CN110590858A - Cobalt-containing coordination compound with low-temperature phase change and preparation method thereof - Google Patents
Cobalt-containing coordination compound with low-temperature phase change and preparation method thereof Download PDFInfo
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- CN110590858A CN110590858A CN201910796964.4A CN201910796964A CN110590858A CN 110590858 A CN110590858 A CN 110590858A CN 201910796964 A CN201910796964 A CN 201910796964A CN 110590858 A CN110590858 A CN 110590858A
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- 150000001875 compounds Chemical class 0.000 title claims abstract description 70
- 230000008859 change Effects 0.000 title claims abstract description 29
- 229910017052 cobalt Inorganic materials 0.000 title claims abstract description 20
- 239000010941 cobalt Substances 0.000 title claims abstract description 20
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 title claims abstract description 20
- 238000002360 preparation method Methods 0.000 title abstract description 9
- UANSQQFYKHHDJM-KRWDZBQOSA-N n-[(3r)-1-azabicyclo[2.2.2]octan-3-yl]naphthalene-1-carboxamide Chemical compound C1=CC=C2C(C(N[C@@H]3C4CCN(CC4)C3)=O)=CC=CC2=C1 UANSQQFYKHHDJM-KRWDZBQOSA-N 0.000 claims abstract description 15
- 239000013078 crystal Substances 0.000 claims abstract description 13
- BZRRQSJJPUGBAA-UHFFFAOYSA-L cobalt(ii) bromide Chemical compound Br[Co]Br BZRRQSJJPUGBAA-UHFFFAOYSA-L 0.000 claims abstract description 9
- 238000004519 manufacturing process Methods 0.000 claims abstract description 4
- 239000000126 substance Substances 0.000 claims abstract description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 22
- 239000012153 distilled water Substances 0.000 claims description 20
- 238000000034 method Methods 0.000 claims description 12
- 230000007704 transition Effects 0.000 claims description 11
- 238000003756 stirring Methods 0.000 claims description 5
- 230000008569 process Effects 0.000 claims description 3
- 238000002425 crystallisation Methods 0.000 claims description 2
- 230000008025 crystallization Effects 0.000 claims description 2
- 239000012782 phase change material Substances 0.000 abstract description 7
- 239000002904 solvent Substances 0.000 abstract description 6
- 239000002245 particle Substances 0.000 abstract description 3
- 238000005979 thermal decomposition reaction Methods 0.000 abstract description 3
- 238000012512 characterization method Methods 0.000 abstract description 2
- 239000000463 material Substances 0.000 abstract description 2
- 239000002994 raw material Substances 0.000 abstract description 2
- 239000004753 textile Substances 0.000 abstract description 2
- 239000007788 liquid Substances 0.000 description 12
- 238000004090 dissolution Methods 0.000 description 9
- 239000002244 precipitate Substances 0.000 description 7
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
- 238000010521 absorption reaction Methods 0.000 description 6
- 229910019131 CoBr2 Inorganic materials 0.000 description 5
- 238000001914 filtration Methods 0.000 description 5
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 4
- 238000000113 differential scanning calorimetry Methods 0.000 description 4
- SBYHFKPVCBCYGV-UHFFFAOYSA-N quinuclidine Chemical compound C1CC2CCN1CC2 SBYHFKPVCBCYGV-UHFFFAOYSA-N 0.000 description 4
- 150000008584 quinuclidines Chemical class 0.000 description 4
- 238000000634 powder X-ray diffraction Methods 0.000 description 3
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 125000004429 atom Chemical group 0.000 description 2
- 125000001246 bromo group Chemical group Br* 0.000 description 2
- 238000002329 infrared spectrum Methods 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- 238000002411 thermogravimetry Methods 0.000 description 2
- TYJQMJYIXSXHBO-UHFFFAOYSA-N 1-azabicyclo[2.2.2]octane Chemical compound C1CC2CCN1CC2.C1CC2CCN1CC2 TYJQMJYIXSXHBO-UHFFFAOYSA-N 0.000 description 1
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 1
- 238000002441 X-ray diffraction Methods 0.000 description 1
- 230000002159 abnormal effect Effects 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 238000002447 crystallographic data Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 239000010432 diamond Substances 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000007850 fluorescent dye Substances 0.000 description 1
- 229910002804 graphite Inorganic materials 0.000 description 1
- 239000010439 graphite Substances 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 239000003446 ligand Substances 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000001338 self-assembly Methods 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 239000011232 storage material Substances 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
- C07F15/06—Cobalt compounds
- C07F15/065—Cobalt compounds without a metal-carbon linkage
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K5/00—Heat-transfer, heat-exchange or heat-storage materials, e.g. refrigerants; Materials for the production of heat or cold by chemical reactions other than by combustion
- C09K5/02—Materials undergoing a change of physical state when used
- C09K5/06—Materials undergoing a change of physical state when used the change of state being from liquid to solid or vice versa
- C09K5/066—Cooling mixtures; De-icing compositions
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/13—Crystalline forms, e.g. polymorphs
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Physics & Mathematics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Combustion & Propulsion (AREA)
- Thermal Sciences (AREA)
- Materials Engineering (AREA)
Abstract
The invention discloses preparation, characterization and application of a cobalt-containing coordination compound with low-temperature phase change. The chemical formula of the coordination compound is [ (CH)3)2CH‑C3H17N][CoBr4]. At the temperature of 296K, the crystal belongs to a monoclinic system, and the space group is C2/C; at a temperature of 170K, the crystal belongs to a monoclinic system, and the space group is Cc. At room temperature, reacting the quinuclidine derivative with cobalt bromide, and crystallizing and self-assembling the solution slowly volatilized at room temperature to prepare the phase-change compound. The compound with low-temperature phase change property has the advantages of simple preparation process of the adopted materials, easy operation, sufficient raw material source, low production cost, high yield and good repeatability; is not easy to dissolve in common solvent, has higher thermal decomposition temperature point and uniform crystal particles. The phase change material has great potential application in the fields of textile and clothing, transportation industry, building industry, greenhouse planting and the like.
Description
Technical Field
The invention belongs to the field of phase change materials, and particularly relates to a coordination compound containing cobalt and having low-temperature phase change and a preparation method thereof.
Background
Phase change materials, PCM for short, are phase change storage materials that can absorb or release energy during phase change, and can store excess energy and release it when energy is needed. The phase transition process refers to a phase change process in which a substance is maintained isothermally or approximately isothermally under certain conditions, accompanied by a large amount of energy absorption or release. This property constitutes a theoretical basis for the wide range of applications of phase change materials.
From the current research situation at home and abroad, simple molecular ionic phase change materials are still in the development stage, such as Liu, m.l.acta Crystal Sec e.2012, E68, m 652; chen, l.z.; huang d.d.; pan, q.j.; ge, j.z.rsc adv.2015,5,13488; w.zhang, h.y.ye, h.l.cai, j.z.ge, r.g.xiong, s.d.huang, j.am.chem.soc, 2010,132,7300; studies were performed in y.zhang, w.zhang, s.h.li, q.ye, h.l.cai, f.deng, r.g.xiong, s.d.huang, j.am.chem.soc.,2012,134,11044. Recently, quinuclidine series of coordination compounds have been receiving increasing attention, and many studies have been carried out in this field, and the phase transition properties of this series of compounds have been increasingly studied. 1-azabicyclo [2.2.2] octane (quinuclidine) is chemically modified and then undergoes a phase transition at low temperature with a metal salt to form a complex. At present, the research breadth and depth of the quinuclidine derivatives are shallow, and the dielectric properties or phase transformation properties generated by the coordination of different quinuclidine derivatives and different ligands still need to be continuously researched and developed.
Disclosure of Invention
The purpose of the invention is as follows: in order to overcome the defects in the prior art, the invention provides a cobalt-containing coordination compound with low-temperature phase change and a preparation method thereof, a compound capable of serving as a phase change material is prepared by a simple and controllable method, and the application range and depth of the phase change material are further expanded.
The technical scheme is as follows: in order to achieve the purpose, the invention adopts the following technical scheme:
a coordination compound containing cobalt and having low-temperature phase transition, wherein the chemical formula of the compound is [ (CH)3)2CH-C3H17N][CoBr4]Structural formula is
The coordination compound is formed by coordination of 1-azabicyclo [2.2.2] octane (quinuclidine for short) and cobalt bromide.
Further, the structural units of the compound are: at a temperature of 296K, the crystal belongs to a monoclinic system, C2/C space group; at a temperature of 170K, the crystal belongs to a monoclinic system, and the space group is Cc.
The invention further provides a preparation method of the cobalt-containing coordination compound with low-temperature phase change, which comprises the following steps: at normal temperature, weighing soluble compounds containing cobalt and quinuclidine derivatives, placing into a container, adding appropriate amount of distilled water, stirring for dissolving, standing clear solution obtained after dissolving, and volatilizing at room temperature for 2-3 days to obtain the coordination compound [ (CH)3)2CH-C3H17N][CoBr4]. If a small amount of precipitate is formed after dissolution, the precipitate may be filtered off with filter paper to obtain a clear solution.
Preferably, the soluble compound containing cobalt is selected from cobalt bromide or cobalt bromide containing water of crystallization.
Preferably, the quinuclidine derivative is 1-isopropyl-1-azabicyclo [2.2.2] octane.
Preferably, the molar ratio of the soluble cobalt-containing compound to the quinuclidine derivative is 1: 1.
In a preferred embodiment, the amount of distilled water is 10mL of distilled water per 1mmol of the cobalt containing soluble compound, i.e. 10mL of distilled water is added after mixing 1mmol of the cobalt containing soluble compound with 1mmol of the quinuclidine derivative.
Preferably, the present invention provides a method for preparing the phase change compound, comprising the following steps: at room temperature, putting 1mmol of CoBr2 and 1mmol of quinuclidine derivative into a beaker, adding distilled water, stirring and dissolving, wherein the volume of the distilled water is 10mL, stirring and dissolving, if a precipitate is generated, filtering by using filter paper to obtain a clear solution, standing, and volatilizing at room temperature for 2-3 days to obtain the coordination compound [ (CH) with low-temperature phase transition property3)2CH-C3H17N][CoBr4]。
The invention also provides the coordination compound containing cobalt and having low-temperature phase change, which can be applied to the industries of transportation, military industry, greenhouse planting and the like.
Has the advantages that: compared with the prior art, the invention has the following advantages:
(1) the low-temperature phase change compound is easy to dissolve in solvents with large polarity, such as: ethylene glycol, dimethyl sulfoxide, and the like; insoluble in solvents of small polarity, such as: cyclohexane and the like, the thermal decomposition temperature point is relatively high, and the crystal particles are uniform;
(2) the preparation method provided by the invention is synthesized by self-assembly of a solution natural volatile solvent at room temperature, the structural stability of the material is higher, the structural controllability of the compound is stronger, the yield is high, the repeatability is good, the preparation method is simple and easy to operate, the adopted raw materials are sufficient in source, and the production cost is low;
(3) the low-temperature phase change compound provided by the invention has great potential application in the fields of textile and clothing, greenhouse planting, building industry and the like.
Drawings
FIG. 1 shows the phase change compound [ (CH) according to the present invention3)2CH-C3H17N][CoBr4]Synthetic roadmaps of (a);
FIG. 2a shows the phase change compound [ (CH) in example 13)2CH-C3H17N][CoBr4]A graph of unit cells of (1) at 296K;
FIG. 2b shows the phase change compound [ (CH) in example 13)2CH-C3H17N][CoBr4]Unit cell of (1) at 170K);
FIG. 3 shows the phase change compound [ (CH) in example 13)2CH-C3H17N][CoBr4](ii) an infrared spectrum;
FIG. 4 shows the phase change compound [ (CH) in example 13)2CH-C3H17N][CoBr4]PXRD diffractogram of (a);
FIG. 5 shows phase change compound [ (CH) in example 13)2CH-C3H17N][CoBr4]Thermogravimetric TG analysis of;
FIG. 6 shows phase change compound [ (CH) in example 13)2CH-C3H17N][CoBr4]Differential Scanning Calorimetry (DSC) profile of (a);
FIG. 7 shows phase change compound [ (CH) in example 13)2CH-C3H17N][CoBr4]Dielectric scan at different frequencies.
Detailed Description
The invention is further explained below with reference to the figures and examples.
FIG. 1 shows [ (CH) according to the invention3)2CH-C3H17N][CoBr4]Synthetic route maps of (1). Examples 1-4 the phase transition compounds were prepared according to this synthetic route.
Example 1
At room temperature, 1mmol of CoBr2 and 1mmol of quinuclidine derivative are placed into a beaker, distilled water is added and stirred for dissolution, the volume of the distilled water is 10mL, the distilled water is stirred for dissolution, if precipitates are generated, filter paper is used for filtering to obtain clear liquid, then the clear liquid is kept stand, and the clear liquid is volatilized at room temperature for two to three days, so that the coordination compound with low-temperature phase change property is obtained.
Example 2
At room temperature, 2mmol of CoBr2 and 1mmol of quinuclidine derivative are placed into a beaker, distilled water is added and stirred for dissolution, the volume of the distilled water is 10mL, the distilled water is stirred for dissolution, if precipitates are generated, filter paper is used for filtering to obtain clear liquid, then the clear liquid is kept stand, and the clear liquid is volatilized at room temperature for two to three days, so that the coordination compound with low-temperature phase change property is obtained.
Example 3
At room temperature, 3mmol of CoBr2 and 1mmol of quinuclidine derivative are placed into a beaker, distilled water is added and stirred for dissolution, the volume of the distilled water is 10mL, the distilled water is stirred for dissolution, if precipitates are generated, filter paper is used for filtering to obtain clear liquid, then the clear liquid is kept stand, and the clear liquid is volatilized at room temperature for two to three days, so that the coordination compound with low-temperature phase change property is obtained.
Example 4
At room temperature, 1mmol of CoBr2 and 1mmol of quinuclidine derivative are placed into a beaker, distilled water is added and stirred for dissolution, the volume of the distilled water is 15mL, the distilled water is stirred for dissolution, if precipitates are generated, filter paper is used for filtering to obtain clear liquid, then the clear liquid is kept stand, and the clear liquid is volatilized at room temperature for two to three days, so that the coordination compound with low-temperature phase change property is obtained.
The crystals of the fluorescent compound prepared in example 1 were analyzed by selecting single crystals of appropriate size under a microscope and monochromating the single crystals at room temperature with Mo Ka rays monochromatized with graphiteThe X-ray diffraction pattern of the single crystals was measured on a Bruker Apex II CCD diffractometer and the results of the crystallographic parameters of the phase compound are given in Table 1. The semi-empirical absorption calibration was performed using SADABS method, the cell parameters were determined using the least squares method, the data reduction and structure analysis were done using SAINT and SHELXL procedure packages, respectively, all non-hydrogen atoms were anisotropically refined using the full matrix least squares method, and the compound unit cell changes are shown in FIGS. 2a and 2 b. Under 296K conditions (fig. 2a), Co atoms are in a tetrahedral environment, coordinating with four Br atoms; under 170K (fig. 2b), Co atoms are in distorted tetrahedral environment, and are coordinated with four Br atoms, so that the angle of quinuclidine distortion is changed, and the quinuclidine modified by bromoisopropane is in a distorted state.
Crystallographic data for the compounds of Table 1
The infrared spectrum of the compound of example 1 was characterized as shown in figure 3. At 2944cm-1The quinuclidine derivative has a strong absorption peak which is a stretching vibration absorption peak of a C-H single bond on the quinuclidine derivative; at 1470cm-1Has a strong absorption peak of-CH2-absorption peak.
FIG. 4 is a PXRD analysis characterization of the compound of example 1, from the powder PXRD diffraction pattern, the simulated diffraction peaks compare well with the diffraction peaks measured in the actual experiment, indicating that the compound has a high phase purity.
FIG. 5 is a thermogravimetric analysis of the compound of example 1, from which it can be seen that the compound has a high stability. As can be seen from fig. 5, around 323 ℃, the framework price in the compound starts to decompose; after 674 ℃, the mass of the oxide of the metal remained after the compound had collapsed.
The phase transition performance of the compound in example 1 was studied by Differential Scanning Calorimetry (DSC) as follows: 2.98mg of this compound was weighed out and tested on a Perkin-Elmer Diamond DSC tester at a rate of 5K/min, and the DSC scan of this compound is shown in FIG. 6. From FIG. 6, it is found that there is a distinct exothermic peak at a reduced temperature of 226.15K and a distinct endothermic peak at an elevated temperature of 232.15K, indicating that the compound undergoes a phase transition.
The phase change performance of the compound in example 1 was studied by dielectric scanning, which specifically comprises the following steps: a proper amount of sample of the compound is selected, the sample is processed into an original sample to be tested with the thickness of 0.5mm on a tablet press, conductive silver adhesive is coated on the upper side and the lower side of the tablet, and then the test is carried out on a Tonghui TH28 2828A dielectric tester. Our studies on the resulting compound found that: under the frequency scanning of 500Hz to 1MHz, a remarkable dielectric abnormal peak appears around 240K, and the dielectric scanning result of the compound is shown in FIG. 7.
In addition, the low-temperature phase change compound is easy to dissolve in solvents with large polarity, such as: ethylene glycol, dimethyl sulfoxide, and the like; insoluble in solvents of small polarity, such as: cyclohexane, etc., the thermal decomposition temperature point is relatively high, and the crystal particles are uniform.
The above description is of the best mode and other embodiments for carrying out the invention, and is intended to be illustrative of the technical concepts of the invention and not limiting the scope of the invention, and it is intended that modifications and equivalents may be made by those skilled in the art without departing from the spirit and scope of the technical disclosure.
Claims (7)
1. A cobalt-containing coordination compound having a low temperature phase transition, characterized in that: the molecular formula of the phase-change compound is [ (CH)3)2CH-C3H17N][CoBr4]The structural formula is as follows:
2. the cobalt-containing coordination compound having a low temperature phase transition according to claim 1, characterized in that: the structural units of the compound are: at a temperature of 296K, the crystal belongs to the monoclinic system and space group is C2/C, and at a temperature of 170K, the crystal belongs to the monoclinic system and space group is Cc.
3. The method for preparing a coordination compound having a low temperature phase transition containing cobalt according to claim 1, characterized in that: the method comprises the following steps: respectively putting a soluble compound containing cobalt and a quinuclidine derivative into containers at normal temperature, slowly adding distilled water, stirring for dissolving, then mutually fusing the two container solutions, stirring uniformly, and standing at room temperature for a period of time to obtain the phase change compound [ (CH)3)2CH-C3H17N][CoBr4]。
4. The process of claim 3, wherein said quinuclidine derivative is 1-isopropyl-1-azabicyclo [2.2.2] octane.
5. The method of claim 3, wherein the soluble compound containing cobalt is selected from cobalt bromide or cobalt bromide containing water of crystallization.
6. The production method according to claim 3, characterized in that: the molar ratio of the quinuclidine derivative to the soluble compound containing cobalt is 1: 1.
7. The production method according to claim 3, characterized in that: the quinuclidine derivative is 1-isopropyl-1-azabicyclo [2.2.2] octane, the soluble compound containing cobalt is cobalt bromide, the amount of substances of the 1-isopropyl-1-azabicyclo [2.2.2] octane and the cobalt bromide is 1mmol, and the volume of distilled water for dissolving the 1-isopropyl-1-azabicyclo [2.2.2] octane and the cobalt bromide is 10 mL.
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| CN111560179A (en) * | 2020-04-01 | 2020-08-21 | 德鹿新材料技术(上海)有限公司 | Water-based inorganic phase change energy storage energy-saving coating and preparation method thereof |
| CN114014894A (en) * | 2021-11-19 | 2022-02-08 | 江苏科技大学 | Cobalt-containing organic-inorganic hybrid molecule ferroelectric material and preparation method thereof |
| CN114085227A (en) * | 2021-11-24 | 2022-02-25 | 江苏科技大学 | High-temperature molecular-based phase change compound with switchable dielectric switch performance, preparation method and application |
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| CN106146520A (en) * | 2016-06-24 | 2016-11-23 | 江苏科技大学 | A kind of high-k, low-dielectric loss low temperature phase change compounds process for production thereof and application thereof |
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| CN106146520A (en) * | 2016-06-24 | 2016-11-23 | 江苏科技大学 | A kind of high-k, low-dielectric loss low temperature phase change compounds process for production thereof and application thereof |
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| YUAN-YUAN TANG等: "Visualization of Room-Temperature Ferroelectricity and Polarization Rotation in the Thin Film of Quinuclidinium Perrhenate", 《PHYSICAL REVIEW LETTERS》 * |
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN111560179A (en) * | 2020-04-01 | 2020-08-21 | 德鹿新材料技术(上海)有限公司 | Water-based inorganic phase change energy storage energy-saving coating and preparation method thereof |
| CN114014894A (en) * | 2021-11-19 | 2022-02-08 | 江苏科技大学 | Cobalt-containing organic-inorganic hybrid molecule ferroelectric material and preparation method thereof |
| CN114014894B (en) * | 2021-11-19 | 2023-11-24 | 江苏科技大学 | Cobalt-containing organic-inorganic hybrid molecular ferroelectric material and preparation method thereof |
| CN114085227A (en) * | 2021-11-24 | 2022-02-25 | 江苏科技大学 | High-temperature molecular-based phase change compound with switchable dielectric switch performance, preparation method and application |
| CN114085227B (en) * | 2021-11-24 | 2024-05-24 | 江苏科技大学 | High Wen Fenzi-base phase change compound with switchable dielectric switch performance, preparation method and application |
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