CN113980038B - Hexagonal biconical mononuclear dysprosium compound, and preparation method and application thereof - Google Patents
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- 150000002038 dysprosium compounds Chemical class 0.000 title claims abstract description 30
- 238000002360 preparation method Methods 0.000 title claims abstract description 7
- 230000005291 magnetic effect Effects 0.000 claims abstract description 30
- 238000000034 method Methods 0.000 claims abstract description 12
- 239000000126 substance Substances 0.000 claims abstract description 8
- 239000000696 magnetic material Substances 0.000 claims abstract description 6
- 230000008569 process Effects 0.000 claims abstract description 5
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 34
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims description 12
- 239000013078 crystal Substances 0.000 claims description 10
- PXSGFTWBZNPNIC-UHFFFAOYSA-N 618-80-4 Chemical compound OC1=C(Cl)C=C([N+]([O-])=O)C=C1Cl PXSGFTWBZNPNIC-UHFFFAOYSA-N 0.000 claims description 9
- 238000012360 testing method Methods 0.000 claims description 8
- 239000011259 mixed solution Substances 0.000 claims description 6
- JLFNLZLINWHATN-UHFFFAOYSA-N pentaethylene glycol Chemical compound OCCOCCOCCOCCOCCO JLFNLZLINWHATN-UHFFFAOYSA-N 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- 238000009792 diffusion process Methods 0.000 claims description 4
- 238000010992 reflux Methods 0.000 claims description 4
- 238000010438 heat treatment Methods 0.000 claims description 3
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 3
- 230000009471 action Effects 0.000 claims description 2
- 238000001816 cooling Methods 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims 1
- 230000003287 optical effect Effects 0.000 abstract description 4
- 230000006399 behavior Effects 0.000 description 8
- 229910052692 Dysprosium Inorganic materials 0.000 description 6
- KBQHZAAAGSGFKK-UHFFFAOYSA-N dysprosium atom Chemical compound [Dy] KBQHZAAAGSGFKK-UHFFFAOYSA-N 0.000 description 6
- 150000002500 ions Chemical class 0.000 description 6
- 230000005415 magnetization Effects 0.000 description 4
- 239000000725 suspension Substances 0.000 description 4
- 238000001308 synthesis method Methods 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- 230000004888 barrier function Effects 0.000 description 2
- 230000000903 blocking effect Effects 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 230000001419 dependent effect Effects 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- YDVNLQGCLLPHAH-UHFFFAOYSA-N dichloromethane;hydrate Chemical compound O.ClCCl YDVNLQGCLLPHAH-UHFFFAOYSA-N 0.000 description 2
- 230000005283 ground state Effects 0.000 description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- 230000003993 interaction Effects 0.000 description 2
- 229910021644 lanthanide ion Inorganic materials 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 239000012046 mixed solvent Substances 0.000 description 2
- GPAAEXYTRXIWHR-UHFFFAOYSA-N (1-methylpiperidin-1-ium-1-yl)methanesulfonate Chemical compound [O-]S(=O)(=O)C[N+]1(C)CCCCC1 GPAAEXYTRXIWHR-UHFFFAOYSA-N 0.000 description 1
- BOFRXDMCQRTGII-UHFFFAOYSA-N 619-08-9 Chemical compound OC1=CC=C([N+]([O-])=O)C=C1Cl BOFRXDMCQRTGII-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 241000238366 Cephalopoda Species 0.000 description 1
- 150000000914 Dysprosium Chemical class 0.000 description 1
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 238000012512 characterization method Methods 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 238000005564 crystal structure determination Methods 0.000 description 1
- 238000002447 crystallographic data Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 230000005294 ferromagnetic effect Effects 0.000 description 1
- 229910002804 graphite Inorganic materials 0.000 description 1
- 239000010439 graphite Substances 0.000 description 1
- 239000003446 ligand Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 229910052750 molybdenum Inorganic materials 0.000 description 1
- 239000011733 molybdenum Substances 0.000 description 1
- 229910052761 rare earth metal Inorganic materials 0.000 description 1
- 150000002910 rare earth metals Chemical class 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000012916 structural analysis Methods 0.000 description 1
- 238000006467 substitution reaction 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
- C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
- C07F5/02—Boron compounds
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- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01F—MAGNETS; INDUCTANCES; TRANSFORMERS; SELECTION OF MATERIALS FOR THEIR MAGNETIC PROPERTIES
- H01F1/00—Magnets or magnetic bodies characterised by the magnetic materials therefor; Selection of materials for their magnetic properties
- H01F1/42—Magnets or magnetic bodies characterised by the magnetic materials therefor; Selection of materials for their magnetic properties of organic or organo-metallic materials, e.g. graphene
-
- 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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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention discloses a hexagonal double-cone type mononuclear dysprosium compound, a preparation method and application thereof,the structural formula of the mononuclear dysprosium compound is as follows: [ Dy (EO 5-BPh) 2 )(2,6‑dichloro‑4‑nitro‑PhO)Cl]Wherein [ EO5-BPh ] 2 ] ‑ The chemical structural formulas of (a) are respectively as follows:[2,6‑dichloro‑4‑nitro‑PhO] ‑ the chemical structural formulas of (a) are respectively as follows:compared with the prior art, the invention has the following advantages: (1) The hexagonal double-cone type mononuclear dysprosium compound has good stability, high purity and high yield, can show typical slow relaxation behavior under the condition that an external magnetic field is 0.06T, has the characteristic of a single-molecule magnet, and can be used as a molecule-based magnetic material in novel high-density information storage equipment (such as optical discs, hard magnetic discs and the like); (2) The method has the advantages of safe and simple process, high controllability and good reproducibility.
Description
Technical Field
The invention relates to the technical field of molecular-based magnetic materials, in particular to a compound which has the characteristic of a single-molecule magnet and can be used for novel high-density information storage equipment (such as optical discs, hard magnetic discs and the like), and particularly relates to a hexagonal double-cone type mononuclear dysprosium compound, a preparation method and application thereof.
Background
In recent years, research on molecular magnets has been widely paid attention to, and single-molecular magnets are composed of discrete molecular units which do not interact in a magnetic sense, rather than three-dimensional expanded lattices (such as metals and metal oxides), and exhibit hysteresis behaviors below blocking temperature, so that the single-molecular magnets have wide application prospects in fields of ultra-dense storage, quantum computation and the like. To obtain a compound with "single-molecule magnet" behaviour, two conditions are magnetically met: large ground state spin (S) and uniaxial magnetic anisotropy (D). Initially, researchers selected appropriate bridging ligands to modulate the magnetic interactions between the respective spin carriers to ferromagnetic interactions, increasing the ground state spin value (S), thereby obtaining single molecule magnets. However, researchers have found that increasing S reduces the D value, and simply increasing S does not effectively increase the flip energy barrier U value. For this reason, researchers have constructed mononuclear complexes using lanthanide ions having strong magnetic anisotropy, and have obtained single-molecule magnets by increasing the D value.
The lanthanide ion has multiple single electrons and stronger spin-orbit coupling, and is an ideal choice for designing single ion magnets. Dy (III) has a Kramer electron layer structure (f layer has odd electrons) and strong single ion magnetic anisotropy, so dysprosium complexes have attracted attention from many researchers and have become single ion magnet systems with optimal performance, with effective energy barriers and blocking temperatures up to 1540cm -1 And 80K. However, synthesis of these high performance dysprosium-based single ion magnets often needs to be performed under anhydrous and oxygen-free extreme conditions, thus making synthesis inconvenient to control, poor in reproducibility and low in yield. And part of the materials are unstable at normal temperature and in air and are easy to decompose or weather.
Disclosure of Invention
The technical problems to be solved are as follows: in order to overcome the defects of the prior art, the invention provides a mononuclear dysprosium compound with good stability, high purity and high yield, and provides a synthesis method with mild and controllable synthesis conditions and good repeatability.
The technical scheme is as follows: the structural formula of the hexagonal biconical mononuclear dysprosium compound is as follows: [ Dy (EO 5-BPh) 2 )(2,6-dichloro-4-nitro-PhO)Cl]Wherein [ EO5-BPh ] 2 ] - The chemical structural formulas of (a) are respectively as follows:
[2,6-dichloro-4-nitro-PhO] - the chemical structural formulas of (a) are respectively as follows:
preferably, the chemical structural formula of the mononuclear dysprosium compound is as follows:
preferably, the structural unit of the mononuclear dysprosium compound is: the crystal belongs to triclinic system, P-1 space group, and unit cell parameter isα＝72.842(2)°，β＝89.7370(10)°，γ＝85.392(2)°。
Preferably, the Dy (III) is axially mixed with 1 [2, 6-dichoro-4-nitro-PhO ]] - And 1 Cl - Ion coordination with 1 [ EO5-BPh ] on the equatorial plane 2 ] - And 6 oxygen atoms are coordinated to form a hexagonal bipyramid coordination configuration.
Preferably, the mononuclear dysprosium compound is a pale yellow blocky crystal, can show typical slow relaxation behavior under the action of an external magnetic field, and has the characteristic of a single-molecule magnet.
The preparation method of the hexagonal biconical mononuclear dysprosium compound, which comprises the following steps: dyCl is to be treated 3 ·6H 2 O and pentaethylene glycol (EO 5) are added into a mixed solution of water and methylene dichloride containing 2, 6-dichloro-4-nitrophenol (2, 6-dichloro-4-nitro-PhOH) and NaH, stirred and reacted for 1 hour, and then NaBPh is added 4 Heating and refluxing for 4 hours, cooling to room temperature, separating a dichloromethane layer, transferring into a test tube, slowly adding n-hexane, standing, and performing two-phase diffusion to obtain a mononuclear dysprosium compound, wherein the DyCl is prepared by 3 ·6H 2 The mol ratio of O to pentaglycol and 2, 6-dichloro-4-nitrophenol is 1:1-1.5:0.3-0.5, per 1mmol DyCl 3 ·6H 2 O corresponds to 1mmol of NaBPh 4 Each 1mmol of 2, 6-dichloro-4-nitrophenol corresponds to 1mmol of NaH, each 1mmol of 2,6-diThe chloro-4-nitrophenol corresponds to 10-20 mL of a mixed solution of water and methylene chloride.
Preferably, the volume ratio of the water to the dichloromethane mixed solution is 1:1.
Preferably, the volume of n-hexane is 3 to 6 times of the volume of dichloromethane.
Preferably, the temperature of the heating reflux is 100 ℃, and the two-phase diffusion time is 2-6 days after standing.
The application of any one of the hexagonal biconical mononuclear dysprosium compounds in preparing a molecular-based magnetic material.
The beneficial effects are that: (1) The hexagonal double-cone type mononuclear dysprosium compound has good stability, high purity and high yield, can show typical slow relaxation behavior under the condition that an external magnetic field is 0.06T, has the characteristic of a single-molecule magnet, and can be used as a molecule-based magnetic material in novel high-density information storage equipment (such as optical discs, hard magnetic discs and the like); (2) The method has the advantages of safe and simple process, high controllability and good reproducibility.
Drawings
FIG. 1 shows [ Dy (EO 5-BPh) 2 )(2,6-dichloro-4-nitro-PhO)Cl]A crystal structure diagram of (2);
FIG. 2 shows [ Dy (EO 5-BPh) 2 )(2,6-dichloro-4-nitro-PhO)Cl]A direct current magnetic susceptibility test chart of (2);
FIG. 3 shows [ Dy (EO 5-BPh) 2 )(2,6-dichloro-4-nitro-PhO)Cl]A field dependent magnetization graph of (2);
FIG. 4 shows [ Dy (EO 5-BPh) 2 )(2,6-dichloro-4-nitro-PhO)Cl]Temperature dependent imaginary ac susceptibility profile of (c).
Detailed Description
The following examples further illustrate the invention but are not to be construed as limiting the invention. Modifications and substitutions to the method, steps or conditions of the invention without departing from the spirit and nature of the invention are intended to be within the scope of the invention. The technical means used in the examples are conventional means well known to those skilled in the art unless otherwise indicated.
Example 1
The synthesis method of the hexagonal biconical mononuclear dysprosium compound with single-molecule magnet behavior comprises the following steps:
step one, 2, 6-dichloro-4-nitrophenol (0.5 mmol) and NaH (0.5 mmol) were dissolved in 15mL of a water-dichloromethane (1:1) mixed solvent, and DyCl was then added 3 ·6H 2 O (0.5 mmol) and pentaethylene glycol (0.5 mmol) were added thereto, and the reaction was stirred for 1 hour to give a yellow suspension.
Step two, taking NaBPh 4 (0.5 mmol) was added to the above suspension, heated to 100℃and refluxed for 4 hours, cooled to room temperature, the dichloromethane layer was separated by a separating funnel, transferred to a test tube, and 30mL of n-hexane was slowly dropped to form two-phase layers, and crystals of the dysprosium single-ion magnet were obtained after 4 days.
The dysprosium single ion magnet prepared in this example had a yield of 41.8% and a purity of 99% or more.
Example 2
The synthesis method of the hexagonal biconical mononuclear dysprosium compound with single-molecule magnet behavior comprises the following steps:
step one, 2, 6-dichloro-4-nitrophenol (0.3 mmol) and NaH (0.3 mmol) were dissolved in 10mL water-dichloromethane (1:1) mixed solvent, and DyCl was then added 3 ·6H 2 O (0.5 mmol) and pentaethylene glycol (0.7 mmol) were added thereto, and the reaction was stirred for 1 hour to give a yellow suspension.
Step two, taking NaBPh 4 (0.5 mmol) was added to the above suspension, heated to 100℃and refluxed for 4 hours, cooled to room temperature, the dichloromethane layer was separated by a separating funnel, transferred to a test tube, and 20mL of n-hexane was slowly dropped to form two-phase layers, and crystals of the dysprosium single-ion magnet were obtained after 3 days.
The dysprosium single ion magnet prepared in this example had a yield of 38.5% and a purity of 99% or more.
The dysprosium single-molecule magnet prepared in this example was characterized as follows:
(1) Crystal structure determination
Selecting single crystal with proper size under microscope, and using graphite monochromized molybdenum target Mo K alpha on Bruker SMART Apex II CCD single crystal instrument at room temperatureAnd testing the structure. Data were collected and unit cells were determined using the APEXII program. The structural data were normalized and absorption corrected using SAINT and sadbs procedures. Structural analysis was performed using the SHELXTL-97 procedure. All non-hydrogen atom coordinates are obtained by a difference Fourier synthesis method, the atomic coordinates and the anisotropic temperature factor are corrected by using a full matrix least square method, and all hydrogen atoms are hydrogenated by theory. The structure is shown in FIG. 1, the crystallographic data are shown in Table 1, and the coordination bond lengths are shown in Table 2.
Table 1 Crystal data of the complexes
Table 2 coordination bond Length data for the complexes
The block diagram of fig. 1 shows that: dy (III) is axially combined with two [2, 6-dichoro-4-nitro-PhO] - Coordination with an [ EO5-BPh ] on the equatorial plane 2 ] - And the six oxygen atoms are coordinated to form a hexagonal bipyramid coordination configuration.
(2) Characterization of magnetic properties:
the magnetic measurement adopts a superconducting quantum interferometer Quantum Design MPMS SQUID VSM magnetic measurement system. The test temperature of the DC magnetic susceptibility is 2.0-300K, and the magnetic field is 0.1T. The test temperature of the magnetization intensity is 2.0K, and the magnetic field is 0-7T. The frequency range of the imaginary part alternating current magnetic susceptibility and the real part alternating current magnetic susceptibility is 1-999 Hz, the temperature range is 2.0-8.0K, and the externally applied direct current magnetic field is 0.06T.
As shown in FIG. 2, when the temperature is 300K, the product of the DC magnetic susceptibility (χ) and the temperature (T) is 14.69cm 3 mol - 1 K, close to Dy (III) with only spin (s=5/2, l=5, 6 H 15/2 g=4/3) theoretical value of 14.17cm 3 k mol -1 . When the temperature starts to drop, the product remains unchanged, while when the temperature is below 10K, the value starts to drop drastically, due to the presence of important magnetic anisotropy in the system. The magnetization curve (fig. 3) shows that the magnetization of the complex is 5.89nβ and does not reach the saturation value 10nβ when the magnetic field reaches 7T at the temperature of 2K, indicating that the complex has strong magnetic anisotropy. Under the condition that the external direct current field is 0.06T, the imaginary part alternating current magnetic susceptibility χ' of the complex presents obvious temperature dependence and frequency dependence phenomena (figure 4), and slow magnetic relaxation behavior is generated.
In summary, the rare earth complex prepared by the invention can show typical slow relaxation behavior under the condition that the external magnetic field is 0.06T, has the characteristic of a single-molecule magnet, and can be used as a molecule-based magnetic material in novel high-density information storage equipment (such as optical discs, hard magnetic discs and the like).
Claims (8)
1. The hexagonal biconical mononuclear dysprosium compound is characterized in that the mononuclear dysprosium compound has a structural formula:
[Dy(EO5-BPh 2 )(2,6-dichloro-4-nitro-PhO)Cl]wherein [ EO5-BPh ] 2 ] - The chemical structural formula is as follows:
[2,6-dichloro-4-nitro-PhO] - the chemical structural formula is as follows:
the structural unit of the mononuclear dysprosium compound is as follows: the crystal belongs to triclinic system, P-1 space group, and unit cell parameter is α＝72.842(2)°，β＝89.7370(10)°，γ＝85.392(2)°；
The Dy (III) is axially combined with 1 [2, 6-dichoro-4-nitro-PhO ]] - And 1 Cl - Ion coordination with 1 [ EO5-BPh ] on the equatorial plane 2 ] - And 6 oxygen atoms are coordinated to form a hexagonal bipyramid coordination configuration.
2. The hexagonal biconical mononuclear dysprosium compound of claim 1, wherein the mononuclear dysprosium compound has a chemical formula:
3. the hexagonal biconical mononuclear dysprosium compound of claim 1, wherein the mononuclear dysprosium compound is a pale yellow bulk crystal, and exhibits typical slow relaxation behavior under the action of an externally applied magnetic field, and has a single-molecule magnet characteristic.
4. A process for the preparation of a hexagonal biconic mononuclear dysprosium compound according to any of claims 1-3, characterized in that said process comprises the steps of: dyCl is to be treated 3 ·6H 2 O and pentaglycol are added into a mixed solution of water and methylene dichloride containing 2, 6-dichloro-4-nitrophenol (2, 6-dichloro-4-nitro-PhOH) and NaH, stirred and reacted for 1 hour, and then NaBPh is added 4 Heating and refluxing for 4 hours, cooling to room temperature, separating a dichloromethane layer, transferring into a test tube, slowly adding n-hexane, standing, and performing two-phase diffusion to obtain a mononuclear dysprosium compound, wherein the DyCl is prepared by 3 ·6H 2 The mol ratio of O to pentaglycol and 2, 6-dichloro-4-nitrophenol is 1:1-1.5:0.3-0.5, per 1mmol DyCl 3 ·6H 2 O corresponds to 1mmol of NaBPh 4 1mmol of NaH corresponds to 1mmol of 2, 6-dichloro-4-nitrophenol and 10-20 mL of the mixed solution of water and dichloromethane corresponds to 1mmol of 2, 6-dichloro-4-nitrophenol.
5. The method of preparing a hexagonal biconical mononuclear dysprosium compound of claim 4, wherein a volume ratio of water to dichloromethane mixed solution is 1:1.
6. The process for preparing a hexagonal biconical mononuclear dysprosium compound of claim 4, wherein the volume of n-hexane is 3-6 times the volume of dichloromethane.
7. The process for producing a hexagonal biconical mononuclear dysprosium compound of claim 4, wherein the reflux temperature is 100 ℃, and the two-phase diffusion time is 2 to 6 days.
8. Use of a hexagonal biconical mononuclear dysprosium compound according to any of claims 1-3 for the preparation of molecular-based magnetic materials.
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| CN110003252A (en) * | 2019-05-13 | 2019-07-12 | 邵阳学院 | N-Hydroxyphthalimide dysprosium complex and preparation method thereof |
| EP3854835A1 (en) * | 2020-01-24 | 2021-07-28 | Hydro-Quebec | Polymer compositions comprising at least one polymer based on ionic monomers, methods of making same and their use in electrochemical applications |
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| CN108358955A (en) * | 2018-03-01 | 2018-08-03 | 黑龙江工程学院 | A kind of double-core Dy monomolecular magnetic materials and preparation method thereof |
| CN110003252A (en) * | 2019-05-13 | 2019-07-12 | 邵阳学院 | N-Hydroxyphthalimide dysprosium complex and preparation method thereof |
| EP3854835A1 (en) * | 2020-01-24 | 2021-07-28 | Hydro-Quebec | Polymer compositions comprising at least one polymer based on ionic monomers, methods of making same and their use in electrochemical applications |
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