CN104485193A - Magnetic material constructed by adopting acyl hydrazone schiff base as ligand and preparation method of magnetic material - Google Patents
Magnetic material constructed by adopting acyl hydrazone schiff base as ligand and preparation method of magnetic material Download PDFInfo
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Abstract
The invention discloses a magnetic material constructed by adopting acryl hydrazone Schiff base as a ligand and a preparation method of the magnetic material. The chemical formula of the magnetic material is [Dy2L2(CH3COO)2(DMF)2], wherein L is 2-aldehyde-8-hydroxyquinoline salicyloyl hydrazone, and DMF is N,N-dimethylformamide. The preparation method of the magnetic material comprises the following steps: dissolving Dy(CH3COO)3 6H2O and 2-aldehyde-8-hydroxyquinoline salicyloyl hydrazone in a mixed solvent of anhydrous methyl alcohol and N,N-dimethylformamide to obtain a solution, adjusting the pH of the solution to 7.5 to 9.5, placing the mixed solution into a container, freezing, vacuumizing, fusion sealing, and facilitating the reaction at the condition of 60 to 100 DEG C to obtain the magnetic material. The magnetic material is integrally embodied in paramagnetism. The preparation method is simple, low in cost, relatively high in yield and good in repeatability.
Description
Technical field
The present invention relates to a kind of magnetic material constructed for part with acylhydrazone class schiff bases and preparation method thereof, belong to technical field of magnetic materials.
Background technology
Schiff bases is the very important part of a class, it various informative, analyzes, R from structure
1r
2c=NR
3(R
1, R
2, R
3can alkyl be respectively, hydrogen, cyclohexyl, aromatic radical or heterocycle) middle R
1, R
2, R
3all can be replaced by various group.What schiff bases was most crucial is C=N group, the lone pair electrons that its nitrogen-atoms hybridized orbit has, and gives its important chemistry and meaning biologically.Acylhydrazone is as the special schiff bases of a class, have very strong coordination ability, its energy and transition metal, rare earth ion etc. form complex, its complex, at analysis, catalysis, optical material, magnetic material, particularly has actual application prospect at biochemical field.Therefore, the research of complex that acylhydrazone and derivative thereof are constructed becomes one of focus of current Coordinative Chemistry research.
Magnetic material, owing to being subject to the impact of information technology middle-high density magnetic storage apparatus and quantum computer fast development, causes the broad interest of researcher.Along with the further investigation of researcher to single molecular magnets relaxation mechanism, simultaneously along with the fast development of characterization technique, the rare earth single molecular magnets more and more with practical value is synthesized out, but what be in the news at present is part with acylhydrazone class schiff bases rareearth magnetic material is fewer, and there is not yet chemical formula is [Dy
2l
2(CH
3cOO)
2(DMF)
2] the relevant report of rareearth magnetic material.
Summary of the invention
The technical problem to be solved in the present invention is to provide a kind of magnetic material constructed for part with acylhydrazone class schiff bases and preparation method thereof.
The magnetic material constructed for part with acylhydrazone class schiff bases of the present invention, its chemical formula is:
[Dy
2L
2(CH
3COO)
2(DMF)
2]
Wherein, L is 2-aldehyde radical-oxine contracting salicyloyl hydrazone, and DMF is DMF.
The molecular formula C of above-mentioned rareearth magnetic material
44h
42n
8dy
2o
12, molecular weight is: 1199.86.
The crystal structural data of rareearth magnetic material of the present invention is shown in following table 1, and part bond distance bond angle data are shown in following table 2.
Table 1 [Dy
2l
2(CH
3cOO)
2(DMF)
2] crystallographic parameter
aR
1=Σ||F
o|–|F
c||/Σ|F
o|.
bwR
2=[Σw(|F
o 2|–|F
c 2|)
2/Σw(|F
o 2|)
2]
1/2
Table 2 [Dy
2l
2(CH
3cOO)
2(DMF)
2] bond distance (
) and bond angle (°)
Applicant studies discovery, of the present invention with acylhydrazone class schiff bases for the magnetic material that part is constructed has following magnetic property: there is ferromagnetic exchange between two dysprosium ions in molecule, its general performance is paramagnetism.
The preparation method of the above-mentioned magnetic material constructed for part with acylhydrazone class schiff bases is: get Dy (CH
3cOO)
36H
2o and 2-aldehyde radical-oxine contracting salicyloyl hydrazone, with absolute methanol and N, the mixed solvent of dinethylformamide composition dissolves, regulate pH=7.5 ~ 9.5 of gained solution, gained mixed liquor is placed in container, after liquid nitrogen frozen, be evacuated to vacuum, sealing by fusing, then react under 60 ~ 100 DEG C of conditions, namely obtain the magnetic material [Dy constructed for part with acylhydrazone class schiff bases
2l
2(CH
3cOO)
2(DMF)
2].
In above-mentioned preparation method, described Dy (CH
3cOO)
36H
2the mol ratio of O and 2-aldehyde radical-oxine contracting salicyloyl hydrazone is stoichiometric proportion, is generally 2:1.2-aldehyde radical-oxine contracting salicyloyl hydrazone as raw material can be prepared by the method for existing bibliographical information (as list of references Yong-chun Liu, Crystal structures, antioxidation and DNA binding properties of Eu (III) complexeswith Schiff-base ligands derived from 8-hydroxyquinoline-2-carboxyaldehyde andthree aroylhydrazines, Journal of Inorganic Biochemistry 103 (2009) 1014 ~ 1022 is prepared), also can designed, designed synthetic route be prepared.
In above-mentioned preparation method, in described mixed solvent, absolute methanol and N, dinethylformamide volume ratio can be any proportioning, be preferably 1 ~ 3:1 ~ 3, be preferably chosen as 1:1,1:2,2:1,1:3,3:1 or 2:1, most preferably be 1:1.The consumption of described mixed solvent can be determined as required, is usually advisable can dissolve the raw material participating in reaction.Particularly, with the 2-of 1mmol aldehyde radical-oxine contracting salicyloyl hydrazone for benchmark, total consumption of whole raw material polar solvent used is generally 1.8 ~ 5mL.In concrete step of dissolving, can by Dy (CH
3cOO)
36H
2o and 2-aldehyde radical-oxine contracting salicyloyl hydrazone dissolves with polar solvent respectively, then mixes reaction, also can by Dy (CH
3cOO)
36H
2additive polarity dissolution with solvents again after the mixing of O and 2-aldehyde radical-oxine contracting salicyloyl hydrazone.
In above-mentioned preparation method, existing conventional alkaline matter can be adopted to regulate the pH value of solution, preferably adopt triethylamine to regulate the pH value of solution.In technical scheme of the present invention, preferably regulate pH=7.5 ~ 9.0 of solution.
In above-mentioned preparation method, described container is generally the heavy-walled glass pipe that one end is closed, and the time that gained mixed liquor is placed on reaction at 75 ~ 100 DEG C is generally 20 ~ 48h, also can be more than 48h; Preferably will control in the reaction time at 24 ~ 48h; Reaction is preferably carried out under 75 ~ 100 DEG C of conditions.
Compared with prior art, the invention provides a kind of magnetic material [Dy constructed for part with acylhydrazone class schiff bases newly
2l
2(CH
3cOO)
2(DMF)
2] and preparation method thereof, the magnetic property of this magnetic material is: there is ferromagnetic exchange between two dysprosium ions in molecule, and its general performance is paramagnetism; Preparation method of the present invention is simple, chemical constituent is easy to control in low raw-material cost, reaction system, productive rate is higher and very well repeated.
Accompanying drawing explanation
Fig. 1 is the [Dy that the embodiment of the present invention 1 obtains
2l
2(CH
3cOO)
2(DMF)
2] structure chart;
Fig. 2 is the [Dy that the embodiment of the present invention 1 obtains
2l
2(CH
3cOO)
2(DMF)
2] χ
m-T, χ
mt-T curve chart;
Fig. 3 is the [Dy that the embodiment of the present invention 1 obtains
2l
2(CH
3cOO)
2(DMF)
2] real part that exchanges and imaginary part be to the curve chart of temperature;
Fig. 4 is the [Dy that the embodiment of the present invention 1 obtains
2l
2(CH
3cOO)
2(DMF)
2] X-ray powder diffraction curve chart;
Fig. 5 is the [Dy that the embodiment of the present invention 1 obtains
2l
2(CH
3cOO)
2(DMF)
2] infrared curve chart;
Fig. 6 is the high resolution mass spectrum figure of the 2-aldehyde radical-oxine contracting salicyloyl hydrazone related in the embodiment of the present invention.
Embodiment
Below in conjunction with specific embodiment, the present invention is described in further detail, to set forth content of the present invention better, but the present invention is not limited in following examples.
The 2-aldehyde radical related in following embodiment-oxine contracting salicyloyl hydrazone adopts following methods preparation:
Get 2-aldehyde radical-oxine and the salicylyl hydrazine mol ratio according to 1:1,80 DEG C of oil bath backflow 24h in ethanolic solution, revolve after reaction terminates and evaporate partial solvent, leave standstill and separate out a large amount of yellow needle-like crystals, with ethanol washing several, namely vacuumize obtain 2-aldehyde radical-oxine contracting salicyloyl hydrazone.Elementary analysis (C
17h
13n
3o
3) experiment value: C, 66.42; H, 4.27; N, 13.66; Theoretical value: C, 66.44; H, 4.26; N, 13.67.Carried out confirming that (330.0853 is L+Na to it with high resolution mass spectrum simultaneously
+, 308.1033 is L+H
+), its spectrogram is as shown in Figure 6.Therefore, can determine that products therefrom is 2-aldehyde radical-oxine contracting salicyloyl hydrazone.
Embodiment 1
Magnetic material [the Dy constructed for part with acylhydrazone class schiff bases that the present invention relates to
2l
2(CH
3cOO)
2(DMF)
2], wherein L is 2-aldehyde radical-oxine contracting salicyloyl hydrazone, and DMF is DMF.
Above-mentioned magnetic material [the Dy constructed for part with acylhydrazone class schiff bases
2l
2(CH
3cOO)
2(DMF)
2] preparation method be:
The proportioning being 2:1 according to mol ratio takes analytically pure Dy (CH
3cOO)
36H
2o and 2-aldehyde radical-oxine contracting salicyloyl hydrazone (wherein Dy (CH
3cOO)
36H
2o is 0.1mmol, i.e. 0.0898g), be placed in beaker, then add the mixed solvent be made up of 1.6mL absolute methanol and 0.8mL DMF, dissolve, shake up, then with analyzing the pH=8 of pure triethylamine adjustment gained solution; Gained mixed liquor proceeds to and is about in the Pyrex heavy-walled glass pipe of 25cm, vacuumizes tube sealing with liquid nitrogen frozen, then the Pyrex heavy-walled glass pipe of sealing by fusing is placed in insulation reaction 48h under 80 DEG C of conditions; Naturally cool to room temperature, in pipe, have red hexagonal crystal to generate.Output: 35mg, productive rate: 68.33%.
Embodiment 1 products therefrom is characterized:
1) crystal structure analysis:
Undertaken measuring the intact red hexagonal crystal of surface texture to determine its mono-crystalline structures by Agilent company SuperNova single crystal diffractometer, resulting structures data see above states table 1, bond distance's bond angle data see above states table 2, the chemical constitution of the red hexagonal crystal of gained as shown in Figure 1, determines that the red crystals of gained is the magnetic material [Dy constructed for part with acylhydrazone class schiff bases of the present invention
2l
2(CH
3cOO)
2(DMF)
2], wherein L is 2-aldehyde radical-oxine contracting salicyloyl hydrazone, and DMF is DMF, and the molecular formula of this magnetic material is C
44h
42n
8dy
2o
12, molecular weight is: 1199.86.
2) magnetic property measures:
Get the magnetic material [Dy constructed for part with acylhydrazone class schiff bases that 0.0251g the present embodiment obtains
2l
2(CH
3cOO)
2(DMF)
2] pulverize after on Magnetic Test instrument, carry out Magnetic Test, obtain the χ of magnetic material
m-T, χ
mt-T curve chart is as Fig. 2, and the real part that magnetic material exchanges and imaginary part are to the curve chart of temperature as shown in Figure 3.
From Fig. 2 and Fig. 3, the magnetic material [Dy constructed for part with acylhydrazone class schiff bases of the present invention
2l
2(CH
3cOO)
2(DMF)
2] at room temperature χ
mt is 31.2cm
3kmol
-1, along with temperature reduces, χ
mt raises gradually, reaches maximum 62.4cm to 2K
3kmol
-1.And χ
m – 1-T curve defers to Curie-Weiss law, and obtaining Weiss constant to its matching is 44.9K, and Curie constant is 58.2cm
3kmol
– 1.Positive Weiss constant and χ
mt-T curvilinear trend all shows to there is ferromagnetic exchange between dysprosium ion in molecule, and its general performance is paramagnetism.
3) X-ray powder diffraction:
Use the magnetic material [Dy constructed for part with acylhydrazone class schiff bases that Rigaku electric machine industry Co., Ltd. D/max-2500V/PC diffractometer obtains the present embodiment
2l
2(CH
3cOO)
2(DMF)
2] test at ambient temperature, gained XRD curve chart is as shown in Figure 4.
4) IR Characterization:
By U.S. Nicolet 360FT-IR type Fourier transformation infrared spectrometer (KBr compressing tablet), to the magnetic material [Dy constructed for part with acylhydrazone class schiff bases that the present embodiment obtains
2l
2(CH
3cOO)
2(DMF)
2] carry out infrared analysis, take the photograph spectral limit 400 ~ 4000cm
-1, gained infrared spectrum spectrogram as shown in Figure 5.
Embodiment 2
Repeat embodiment 1, with its unlike:
1) by Dy (CH
3cOO)
36H
2the amount of O changes to 0.05mmol, i.e. 0.0449g;
2) changed to by mixed solvent by 1.4mL absolute methanol and 0.7mLN, dinethylformamide forms;
3) pH value of solution is adjusted to 8.5;
4) control reaction temperature at 90 DEG C, the reaction time controls at 24h.
Mono-crystalline structures sign and X-ray powder diffraction sign are carried out to the product of gained, determines that target product is the magnetic material [Dy constructed for part with acylhydrazone class schiff bases
2l
2(CH
3cOO)
2(DMF)
2], to the known gained magnetic material of the Magnetic Characterization of product at room temperature χ
mt is 31.2cm
3kmol
-1, along with temperature reduces, χ
mt raises gradually, reaches maximum 62.4cm to 2K
3kmol
-1.And χ
m – 1-T curve defers to Curie-Weiss law, and obtaining Weiss constant to its matching is 44.9K, and Curie constant is 58.2cm
3kmol
– 1.Positive Weiss constant and χ
mt-T curvilinear trend all shows to there is ferromagnetic exchange between dysprosium ion in molecule, and its general performance is paramagnetism.
Embodiment 3
Repeat embodiment 1, with its unlike: the pH value of solution is adjusted to 9.0.
Mono-crystalline structures sign and X-ray powder diffraction sign are carried out to the product of gained, determines that target product is the magnetic material [Dy constructed for part with acylhydrazone class schiff bases
2l
2(CH
3cOO)
2(DMF)
2], to the known gained magnetic material of the Magnetic Characterization of product at room temperature χ
mt is 31.2cm
3kmol
-1, along with temperature reduces, χ
mt raises gradually, reaches maximum 62.4cm to 2K
3kmol
-1.And χ
m – 1-T curve defers to Curie-Weiss law, and obtaining Weiss constant to its matching is 44.9K, and Curie constant is 58.2cm
3kmol
– 1.Positive Weiss constant and χ
mt-T curvilinear trend all shows to there is ferromagnetic exchange between dysprosium ion in molecule, and its general performance is paramagnetism.
Embodiment 4
Repeat embodiment 1, with its unlike:
1) changed to by mixed solvent by 1.8mL methyl alcohol and 0.6mLN, dinethylformamide forms;
2) pH value of solution is adjusted to 7.5.
Mono-crystalline structures sign and X-ray powder diffraction sign are carried out to the product of gained, determines that target product is the magnetic material [Dy constructed for part with acylhydrazone class schiff bases
2l
2(CH
3cOO)
2(DMF)
2], to the known gained magnetic material of the Magnetic Characterization of product at room temperature χ
mt is 31.2cm
3kmol
-1, along with temperature reduces, χ
mt raises gradually, reaches maximum 62.4cm to 2K
3kmol
– 1.And χ
m – 1-T curve defers to Curie-Weiss law, and obtaining Weiss constant to its matching is 44.9K, and Curie constant is 58.2cm
3kmol
– 1.Positive Weiss constant and χ
mt-T curvilinear trend all shows to there is ferromagnetic exchange between dysprosium ion in molecule, and its general performance is paramagnetism.
Claims (5)
1., with the magnetic material that acylhydrazone class schiff bases is constructed for part, its chemical formula is:
[Dy
2L
2(CH
3COO)
2(DMF)
2]
Wherein, L is 2-aldehyde radical-oxine contracting salicyloyl hydrazone, and DMF is DMF.
2. the preparation method of the magnetic material constructed for part with acylhydrazone class schiff bases according to claim 1, is characterized in that: get Dy (CH
3cOO)
36H
2o and 2-aldehyde radical-oxine contracting salicyloyl hydrazone, with by absolute methanol and N, the mixed solvent of dinethylformamide composition dissolves, regulate pH=7.5 ~ 9.5 of gained solution, gained mixed liquor is placed in container, after liquid nitrogen frozen, be evacuated to vacuum, sealing by fusing, then react under 60 ~ 100 DEG C of conditions, namely obtain the magnetic material [Dy constructed with acylhydrazone class Schiff base ligand
2l
2(CH
3cOO)
2(DMF)
2].
3. preparation method according to claim 2, is characterized in that: in described mixed solvent, and the volume ratio of absolute methanol and DMF is 1 ~ 3:1 ~ 3.
4. preparation method according to claim 2, is characterized in that: the pH value regulating solution with triethylamine.
5. preparation method according to claim 2, is characterized in that: the time of reaction is 20 ~ 48h or more than 48h.
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CN106966971A (en) * | 2017-04-21 | 2017-07-21 | 广西师范大学 | A kind of monokaryon dysprosium complex using the oxyquinoline of 2 methyl, 5,7 dichloro 8 as part and its preparation method and application |
CN107089999A (en) * | 2017-04-21 | 2017-08-25 | 广西师范大学 | A kind of monokaryon dysprosium complex and its preparation method and application |
CN107098921A (en) * | 2017-05-19 | 2017-08-29 | 广西师范大学 | The dysprosium complex constructed using 8 oxyquinoline acyl hydrazone derivatives as part and its synthetic method and application |
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CN106966971B (en) * | 2017-04-21 | 2019-06-28 | 广西师范大学 | It is a kind of using 2- methyl -5,7-dichloro-8-hydroxyquinoline as monokaryon dysprosium complex of ligand and its preparation method and application |
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