CN107021975B - Using 2- methyl -5,7-dichloro-8-hydroxyquinoline as monokaryon dysprosium complex of ligand and its preparation method and application - Google Patents
Using 2- methyl -5,7-dichloro-8-hydroxyquinoline as monokaryon dysprosium complex of ligand and its preparation method and application Download PDFInfo
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- CN107021975B CN107021975B CN201710276935.6A CN201710276935A CN107021975B CN 107021975 B CN107021975 B CN 107021975B CN 201710276935 A CN201710276935 A CN 201710276935A CN 107021975 B CN107021975 B CN 107021975B
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- GPTXWRGISTZRIO-UHFFFAOYSA-N chlorquinaldol Chemical compound ClC1=CC(Cl)=C(O)C2=NC(C)=CC=C21 GPTXWRGISTZRIO-UHFFFAOYSA-N 0.000 title claims abstract description 30
- 238000002360 preparation method Methods 0.000 title claims abstract description 18
- 229910052692 Dysprosium Inorganic materials 0.000 title claims abstract description 16
- KBQHZAAAGSGFKK-UHFFFAOYSA-N dysprosium atom Chemical compound [Dy] KBQHZAAAGSGFKK-UHFFFAOYSA-N 0.000 title claims abstract description 16
- 239000003446 ligand Substances 0.000 title claims abstract description 14
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims abstract description 27
- 230000005291 magnetic effect Effects 0.000 claims abstract description 22
- 239000000126 substance Substances 0.000 claims abstract description 5
- 238000010438 heat treatment Methods 0.000 claims abstract description 4
- 238000006243 chemical reaction Methods 0.000 claims description 9
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 7
- HNUFDBQIXGQAEX-UHFFFAOYSA-N 2-chloroquinolin-8-ol Chemical compound C1=C(Cl)N=C2C(O)=CC=CC2=C1 HNUFDBQIXGQAEX-UHFFFAOYSA-N 0.000 claims description 2
- 239000000463 material Substances 0.000 claims 1
- 230000006698 induction Effects 0.000 abstract description 8
- 239000000696 magnetic material Substances 0.000 abstract description 5
- 239000000047 product Substances 0.000 description 23
- RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 description 22
- 239000005297 pyrex Substances 0.000 description 22
- 239000013078 crystal Substances 0.000 description 16
- 238000012512 characterization method Methods 0.000 description 8
- 239000002904 solvent Substances 0.000 description 7
- 230000035484 reaction time Effects 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 4
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 3
- 239000005457 ice water Substances 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 229960000583 acetic acid Drugs 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000012362 glacial acetic acid Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 229960003540 oxyquinoline Drugs 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 239000012265 solid product Substances 0.000 description 2
- 238000000547 structure data Methods 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 150000001204 N-oxides Chemical class 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 229960002172 chlorquinaldol Drugs 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 125000003963 dichloro group Chemical group Cl* 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000012065 filter cake Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000010298 pulverizing process Methods 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
- 239000007787 solid Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 230000005641 tunneling Effects 0.000 description 1
Classifications
-
- 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
- C07F5/003—Compounds containing elements of Groups 3 or 13 of the Periodic Table without C-Metal linkages
-
- 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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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Power Engineering (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
The invention discloses a kind of using 2- methyl -5,7-dichloro-8-hydroxyquinoline as monokaryon dysprosium complex of ligand and its preparation method and application.The chemical formula of the complex are as follows: [Dy (L)3(HL)], wherein L is that 2- methyl -5,7- dichloro-8-hydroxyquinoline sloughs hydroxyl hydrogen atom, one unit negative charge of band；HL is 2- methyl -5,7-dichloro-8-hydroxyquinoline；The complex belongs to anorthic system, P-1 space group.Complex of the present invention the preparation method comprises the following steps: taking Dy (NO3)3·6H2O and 2- methyl -5,7- dichloro-8-hydroxyquinoline, is dissolved with methanol, adjusts pH=6.5~7.8 of acquired solution, gained mixed liquor reacted under heating condition to get.Complex preparation method provided by the invention is simple, low in cost, reproducible, shows as the slow relaxation magnetic behavior of field induction at low temperature, can be used for preparing magnetic material.
Description
Technical field
The present invention relates to a kind of using 2- methyl -5,7-dichloro-8-hydroxyquinoline as the monokaryon dysprosium complex and its system of ligand
Preparation Method and application, belong to technical field of magnetic materials.
Background technique
It is only to show slow relaxation, quantum tunneling and quantum Interference etc. due to the particularity of structure for single molecular magnets
Special magnetic phenomenon, make its quantum computer, in terms of there is potential application prospect.
Further investigation along with researcher to single molecular magnets relaxation mechanism, at the same it is quick with characterization technique
Development, more and more rare earth single molecular magnets with practical value are synthesized, but have been had not yet to see chemical formula and be
[Dy(C10H6NOCl2)3(C10H7NOCl2)] magnetic material relevant report.
Summary of the invention
The technical problem to be solved in the present invention is to provide it is a kind of new with 2- methyl -5,7-dichloro-8-hydroxyquinoline be with
Monokaryon dysprosium complex of body and its preparation method and application.
It is of the present invention with 2- methyl -5,7- dichloro-8-hydroxyquinoline be ligand monokaryon dysprosium complex, the complex
Chemical formula are as follows: [Dy (L)3(HL)], wherein L is that 2- methyl -5,7- dichloro-8-hydroxyquinoline sloughs hydroxyl hydrogen atom, band one
A unit negative charge；HL is 2- methyl -5,7-dichloro-8-hydroxyquinoline；
The complex belongs to anorthic system, P-1 space group, and cell parameter is α=87.889 (5) °, β=80.540 (6) °, γ=67.372 (6) °.
2- methyl -5,7- dichloro-8-hydroxyquinoline involved in above-mentioned technical proposal, can be with reference to existing literature (such as
JiantongCui,Synthesis of chlorquinaldol,Zhongguo Yiyao Gongye Zazhi,39(2008),
733；Either Oleg V.Larionov, Direct, catalytic, and regioselective synthesis of 2-
alkyl-,aryl-,and alkenyl-substituted N-heterocycles from N-oxides,Organic
Letters, 16 (2014), 864-867) etc. the methods of reports prepared, can also be synthesized with designed, designed scheme, can also be straight
Connect purchase.
It is of the present invention using 2- methyl -5,7-dichloro-8-hydroxyquinoline as the molecular formula of the monokaryon dysprosium complex of ligand
For C40H25Cl8DyN4O4, molecular weight 1071.5.
It is of the present invention using 2- methyl -5,7-dichloro-8-hydroxyquinoline as the crystal knot of the monokaryon dysprosium complex of ligand
Structure data are as described in Table 1, and part bond distance's bond angle data are as described in Table 2.
Table 1:[Dy (L)3(HL)] crystallographic parameter
Table 2:[Dy (L)3(HL)] part bond distanceBond angle (°) table
Applicants have found that it is of the present invention with 2- methyl -5,7- dichloro-8-hydroxyquinoline be ligand monokaryon dysprosium
The magnetic property of complex shows as slow relaxation magnetic behavior.Therefore, the invention also includes above-mentioned with the chloro- 8- of 2- methyl -5,7- bis-
Oxyquinoline is that the monokaryon dysprosium complex of ligand is preparing the application in magnetic material.
Above-mentioned using 2- methyl -5,7-dichloro-8-hydroxyquinoline is the monokaryon dysprosium complex of ligand the preparation method comprises the following steps: taking Dy
(NO3)3·6H2O and 2- methyl -5,7- dichloro-8-hydroxyquinoline, is dissolved with methanol, adjust the pH=6.5 of acquired solution~
7.8, gained mixed liquor reacted under heating condition to get.
In above-mentioned preparation method, the Dy (NO3)3·6H2O and 2- methyl -5,7-dichloro-8-hydroxyquinoline molar ratio
For stoichiometric ratio, usually 4:1.
In above-mentioned preparation method, methanol is used as solvent, and dosage can determine as needed, usually can dissolve participation
The raw material of reaction is advisable, specifically, to be calculated on the basis of 2- methyl -5,7- dichloro-8-hydroxyquinoline of 1mmol, whole raw materials
Total dosage of mixed solvent used is generally 6~8mL.It, can be by Dy (NO in specific the step of dissolving3)3·6H2O and 2- first
Base -5,7- dichloro-8-hydroxyquinoline is dissolved with solvent respectively, is remixed and is reacted together, can also be by Dy (NO3)3·6H2O and 2-
Solubilizer dissolves again after methyl -5,7-dichloro-8-hydroxyquinoline mixing.Applicant has found during the test, only when using first
Title complex generation is just had when alcohol is as solvent.
In above-mentioned preparation method, the pH value of solution can be adjusted using existing common alkaline matter, is preferably used
The pH value of triethylamine adjusting solution.In technical solution of the present invention, pH=6.8~7.3 of solution are preferably adjusted.
In above-mentioned preparation method, resulting mixed liquor is placed in container after will usually adjusting pH value, after liquid nitrogen frozen
It is evacuated to vacuum, is sealed, is placed under heating condition reacts again later.The reaction preferably carries out under the conditions of 60~100 DEG C,
The time reacted under the conditions of above-mentioned temperature is usually 30~80h, is also possible to 80h or more；It will preferably control in the reaction time
System is in 60~80h.Reaction more preferably carries out under the conditions of 80~100 DEG C.Generally use heavy wall hard glass closed at one end
Pipe come contain adjust pH value after resulting mixed liquor.
Compared with prior art, the present invention provides a kind of new with 2- methyl -5,7- dichloro-8-hydroxyquinoline for ligand
Monokaryon dysprosium complex [Dy (L)3(HL)] and preparation method thereof, applicant is in research it has also been found that the complex shows at low temperature
For slow relaxation magnetic behavior, can be used for preparing magnetic material；In addition, the preparation method of the complex is simple, low in cost, repetition
Property is good.
Detailed description of the invention
Fig. 1 is [Dy (L) made from the embodiment of the present invention 13(HL)] structure chart；
Fig. 2 is [Dy (L) made from the embodiment of the present invention 13(HL)] infrared spectrogram；
Fig. 3 is [Dy (L) made from the embodiment of the present invention 13(HL)] χm, χmT-T curve graph；
Fig. 4 is [Dy (L) made from the embodiment of the present invention 13(HL)] M-H curve graph；
Fig. 5 is [Dy (L) made from the embodiment of the present invention 13(HL)] exchange curve graph.
Specific embodiment
The present invention is described in further detail combined with specific embodiments below, content to better understand the invention, but
The present invention is not limited to following embodiments.
The methyl of 2- involved in following embodiment -5,7-dichloro-8-hydroxyquinoline is prepared using following methods:
- 8 oxyquinoline of 0.1mol 2- methyl is added in the cold glacial acetic acid of 100mL, then 0.05mol dichloro sea
Because being divided into two parts, it is added portionwise in the glacial acetic acid solution of substrate.After every part adds, continuation is reacted in ice-water bath.It is anti-after 3h
It should terminate, reaction solution is poured into ice water, constantly stir, obtain the precipitating of yellow.It filters, filter cake rinses three with ice water
It is secondary, it is dry under room temperature, obtain the solid of yellow.Crude product recrystallizing methanol obtains the chloro- 8- of target product 2- methyl -5,7- bis-
Oxyquinoline.Elemental analysis (%) (C10H7NOCl2), experiment value: C, 52.93, H, 3.10, N, 6.06；Theoretical value: C, 52.63,
H, 3.07, N, 6.14.
Embodiment 1
By 92mg (about 0.4mmol) ligand 2- methyl -5,7-dichloro-8-hydroxyquinoline and 46mg (about 0.1mmol) Dy
(NO3)3·6H2O is added in the Pyrex pipe closed at one end for being about 18cm, and 1.2mL methanol is added, and it is (molten at this time that 2 drop triethylamines are added dropwise
Liquid pH value is 7.0), Pyrex pipe to be vacuumized, by its another end closure.The Pyrex pipe sealed is placed under the conditions of 80 DEG C and is kept the temperature
72h is reacted, is taken out, cooled to room temperature, Pyrex bottom of the tube, which can be observed, there are red bulk crystals to be precipitated.Yield 70.6%.
Above-mentioned products therefrom is characterized:
1) crystal structure analysis:
The intact red bulk crystals of surface texture are measured by single crystal diffraction to determine its crystal structure, gained crystal knot
For structure data as shown in aforementioned table 1, bond distance's bond angle data are as shown in Table 2 above, chemical structure such as Fig. 1 of gained red bulk crystals
It is shown, determine that the red bulk crystals of gained are title complex [Dy (L)3(HL)], wherein L is that 2- methyl -5,7- bis- is chloro-
8-hydroxyquinoline sloughs the negative electrical charge of phenolic hydroxyl group hydrogen atom one unit of band, and HL is 2- methyl -5,7- dichloro-8-hydroxyquinoline；
The molecular formula of the monokaryon dysprosium complex is C40H25Cl8DyN4O4, molecular weight 1071.5.Fig. 2 is the infrared light of gained complex
Spectrogram.
2) magnetic property measures:
Take [the Dy (L) of complex made from 0.032g the present embodiment3(HL)] it is carried out in magnetic measurement system after pulverizing magnetic
Test obtains shown in exchange curve such as Fig. 5 (curve of the real and imaginary parts including exchange to temperature) of complex, complex
χM, χMT-T curve graph and M-H figure are as shown in Figure 3 and Figure 4 respectively.
As shown in Figure 5, in low temperature part, the test exchange off field outside certain direct current, discovery real and imaginary parts have bright
Simultaneously there is signal peak in aobvious frequency dependent behavior, it was demonstrated that it is of the present invention with 2- methyl -5,7- dichloro-8-hydroxyquinoline be with
The monokaryon dysprosium complex [Dy (L) of body3(HL)] the slow relaxation magnetic behavior of field induction is shown as at low temperature.
Comparative example 1
Embodiment 1 is repeated, unlike: use water to replace methanol as solvent.
There is the precipitation of yellow strip product in Pyrex pipe after taking out Pyrex pipe and cooled to room temperature.Take products therefrom
The structural characterizations such as single crystal diffraction are carried out, learning that products therefrom is not is title complex described herein.
Comparative example 2
Repeat embodiment 1, unlike: solvent is changed to be made of chloroform and water, total dosage is constant, wherein chloroform and
The volume ratio of water is 1:1.
It takes out Pyrex to manage and be clear solution in Pyrex pipe after cooled to room temperature, and there are no solid product
It is precipitated.
Comparative example 3
Repeat embodiment 1, unlike: solvent is changed to be made of first alcohol and water, total dosage is constant, wherein methanol and
The volume ratio of water is 1:1.
It takes out Pyrex to manage and be clear solution in Pyrex pipe after cooled to room temperature, and there are no solid product
Analysis.
Embodiment 2
Embodiment 1 is repeated, unlike: by 2- methyl -5,7- dichloro-8-hydroxyquinoline and Dy (NO3)3·6H2O difference
It is dissolved with 0.6mL methanol, then remixes together, reacted again after adjusting pH.
Pyrex is taken out to manage and there are red bulk crystals to be precipitated in Pyrex bottom of the tube after cooled to room temperature.Yield
67%.
Structural characterization is carried out to products therefrom, is determined as title complex [Dy (L)3(HL)].To the magnetics of products therefrom
Products therefrom known to property representation shows as the slow relaxation magnetic behavior of field induction at low temperature.
Embodiment 3
Embodiment 1 is repeated, unlike: 80h will be extended in the reaction time.
Pyrex is taken out to manage and there are red bulk crystals to be precipitated in Pyrex bottom of the tube after cooled to room temperature.Yield
71%.
Structural characterization is carried out to products therefrom, is determined as title complex [Dy (L)3(HL)].To the magnetics of products therefrom
Products therefrom known to property representation shows as the slow relaxation magnetic behavior of field induction at low temperature.
Embodiment 4
Embodiment 1 is repeated, unlike: 90h will be extended in the reaction time.
Pyrex is taken out to manage and there are red bulk crystals to be precipitated in Pyrex bottom of the tube after cooled to room temperature.Yield
66%.
Structural characterization is carried out to products therefrom, is determined as title complex [Dy (L)3(HL)].To the magnetics of products therefrom
Products therefrom known to property representation shows as the slow relaxation magnetic behavior of field induction at low temperature.
Embodiment 5
Embodiment 1 is repeated, unlike: reaction temperature is changed to 70 DEG C.
Pyrex is taken out to manage and there are red bulk crystals to be precipitated in Pyrex bottom of the tube after cooled to room temperature.Yield
63%.
Structural characterization is carried out to products therefrom, is determined as title complex [Dy (L)3(HL)].To the magnetics of products therefrom
Products therefrom known to property representation shows as the slow relaxation magnetic behavior of field induction at low temperature.
Embodiment 6
Embodiment 1 is repeated, unlike: reaction temperature is changed to 100 DEG C, 30h will be changed in the reaction time.
Pyrex is taken out to manage and there are red bulk crystals to be precipitated in Pyrex bottom of the tube after cooled to room temperature.Yield
62%.
Structural characterization is carried out to products therefrom, is determined as title complex [Dy (L)3(HL)].To the magnetics of products therefrom
Products therefrom known to property representation shows as the slow relaxation magnetic behavior of field induction at low temperature.
Embodiment 7
Embodiment 1 is repeated, unlike: reaction temperature is changed to 40 DEG C, 60h will be changed in the reaction time.
Pyrex is taken out to manage and there are red bulk crystals to be precipitated in Pyrex bottom of the tube after cooled to room temperature.Yield
55%.
Structural characterization is carried out to products therefrom, is determined as title complex [Dy (L)3(HL)].To the magnetics of products therefrom
Products therefrom known to property representation shows as the slow relaxation magnetic behavior of field induction at low temperature.
Claims (6)
1. taking 2- methyl -5,7- dichloro-8-hydroxyquinoline as the monokaryon dysprosium complex of ligand, it is characterised in that:
The chemical formula of the complex are as follows: [Dy (L)3(HL)], wherein L is that 2- methyl -5,7- dichloro-8-hydroxyquinoline sloughs hydroxyl
Hydrogen atom, one unit negative charge of band；HL is 2- methyl -5,7-dichloro-8-hydroxyquinoline；
The complex belongs to anorthic system, P-1 space group, and cell parameter is α=87.889 (5) °, β=80.540 (6) °, γ=67.372
(6)°。
2. the preparation method of complex described in claim 1, it is characterised in that: take Dy (NO3)3·6H2O and 2- methyl -5,7- two
Chloro-8-hydroxyquinoline is dissolved with methanol, adjusts pH=6.5~7.8 of acquired solution, and gained mixed liquor is anti-under heating condition
It should be to get.
3. preparation method according to claim 2, it is characterised in that: reaction carries out under the conditions of 60~100 DEG C.
4. preparation method according to claim 2, it is characterised in that: the time of reaction is 30~80h or 80h or more.
5. preparation method according to claim 2, it is characterised in that: adjust the pH value of solution with triethylamine.
6. described in claim 1 preparing magnetic by the monokaryon dysprosium complex of ligand of 2- methyl -5,7-dichloro-8-hydroxyquinoline
Application in property material.
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| CN110981898A (en) * | 2019-10-12 | 2020-04-10 | 广西师范大学 | Low-toxicity rare earth complex and preparation method and application thereof |
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|---|---|---|---|---|
| CN104098613A (en) * | 2014-07-14 | 2014-10-15 | 天津师范大学 | Dy (III)-Ni (II) mixed-metal magnetic complex constructed by mixed ligand as well as preparation method and application of complex |
| CN104119402A (en) * | 2014-08-01 | 2014-10-29 | 南京大学 | Organic dysprosium phosphonate complex with unimolecular magnetic behavior and fluorescent fine structure |
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|---|---|---|---|---|
| CN104098613A (en) * | 2014-07-14 | 2014-10-15 | 天津师范大学 | Dy (III)-Ni (II) mixed-metal magnetic complex constructed by mixed ligand as well as preparation method and application of complex |
| CN104119402A (en) * | 2014-08-01 | 2014-10-29 | 南京大学 | Organic dysprosium phosphonate complex with unimolecular magnetic behavior and fluorescent fine structure |
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| 喹啉类低核稀土单分子磁体合成及性质研究;张达;《中国优秀硕士学位论文全文数据库 工程科技Ⅰ辑》;20170315;第1-39页 |
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