CN106478697A - A kind of cadmium (II) metal organic complex based on 5 amino isophthalic acid by solvent effect and preparation method thereof - Google Patents
A kind of cadmium (II) metal organic complex based on 5 amino isophthalic acid by solvent effect and preparation method thereof Download PDFInfo
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- CN106478697A CN106478697A CN201610845899.6A CN201610845899A CN106478697A CN 106478697 A CN106478697 A CN 106478697A CN 201610845899 A CN201610845899 A CN 201610845899A CN 106478697 A CN106478697 A CN 106478697A
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- 229910052751 metal Inorganic materials 0.000 title claims abstract description 42
- 239000002184 metal Substances 0.000 title claims abstract description 41
- KBZFDRWPMZESDI-UHFFFAOYSA-N 5-aminobenzene-1,3-dicarboxylic acid Chemical compound NC1=CC(C(O)=O)=CC(C(O)=O)=C1 KBZFDRWPMZESDI-UHFFFAOYSA-N 0.000 title claims abstract description 22
- 239000002904 solvent Substances 0.000 title claims abstract description 14
- 230000000694 effects Effects 0.000 title claims abstract description 9
- WLZRMCYVCSSEQC-UHFFFAOYSA-N cadmium(2+) Chemical compound [Cd+2] WLZRMCYVCSSEQC-UHFFFAOYSA-N 0.000 title claims description 15
- 238000002360 preparation method Methods 0.000 title claims description 8
- 239000000463 material Substances 0.000 claims abstract description 9
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 claims abstract description 3
- 150000001875 compounds Chemical class 0.000 claims abstract description 3
- 239000000126 substance Substances 0.000 claims abstract description 3
- 239000013078 crystal Substances 0.000 claims description 9
- -1 methyl Chemical group 0.000 claims description 7
- 238000006243 chemical reaction Methods 0.000 claims description 5
- 235000015220 hamburgers Nutrition 0.000 claims description 5
- 239000012046 mixed solvent Substances 0.000 claims description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 3
- 239000003125 aqueous solvent Substances 0.000 claims description 3
- 229920001343 polytetrafluoroethylene Polymers 0.000 claims description 3
- 238000005406 washing Methods 0.000 claims description 3
- 238000000034 method Methods 0.000 claims description 2
- 239000000203 mixture Substances 0.000 claims description 2
- LDOMKUVUXZRECL-UHFFFAOYSA-N 2-aminobenzene-1,3-dicarboxylic acid Chemical compound NC1=C(C(O)=O)C=CC=C1C(O)=O LDOMKUVUXZRECL-UHFFFAOYSA-N 0.000 claims 1
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 abstract description 20
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 150000001768 cations Chemical class 0.000 description 5
- 238000011160 research Methods 0.000 description 4
- 238000004458 analytical method Methods 0.000 description 3
- ZHUXMBYIONRQQX-UHFFFAOYSA-N hydroxidodioxidocarbon(.) Chemical group [O]C(O)=O ZHUXMBYIONRQQX-UHFFFAOYSA-N 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 description 2
- 150000001450 anions Chemical class 0.000 description 2
- 238000010668 complexation reaction Methods 0.000 description 2
- 238000002189 fluorescence spectrum Methods 0.000 description 2
- 238000002329 infrared spectrum Methods 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 description 2
- 239000013110 organic ligand Substances 0.000 description 2
- 229920002338 polyhydroxyethylmethacrylate Polymers 0.000 description 2
- 230000003252 repetitive effect Effects 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 1
- 229910052793 cadmium Inorganic materials 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 230000005284 excitation Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 238000004020 luminiscence type Methods 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000001338 self-assembly Methods 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- 229910052725 zinc Inorganic materials 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
- C07F3/00—Compounds containing elements of Groups 2 or 12 of the Periodic Table
- C07F3/003—Compounds containing elements of Groups 2 or 12 of the Periodic Table without C-Metal linkages
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
- C09K11/06—Luminescent, e.g. electroluminescent, chemiluminescent materials containing organic luminescent materials
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/18—Metal complexes
- C09K2211/188—Metal complexes of other metals not provided for in one of the previous groups
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
Abstract
The present invention relates to a kind of Cd (II) metal organic complex based on 5 amino isophthalic acid by solvent effect, it is [(Me that the metal organic complex is repetitive2NH2)2Cd2(NH2‑BDC)3(H2O)]·DMF·8H2The cadmium metal organic coordination compound of O, described chemical formula [(Me2NH2)2Cd2(NH2‑BDC)3(H2O)]·DMF·8H2NH in O2BDC is 5 amino isophthalic acid parts, and DMF is N, N dimethylformamide, Me2NH2Decomposed by solvent DMF and produce；Cd (II) of the present invention metal organic complex launches blue-fluorescence, can be used for fluorescent material.
Description
Technical field
The present invention relates to metal organic complex, and in particular to a kind of by solvent effect based on 5- amino isophthalic acid
Cadmium (II) metal organic complex and preparation method thereof.
Background technology
Metal organic complex is a kind of new function material, is passed through with organic ligand under certain condition by metal ion
Self assembly.Due to its have uniqueness skeleton structure and aperture controlled the features such as, in gas absorption, photoelectric material, magnetic
The aspects such as material, load medicine, catalysis have extremely wide application space.
Metal organic complex can affect the luminescent properties of complex by changing metal-complexing, prepare novel light-emitting
With important using value in terms of material[1-4].The luminescence mechanism of metal organic complex can be divided into：Metal center is lighted, is had
Machine part is luminous, electron transition lights (π-π *, n- π *) and object is luminous etc..Containing gripping the organic ligand of electronic effect altogether and contain
There is d10The metal organic complex that the metals such as Zn, Cd, Cu of electron configuration are combined and organolanthanide complexes can
Light, and the metal organic complex with constitutional repeating unit tends to send stronger fluorescence.Therefore, metal is organic
Complex is subject to the concern of many scientific research personnel and research both at home and abroad[5].With fluorescent characteristic at the same again by solvent effect based on
The report of Cd (II) metal organic complex of 5- amino isophthalic acid is very rare.
Bibliography：
[1]Jiang X M,Zhang M J,Zeng H Y,et al.Inorganic supramolecular
compounds with3-D chiral frameworks show potential as both mid-IR second-
order nonlinear opticaland piezoelectric materials[J].Journal of the American
Chemical Society,2011,133(10):3410-3418.
[2]Guerchais V,Ordronneau L,Le Bozec H.Recent developments in the
field of metalcomplexes containing photochromic ligands:Modulation of linear
and nonlinearoptical properties[J].Coordination Chemistry Reviews,2010,254
(21):2533-2545.
[3]Liu Z,Qayyum M F,Wu C,et al.A codeposition route to CuI-pyridine
coordinationcomplexes for organic light-emitting diodes[J].Journal of the
American ChemicalSociety,2011,133(11):3700-3703.
[4]Formica M,Fusi V,Giorgi L,et al.New fluorescent chemosensors for
metal ions insolution[J].Coordination Chemistry Reviews,2012,256(1):170-192.
[5]Daniel M,Daniel R M,Jaume V.Old Materials with New Tricks:
MultifunctionalOpen-Framework Materials[J].Chemical Society Reviews,2007,36
(5):770-818.
Content of the invention
It is an object of the invention to provide a kind of Cd (II) metal based on 5- amino isophthalic acid by solvent effect has
Machine complex, the Cd (II) metal organic complex can launch blue-fluorescence.
Technical proposal that the invention solves the above-mentioned problems is：
A kind of Cd (II) metal organic complex based on 5- amino isophthalic acid, the metal organic complex are to repeat
Unit is [(Me2NH2)2Cd2(NH2-BDC)3(H2O)]·DMF·8H2The cadmium metal organic coordination compound of O, described chemical formula [(Me2NH2)2Cd2(NH2-BDC)3(H2O)]·DMF·8H2NH in O2- BDC is 5- amino isophthalic acid part, and DMF is N, N- diformazan
Base formamide, Me2NH2Decomposed by solvent DMF and produce；Described Cd (II) metal organic complex has two-dimentional " hamburger " shape knot
Structure, its space group are P21/ m, cell parameter are respectively
α=90.00 °, β=112.592 (2), γ=90.00 °, ir data (KBr) is：3445(s),2918(w)(Cmethyl-
H),2856(w)(Cmethyl-H),1615(m),1556(vs),1473(m),1377(vs),1314(w),1036(w),965(w),
902(w),808(m),781(m),736(m),727(s),669(m)cm-1.
Above-mentioned cadmium (II) metal organic complex is colorless single-crystal at normal temperatures, and its constitutional repeating unit contains 2 independences
Cd2+Cation, 1 complete NH2-BDC2-Anion, 2 different NH2-BDC2-The half of anion, 2 are played electric charge
[the Me of balanced action2NH2]+Cation, a water of coordination molecule and 8 lattice hydrones.Each Cd2+Seven coordination structures are,
Wherein Cd1 from from 3 different NH26 carboxyl oxygen atoms in-BDC part and from another NH21 in-BDC part
Nitrogen-atoms is coordinated, and forms single cap octoploids structure of distortion；Cd2 from from 4 different NH25 carboxyl oxygens in-BDC part
Atom and 1 nitrogen-atoms and 1 water molecule coordination, form pentagonal bipyramid configuration.Wherein, Cd2+As seven connecting nodes, NH2-
BDC part forms two-dimentional " hamburger " layer structure as three connecting nodes and five connecting nodes.
Cadmium (II) of the present invention metal organic complex be by 5- amino isophthalic acid and Cd (NO3)2·4H2O is mixed
Obtain under the conditions of solvent thermal reaction after conjunction.
The preparation method of cadmium (II) of the present invention metal organic complex is comprised the following steps：
(1) by aqueous solvent and DMF according to 1:1 ratio is mixed, and obtains mixed solvent；
(2) by the Cd (NO of equimolar amounts3)2·4H2O (0.092g, 0.3mmol) and NH2-H2BDC(0.054g,
0.3mmol) it is added in the mixed solvent of 10mL step 1, then stirs 30 minutes；
(3) material in step 2 is added in 23mL ptfe autoclave, under self-generated pressure, keeps 140 DEG C of reactions
72 hours, then according to certain speed is down to room temperature；
(4) product for obtaining step 3 is filtered, and is collected crystal, and is dry with after absolute ethanol washing, obtains described base
Cd (II) metal organic complex in 5- amino isophthalic acid.
Cd (II) metal organic complex based on 5- amino isophthalic acid of the present invention can launch blue-fluorescence,
Good fluorescent characteristic is shown, can be applicable to fluorescent material.
The preparation method of Cd (II) metal organic complex based on 5- amino isophthalic acid of the present invention has
Advantages below：Reaction condition is gentle, and purity is high, nontoxic, has accomplished Green Chemistry, without the need for inert gas shielding；Raw material comes
Source extensively, is readily available.
Description of the drawings
Fig. 1 is Cd2+Seven connecting node figures (not comprising solvent water molecules and [Me2NH2]+).
Fig. 2 is NH2Three connections of-BDC and five connecting node figures.
Fig. 3 is the two dimension " hamburger " of Cd (II) metal organic complex based on 5- amino isophthalic acid of the present invention
Layer structure figure is (not comprising solvent water molecules and [Me2NH2]+).
Fig. 4 is that the threedimensional solid of Cd (II) metal organic complex based on 5- amino isophthalic acid of the present invention is glimmering
Light spectrum.
Specific embodiment
Embodiment 1
The preparation of Cd (II) metal organic complex the 1st, based on 5- amino isophthalic acid
Preparation method is comprised the following steps：
(1) by aqueous solvent and DMF (analysis is pure) according to 1:1 ratio is mixed, and obtains mixed solvent；
(2) by the Cd (NO of equimolar amounts3)2·4H2O (0.092g, 0.3mmol) and NH2-H2BDC(0.054g,
0.3mmol) it is added in the mixed solvent of 10mL step 1, then stirs 30 minutes；
(3) material in step 2 is added in 23mL ptfe autoclave, under self-generated pressure, keeps 140 DEG C of reactions
72 hours, then room temperature is down to the speed of 5 DEG C/h；
(4) mixture in step 3 is filtered, crystal is collected, and is dry with after absolute ethanol washing, obtain clear crystal
(according to NH2-H2BDC calculates yield：55%).
The identification of Cd (II) metal organic complex the 2nd, based on 5- amino isophthalic acid
Analyzed and identified by following elementary analyses, IR spectrum and X-ray single crystal diffraction, colourless obtained by above-mentioned steps 1
Crystal is Cd (II) metal organic complexes based on 5- amino isophthalic acid formed under solvent effect of the present invention
Thing, the molecular formula of its repetitive is [(Me2NH2)2Cd2(NH2-BDC)3(H2O)]·DMF·8H2O.
(1) elementary analysis C24H15N3O13Cd2：Theoretical value：C 34.16,H 5.14,N 7.71；Experiment value：C34.21,H
5.05,N 7.92.
(2) infrared spectrum (KBrpellet, cm-1)：3445(s),2918(w)(Cmethyl-H),2856(w)(Cmethyl-H),
1615(m),1556(vs),1473(m),1377(vs),1314(w),1036(w),965(w),902(w),808(m),781
(m),736(m),727(s),669(m).
(3) X-ray single crystal diffraction：Crystallographic parameter and part bond distance are as shown in Table 1 and Table 2.X-ray single crystal diffraction is tied
Fruit shows that the repetitive in above-mentioned cadmium (II) metal organic complex is asymmetric cell, in each dissymmetrical structure unit
Containing 2 independent Cd2+Cation, 1 complete NH2-BDC2-Anion, 2 different NH2-BDC2-The one of anion
Half, 2 [Me for playing electric charge balanced action2NH2]+(in figure is all of for cation, a water of coordination molecule and 8 lattice hydrones
Lattice hydrone and [Me2NH2]+Cation is removed by extruding path).Each Cd2+Seven coordination structures (Fig. 1) are, wherein
Cd1 from from 3 different NH26 carboxyl oxygen atoms in-BDC part and from another NH21 nitrogen original in-BDC part
Son coordination, forms single cap octoploids structure of distortion；Cd2 from from 4 different NH25 carboxyl oxygen atoms in-BDC part
With 1 nitrogen-atoms and 1 water molecule coordination, pentagonal bipyramid configuration is formed.Wherein, Cd2+As seven connecting nodes, NH2-BDC
Part forms two-dimentional " hamburger " layer structure (Fig. 3) as five connecting nodes (Fig. 2 a) and three connecting nodes (Fig. 2 b).
1. [(Me of table2NH2)2Cd2(NH2-BDC)3(H2O)]·DMF·8H2The crystallographic parameter of O
2. [(Me of table2NH2)2Cd2(NH2-BDC)3(H2O)]·DMF·8H2Part bond distance's bond angle of O
| Cd1-N3ii | 2.278(6) | Cd1-O6 | 2.305(4) |
| Cd1-O4 | 2.308(7) | Cd1-O3 | 2.362(6) |
| Cd2-O1iv | 2.239(6) | Cd2-O8iii | 2.330(4) |
| Cd2-N2 | 2.347(7) | Cd2-O9 | 2.398(8) |
| N3ii-Cd1-O6 | 101.37(16) | N3ii-Cd1-O4 | 161.3(2) |
| O6-Cd1-O6i | 83.5(2) | O6-Cd1-O4 | 92.55(18) |
| O4-Cd1-O3 | 55.5(2) | O4-Cd1-O5i | 93.29(10) |
| O1iv-Cd2-O8iii | 138.50(12) | O8-Cd2-O8iii | 82.0(2) |
| O1iv-Cd2-N2 | 92.5(2) | O8-Cd2-N2 | 93.44(17) |
| O1iv-Cd2-O9iii | 86.2(3) | O8iii-Cd2-O9iii | 79.8(3) |
Symmetry Cudes：I=x, 1.5-y, z；Ii=1+x, y, z；Iii=x, 0.5-y, z；Iv=2-x, 1-y ,-
z.
Embodiment 2：The fluorescence property research of Cd (II) metal organic complex
Cd (II) metal organic complex based on 5- amino isophthalic acid that the present embodiment is obtained using embodiment 1 enters
Row fluorescence property is studied.Concrete research method is as described below：
(1) three-dimensional fluorescence performance test：Cd (II) metal for being measured based on 5- amino isophthalic acid at room temperature is organic
Threedimensional solid fluorescence spectrum of the complex in the range of 200-600nm.
(2) experimental result
Threedimensional solid fluorescence spectrum result shows (as Fig. 4), the Cd based on 5- amino isophthalic acid of the present invention
(II) blue-fluorescence of metal organic complex emitting bright, the maximum emission wavelength under 220nm excitation wavelength is
440nm.
Claims (2)
1. a kind of cadmium (II) metal organic complex based on 5- amino isophthalic acid by solvent effect, it is characterised in that：
It is [(Me that the metal organic complex is repetitive2NH2)2Cd2(NH2-BDC)3(H2O)]·DMF·8H2The cadmium metal of O has
Machine complex, described chemical formula [(Me2NH2)2Cd2(NH2-BDC)3(H2O)]·DMF·8H2NH in O2- BDC is 5- amino
M-phthalic acid part, DMF are DMF, Me2NH2Decomposed by solvent DMF and produce；Described Cd (II) metal
Organic coordination compound has two-dimentional " hamburger " layer structure, and its space group is P21/ m, cell parameter are respectivelyα=90.00 °, β=112.592 (2), γ=
90.00 °, ir data (KBr) is：3445(s),2918(w)(Cmethyl-H),2856(w)(Cmethyl-H),1615(m),
1556(vs),1473(m),1377(vs),1314(w),1036(w),965(w),902(w),808(m),781(m),736(m),
727(s),669(m)cm-1.
2. the preparation method of cadmium (II) metal organic complex based on 5- amino isophthalic acid as claimed in claim 1,
Characterized in that, methods described is to comprise the steps of：
(1) by aqueous solvent and DMF according to 1:1 ratio is mixed；
(2) by the Cd (NO of equimolar amounts3)2·4H2O and NH2-H2BDC is added in the mixed solvent of 10mL step 1, is then stirred
Mix 30 minutes；
(3) material in step 2 is added in 23mL ptfe autoclave, under self-generated pressure, keeps 140 DEG C of reactions 72 little
When, then according to certain speed is down to room temperature；
(4) product that obtains step 3 is filtered, and is collected crystal, and is dry with after absolute ethanol washing, is obtained described based on 5-
Cd (II) metal organic complex of amino isophthalic acid.
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Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107286185A (en) * | 2017-07-10 | 2017-10-24 | 肇庆学院 | A kind of cadmium metal organic framework material and preparation method thereof |
| CN107383075A (en) * | 2017-07-10 | 2017-11-24 | 肇庆学院 | A kind of Cd (II) metal organic complex and preparation method thereof |
| CN107754860A (en) * | 2017-10-26 | 2018-03-06 | 上海应用技术大学 | A kind of catalyst, preparation method and applications for preparing the ethylene glycol of 1 phenyl 1,2 from styrene for one kettle way |
| CN108690057A (en) * | 2018-06-20 | 2018-10-23 | 中国石油大学(华东) | A kind of cadmium-MOFs complexs with fluorescence property |
| CN111154113A (en) * | 2019-12-31 | 2020-05-15 | 肇庆学院 | Metal organic complex based on binuclear cobalt (II) and preparation method thereof |
| CN111154114A (en) * | 2019-12-31 | 2020-05-15 | 肇庆学院 | Zinc (II) metal organic coordination compound based on 5-ethoxy isophthalic acid and preparation method thereof |
| CN111154112A (en) * | 2019-12-31 | 2020-05-15 | 肇庆学院 | Trinuclear zinc metal organic coordination compound based on 6- (4-carboxyphenyl) nicotinic acid and preparation method thereof |
-
2016
- 2016-09-23 CN CN201610845899.6A patent/CN106478697A/en active Pending
Non-Patent Citations (1)
| Title |
|---|
| LIANG QIN ET AL.: "Solvent-dependent structural diversity of cadmium(II) coordination polymers: Syntheses, characterizations, and luminescence properties", 《JOURNAL OF COORDINATION CHEMISTRY》 * |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107286185A (en) * | 2017-07-10 | 2017-10-24 | 肇庆学院 | A kind of cadmium metal organic framework material and preparation method thereof |
| CN107383075A (en) * | 2017-07-10 | 2017-11-24 | 肇庆学院 | A kind of Cd (II) metal organic complex and preparation method thereof |
| CN107754860A (en) * | 2017-10-26 | 2018-03-06 | 上海应用技术大学 | A kind of catalyst, preparation method and applications for preparing the ethylene glycol of 1 phenyl 1,2 from styrene for one kettle way |
| CN107754860B (en) * | 2017-10-26 | 2020-01-31 | 上海应用技术大学 | catalyst for preparing 1-phenyl-1, 2-ethanediol from styrene by pot method, its preparing process and application |
| CN108690057A (en) * | 2018-06-20 | 2018-10-23 | 中国石油大学(华东) | A kind of cadmium-MOFs complexs with fluorescence property |
| CN111154113A (en) * | 2019-12-31 | 2020-05-15 | 肇庆学院 | Metal organic complex based on binuclear cobalt (II) and preparation method thereof |
| CN111154114A (en) * | 2019-12-31 | 2020-05-15 | 肇庆学院 | Zinc (II) metal organic coordination compound based on 5-ethoxy isophthalic acid and preparation method thereof |
| CN111154112A (en) * | 2019-12-31 | 2020-05-15 | 肇庆学院 | Trinuclear zinc metal organic coordination compound based on 6- (4-carboxyphenyl) nicotinic acid and preparation method thereof |
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