and more prominent.
CN 201711178624.2: the invention discloses a high-heat-resistance high-performance polyurethane elastomer and a preparation method thereof, which are characterized by comprising the following components in parts by weight: 100 parts of polyurethane semi-prepolymer; 55-100 parts of active hydrogen-containing polymer; the content of free isocyanate in the polyurethane semi-prepolymer is 10-16 wt%; the active hydrogen-containing polymer has a water content of less than 0.05 wt%; the high-heat-resistance high-performance polyurethane elastomer has the use temperature of up to 150 ℃, high mechanical strength and excellent wear resistance, and can be widely applied to the environment needing to stand high temperature for a long time.
CN 200510073400.6: provides a method for synthesizing quaternary ammonium salt montmorillonite/polyurethane nano composite polymer (PU/MMT) by taking quaternary ammonium salt modified montmorillonite as a polyurethane polymer chain extender, improving the heat resistance of polyurethane elastic fiber and improving the mechanical property of the fiber, wherein the montmorillonite is sodium-based montmorillonite; the polyurethane polymer is composed of polyether polyol, isocyanate, linear aliphatic amine, quaternary ammonium salt modified montmorillonite and the like.
CN 201310430410.5: the invention relates to a water-based heat-resistant polyurethane resin and a preparation method thereof, the resin is a polyaddition reaction product of polyisocyanate, dihydric alcohol, heat-resistant polyol, hydrophilic solvent and water-soluble polyurethane prepolymer, and is prepared by neutralization, dispersion, chain extension and solid content adjustment, and the dosage of each component is as follows according to the weight percentage: 1-40% of polyisocyanate, 1-30% of dihydric alcohol, 1-10% of heat-resistant polyol, 1-30% of hydrophilic solvent and 1-15% of water-soluble polyurethane prepolymer; the water-soluble polyurethane prepolymer is prepared by performing polyaddition reaction on 5-20 wt% of hydrophilic hydroxyl-containing monomer, 20-40 wt% of polyisocyanate, 5-20 wt% of dihydric alcohol and 30-60 wt% of hydrophilic solvent at 50-100 ℃. The weight loss of the resin is less than or equal to 3 wt% at 200 ℃, the paint film is unchanged after soaking for 168 hours at 25 ℃, and the application range of the waterborne polyurethane is expanded.
The polyurethane adhesive prepared by the patents and the prior art has poor heat resistance and low thermal decomposition temperature, so that the application range of the polyurethane adhesive is greatly limited; the temperature of the common polyurethane adhesive for long-term use is only 80 ℃, and the common polyurethane adhesive can be used only in a short time when the temperature of the system is higher than 120 ℃.
Disclosure of Invention
In order to solve the problems, the invention provides a heat-resistant high-performance polyurethane adhesive and a preparation method thereof, and the preparation method comprises the following operation steps:
s1: adding 25-40 parts of trimethylolpropane tris (3-mercaptopropionate), 30-40 parts of aromatic polyisocyanate and 4-10 parts of high-temperature-resistant auxiliary agent into a reactor according to the parts by weight, heating to 75-90 ℃, adding 1-3 parts of catalyst, and reacting at constant temperature for 1-4 hours;
s2: adding 1-3 parts of chain extender, and reacting for 1-3 hours;
s3: adding 50-60 parts of solvent and 1-3 parts of modifier, and carrying out modification reaction for 1-3 h;
s4: then adding 0.4-1 part of end capping agent for end capping, reacting for 0.5-1h, and cooling to obtain the heat-resistant high-performance polyurethane adhesive.
Preferably, the reactor is filled with inert gas nitrogen as protective gas.
Preferably, the catalyst is dibutyltin dilaurate.
Preferably, the chain extender is 1, 4-butanediol or 3,3 '-dichloro-4, 4' -diphenylmethane diamine.
Preferably, the modifier is melamine.
Preferably, the solvent is acetone or dimethyl sulfoxide.
Preferably, the end-capping agent is aminomethyl silicone oil.
The invention also provides a preparation method of the high-temperature resistant agent, which comprises the following steps:
according to the mass parts, 5-10 parts of ethyl acrylate isocyanate, 1-4 parts of organic amine and 100-150 parts of DMF are added into a reaction kettle, nitrogen is protected, stirring is carried out for 50-120min, then 20-30 parts of A, A' -diaminoadipic acid and 10-18 parts of 3-acryloyl-2-oxazolidone are slowly added into the reaction kettle, heating is carried out until the temperature is raised to 50-70 ℃, heat preservation reaction is carried out for 50-100min, and then the DMF is distilled off, thus obtaining the high temperature resistant auxiliary agent.
Preferably, the aromatic polyisocyanate comprises diphenylmethane diisocyanate or toluene diisocyanate.
Preferably, the organic amine is n-butylamine or tert-butylamine or diethylamine or triethylamine.
The innovation points of the invention are as follows:
the high-temperature resistant performance of the macromolecular compound can be improved by the amino addition reaction between the ethyl acrylate isocyanate and alpha, alpha' -diaminoadipic acid and 3-acryloyl-2-oxazolidone.
The invention has the beneficial effects that:
the heat-resistant high-performance polyurethane adhesive and the preparation method thereof have the following remarkable beneficial effects:
(1) the polyurethane adhesive prepared by the invention has better heat resistance and excellent light resistance and chemical resistance;
(2) the polyurethane adhesive prepared by the invention has improved glass transition temperature, hardness, tensile strength and high temperature resistance;
(3) the modifier melamine is added in the synthesis process of the polyurethane adhesive prepared by the invention, namely, nitrogen-containing heterocycle with good thermal stability is introduced on the main chain of the polyurethane adhesive, so that the heat resistance and the molecular energy-containing performance of the polyurethane adhesive are improved, and the application range of the polyurethane adhesive is expanded; the melamine modified polyurethane adhesive has higher heat resistance, and the decomposition temperature is improved by 46.6 ℃ compared with that of the unmodified polyurethane adhesive.
Detailed Description
The invention is further illustrated by the following specific examples:
thermogravimetric (TG) test: performing thermogravimetric test by adopting a differential thermal-thermogravimetric analyzer (TG), selecting the temperature range of 25-700 ℃, the atmosphere of N2, the heating rate of about 10-20 ℃/min, and the weight range of the sample of 2-5 mg.
Example 1
A heat-resistant high-performance polyurethane adhesive and a preparation method thereof are disclosed, the operation steps are as follows:
s1: adding 25g of trimethylolpropane tris (3-mercaptopropionate), 30g of aromatic polyisocyanate and 4g of high-temperature-resistant auxiliary agent into a reactor, heating to 75 ℃, adding 1g of catalyst, and reacting at constant temperature for 1 hour;
s2: adding 1g of chain extender, and reacting for 1 hour;
s3: adding 50g of solvent and 1g of modifier, modifying, and reacting for 1 h;
s4: and then adding 0.4g of end capping agent for end capping, reacting for 0.5h, and cooling to obtain the heat-resistant high-performance polyurethane adhesive.
Preferably, the reactor is filled with inert gas nitrogen as protective gas.
Preferably, the catalyst is dibutyltin dilaurate.
Preferably, the chain extender is 1, 4-butanediol.
Preferably, the modifier is melamine.
Preferably, the solvent is acetone.
Preferably, the end-capping agent is aminomethyl silicone oil.
The invention also provides a preparation method of the high-temperature resistant agent, which comprises the following steps:
adding 5g of ethyl acrylate isocyanate, 1g of organic amine and 100g of DMF into a reaction kettle, stirring for 50min under the protection of nitrogen, slowly adding 20g of A, A' -diaminoadipic acid and 10g of 3-acryloyl-2-oxazolidone into the reaction kettle, heating to 50 ℃, keeping the temperature for reaction for 50min, and distilling to remove the DMF to obtain the high-temperature-resistant auxiliary agent.
Preferably, the aromatic polyisocyanate comprises diphenylmethane diisocyanate.
Preferably, the organic amine is n-butylamine.
Example 2
A heat-resistant high-performance polyurethane adhesive and a preparation method thereof are disclosed, the operation steps are as follows:
s1: adding 30g of trimethylolpropane tris (3-mercaptopropionate), 34g of aromatic polyisocyanate and 6g of high-temperature-resistant auxiliary agent into a reactor, heating to 80 ℃, adding 2g of catalyst, and reacting at constant temperature for 2 hours;
s2: adding 2g of chain extender, and reacting for 2 hours;
s3: adding 54g of solvent and 2g of modifier, modifying, and reacting for 2 hours;
s4: and then adding 0.6g of end capping agent for end capping, reacting for 0.6h, and cooling to obtain the heat-resistant high-performance polyurethane adhesive.
Preferably, the reactor is filled with inert gas nitrogen as protective gas.
Preferably, the catalyst is dibutyltin dilaurate.
Preferably, the chain extender is 1, 4-butanediol.
Preferably, the modifier is melamine.
Preferably, the solvent is acetone.
Preferably, the end-capping agent is aminomethyl silicone oil.
The invention also provides a preparation method of the high-temperature resistant agent, which comprises the following steps:
adding 6g of ethyl acrylate isocyanate, 2g of organic amine and 120g of DMF (dimethyl formamide) into a reaction kettle, stirring for 70min under the protection of nitrogen, slowly adding 24g of A, A' -diaminoadipic acid and 12g of 3-acryloyl-2-oxazolidone into the reaction kettle, heating to 55 ℃, keeping the temperature for reaction for 70min, and distilling to remove the DMF to obtain the high-temperature-resistant auxiliary agent.
Preferably, the aromatic polyisocyanate comprises diphenylmethane diisocyanate.
Preferably, the organic amine is tert-butylamine.
Example 3
A heat-resistant high-performance polyurethane adhesive and a preparation method thereof are disclosed, the operation steps are as follows:
s1: adding 35g of trimethylolpropane tris (3-mercaptopropionate), 38g of aromatic polyisocyanate and 8g of high-temperature-resistant auxiliary agent into a reactor, heating to 85 ℃, adding 2g of catalyst, and reacting at constant temperature for 3 hours;
s2: adding 2g of chain extender, and reacting for 2 hours;
s3: adding 58g of solvent and 2g of modifier, modifying, and reacting for 2 hours;
s4: and then adding 0.8g of end capping agent for end capping, reacting for 0.8h, and cooling to obtain the heat-resistant high-performance polyurethane adhesive.
Preferably, the reactor is filled with inert gas nitrogen as protective gas.
Preferably, the catalyst is dibutyltin dilaurate.
Preferably, the chain extender is 3,3 '-dichloro-4, 4' -diphenylmethane diamine.
Preferably, the modifier is melamine.
Preferably, the solvent is dimethyl sulfoxide.
Preferably, the end-capping agent is aminomethyl silicone oil.
The invention also provides a preparation method of the high-temperature resistant agent, which comprises the following steps:
adding 8g of ethyl acrylate isocyanate, 3g of organic amine and 140g of DMF (dimethyl formamide) into a reaction kettle, stirring for 100min under the protection of nitrogen, slowly adding 28g of A, A' -diaminoadipic acid and 16g of 3-acryloyl-2-oxazolidone into the reaction kettle, heating to 65 ℃, keeping the temperature for reaction for 80min, and distilling to remove the DMF to obtain the high-temperature-resistant auxiliary agent.
Preferably, the aromatic polyisocyanate comprises toluene diisocyanate.
Preferably, the organic amine is diethylamine.
Example 4
A heat-resistant high-performance polyurethane adhesive and a preparation method thereof, the operation steps are as follows:
s1: adding 40g of trimethylolpropane tris (3-mercaptopropionate), 40g of aromatic polyisocyanate and 10g of high-temperature-resistant auxiliary agent into a reactor, heating to 90 ℃, adding 3g of catalyst, and reacting at constant temperature for 4 hours;
s2: adding 3g of chain extender, and reacting for 3 hours;
s3: adding 60g of solvent and 3g of modifier, modifying, and reacting for 3 hours;
s4: and then adding 1g of end capping agent for end capping, reacting for 1h, and cooling to obtain the heat-resistant high-performance polyurethane adhesive.
Preferably, the reactor is filled with inert gas nitrogen as protective gas.
Preferably, the catalyst is dibutyltin dilaurate.
Preferably, the chain extender is 3,3 '-dichloro-4, 4' -diphenylmethane diamine.
Preferably, the modifier is melamine.
Preferably, the solvent is dimethyl sulfoxide.
Preferably, the end-capping agent is aminomethyl silicone oil.
The invention also provides a preparation method of the high-temperature resistant agent, which comprises the following steps:
adding 10g of ethyl acrylate isocyanate, 4g of organic amine and 150g of DMF (dimethyl formamide) into a reaction kettle, stirring for 120min under the protection of nitrogen, then slowly adding 30g of A, A' -diaminoadipic acid and 18g of 3-acryloyl-2-oxazolidone into the reaction kettle, heating to 70 ℃, keeping the temperature for reaction for 100min, and then distilling to remove the DMF to obtain the high-temperature-resistant auxiliary agent.
Preferably, the aromatic polyisocyanate comprises toluene diisocyanate.
Preferably, the organic amine is triethylamine.
Comparative example 1
The procedure is as in example 3 except that no melamine is added;
comparative example 2
The same procedure as in example 3 was repeated except that the high-temperature resistant agent was not added;
comparative example 3
The same procedure as in example 3 was repeated except that ethyl acrylate isocyanate was not added;
thermal decomposition temperature/. degree.C
Example 1 257.3
Example 2 261.9
Example 3 265.2
Example 4 263.6
Comparative example 1 218.6
Comparative example 2 228.1
Comparative example 3 232.7

Claims (10)

1. A heat-resistant high-performance polyurethane adhesive and a preparation method thereof are disclosed, the operation steps are as follows:
s1: adding 25-40 parts of trimethylolpropane tri (3-mercaptopropionate), 30-40 parts of aromatic polyisocyanate and 4-10 parts of high-temperature-resistant auxiliary agent into a reactor according to the mass parts, heating to 75-90 ℃, adding 1-3 parts of catalyst, and reacting at constant temperature for 1-4 hours;
s2: adding 1-3 parts of chain extender, and reacting for 1-3 hours;
s3: adding 50-60 parts of solvent and 1-3 parts of modifier, and carrying out modification reaction for 1-3 h;
s4: then adding 0.4-1 part of end capping agent for end capping, reacting for 0.5-1h, and cooling to obtain the heat-resistant high-performance polyurethane adhesive.
2. The heat-resistant high-performance polyurethane adhesive and the preparation method thereof according to claim 1, wherein the adhesive comprises the following components: inert gas nitrogen is required to be introduced into the reactor as protective gas.
3. The heat-resistant high-performance polyurethane adhesive and the preparation method thereof according to claim 1, wherein the adhesive comprises the following components: the catalyst is dibutyltin dilaurate.
4. The heat-resistant high-performance polyurethane adhesive and the preparation method thereof as claimed in claim 1, wherein the adhesive comprises: the chain extender is 1, 4-butanediol or 3,3 '-dichloro-4, 4' -diphenylmethane diamine.
5. The heat-resistant high-performance polyurethane adhesive and the preparation method thereof according to claim 1, wherein the adhesive comprises the following components: the modifier is melamine.
6. The heat-resistant high-performance polyurethane adhesive and the preparation method thereof according to claim 1, wherein the adhesive comprises the following components: the solvent is acetone or dimethyl sulfoxide.
7. The heat-resistant high-performance polyurethane adhesive and the preparation method thereof according to claim 1, wherein the adhesive comprises the following components: the end-capping reagent is aminomethyl silicone oil.
8. The heat-resistant high-performance polyurethane adhesive and the preparation method thereof according to claim 1, wherein the adhesive comprises the following components: the preparation method of the high-temperature resistant agent comprises the following steps:
according to the mass parts, 5-10 parts of ethyl acrylate isocyanate, 1-4 parts of organic amine and 100-150 parts of DMF are added into a reaction kettle, nitrogen is protected, stirring is carried out for 50-120min, then 20-30 parts of A, A' -diaminoadipic acid and 10-18 parts of 3-acryloyl-2-oxazolidone are slowly added into the reaction kettle, heating is carried out until the temperature is raised to 50-70 ℃, heat preservation reaction is carried out for 50-100min, and then the DMF is distilled off, thus obtaining the high temperature resistant auxiliary agent.
9. The heat-resistant high-performance polyurethane adhesive and the preparation method thereof according to claim 1, wherein the adhesive comprises the following components: the aromatic polyisocyanate includes diphenylmethane diisocyanate or toluene diisocyanate.
10. The heat-resistant high-performance polyurethane adhesive and the preparation method thereof according to claim 1, wherein the adhesive comprises the following components: the organic amine is n-butylamine or tert-butylamine or diethylamine or triethylamine.
CN202210653066.5A 2022-06-09 2022-06-09 Heat-resistant high-performance polyurethane adhesive and preparation method thereof Active CN114958271B (en)

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Cited By (1)

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Publication number Priority date Publication date Assignee Title
CN118421255A (en) * 2024-07-05 2024-08-02 山东凯恩新材料科技有限公司 Temperature-resistant high-viscosity adhesive and preparation method thereof

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