High-energy dissipation supramolecular liquid crystal elastomer as well as preparation method and application thereof

By introducing the supramolecular crosslinking agent ureidopyrimidinone into the liquid crystal elastomer to form dynamic hydrogen bond crosslinking points, the problem of low energy dissipation efficiency of traditional covalently crosslinked liquid crystal elastomers is solved, and the high energy dissipation performance is improved, expanding its application in damping and vibration reduction materials.

CN120865501APending Publication Date: 2025-10-31TSINGHUA UNIVERSITY
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Patent Information

Application Number
CN202510898937.3
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Priority Date
2025-06-13
Filing Date
2025-07-01
Publication Date
2025-10-31

AI Technical Summary

Technical Problem

Traditional covalently cross-linked liquid crystal elastomers have limitations in terms of energy dissipation efficiency and rotational freedom of liquid crystal domains, making it difficult to maximize their energy dissipation performance.

Method used

A supramolecular liquid crystal elastomer with high energy dissipation was prepared by using a supramolecular crosslinking agent and utilizing ureidopyrimidinone to form dynamic hydrogen bond crosslinking points, and achieving energy dissipation through hydrogen bond dissociation and liquid crystal domain rearrangement.

Benefits of technology

This significantly improves the energy dissipation rate of liquid crystal elastomers and expands their application potential in the field of damping and vibration reduction.

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Abstract

The invention discloses a supramolecular liquid crystal elastomer with high energy dissipation and a preparation method and application thereof.The preparation method of the supramolecular liquid crystal elastomer comprises the step that a supramolecular cross-linking agent and a sulfydryl-terminated liquid crystal oligomer react in the presence of a first catalyst and an optional first solvent, and the supramolecular liquid crystal elastomer is obtained, a polymerization unit of the supramolecular cross-linking agent comprises ureido pyrimidone. UPy quadruple hydrogen bonds serve as strong supramolecular interaction and can form dynamic crosslinking points in a liquid crystal elastomer network, under the action of external force, the hydrogen bonds are dissociated preferentially and absorb energy, and meanwhile, liquid crystal domains are allowed to be subjected to orientation rearrangement, so that the performance of the liquid crystal elastomer is improved. Therefore, multi-stage energy dissipation is achieved through the synergistic effect of a sacrifice key mechanism and liquid crystal domain rotation.
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Description

[0001] Cross-references to related applications

[0002] This application is based on and claims priority to Chinese Patent Application No. 202510792486.5, filed on June 13, 2025, the entire contents of which are incorporated herein by reference. Technical Field

[0003] This invention relates to the field of liquid crystal elastomer technology, and in particular to a high-energy-dissipation supramolecular liquid crystal elastomer, its preparation method, and its applications. Background Technology

[0004] Liquid crystal elastomers (LCEs), as smart materials combining the ordered orientation of liquid crystal molecules with the elasticity of polymer networks, have been widely used in soft robotics, actuators, and information encryption. Some studies have shown that uniaxial stretching of multi-domain LCEs can lead to unique soft or semi-soft deformations, where the multi-domain structure transforms into a single-domain LCE through the reorientation of mesocrysts and liquid crystal domains under uniaxial stretching. The energy dissipation capability of LCEs is closely related to the orientation dynamics of their liquid crystal domains. In the nematic phase, the long axes of liquid crystal molecules tend to align along specific directions, forming anisotropic domain structures. When the material is subjected to external forces, molecules within the domains adjust their orientation through cooperative rotation. This process involves the breaking and recombination of intermolecular van der Waals forces and dipole-dipole interactions, converting mechanical energy into heat energy and dissipating it. However, traditional covalently cross-linked LCEs are limited by the rigidity of covalent bonds, making it difficult to maximize the rotational freedom and energy dissipation efficiency of their liquid crystal domains. Summary of the Invention

[0005] The present invention aims to at least partially solve one of the technical problems in the related art.

[0006] Therefore, embodiments of the present invention propose a high-energy-dissipation supramolecular liquid crystal elastomer, its preparation method, and its application.

[0007] In a first aspect, the present invention proposes a method for preparing a high-energy-dissipation supramolecular liquid crystal elastomer, comprising:

[0008] The supramolecular crosslinking agent, a mercapto-terminated liquid crystal oligomer, and a first catalyst and optionally a first solvent are reacted to obtain the supramolecular liquid crystal elastomer, wherein the polymerization unit of the supramolecular crosslinking agent includes a ureidopyrimidinone.

[0009] Furthermore, the molar ratio of the thiol-terminated liquid crystal oligomer to the supramolecular crosslinking agent is 1:(1.1~2).

[0010] Furthermore, the polymerization units of the supramolecular crosslinking agent include ureidopyrimidinone and isocyanate.

[0011] Furthermore, the supramolecular crosslinking agent is a crosslinking agent obtained by reacting ureidopyrimidinone and isocyanate.

[0012] Further, the isocyanate is a diisocyanate, preferably including one or more of hexamethylene diisocyanate, 4,4'-methylenebis(phenyl isocyanate), 4,4-diisocyanate dicyclohexylmethane, isophorone diisocyanate, and toluene-2,4-diisocyanate.

[0013] Furthermore, the method for preparing the thiol-terminated liquid crystal oligomer includes:

[0014] The liquid crystal cell and the capping agent are reacted in the presence of a second catalyst and an optional second solvent.

[0015] Further, the liquid crystal unit includes 1,4-bis-[4-(3-acryloyloxypropoxy)benzoyloxy]-2-methylbenzene, 1,4-bis-[4-(6-acryloyloxyhexyloxy)benzoyloxy]-2-methylbenzene, (4-(((4-(acryloyloxy)butoxy)carbonyl)oxy)benzoic acid 2-methyl-1,4-diphenol ester, 2-methyl-1,4-phenylene bis(4-(4-(acryloyloxy)butoxy)benzoate), (3R,3AR,6S,6AR)-hexahydrofuran[3,2-B]furan-3, One or more of the following: 6-dimethylbis(4-((acryloyloxy)butoxy)carbonyl)oxy)benzoyl)oxy)benzoate, 4-cyanophenyl 4'-(6-acryloyloxyhexyloxy)benzoate, 4-[[6-[(1-oxo-2-propenyl)oxy]hexyl]oxy]benzoic acid 4-methoxyphenyl ester, 4-[4-[(1-oxo-2-propenyl)oxy]butoxy]benzoic acid biphenyl-4-yl ester, 4-[[6-[(1-oxo-2-propenyl)oxy]hexyl]oxy]benzoic acid 4-ethylphenyl ester.

[0016] Furthermore, the capping agent includes a capping agent containing thiol groups, preferably a capping agent containing two or more thiol groups, more preferably one or more of the following: 2,2'-(1,2-ethylenedioxy)bis(ethanedioxide)diethylthiol, 2,4-bis(hydrothiomethyl)-1,3,5-trimethylbenzene, thiol-polyethylene glycol-thiol, ethylene glycol dimercaptoacetate, di(mercaptoacetic acid)-1,4-butanediol, bis(3-mercaptopropionic acid)ethylene glycol, bis(2-mercaptoethyl) ether, 1,4-butanedithiol, 1,5-pentanedithiol, 1,6-hexanedithiol, 1,8-octanedithiol, 1,9-nonanedithiol, and 1,10-decanedithiol.

[0017] Furthermore, the second catalyst includes an amine catalyst, preferably one or more of dipropylamine, triethylamine, and n-hexylamine.

[0018] Furthermore, the second solvent includes an organic solvent, preferably one or more of dichloromethane, toluene, tetrahydrofuran, and N,N-dimethylformamide.

[0019] Further, the first catalyst includes one or more of tin-based catalysts and amine catalysts; optionally, the tin-based catalyst includes one or two of dibutyltin dilaurate and stannous octoate; optionally, the amine catalyst includes one or two of triethylamine and dipropylamine.

[0020] Furthermore, the first solvent includes an organic solvent, preferably one or both of N,N-dimethylformamide (DMF) and chloroform.

[0021] Secondly, the present invention provides a supramolecular liquid crystal elastomer prepared by the method proposed in the first aspect above.

[0022] Thirdly, the present invention proposes the application of supramolecular liquid crystal elastics prepared by the method proposed in the first aspect above, or the high-energy-dissipation supramolecular liquid crystal elastics proposed in the second aspect above, in vibration damping materials.

[0023] Compared with the prior art, the beneficial effects of the present invention are as follows:

[0024] The high-energy-dissipation supramolecular liquid crystal elastomer of the present invention increases the energy dissipation mechanism by using hydrogen-bonded supramolecular interactions as sacrificial bonds, while maximizing the energy dissipation mechanism of liquid crystal elastomer liquid crystal domains without introducing dynamic covalent bonds, thereby further improving its energy dissipation performance.

[0025] In this invention, the ureidopyrimidinone (UPy) quadruple hydrogen bond is a strong supramolecular interaction that can form dynamic cross-linking points in the liquid crystal elastomer network. Under the action of external force, these hydrogen bonds preferentially dissociate and absorb energy, while allowing the liquid crystal domains to undergo orientation rearrangement. Thus, multi-level energy dissipation is achieved through the synergistic effect of the "sacrificial bond" mechanism and the rotation of the liquid crystal domains.

[0026] The introduction of supramolecular interactions in the high-energy-dissipation supramolecular liquid crystal elastomer of this invention significantly improves the energy dissipation rate compared to traditional covalently cross-linked liquid crystal elastomers, thus expanding its application in the field of damping and vibration reduction. Attached Figure Description

[0027] The above and / or additional aspects and advantages of the present invention will become apparent and readily understood from the following description of the embodiments taken in conjunction with the accompanying drawings, wherein:

[0028] Figure 1 This is a schematic diagram of the synthetic route of the ureidopyrimidinone supramolecular crosslinking agent in one embodiment of the present invention;

[0029] Figure 2 This is a schematic diagram of the synthetic route of the mercapto-capped liquid crystal oligomer in one embodiment of the present invention;

[0030] Figure 3 This is a schematic diagram of the synthesis route of supramolecular liquid crystal elastomer in one embodiment of the present invention;

[0031] Figure 4 This is a schematic diagram of the tensile performance test of the supramolecular liquid crystal elastomer in Embodiment 1 of the present invention;

[0032] Figure 5 This is a schematic diagram of the cyclic tensile test of the supramolecular liquid crystal elastomer in Embodiment 1 of the present invention;

[0033] Figure 6 This is a schematic diagram of the tensile curve and the area under the cyclic tensile test in this invention. Detailed Implementation

[0034] Embodiments of the present invention are described in detail below, examples of which are illustrated in the accompanying drawings, wherein the same or similar reference numerals denote the same or similar elements or elements having the same or similar functions throughout. The embodiments described below with reference to the accompanying drawings are exemplary and intended to explain the present invention, and should not be construed as limiting the present invention.

[0035] The following description, in conjunction with the accompanying drawings, describes the high-energy-dissipation supramolecular liquid crystal elastomer proposed in this invention, its preparation method, and its applications.

[0036] The method for preparing the supramolecular liquid crystal elastomer of the present invention includes mixing and reacting a supramolecular crosslinking agent, a mercapto-terminated liquid crystal oligomer, a first catalyst, and a first solvent, followed by drying to obtain the supramolecular liquid crystal elastomer. The polymerizing unit of the supramolecular crosslinking agent includes a ureidopyrimidinone.

[0037] In some embodiments, the molar ratio of the thiol-terminated liquid crystal oligomer to the supramolecular crosslinking agent is 1:(1.1-2), so that the dynamic crosslinking density of the thiol-terminated liquid crystal oligomer and the supramolecular crosslinking agent is adjustable, and the specific molar ratio can be selected according to actual needs.

[0038] In some embodiments, the polymerization unit of the supramolecular crosslinking agent includes ureidopyrimidinone and isocyanate, and the supramolecular crosslinking agent is obtained by reacting ureidopyrimidinone and isocyanate with a post-reflux reaction.

[0039] In some embodiments, the isocyanate is a diisocyanate, which is a modifier of a ureidopyrimidinone to introduce a reactive isocyanate group. The diisocyanate is preferably one or more of hexamethylene diisocyanate, 4,4'-methylenebis(phenyl isocyanate), 4,4-diisocyanate dicyclohexylmethane, isophorone diisocyanate, and toluene-2,4-diisocyanate.

[0040] like Figure 1 As shown, 2-amino-6-methylpyrimidin-4(1H)-one (UPy) was mixed with hexamethylene diisocyanate (HDI) and refluxed at 100°C under a nitrogen atmosphere to obtain a crude product. The crude product was washed and dried to obtain a supramolecular crosslinking agent (UPy-NCO).

[0041] In some embodiments, the method for producing mercapto-terminated liquid crystal oligomers includes reacting liquid crystal cells, a capping agent, and optionally a second catalyst and a second solvent.

[0042] In some embodiments, the liquid crystal unit includes 1,4-bis-[4-(3-acryloyloxypropoxy)benzoyloxy]-2-methylbenzene, 1,4-bis-[4-(6-acryloyloxyhexyloxy)benzoyloxy]-2-methylbenzene, (4-(((4-(acryloyloxy)butoxy)carbonyl)oxy)benzoic acid 2-methyl-1,4-diphenol ester, 2-methyl-1,4-phenylene bis(4-(4-(acryloyloxy)butoxy)benzoate), (3R,3AR,6S,6AR)-hexahydrofuran[3,2-B]furan-3, One or more of the following: 6-dimethylbis(4-((acryloyloxy)butoxy)carbonyl)oxy)benzoyl)oxy)benzoate, 4-cyanophenyl 4'-(6-acryloyloxyhexyloxy)benzoate, 4-[[6-[(1-oxo-2-propenyl)oxy]hexyl]oxy]benzoic acid 4-methoxyphenyl ester, 4-[4-[(1-oxo-2-propenyl)oxy]butoxy]benzoic acid biphenyl-4-yl ester, 4-[[6-[(1-oxo-2-propenyl)oxy]hexyl]oxy]benzoic acid 4-ethylphenyl ester.

[0043] In some embodiments, the capping agent includes a thiol-containing capping agent, preferably a capping agent containing two or more thiol groups, more preferably one or more of 2,2'-(1,2-ethylenedioxy)bis(ethanedioxide), 2,4-bis(hydrothiomethyl)-1,3,5-trimethylbenzene, thiol-polyethylene glycol-thiol, ethylene glycol dimercaptoacetate, di(mercaptoacetic acid)-1,4-butanediol, bis(3-mercaptopropionic acid)ethylene glycol, bis(2-mercaptoethyl) ether, 1,4-butanedithiol, 1,5-pentanedithiol, 1,6-hexanedithiol, 1,8-octanedithiol, 1,9-nonanedithiol, and 1,10-decanedithiol.

[0044] In some embodiments, the second catalyst comprises an amine catalyst, preferably one or more of dipropylamine, triethylamine, and n-hexylamine.

[0045] In some embodiments, the second solvent comprises an organic solvent, preferably one or more of dichloromethane, toluene, tetrahydrofuran, and N,N-dimethylformamide.

[0046] In some embodiments, such as Figure 2 As shown, the liquid crystal unit is 2-methyl-1,4-phenylenebis(4-((6-(acryloyloxy)hexyl)oxy)benzoate (RM82), the end-capping agent is 2,2'-(1,2-ethylenedioxy)bis(ethyl mercaptan) (EDDET), the second catalyst is dipropylamine, and the second solvent is dichloromethane. RM82 and EDDET are dissolved in dichloromethane and reacted at room temperature under the action of the catalyst dipropylamine to obtain a crude product. The crude product is washed and dried to obtain a mercapto-terminated liquid crystal oligomer.

[0047] In some embodiments, the first catalyst comprises one or more of a tin-based catalyst and an amine catalyst; optionally, the tin-based catalyst comprises one or two of dibutyltin dilaurate and stannous octoate; optionally, the amine catalyst comprises one or two of triethylamine and dipropylamine.

[0048] In some embodiments, the first solvent includes an organic solvent, preferably one or both of N,N-dimethylformamide (DMF) and chloroform.

[0049] In some embodiments, such as Figure 3 As shown, Figure 2 The reaction route shown yields thiol-terminated liquid crystal oligomers. Figure 1 The supramolecular crosslinking agent UPy-NCO obtained by the reaction route shown is dissolved in N,N-dimethylformamide (DMF), and a catalyst, dibutyltin dilaurate (DBTDL), is added and heated to react to obtain a supramolecular liquid crystal elastomer that dissociates in the solvent.

[0050] In addition, it is understandable that Figures 1-3 This is a schematic diagram and does not represent a specific reaction equation.

[0051] The high-energy-dissipation supramolecular liquid crystal elastomer of the present invention is prepared by the preparation method of the high-energy-dissipation supramolecular liquid crystal elastomer of the present invention.

[0052] The present invention will now be described in detail with reference to specific embodiments.

[0053] Example 1

[0054] according to Figure 1 The synthetic route shown is used to prepare the ureidopyrimidinone supramolecular crosslinking agent UPy-NCO. Specifically, 2-amino-6-methylpyrimidin-4(1H)-one (UPy, 1 mmol, 0.125 g) was mixed with hexamethylene diisocyanate (HDI, 6 mmol, 1.01 g), and refluxed at 100 °C for 24 h under a nitrogen atmosphere to obtain the crude product. The product was washed five times with petroleum ether, the petroleum ether was removed by filtration, and the product was dried at 40 °C for 24 h to obtain the final product.

[0055] according to Figure 2 The synthetic route shown is used to prepare thiol-terminated liquid crystal oligomers. Specifically, 1,4-bis-[4-(6-acryloyloxyhexyloxy)benzoyloxy]-2-methylbenzene (RM82, 7 mmol, 4.71 g) and 2,2'-(1,2-ethylenedioxy)diethylthiol (EDDET, 8 mmol, 1.46 g) were dissolved in 8 mL of dichloromethane. 0.123 g of dipropylamine catalyst was added, with the amount of dipropylamine being 2% of the total mass of RM82 and EDDET. The reaction was carried out at room temperature for 18 h to obtain the crude product. The crude product was precipitated and washed three times in methanol solution, and dried at 40 °C for 48 h to obtain the thiol-terminated liquid crystal oligomers.

[0056] according to Figure 3 The synthetic route shown is as follows for preparing supramolecular liquid crystal elastomers: 1 mmol (6.17 g) of thiol-terminated liquid crystal oligomers and 2 mmol (0.587 g) of supramolecular crosslinking agent UPy-NCO are dissolved in 30 mL of N,N-dimethylformamide (DMF) at 60 °C. 0.135 g of dibutyltin dilaurate (DBTDL) catalyst is added, with the catalyst amount being 2% of the total mass of the thiol-terminated liquid crystal oligomers and supramolecular crosslinking agent. The reaction is heated at 60 °C for 24 h to obtain supramolecular liquid crystal elastomers that dissociate in the solvent. The elastomers are poured into a 11 cm × 11 cm × 1 cm polytetrafluoroethylene mold and most of the solvent is evaporated on an 80 °C hot plate until film formation. The elastomers are then transferred to an 80 °C vacuum oven and dried for 48 h until DMF is completely removed, yielding the supramolecular liquid crystal elastomer.

[0057] Example 2

[0058] according to Figure 1 The synthetic route shown is used to prepare the ureidopyrimidinone supramolecular crosslinking agent UPy-NCO. Specifically, 2-amino-6-methylpyrimidin-4(1H)-one (UPy, 1 mmol, 0.125 g) was mixed with hexamethylene diisocyanate (HDI, 6 mmol, 1.01 g), and refluxed at 100 °C for 24 h under a nitrogen atmosphere to obtain the crude product. The product was washed five times with petroleum ether, the petroleum ether was removed by filtration, and the product was dried at 40 °C for 24 h to obtain the final product.

[0059] according to Figure 2 The synthetic route shown is used to prepare thiol-terminated liquid crystal oligomers. Specifically, 1,4-bis-[4-(6-acryloyloxyhexyloxy)benzoyloxy]-2-methylbenzene (RM82, 5 mmol, 3.36 g) and 2,2'-(1,2-ethylenedioxy)diethylthiol (EDDET, 6 mmol, 1.09 g) were dissolved in 8 mL of dichloromethane. 0.089 g of dipropylamine catalyst was added, with the amount of dipropylamine being 2% of the total mass of RM82 and EDDET. The reaction was carried out at room temperature for 18 h to obtain the crude product. The crude product was precipitated and washed three times in methanol solution, and dried at 40 °C for 48 h to obtain the thiol-terminated liquid crystal oligomers.

[0060] according to Figure 3 The synthetic route shown is as follows for preparing supramolecular liquid crystal elastomers: 1 mmol (4.45 g) of thiol-terminated liquid crystal oligomers and 2 mmol (0.587 g) of supramolecular crosslinking agent UPy-NCO are dissolved in 30 mL of N,N-dimethylformamide (DMF) at 60 °C. 0.101 g of dibutyltin dilaurate (DBTDL) catalyst is added, with the catalyst amount being 2% of the total mass of the thiol-terminated liquid crystal oligomers and supramolecular crosslinking agent. The reaction is heated at 60 °C for 24 h to obtain supramolecular liquid crystal elastomers that dissociate in the solvent. The elastomers are poured into a 11 cm × 11 cm × 1 cm polytetrafluoroethylene mold and most of the solvent is evaporated on an 80 °C hot plate until film formation. The elastomers are then transferred to an 80 °C vacuum oven and dried for 48 h until DMF is completely removed, yielding the supramolecular liquid crystal elastomer.

[0061] Example 3

[0062] according to Figure 1 The synthetic route shown is used to prepare the ureidopyrimidinone supramolecular crosslinking agent UPy-NCO. Specifically, 2-amino-6-methylpyrimidin-4(1H)-one (UPy, 1 mmol, 0.125 g) was mixed with hexamethylene diisocyanate (HDI, 6 mmol, 1.01 g), and refluxed at 100 °C for 24 h under a nitrogen atmosphere to obtain the crude product. The product was washed five times with petroleum ether, the petroleum ether was removed by filtration, and the product was dried at 40 °C for 24 h to obtain the final product.

[0063] according to Figure 2The synthetic route shown is used to prepare thiol-terminated liquid crystal oligomers. Specifically, 1,4-bis-[4-(6-acryloyloxyhexyloxy)benzoyloxy]-2-methylbenzene (RM82, 7 mmol, 4.71 g) and 2,2'-(1,2-ethylenedioxy)diethylthiol (EDDET, 8 mmol, 1.46 g) were dissolved in 8 mL of dichloromethane. 0.123 g of dipropylamine catalyst was added, with the amount of dipropylamine being 2% of the total mass of RM82 and EDDET. The reaction was carried out at room temperature for 18 h to obtain the crude product. The crude product was precipitated and washed three times in methanol solution, and dried at 40 °C for 48 h to obtain the thiol-terminated liquid crystal oligomers.

[0064] according to Figure 3 The synthetic route shown is as follows for preparing supramolecular liquid crystal elastomers: Thiol-terminated liquid crystal oligomers (1 mmol, 6.17 g) and supramolecular crosslinking agent UPy-NCO (1.5 mmol, 0.440 g) are dissolved in 30 mL of N,N-dimethylformamide (DMF) at 60 °C. 0.132 g of dibutyltin dilaurate (DBTDL) catalyst is added, with the catalyst amount being 2% of the total mass of the thiol-terminated liquid crystal oligomers and supramolecular crosslinking agent. The reaction is heated at 60 °C for 24 h to obtain supramolecular liquid crystal elastomers that dissociate in the solvent. This elastomer is poured into an 11 cm × 11 cm × 1 cm polytetrafluoroethylene mold, and most of the solvent is evaporated on an 80 °C hot plate until film formation. The film is then transferred to an 80 °C vacuum oven and dried for 48 h until all DMF is removed, yielding the supramolecular liquid crystal elastomer.

[0065] Experimental Example 1

[0066] Tensile properties of the supramolecular liquid crystal elastomers in Examples 1-3 were tested according to GB / T 528-2009 "Determination of Tensile Stress-Strain Properties of Vulcanized Rubber or Thermoplastic Rubber" and GB / T1040.1-2025 "Determination of Tensile Properties of Plastics Part 1: General Rules". The test specimens were type 2 (20mm × 4mm × 1mm), and the ambient temperature was 23±2℃ with a humidity of 50±5%. A uniaxial tensile force was applied to the specimens at a relatively slow tensile rate of 500mm / min until fracture. The changes in stress and strain during the tensile process were recorded, and tensile stress-strain curves were obtained. The results showed that the obtained supramolecular liquid crystal elastomers exhibited high strain rate sensitivity. The test results of the supramolecular liquid crystal elastomer in Example 1 are as follows: Figure 4 As shown.

[0067] from Figure 4It can be seen that, under room temperature conditions, when the supramolecular liquid crystal elastomer is stretched at a high rate (500 mm / min), the strain at which it yields is relatively large, at 700%, and ductile fracture occurs at 924% strain with a tensile strength of 6.00 MPa. However, at a low rate (10 mm / min), yielding occurs near 300% strain, reaching a maximum tensile strength of 1.90 MPa. The tensile strength then decreases, and fracture occurs at 850% strain. This shows that at low stretching speeds, the hydrogen bond dissociation rate matches the stretching rate, exhibiting a simultaneous stretching and dissociation effect. Although dissociation begins, the strength of the multiple hydrogen bonds can still support the network and prevent damage. At high stretching speeds, the hydrogen bond dissociation rate cannot keep up with the stretching rate, and dissociation only begins after a certain strain is reached, dissipating energy and exhibiting greater toughness and a high strain rate hardening effect. This indicates that this supramolecular liquid crystal elastomer has high strain rate sensitivity.

[0068] Experimental Example 2

[0069] The supramolecular liquid crystal elastomers in Examples 1-3 were subjected to cyclic tensile tests according to GB / T 528-2009 "Determination of Tensile Stress-Strain Properties of Vulcanized Rubber or Thermoplastic Rubber". The test specimens were type 2 (20mm × 4mm × 1mm), and the ambient temperature was 23±2℃ with a humidity of 50±5%. The results showed that the obtained supramolecular liquid crystal elastomers exhibited high strain rate sensitivity and high energy dissipation rate; the energy dissipation increased with increasing tensile rate. The test results for the supramolecular liquid crystal elastomer in Example 1 are as follows: Figure 5 and Figure 6 As shown. Figure 5 As shown, the strain was stretched to 740% at a tensile rate of 10 mm / min, and then restored to 0% strain at a tensile rate of 10 mm / min. Figure 6 As shown, the area under the cyclic curve represents the energy dissipated by the material under tensile load, and the ratio of this area to the area under the tensile curve is the energy dissipation rate. This supramolecular liquid crystal elastomer exhibits high strain rate sensitivity; the energy dissipation increases with increasing tensile rate; it also possesses a high energy dissipation rate of 93%.

[0070] In the description of this specification, the references to terms such as "one embodiment," "some embodiments," "example," "specific example," or "some examples," etc., indicate that a specific feature, structure, material, or characteristic described in connection with that embodiment or example is included in at least one embodiment or example of the present invention. In this specification, the illustrative expressions of the above terms may refer to different embodiments or examples. Furthermore, the specific features, structures, materials, or characteristics described may be combined in any suitable manner in one or more embodiments or examples. Moreover, without contradiction, those skilled in the art can combine and integrate the different embodiments or examples described in this specification, as well as the features of different embodiments or examples.

[0071] Furthermore, the terms "first" and "second" are used for descriptive purposes only and should not be construed as indicating or implying relative importance or implicitly specifying the number of technical features indicated. Thus, a feature defined as "first" or "second" may explicitly or implicitly include at least one of that feature. In the description of this invention, "a plurality of" means at least two, such as two, three, etc., unless otherwise explicitly specified.

[0072] Although embodiments of the invention have been shown and described, those skilled in the art will understand that various changes, modifications, substitutions and alterations can be made to these embodiments without departing from the principles and spirit of the invention, the scope of which is defined by the claims and their equivalents.

Claims

1. A method for preparing a high-energy-dissipation supramolecular liquid crystal elastomer, characterized in that, include: The supramolecular crosslinking agent, a mercapto-terminated liquid crystal oligomer, and a first catalyst and optionally a first solvent are reacted to obtain the supramolecular liquid crystal elastomer, wherein the polymerization unit of the supramolecular crosslinking agent includes a ureidopyrimidinone.

2. The method as described in claim 1, characterized in that, The molar ratio of the thiol-terminated liquid crystal oligomer to the supramolecular crosslinking agent is 1:(1.1-2).

3. The method as described in claim 1, characterized in that, The polymerization units of the supramolecular crosslinking agent include ureidopyrimidinone and isocyanate; And / or, the supramolecular crosslinking agent is a crosslinking agent obtained by reacting ureidopyrimidinone and isocyanate.

4. The method as described in claim 3, characterized in that, The isocyanate is a diisocyanate, preferably including one or more of hexamethylene diisocyanate, 4,4'-methylene bis(phenyl isocyanate), 4,4-diisocyanate dicyclohexylmethane, isophorone diisocyanate, and toluene-2,4-diisocyanate.

5. The method as described in claim 1, characterized in that, The method for preparing the thiol-terminated liquid crystal oligomer includes: The liquid crystal cell and the capping agent are reacted in the presence of a second catalyst and an optional second solvent.

6. The method as described in claim 5, characterized in that, The liquid crystal unit includes 1,4-bis-[4-(3-acryloyloxypropoxy)benzoyloxy]-2-methylbenzene, 1,4-bis-[4-(6-acryloyloxyhexyloxy)benzoyloxy]-2-methylbenzene, (4-(((4-(acryloyloxy)butoxy)carbonyl)oxy)benzoic acid 2-methyl-1,4-diphenol ester, 2-methyl-1,4-phenylene bis(4-(4-(acryloyloxy)butoxy)benzoate, (3R,3AR,6S,6AR)-hexahydrofuran[3,2-B]furan-3,6-di One or more of the following: 4-((acryloyloxy)butoxy)carbonyl)oxy)benzoyl)oxy)benzoate, 4-cyanophenyl 4'-(6-acryloyloxyhexyloxy)benzoate, 4-[[6-[(1-oxo-2-propenyl)oxy]hexyl]oxy]benzoic acid 4-methoxyphenyl ester, 4-[4-[(1-oxo-2-propenyl)oxy]butoxy]benzoic acid biphenyl-4-yl ester, 4-[[6-[(1-oxo-2-propenyl)oxy]hexyl]oxy]benzoic acid 4-ethylphenyl ester.

7. The method as described in claim 5, characterized in that, The capping agent includes a thiol-containing capping agent, preferably a capping agent containing two or more thiol groups, more preferably one or more of the following: 2,2'-(1,2-ethylenedioxy)bis(ethyl)thiol, 2,4-bis(hydrothiomethyl)-1,3,5-trimethylbenzene, thiol-polyethylene glycol-thiol, ethylene glycol dimercaptoacetate, di(mercaptoacetic acid)-1,4-butanediol, bis(3-mercaptopropionic acid)ethylene glycol, bis(2-mercaptoethyl) ether, 1,4-butanedithiol, 1,5-pentanedithiol, 1,6-hexanedithiol, 1,8-octanedithiol, 1,9-nonanedithiol, and 1,10-decanedithiol.

8. The method as described in claim 5, characterized in that, The second catalyst includes an amine catalyst, preferably one or more of dipropylamine, triethylamine, and n-hexylamine; And / or, the second solvent includes an organic solvent, preferably one or more of dichloromethane, toluene, tetrahydrofuran, and N,N-dimethylformamide; And / or, the first catalyst comprises one or more of tin-based catalysts and amine catalysts; optionally, the tin-based catalyst comprises one or two of dibutyltin dilaurate and stannous octoate; optionally, the amine catalyst comprises one or two of triethylamine and dipropylamine. And / or, the first solvent includes an organic solvent, preferably one or both of N,N-dimethylformamide (DMF) and chloroform.

9. A supramolecular liquid crystal elastomer with high energy dissipation, characterized in that, Prepared by the method described in any one of claims 1 to 8.

10. The application of the high-energy-dissipation supramolecular liquid crystal elastomer prepared by the method according to any one of claims 1 to 8, or the supramolecular liquid crystal elastomer according to claim 9, in vibration damping materials.