CN110003252B - N-hydroxyphthalimide dysprosium complex and preparation method thereof - Google Patents
N-hydroxyphthalimide dysprosium complex and preparation method thereof Download PDFInfo
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- JVHVTPAJWLUHAJ-UHFFFAOYSA-N [Dy].ON1C(C=2C(C1=O)=CC=CC2)=O Chemical compound [Dy].ON1C(C=2C(C1=O)=CC=CC2)=O JVHVTPAJWLUHAJ-UHFFFAOYSA-N 0.000 title claims abstract description 22
- 238000002360 preparation method Methods 0.000 title claims abstract description 8
- 238000010668 complexation reaction Methods 0.000 title description 2
- 230000005291 magnetic effect Effects 0.000 claims abstract description 19
- 239000013078 crystal Substances 0.000 claims abstract description 12
- -1 rare earth ions Chemical class 0.000 claims abstract description 9
- 239000003960 organic solvent Substances 0.000 claims abstract description 7
- CFMZSMGAMPBRBE-UHFFFAOYSA-N 2-hydroxyisoindole-1,3-dione Chemical compound C1=CC=C2C(=O)N(O)C(=O)C2=C1 CFMZSMGAMPBRBE-UHFFFAOYSA-N 0.000 claims abstract description 5
- 239000011521 glass Substances 0.000 claims abstract description 5
- GPRLSGONYQIRFK-UHFFFAOYSA-N hydron Chemical compound [H+] GPRLSGONYQIRFK-UHFFFAOYSA-N 0.000 claims abstract description 5
- KTWCUGUUDHJVIH-UHFFFAOYSA-N 2-hydroxybenzo[de]isoquinoline-1,3-dione Chemical compound C1=CC(C(N(O)C2=O)=O)=C3C2=CC=CC3=C1 KTWCUGUUDHJVIH-UHFFFAOYSA-N 0.000 claims abstract description 4
- 238000004140 cleaning Methods 0.000 claims abstract description 4
- 238000001816 cooling Methods 0.000 claims abstract description 4
- 239000000126 substance Substances 0.000 claims abstract description 4
- 238000005303 weighing Methods 0.000 claims abstract description 4
- 238000010438 heat treatment Methods 0.000 claims abstract description 3
- 238000007789 sealing Methods 0.000 claims abstract description 3
- 229910052760 oxygen Inorganic materials 0.000 claims abstract 2
- 150000002500 ions Chemical class 0.000 claims description 15
- 239000003446 ligand Substances 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 5
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical group CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 2
- 125000004429 atom Chemical group 0.000 claims description 2
- 230000009920 chelation Effects 0.000 claims description 2
- 230000005294 ferromagnetic effect Effects 0.000 claims description 2
- OUUQCZGPVNCOIJ-UHFFFAOYSA-N hydroperoxyl Chemical group O[O] OUUQCZGPVNCOIJ-UHFFFAOYSA-N 0.000 claims description 2
- 229910021645 metal ion Inorganic materials 0.000 claims 1
- 229910052761 rare earth metal Inorganic materials 0.000 abstract description 19
- 150000002910 rare earth metals Chemical class 0.000 abstract description 11
- 230000006399 behavior Effects 0.000 abstract description 7
- 150000004696 coordination complex Chemical class 0.000 abstract description 2
- 230000015654 memory Effects 0.000 abstract description 2
- 238000001035 drying Methods 0.000 abstract 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- 239000000203 mixture Substances 0.000 description 5
- 239000000696 magnetic material Substances 0.000 description 4
- 238000011160 research Methods 0.000 description 4
- 229910052723 transition metal Inorganic materials 0.000 description 4
- 150000003624 transition metals Chemical class 0.000 description 4
- 238000012512 characterization method Methods 0.000 description 3
- 238000010586 diagram Methods 0.000 description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
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- 238000012360 testing method Methods 0.000 description 3
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- 150000001875 compounds Chemical class 0.000 description 2
- 230000001276 controlling effect Effects 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Natural products C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- 230000001105 regulatory effect Effects 0.000 description 2
- 239000000956 alloy Substances 0.000 description 1
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- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 230000010365 information processing Effects 0.000 description 1
- 230000005389 magnetism Effects 0.000 description 1
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- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
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- C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
- C07F5/003—Compounds containing elements of Groups 3 or 13 of the Periodic Table without C-Metal linkages
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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
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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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Abstract
The N-hydroxyphthalimide dysprosium complex and the preparation method thereof have the chemical formula: [ Dy ]2(HPI)2(NO3)4(DMF)2]HPI is N-hydroxyphthalimide without a hydrogen ion. The preparation method comprises the following steps: weighing Dy (NO)3)3·5H2Adding an organic solvent into O and N-hydroxy-1, 8-naphthalimide in a hard glass tube, uniformly shaking, vacuumizing and sealing, reacting for 1-3 days under the heating condition of 60-80 ℃, slowly cooling to room temperature after taking out, cleaning and selecting a pure regular single crystal, and naturally drying to obtain the N-hydroxyphthalimide dysprosium complex. The invention prepares the N-hydroxyphthalimide dysprosium complex by selecting rare earth ions, designing a monomolecular magnet and optimizing a synthetic route. The performance of the rare earth monomolecular magnet is improved. The complex is a 4f metal complex with slow relaxation behavior, and has potential application value in the fields of high-density magnetic memories, magnetic films and the like.
Description
Technical Field
The invention relates to a magnetic material, in particular to an N-hydroxyphthalimidodysprosium complex with monomolecular magnet behavior, and also relates to a preparation method of the complex.
Background
Magnetic materials are widely applied in various aspects such as medical treatment, aviation, information technology and the like, and with the continuous increase of information quantity, rapid information processing and storage of a large amount of information are required, and magnetic storage equipment is required to develop towards large capacity, miniaturization and high speed. For this reason, the research goal of scientists is gradually shifting from the traditional metal oxide and alloy nanomagnets to the development of magnetic storage materials on a molecular or atomic scale. Since the first example of a single-molecule magnet was discovered by italian scientists in 1993, single-molecule magnetic materials have been highly valued by scientists.
The single-molecule magnet starts from the most basic molecular unit and can show the magnetic characteristics like a macroscopic magnet at low temperature. The single-molecule magnet material researches the relation between magnetism and structure from the molecular layer, and can perform function-oriented regulation and control on the magnetic properties by combining different organic ligands, spin carriers and various structures thereof, thereby realizing high-density magnetic storage and quantum bit calculation materials. In the initial stage of research of the monomolecular magnet, the monomolecular magnet based on the transition metal is focused, and through continuous attempts, the fact that the synchronous maximization of the spin ground state and the magnetic anisotropy in the monomolecular magnet of the transition metal is difficult to realize is discovered, so that the development of the monomolecular magnet of the transition metal is severely limited. Compared with a transition metal monomolecular magnet, the rare earth monomolecular magnet shows the particularity, in rare earth ions, the rare earth ions have large magnetic moments and show strong magnetic anisotropy due to the contribution of f electron orbital angular momentum, and the ions become ideal spin carriers for constructing the monomolecular magnet. When researchers construct rare earth monomolecular magnets with high energy barrier and high blocking temperature, the rare earth monomolecular magnets based on mononuclear rare earth metals are mainly synthesized. However, due to serious quantum tunneling interference, the blocking temperature of the liquid nitrogen is in a dilemma, and the liquid nitrogen temperature is broken through only recently, but the liquid nitrogen temperature has a great gap from practical application. How to regulate the structure of the rare earth metal complex or the coordination geometry of the rare earth metal ions and further improve the performance of the rare earth monomolecular magnet has gradually become an important research direction in the field of magnetic materials.
Disclosure of Invention
The invention aims to provide an N-hydroxyphthalimidodysprosium complex with a monomolecular magnet behavior and a preparation method of the complex. The problem of regulating and controlling the structure of the rare earth metal complex or the coordination geometry of the rare earth metal ions is solved, and the performance of the rare earth monomolecular magnet is improved.
The technical scheme for realizing the purpose of the invention is as follows: the N-hydroxyphthalimide dysprosium complex with the monomolecular magnet behavior is obtained by selecting rare earth ions, designing a monomolecular magnet and optimizing a synthetic route.
The N-hydroxyphthalimide dysprosium complex has a chemical formula as follows:
[Dy2(HPI)2(NO3)4(DMF)2](HPI is N-hydroxyphthalimide without one hydrogen ion).
The X-ray single crystal diffraction result shows that Dy (III) ions in the dysprosium N-hydroxyphthalimide complex are coordinated with nine coordination atoms which are respectively derived from two dehydrogenated N-hydroxyphthalimide ligands and two NO atoms3 −Ion and one DMF molecule. The two Dy (III) ions (Dy1, Dy1A) of the complex are bridged by the hydroxyl oxygen (O2 and O2A) on two N-hydroxyphthalimide ligands deprived of one hydrogen ion, so that two Dy (III) ions and two HPI ions−The ligand forms a planar skeleton; two DMF molecules also lie in the plane of the framework, both coordinated in monodentate fashion to one respective Dy (III) ion; four NO3 −The ions are evenly distributed on the upper side and the lower side of the framework plane and are coordinated with Dy (III) ions in a bidentate chelation mode; the distance between Dy 1. Dy1A was 4.0128(2) A.
The compound belongs to a triclinic system，Pī space group, unit cell parameters are:a = 9.8219(6) Å，b = 10.3900(8) Å，c = 10.9270(8) Å，α= 92.089(6)º，β = 112.552(7)º，γ = 111.874(6)º，V = 934.52(12) Å3。
the invention also provides a preparation method of the N-hydroxyphthalimidodysprosium complex, which comprises the following operation steps:
1. weighing Dy (NO)3)3·5H2Putting O and N-hydroxy-1, 8-naphthalimide into a hard glass tube, adding an organic solvent, shaking uniformly, and vacuumizing and sealing;
2. reacting for 1-3 days under the heating condition of 60-80 ℃; taking out, slowly cooling to room temperature, cleaning, selecting pure regular single crystals, and naturally airing to obtain the N-hydroxyphthalimide dysprosium complex.
The organic solvent is a mixed organic solvent of DMF, CH3OH and CH3CN, and the volume ratio of DMF to CH3OH to CH3CN = 1: 1: 1.
Compared with the prior art, the method has the following positive effects that the method solves the problem of regulating and controlling the structure of the rare earth metal complex or the coordination geometrical configuration of the rare earth metal ions from the selection of the rare earth ions, the design of the monomolecular magnet and the optimization of the synthetic route, and improves the performance of the rare earth monomolecular magnet. The N-hydroxyphthalimidodysprosium complex is a 4f metal complex with slow relaxation behavior, and has potential application value in the fields of high-density magnetic memories, magnetic films and the like.
Drawings
FIG. 1 is a molecular structure diagram of a dysprosium N-hydroxyphthalimide complex according to the invention;
FIG. 2 is a unit cell stacking diagram of the dysprosium N-hydroxyphthalimide complex of the present invention;
FIG. 3 is a drawing showing the coordination compound of dysprosium N-hydroxyphthalimide according to the inventionc m , c m T-TA graph;
FIG. 4 is a graph of the temperature-changing AC magnetic susceptibility of the dysprosium N-hydroxyphthalimide complex of the invention.
Detailed Description
The present invention will be better understood from the following detailed description of specific examples, which should not be construed as limiting the scope of the present invention.
Example 1: weighing Dy (NO)3)3·5H2O (0.1 mmol, 0.0439 g), dissolved thoroughly in 0.5 mL DMF, was added to a glass tube called N-hydroxy-1, 8-naphthalimide (0.05 mmol, 0.0106 g) and shaken to dissolve all the HL weighed in the tube; after the solution in the tube became light yellow clear solution, 0.5 mL of CH was added dropwise3OH and 0.5 mL CH3And CN, shaking up and standing. Subsequently, the other end of the glass tube was sealed with a liquefied gas flame while evacuating. Placing the mixture in an oven at 60 ℃ for reaction, taking out the mixture after three days (or placing the mixture in an oven at 80 ℃ for reaction, taking out the mixture after 24 hours), and slowly cooling the mixture in an incubator for 24 hours to obtain yellow regular cuboid crystals; cleaning and selecting a pure regular single crystal, and naturally airing to obtain the N-hydroxyphthalimide dysprosium complex, wherein the yield is 82% by taking HL as a reference substance.
Characterization and performance measurement of the dysprosium N-hydroxyphthalimide complex obtained in example 1 were carried out:
1) structural characterization
Selecting a proper single crystal of the complex, placing the single crystal on a Supernova X-ray single crystal diffractometer, and monochromating Mo by using graphite-Kalpha radiation (λ= 0.7103A). Under the condition of 293KθWithin the range ofφ-ωAnd collecting diffraction points in a scanning mode for structural analysis and correction. The non-hydrogen atoms are solved by a direct method, and the coordinates and the anisotropic thermal parameters are corrected by a full matrix least square method. Mixed hydrogenation, wherein hydrogen atoms adopt isotropic thermal parameters; non-hydrogen atoms adopt anisotropic thermal parameters. The resolution of the crystal structure and the structural modification were performed by the SHELX-97 and SHELXL packages, respectively. The detailed crystal assay data are shown in Table 1, with the molecular structure shown in FIG. 1 and the stacking diagram shown in FIG. 2.
Table 1:
| Complex | 1 |
| Empirical Formula | C30H26Dy2N8O20 |
| Formula weight / g·mol–1 | 1143.59 |
| Temperature / K | 293(2) |
| Wavelength / Å | 0.71073 |
| Crystal system | Triclinic |
| Space group | Pī |
| a / Å | 9.8219(6) |
| b / Å | 10.3900(8) |
| c / Å | 10.9270(8) |
| α / º | 92.089(6) |
| β / º | 112.552(7) |
| γ / º | 111.874(6) |
| V / Å3 | 934.52(12) |
| Z | 1 |
| D c / g cm–3 | 2.032 |
| μ / mm–1 | 4.063 |
| θ range for data / ° | 3.62 to 29.01 |
| F(000) | 554 |
| Reflections collected | 6903 |
| Reflections unique | 5589 |
| R int | 0.0268 |
| Data/restraints/parameters | 5589 / 3 / 545 |
| Goodness-of-fit | 1.003 |
| R 1 (I > 2σ(I)) | 0.0334 |
| wR 2(I > 2σ(I)) | 0.0720 |
| R 1 (all data) | 0.0413 |
| wR 2 (all data) | 0.0765 |
| Largest diff. Peak, hole / (e Å–3) | 0.701 / -1.542 |
2) determination of magnetic Properties
The N-hydroxyphthalimide dysprosium complex is subjected to a variable temperature susceptibility test (the external magnetic field is 1000 Oe, and the temperature is 2-300K), and the test is carried out on the N-hydroxyphthalimide dysprosium complexχ m, χ m T – TThe graph is shown in figure 3. Wherein the content of the first and second substances,χ mis the molar magnetic susceptibility of the complex. At 300K itχ m TThe value was 33.08 cm3·K·mol-1Spin-only value of 28.34 cm, slightly higher than that of two free Dy (III) ions3·K·mol-1 (DyIII，6 H 15/2，S = 5/2，L = 5，g= 4/3). Gradually decreases from 300K to 2 with temperatureχ m TThe values are rising continuously, indicating that ferromagnetic exchange exists between two Dy (III) ions in the complex.
The dynamic magnetic property characterization is carried out on the N-hydroxyphthalimidodysprosium complex, and the alternating current magnetic susceptibility of the complex is measured under a zero direct current field when the vibration frequency is respectively 10 Hz, 100 Hz, 300 Hz and 997 Hz and the temperature is in the range of 2.5-10.0K (the result is shown in figure 4). The test result shows that the product has obvious temperature and frequency dependence at low temperature, and the product has typical slow relaxation behavior, namely the product obtained in example 1 is a complex with monomolecular magnet behavior.
Claims (4)
- An N-hydroxyphthalimide dysprosium complex having the chemical formula: [ Dy ]2(HPI)2(NO3)4(DMF)2]Wherein HPI is a N-hydroxyphthalimide anion with one hydrogen ion removed;the Dy (III) ions in the complex are coordinated with nine coordination atoms which are respectively from two dehydrogenated N-hydroxyphthalimide ligands and two NO3 -Ions and one DMF molecule; the two Dy (III) ions (Dy1, Dy1A) of the complex are bridged by two hydroxyl oxygen atoms on the N-hydroxyphthalimide anionic ligand deprived of one hydrogen ion, so that two Dy (III) ions and two HPI ions-The ligand forms a planar skeleton; two DMF molecules are also located on the backboneIn the plane, each is coordinated with one Dy (III) ion in a monodentate mode; four NO3 -The ions are evenly distributed on the upper side and the lower side of the framework plane and are coordinated with Dy (III) ions in a bidentate chelation mode; dy 1. Dy1A is arranged at a distance
- 2. The dysprosium N-hydroxyphthalimide complex according to claim 1, characterized by:the complex belongs to a triclinic system, P ī space group, and the unit cell parameters are as follows:
α＝92.089(6)°，β＝112.552(7)°，γ＝111.874(6)°，
- 3. the dysprosium N-hydroxyphthalimide complex according to claim 1, wherein the magnetic characteristic is ferromagnetic exchange between metal ions, the complex having a slow relaxation behavior and being a complex with monomolecular magnet behavior.
- 4. A process for the preparation of dysprosium N-hydroxyphthalimide complexes as claimed in claims 1 to 2, characterized in that: weighing Dy (NO)3)3·5H2Adding an organic solvent into O and N-hydroxy-1, 8-naphthalimide in a hard glass tube, uniformly shaking, vacuumizing and sealing, reacting for 1-3 days under the heating condition of 60-80 ℃, slowly cooling to room temperature after taking out, cleaning and selecting a pure regular single crystal, and naturally airing to obtain the N-hydroxyphthalimide dysprosium complex;the organic solvent is DMF and CH3OH and CH3CN mixed organic solvent in the volume ratio of DMF to CH3OH﹕C H3CN＝1:1:1。
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