CN106589396A - Rare earth complex based on mixed ligand of 4-HNCP and terephthalic, preparing method, crystal structure and application thereof - Google Patents
Rare earth complex based on mixed ligand of 4-HNCP and terephthalic, preparing method, crystal structure and application thereof Download PDFInfo
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Abstract
The invention relates to a rare earth complex based on mixed ligand of 4-HNCP and terephthalic, a preparing method, crystal structure and application thereof. The molecular formula of the rare earth complex is [RE(4 NCP)(1,4 BDC)]n.xnH2O. The preparing method comprises the steps of mixing trivalent rare-earth slats, 4-HNCP and 1,4 H2BDC with the mole ratio of trivalent rare-earth slats to 4-HNCP to 1,4 H2BDC being 1:0.5-1.5:0.5-1.5, adding water and stirring the mixture for a while, using a NaOH solution to adjust pH to be 5-8, then transferring the mixed solution to a reaction kettle lined with teflon, conducting reaction at the temperature of 140-180 DEG C for 3-5 days, afterwards slowly cooling the temperature of the solution to the room temperature, using water to wash the product, and conducting airing at the room temperature to obtain a bulk crystal. The rare earth complex is applicable to aspects of catalysis of organic synthesis, preferential adsorption, separation of gases of H2, N2, O2, CO2, CH4 and the like, and is also applicable to preferential adsorption, separation, photocatalytic degradation of organic dyestuff and phenolic endocrine disrupter. The synthesis method is characterized in being strong in repeatability, high in productivity, stable in product performance and the like.
Description
Technical field
The invention belongs to coordination compound science and technology field, more particularly to a kind of to be based on 2- (4- carboxyl phenyls) imidazo
(4,5-f) (1,10) Phen and p-phthalic acid be the rare earth compounding of part, preparation method, crystal structure and its should
With.
Background technology
Metal-organic framework materials (MOFs) based on multi-functional part due to its not only in luminous, magnetic, adsorb and urge
Change (Y.J.Cui, Y.F.Yue, G.D.Qian, B.L.Chen, Chem.Rev.2012,112,1126；E.Coronado,
G.M.Espallargas,Chem.Soc.Rev.2013,42,1525-1539.H.H.Wu,Q.H.Gong,D.H.Olson,
J.Li,Chem.Rev.2012,112,836；N.Stock, S.Biswas, Chem.Rev.2012,112,933) etc. field have
Potential application, while they usually have various topological structure, therefore suffers from people and widely pays close attention to.
Construct ligand species used by MOFs functional materials various, wherein contain N, the multi-functional part application of O- coordination atoms
It is more, such as picolinic acid, pyrazine carboxylic acid, imidazolyl carboxylic acid (A.H.Yang, J.Y.Zou, W.M.Wang, X.Y.Shi, H.L.Gao,
J.Z.Cui,B.Zhao,Inorg.Chem.2014,53,7092；B.Masci,P.Thuéry,Cryst.Growth
Des.2008,8,1689；G.Yuan,K.Z.Shao,D.Y.Du,X.L.Wang,Z.M.Su,J.F.Ma,
CrystEngComm.2012,14,1865) part such as, not only itself coordination mode is changeable, and defines the tool of configurations
There are MOFs functional materials of different nature.Derivative of phenanthroline 2- (4- carboxyl phenyls) imidazo (4,5-f) (1,10) is adjacent luxuriant and rich with fragrance
Sieve quinoline (being abbreviated as 4-HNCP) is used as also N, the part of O- coordination atoms, with larger conjugated system, on existing imidazoles
N-H, there is carboxyl functional group again, it is easy to forms π-π and interacts and hydrogen bond action, is the prioritizing selection for constructing new MOFs materials
One of.Additionally, p-phthalic acid (Isosorbide-5-Nitrae-H2BDC) as a member of aromatic polycarboxylic acids part extended family, at two carboxyls
In 1,4, separated by phenyl ring, it is sterically hindered little, it is widely used in higher symmetry and good coordination property
Synthetic compound.According to investigation, so far, with 4-HNCP and Isosorbide-5-Nitrae-H2BDC constructs rare earth compounding MOFs as mixed ligand
Functional material has not been reported.
The content of the invention
The technical problem to be solved in the present invention is open one kind by 4-HNCP and 1,4-H2BDC for mixed ligand construct it is dilute
Native coordination compound and preparation method and application, the synthetic method has the advantages that repeated strong, yield height, properties of product are stable.
The technical scheme is that：
It is 2- (4- carboxyl phenyls) imidazo (4,5-f) (1,10) Phen based on 4-HNCP and p-phthalic acid is mixed
Close the rare earth compounding of part, it is characterised in that：Molecular formula is [RE (4-NCP) is (1,4-BDC)]n·xnH2O, wherein RE are represented
Trivalent rare earth La3+、Ce3+、Pr3+、Nd3+、Pm3+、Sm3+、Eu3+、Gd3+、Tb3+、Dy3+、Ho3+、Er3+、Tm3+、Yb3+、Lu3+, wherein
4-NCP-And 1,4-BDC2-The respectively 4-HNCP and 1,4-H of deprotonation2The anion ligand of BDC, x=3 or 4.
The invention has the beneficial effects as follows：
1. rare earth compounding of the present invention has big duct, is mainly used in catalysis organic synthesiss, selective absorption, separation
H2、N2、O2、CO2、CH4Deng gas, and the interference of selective absorption, separation, photocatalytically degradating organic dye and phenols incretion
Thing.
2. the synthetic method of the present invention has the features such as repeatability is strong, yield is high, properties of product are stable.
Description of the drawings
Fig. 1 is rare earth Pr coordination compounds [Pr (4-NCP) is (1,4-BDC)]n·4nH2The unit cell figure of O.
Fig. 2 (a) is rare earth Pr coordination compounds by 4-NCP--Part connects Pr3+The one-dimensional duplex structure figure that ion is formed；
(b) be rare earth Pr coordination compounds one-dimensional chain between by 1,4-BDC2-The two-dimensional layered structure figure that connection is constructed；
C () is rare earth Pr coordination compounds along the two-dimensional layered structure figure on b direction of principal axis；
(d) be rare earth Pr coordination compounds adjacent two-dimensional layer between by 1,4-BDC2-The three-dimensional net structure that connection is constructed
Figure.
Fig. 3 is that rare earth Pr coordination compounds have { 412.63)-pcu topological structure two-fold penetration tomograph.
Fig. 4 is the uv absorption spectra of rare earth Pr coordination compounds of the present invention and 4-HNCP parts.
Fig. 5 is the thermogravimetric curve figure of rare earth Pr coordination compounds of the present invention.
Specific embodiment
Rare earth compounding of the present invention can be widely used in catalysis organic synthesiss, selective absorption, separation H2、N2、O2、
CO2、CH4Deng gas, and selective absorption, separation, photocatalytically degradating organic dye and phenols endocrine disruptors.The series
The molecular formula of rare earth compounding is [RE (4-NCP) is (1,4-BDC)]n·xnH2O, wherein RE represent trivalent rare earth La3+、Ce3+、
Pr3+、Nd3+、Pm3+、Sm3+、Eu3+、Gd3+、Tb3+、Dy3+、Ho3+、Er3+、Tm3+、Yb3+、Lu3+, wherein 4-NCP-And 1,4-BDC2-
The respectively 4-HNCP and 1,4-H of deprotonation2The anion ligand of BDC, x=3 or 4.
The crystal structure of the serial rare-earth coordination compound is：The complex crystal belongs to monoclinic system, and space group is C2/c.
The unit cell units of coordination compound include a RE3+, a 1,4-BDC2-Part, a 4-NCP-Part and three or four it is free
Hydrone.RE3+Ion takes the coordination mode of nine coordinations, i.e., come from two different 4-NCP with three-The carboxyl of part
Oxygen, four come from three different Isosorbide-5-Nitrae-BDC2-The carboxyl oxygen of part, two come from a 4-NCP-The nitrogen-atoms of part
Coordination.Each 4-NCP-Part chelating-bridging coordination mode links three RE3+Ion, is built into one-dimensional duplex structure.Need
It is noted that in the serial rare-earth coordination compound, Isosorbide-5-Nitrae-BDC2-Part adopts in the structure two kinds of different coordination modes, i.e.,
Bidentate is chelated and bidentate bridging.Using the 1,4-BDC of bidentate bridging coordination mode2-Part connects adjacent one-dimensional double-strand and forms two
Dimension double-decker.Using the 1,4-BDC of Bidentate State mode2-Part connects adjacent two-dimensional layer and forms final three dimensional network
Network structure.If by using the 1,4-BDC of bidentate bridging coordination mode2-Two RE of part connection3+The double-core list that ion is formed
Unit regards the node of one six connection, Isosorbide-5-Nitrae-BDC as2-Part and 4-NCP-Part regards adapter as, then coordination compound will be presented as
One has { 412.63)-pcu topological structure six connection single node two-fold penetration three dimensional structure.Additionally, the series coordinates
Hydrogen bond present in thing further stabilizes the structure of coordination compound.
The preparation method of the serial rare-earth coordination compound is：By trivalent rare earth La3+、Ce3+、Pr3+、Nd3+、Pm3+、Sm3+、Eu3+、
Gd3+、Tb3+、Dy3+、Ho3+、Er3+、Tm3+、Yb3+、Lu3+Salt (nitrate, hydrochlorate, sulfate, acetate etc.), 4-HNCP and
1,4-H2BDC is with the ratio of the amount of material as 1:0.5～1.5:0.5～1.5 is mixed, and (water yield does not have to add a certain amount of water
Limit) after stirring a period of time, pH is adjusted between 5～8 with NaOH solution, then mixed solution is transferred to into politef
In the reactor of liner, after reacting 3～5 days at 140～180 DEG C, slow cooling washes room temperature after product with water and dries in the air to room temperature
The dry bulk crystals that obtain are rare earth compounding of the present invention.
Embodiment 1：
Chemical formula of the present invention is C28H23N4O10The rare earth Pr coordination compounds [Pr (4-NCP) is (1,4-BDC)] of Prn·
4nH2The preparation method of O is as follows：
By Pr (NO3)3·6H2O (0.0435g, 0.1mmol), 4-HNCP are 2- (4- carboxyl phenyls) imidazo (4,5-f)
(1,10) Phen (0.0340g, 0.1mmol) and 1,4-H2BDC (0.0166g, 0.1mmol) is blended in 10mL deionized waters
In, it is 6.5 to adjust pH with the NaOH solution of 1mol/L, in being then transferred into the teflon-lined reactor of 25mL,
React 3 days at 170 DEG C, slow cooling obtains yellow square crystal, as rare earth Pr coordination compounds to room temperature, and yield 32% is (with Pr
Meter).The theoretical value (%) of elementary analysiss:C,46.94；H,3.24；N,7.82；Experiment value (%):C,47.00；H,3.31；N,
7.79。
The relevant characterization of coordination compound
(1) crystal structure determination of rare earth Pr coordination compounds
The diffraction data of coordination compound is collected on Bruker SMART APEX CCD diffractometers, Mo-KαRay ()、293K.It is corrected using technology scanning.Crystal structure is with direct by SHELEXL-97 programs
Method is solved, and refine is carried out using SHELEXL-97 with complete matrix least square method.The temperature factor anisotropy of non-hydrogen atom
It is modified.Detailed crystallographic data is shown in Table 1；Important bond distance and bond angle data is shown in Table 2；Crystal structure is shown in Fig. 1-Fig. 3.
Rare earth Pr complex crystals belong to monoclinic system, and space group is C2/c, and cell parameter is α=90 °, β=94.9290 (10) °, γ=90 °,
As shown in figure 1, the unit cell units of coordination compound include a Pr3+, a 1,4-BDC2-Part, a 4-NCP- match somebody with somebody
Body and three or four free hydrones.Pr3+Ion takes the coordination mode of nine coordinations, i.e., come from two not with three
Same 4-NCP-The carboxyl oxygen of part, four come from three different Isosorbide-5-Nitrae-BDC2-The carboxyl oxygen of part, two come from one
4-NCP-The nitrogen-atoms coordination of part.Each 4-NCP-Part chelating-bridging coordination mode links three Pr3+Ion, structure
Build up one-dimensional duplex structure (Fig. 2 a).It is pointed out that in the serial rare-earth coordination compound, Isosorbide-5-Nitrae-BDC2-Part is in the structure
Using two kinds of different coordination modes, i.e. bidentate chelating and bidentate bridging.Using the 1,4-BDC of bidentate bridging coordination mode2-Match somebody with somebody
Body connects adjacent one-dimensional double-strand and forms two-dimensional double-layer structure (Fig. 2 b and 2c).Using the 1,4-BDC of Bidentate State mode2-
Part connects adjacent two-dimensional layer and forms final three-dimensional net structure (Fig. 2 d).If by using bidentate bridging coordination mode
1,4-BDC2-Two Pr of part connection3+The double-core unit that ion is formed regards the node of one six connection, Isosorbide-5-Nitrae-BDC as2-Part
And 4-NCP-Part regards adapter as, then coordination compound will be presented as one { 412.63)-pcu topological structure six connections
The three dimensional structure (Fig. 3) of the two-fold penetration of single node.Additionally, hydrogen bond present in the serial coordination compound further stabilizes cooperation
The structure of thing.
(2) research of the solid ultra-violet absorption spectrum of coordination compound
The solid ultra-violet absorption spectrum of rare earth Pr coordination compounds is tested on UV-3600 ultraviolet-visible-near-infrared spectrum instrument
's.
As shown in figure 4, coordination compound is in the test scope of 200-800nm, main ultraviolet absorption peak is located at 350-
360nm, is attributed to the characteristic absorption of part 4-HNCP, shows in the system, is main energy donor with part 4-HNCP
Electric charge transfer is there occurs and between rare earth ion.
(3) THERMAL STABILITY of coordination compound
The heat stability of coordination compound is have studied using STA449F3 synchronous solvings.As shown in figure 5, coordination compound table
Reveal good heat stability, in 70-140 DEG C, 375-660 DEG C, 690-906 DEG C of three temperature ranges free water is lost respectively
Molecule, 4-NCP-Part and 1,4-BDC2-Part.
Embodiment 2：
Chemical formula of the present invention is C28H23N4O10The rare-earth Sm coordination compound [Sm (4-NCP) is (1,4-BDC)] of Smn·
4nH2The preparation method of O is as follows：
By SmCl3·6H2O (0.0365g, 0.1mmol), 4-HNCP (0.0170g, 0.05mmol) and 1,4-H2BDC
(0.0166g, 0.1mmol) is blended in 12mL deionized waters, and it is 7 to adjust pH with the NaOH solution of 1mol/L, is then transferred into
In the teflon-lined reactor of 25mL, react 4 days at 160 DEG C, slow cooling obtains yellow square brilliant to room temperature
Body, as rare-earth Sm coordination compound.As yield 30% (in terms of Sm).The theoretical value (%) of elementary analysiss:C,46.33；H,3.19；
N,7.72；Experiment value (%):C,46.29；H,3.30；N,7.68.
The crystal structure determination of rare-earth Sm coordination compound is with Pr coordination compounds.Detailed crystallographic data is shown in Table 1；Important bond distance
2 are shown in Table with bond angle data；Crystal structure is similar to rare earth Pr coordination compounds.
It is characterized in that the complex crystal belongs to monoclinic system, space group is C2/c for the rare-earth Sm coordination compound of invention,
Cell parameter is α=90 °, β=
95.2190 (10) °, γ=90 °,
Embodiment 3：
Chemical formula of the present invention is C28H21N4O9The rare earth Nd coordination compound [Nd (4-NCP) is (1,4-BDC)] of Ndn·
3nH2The preparation method of O is as follows：
By Nd2(SO4)3(0.0577g, 0.1mmol), 4-HNCP (0.0510g, 0.15mmol) and 1,4-H2BDC
(0.0166g, 0.1mmol) is blended in 10mL deionized waters, and it is 5 to adjust pH with the NaOH solution of 0.7mol/L, is then shifted
To in the teflon-lined reactor of 25mL, react 3 days at 180 DEG C, slow cooling obtains yellow square brilliant to room temperature
Body, as rare earth Nd coordination compound.Yield 30% (in terms of Nd).The theoretical value (%) of elementary analysiss:C,47.92；H,3.02；N,
7.98；Experiment value (%):C,47.88；H,3.22；N,7.88.
The crystal structure determination of rare earth Nd coordination compound is with Pr coordination compounds.Detailed crystallographic data is shown in Table 1；Important bond distance
2 are shown in Table with bond angle data；Crystal structure is similar to rare earth Pr coordination compounds.
It is characterized in that the complex crystal belongs to monoclinic system, space group is C2/c for the rare earth Nd coordination compound of invention,
Cell parameter is α=90 °, β=
95.115 (3) °, γ=90 °,
Embodiment 4：
Chemical formula of the present invention is C28H21N4O9The rare earth Eu coordination compounds [Eu (4-NCP) is (1,4-BDC)] of Eun·
3nH2The preparation method of O is as follows：
By Eu (CH3COO)3(0.0329g, 0.1mmol), 4-HNCP (0.0340g, 0.1mmol) and 1,4-H2BDC
(0.0166g, 0.1mmol) is blended in 10mL deionized waters, and it is 8 to adjust pH with the NaOH solution of 1.2mol/L, is then shifted
To in the teflon-lined reactor of 25mL, react 3 days at 165 DEG C, slow cooling obtains yellow square brilliant to room temperature
Body, as rare earth Eu coordination compounds.Yield 43% (in terms of Eu).The theoretical value (%) of elementary analysiss:C,47.40；H,2.98；N,
7.90；Experiment value (%):C,47.33；H,3.02；N,7.86.
The crystal structure determination of rare earth Eu coordination compounds is with Pr coordination compounds.Detailed crystallographic data is shown in Table 1；Important bond distance
2 are shown in Table with bond angle data；Crystal structure is similar to rare earth Pr coordination compounds.The rare earth Eu coordination compounds of invention are it is characterized in that described match somebody with somebody
Solvate crystal belongs to monoclinic system, and space group is C2/c, and cell parameter is α=90 °, β=95.3860 (10) °, γ=90 °,
Embodiment 5：
Chemical formula of the present invention is C28H21N4O9The rare earth Tb coordination compounds [Tb (4-NCP) is (1,4-BDC)] of Tbn·
3nH2The preparation method of O is as follows：
By Tb (NO3)3·6H2O (0.0453g, 0.1mmol), 4-HNCP (0.0510g, 0.15mmol) and 1,4-H2BDC
(0.0166g, 0.1mmol) is blended in 10mL deionized waters, and it is 6.5 to adjust pH with the NaOH solution of 1mol/L, is then shifted
To in the teflon-lined reactor of 25mL, react 3 days at 170 DEG C, slow cooling obtains yellow square brilliant to room temperature
Body, as rare earth Tb coordination compounds.Yield 53% (in terms of Tb).The theoretical value (%) of elementary analysiss:C,46.94；H,2.95；N,
7.82；Experiment value (%):C,46.90；H,3.02；N,7.86.
The crystal structure determination of rare earth Tb coordination compounds is with Pr coordination compounds.Detailed crystallographic data is shown in Table 1；Important bond distance
2 are shown in Table with bond angle data；Crystal structure is similar to rare earth Pr coordination compounds.
It is characterized in that the complex crystal belongs to monoclinic system, space group is C2/c for the rare earth Tb coordination compounds of invention,
Cell parameter is α=90 °, β=
95.5160 (10) °, γ=90 °,
Table 1：The predominant crystal data of coordination compound
Table 2：The main bond distance of coordination compoundWith bond angle (°)
Symmetry transformations used to generate the equivalent atoms:1:#3–x
+1/2,–y+1/2,–z+1；#6x+1/2,–y+1/2,z–1/2；#8x,y+1,z.2:#1–x+2,y+1,–z+3/2；#2–x+3/
2,–y+1/2,–z+2；#3x+1/2,–y+1/2,z–1/2.3:#1x,y–1,z；#2–x+3/2,–y+1/2,–z+2；#3x+1/2,–
y+1/2,z–1/2
Symmetry transformations used to generate the equivalent atoms:4:#4-x
+3/2,-y+3/2,-z+1；#6 x,y-1,z；#7 x-1/2,-y+3/2,z+1/2.5:#4-x+3/2,-y+1/2,-z+2；#6-x
+2,y-1,-z+3/2；#7 x+1/2,-y+1/2,z-1/2.
Claims (5)
1. the rare earth compounding of 4-HNCP and p-phthalic acid for mixed ligand is based on, it is characterised in that：Molecular formula is [RE (4-
NCP)(1,4-BDC)]n·xnH2O, wherein RE represent trivalent rare earth La3+、Ce3+、Pr3+、Nd3+、Pm3+、Sm3+、Eu3+、Gd3+、
Tb3+、Dy3+、Ho3+、Er3+、Tm3+、Yb3+、Lu3+, wherein 4-NCP-And 1,4-BDC2-The respectively 4-HNCP of deprotonation and 1,
4-H2The anion ligand of BDC, x=3 or 4.
2. it is according to claim 1 based on 4-HNCP and p-phthalic acid for mixed ligand rare earth compounding, its feature
It is：Its crystal belongs to monoclinic system, and space group is C2/c.The unit cell units of coordination compound include a RE3+, a 1,4-
BDC2-Part, a 4-NCP-Part and three or four free hydrones.RE3+Ion takes the coordination mould of nine coordinations
Formula, i.e., come from two different 4-NCP with three-The carboxyl oxygen of part, four come from three different Isosorbide-5-Nitrae-BDC2-Part
Carboxyl oxygen, two come from a 4-NCP-The nitrogen-atoms coordination of part.Each 4-NCP-Part chelating-bridging coordination
Three RE of schema link3+Ion, is built into one-dimensional duplex structure.It is pointed out that in the serial rare-earth coordination compound, Isosorbide-5-Nitrae-
BDC2-Part adopts in the structure two kinds of different coordination modes, i.e. bidentate chelating and bidentate bridging.It is coordinated using bidentate bridging
The 1,4-BDC of mode2-Part connects adjacent one-dimensional double-strand and forms two-dimensional double-layer structure.Using the 1 of Bidentate State mode,
4-BDC2-Part connects adjacent two-dimensional layer and forms final three-dimensional net structure.If by using bidentate bridging coordination mode
1,4-BDC2-Two RE of part connection3+The double-core unit that ion is formed regards the node of one six connection, Isosorbide-5-Nitrae-BDC as2-Part
Regard adapter as with 4-NCP- parts, then coordination compound will be presented as one { 412.63)-pcu topological structure six connections
The three dimensional structure of the two-fold penetration of single node.
3. it is according to claim 1 based on 4-HNCP and p-phthalic acid for the rare earth compounding of mixed ligand preparation side
Method, it is characterised in that：By trivalent rare earth salt, 4-HNCP and 1,4-H2BDC is with the ratio of the amount of material as 1:0.5～1.5:0.5～
1.5 are mixed, and after adding water stirring a period of time, pH are adjusted between 5～8 with NaOH solution, then turn mixed solution
In moving on to teflon-lined reactor, after reacting 3～5 days at 140～180 DEG C, slow cooling is washed with water to room temperature
Wash room temperature after product and dry the bulk crystals for obtaining rare earth compounding.
4. it is according to claim 3 based on 4-HNCP and p-phthalic acid for the rare earth compounding of mixed ligand preparation side
Method, it is characterised in that：The trivalent rare earth salt is trivalent rare earth La3+、Ce3+、Pr3+、Nd3+、Pm3+、Sm3+、Eu3+、Gd3+、Tb3+、
Dy3+、Ho3+、Er3+、Tm3+、Yb3+、Lu3+Nitrate or hydrochlorate or sulfate or acetate.
5. rare earth compounding according to claim 1 can be applicable to catalysis organic synthesiss, selective absorption, separation H2、N2、
O2、CO2、CH4Deng gas, and selective absorption, separation, photocatalytically degradating organic dye and phenols endocrine disruptors aspect.
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| CN112958158A (en) * | 2021-02-26 | 2021-06-15 | 江苏理工学院 | Double-ligand rare earth complex photocatalyst and preparation method and application thereof |
| CN114479830A (en) * | 2021-12-30 | 2022-05-13 | 吉林师范大学 | Organic eutectic @ rare earth complex core-shell structure with dual light emission characteristics |
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| 张青等: "一个基于2-(2-羧基苯基)-1H-咪唑并[4，5-f][1，10]邻菲啰啉配体的二维铅髤配合物的水热合成及晶体结构", 《无机化学学报》 * |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112958158A (en) * | 2021-02-26 | 2021-06-15 | 江苏理工学院 | Double-ligand rare earth complex photocatalyst and preparation method and application thereof |
| CN112958158B (en) * | 2021-02-26 | 2023-03-10 | 江苏理工学院 | Double-ligand rare earth complex photocatalyst and preparation method and application thereof |
| CN114479830A (en) * | 2021-12-30 | 2022-05-13 | 吉林师范大学 | Organic eutectic @ rare earth complex core-shell structure with dual light emission characteristics |
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