CN109535206A - A kind of nickel complex and preparation method thereof based on phenylenediacetic Acid and 2-methylimidazole ylidene ligands - Google Patents
A kind of nickel complex and preparation method thereof based on phenylenediacetic Acid and 2-methylimidazole ylidene ligands Download PDFInfo
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- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 title claims abstract description 84
- 239000003446 ligand Substances 0.000 title claims abstract description 41
- 229910052759 nickel Inorganic materials 0.000 title claims abstract description 37
- LXBGSDVWAMZHDD-UHFFFAOYSA-N 2-methyl-1h-imidazole Chemical compound CC1=NC=CN1 LXBGSDVWAMZHDD-UHFFFAOYSA-N 0.000 title claims abstract description 31
- MMEDJBFVJUFIDD-UHFFFAOYSA-N 2-[2-(carboxymethyl)phenyl]acetic acid Chemical compound OC(=O)CC1=CC=CC=C1CC(O)=O MMEDJBFVJUFIDD-UHFFFAOYSA-N 0.000 title claims abstract description 28
- 238000002360 preparation method Methods 0.000 title abstract description 8
- 238000010668 complexation reaction Methods 0.000 title abstract 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims abstract description 39
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 claims abstract description 26
- 239000000463 material Substances 0.000 claims abstract description 17
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 claims abstract description 12
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 12
- 239000013078 crystal Substances 0.000 claims description 17
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 8
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 6
- 238000006243 chemical reaction Methods 0.000 claims description 3
- 238000005406 washing Methods 0.000 claims description 3
- QNRATNLHPGXHMA-XZHTYLCXSA-N (r)-(6-ethoxyquinolin-4-yl)-[(2s,4s,5r)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl]methanol;hydrochloride Chemical compound Cl.C([C@H]([C@H](C1)CC)C2)CN1[C@@H]2[C@H](O)C1=CC=NC2=CC=C(OCC)C=C21 QNRATNLHPGXHMA-XZHTYLCXSA-N 0.000 claims description 2
- 239000008367 deionised water Substances 0.000 claims description 2
- 229910021641 deionized water Inorganic materials 0.000 claims description 2
- AOPCKOPZYFFEDA-UHFFFAOYSA-N nickel(2+);dinitrate;hexahydrate Chemical compound O.O.O.O.O.O.[Ni+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O AOPCKOPZYFFEDA-UHFFFAOYSA-N 0.000 claims description 2
- KBJMLQFLOWQJNF-UHFFFAOYSA-N nickel(ii) nitrate Chemical compound [Ni+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O KBJMLQFLOWQJNF-UHFFFAOYSA-N 0.000 claims description 2
- MCTWTZJPVLRJOU-UHFFFAOYSA-O 1-methylimidazole Chemical compound CN1C=C[NH+]=C1 MCTWTZJPVLRJOU-UHFFFAOYSA-O 0.000 claims 2
- 230000036571 hydration Effects 0.000 claims 1
- 238000006703 hydration reaction Methods 0.000 claims 1
- 239000000126 substance Substances 0.000 abstract description 4
- 239000003153 chemical reaction reagent Substances 0.000 abstract description 2
- 230000005284 excitation Effects 0.000 abstract description 2
- 239000002994 raw material Substances 0.000 abstract description 2
- 238000002425 crystallisation Methods 0.000 abstract 1
- 230000008025 crystallization Effects 0.000 abstract 1
- 238000010189 synthetic method Methods 0.000 abstract 1
- 238000005979 thermal decomposition reaction Methods 0.000 abstract 1
- 239000000523 sample Substances 0.000 description 9
- 238000000034 method Methods 0.000 description 7
- 239000013256 coordination polymer Substances 0.000 description 4
- 229920001795 coordination polymer Polymers 0.000 description 4
- 238000000634 powder X-ray diffraction Methods 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 239000001257 hydrogen Substances 0.000 description 3
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 3
- 238000011160 research 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
- BUBNOQUZOCSBNU-UHFFFAOYSA-N benzene oxalic acid Chemical compound C1=CC=CC=C1.C(C(=O)O)(=O)O BUBNOQUZOCSBNU-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 238000002447 crystallographic data Methods 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- 150000002484 inorganic compounds Chemical class 0.000 description 2
- 229910010272 inorganic material Inorganic materials 0.000 description 2
- 150000002500 ions Chemical class 0.000 description 2
- 229910021645 metal ion Inorganic materials 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 150000002894 organic compounds Chemical class 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- GTODOEDLCNTSLG-UHFFFAOYSA-N 2h-triazole-4-carboxylic acid Chemical class OC(=O)C1=CNN=N1 GTODOEDLCNTSLG-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 229910017488 Cu K Inorganic materials 0.000 description 1
- 229910017541 Cu-K Inorganic materials 0.000 description 1
- 229910002651 NO3 Inorganic materials 0.000 description 1
- 229910018553 Ni—O Inorganic materials 0.000 description 1
- GELXFVQAWNTGPQ-UHFFFAOYSA-N [N].C1=CNC=N1 Chemical group [N].C1=CNC=N1 GELXFVQAWNTGPQ-UHFFFAOYSA-N 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000005260 alpha ray Effects 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 239000011365 complex material Substances 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 238000005564 crystal structure determination Methods 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 238000002189 fluorescence spectrum Methods 0.000 description 1
- 238000007306 functionalization reaction Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 229910002804 graphite Inorganic materials 0.000 description 1
- 239000010439 graphite Substances 0.000 description 1
- 150000004677 hydrates Chemical class 0.000 description 1
- 238000001027 hydrothermal synthesis Methods 0.000 description 1
- ZHUXMBYIONRQQX-UHFFFAOYSA-N hydroxidodioxidocarbon(.) Chemical group [O]C(O)=O ZHUXMBYIONRQQX-UHFFFAOYSA-N 0.000 description 1
- 150000002460 imidazoles Chemical class 0.000 description 1
- 125000002883 imidazolyl group Chemical group 0.000 description 1
- 238000004020 luminiscence type Methods 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000013110 organic ligand Substances 0.000 description 1
- 125000002524 organometallic group Chemical group 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000004088 simulation Methods 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000002411 thermogravimetry Methods 0.000 description 1
- 238000001291 vacuum drying Methods 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
- C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
- C07F15/04—Nickel compounds
- C07F15/045—Nickel compounds without a metal-carbon linkage
-
- 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
- C09K2211/187—Metal complexes of the iron group metals, i.e. Fe, Co or Ni
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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 nickel complex and preparation method thereof based on phenylenediacetic Acid and 2-methylimidazole ylidene ligands.The chemical formula of the complex is { Ni (mbix) (HEA) }n, wherein H2HEA is phthalic acid, and from Aladdin, Reagent Company is bought, and mbix is bis- (2- methyl-1 H-imidazole-1-group) methyl of Isosorbide-5-Nitrae -) benzene.The complex is first containing phthalic acid and 1, bis- (2- methyl-1 H-imidazole-1-group) methyl of 4-) benzene ligand nickel complex, its synthetic method is simple, easily crystallization, synthetic yield height, raw material is easy to get, the complex sample has good thermal stability, thermal decomposition temperature is higher, strong violet light property is shown under the excitation of 290nm wavelength light, light and heat property result of study shows that it can be used as purple light material and is applied in technical field of material chemistry.
Description
Technical field
The invention belongs to functional framework complexs and its molecule base fluorescent material technical field, in particular to one kind to contain benzene
Oxalic acid and the nickel complex of 2-methylimidazole ylidene ligands and preparation method thereof, the complex invented have novel frame knot
Structure can be used as violet light material by further development and application.
Background technique
Coordination polymer, also referred to as metal organic frame are that one kind is passed through using metal ion and functional organic ligand
Coordination bonding at the polycrystalline solids material with one-dimensional, two-dimentional, three-dimensional infinite network structure.In recent years, complex is because of it
Exquisite topological structure and irreplaceable role is played in many fields, as gas storage/separation, solid carrier sense
Device, photoelectromagnetic material, molecular device, fluorescence probe, bioactivity, catalysis etc..The design synthesis of coordination polymer molecular material,
Structure and performance study are one of Recent study hot spots.Due to adjustable structure, easy functionalization and different objects can be accommodated
The flexibility of molecule, so that it causes the interest of researcher.Coordination polymer has inorganic compound and organic compound concurrently
Characteristic, and it is also possible to there is inorganic compound and the unexistent new property of organic compound.As new material, it across
The fields such as inorganic chemistry, organic chemistry, physical chemistry, analytical chemistry, Coordinative Chemistry, crystal engineering and topology have been got over,
There is important application to novel, the high performance functional material of exploitation simultaneously.But influence the structure of coordination polymer because
It is known as very much, such as the physico-chemical property of ligand, the coordination ability of centerbody, temperature, concentration.So the coordination of synthesized high-performance
Polymer is one of current relatively difficult problem and one of the problem that researcher challenges always.According to the literature, contain miaow
The complex of triazole carboxylic acid's class ligand is more conducive to the novel complex of construction structure, has the advantages that four is big: a, carboxyl have single
The a variety of not only flexible but also various coordination mode such as tooth, chelating, and on the one hand the diversity of coordination mode can form a variety of bridging moulds
On the other hand the stability of complex can be enhanced in formula again；B, carboxyl helps to improve and matches with having larger negative charge density
Close the coordination ability etc. of object；C, the nitrogen-atoms in imidazoles has very strong coordination ability, but also is a multi-functional coordinating group.
D, the coordination mode containing imidazole ligands is flexible and changeable, can be with the mixing of other ligands and center precursor reactant etc..The present invention is with adjacent benzene
Oxalic acid and bis- (2- methyl-1 H-imidazole-1-group) methyl of Isosorbide-5-Nitrae -) nickel complex of benzene ligand has no document report, the present invention
Result of study can enrich the research work of organometallic complex, and related nickel complex is expected in optical material
It is applied in field.
Summary of the invention
It is an object of that present invention to provide a kind of nickel complex and its system based on phenylenediacetic Acid and 2-methylimidazole ylidene ligands
Preparation Method.The complex is first and contains phthalic acid and bis- (the 2- methyl-1 H- imidazoles -1- of Isosorbide-5-Nitrae-with frame structure
Base) methyl) benzene ligand nickel complex.It is easy to provide for oneself, synthetic yield is high, raw material is easy to get, and shows strong purple at room temperature
Luminosity, light, thermal property result of study show that it can be used as violet light material and is applied in technical field of material chemistry.
To achieve the above object, the present invention provides following technology contents:
The present invention is based on the nickel complex of phenylenediacetic Acid and 2-methylimidazole ylidene ligands, chemical general formula is { Ni (mbix)
(HEA)}n, wherein H2HEA is phthalic acid, and from Aladdin, Reagent Company is bought, and mbix is bis- (the 2- methyl-1 H- miaows of Isosorbide-5-Nitrae-
Azoles -1- base) methyl) benzene, according to document (H.K.Liu, et al., Inorg.Chim.Acta, 1999,295,129) method system
It is standby.
The present invention is based on the preparation methods of phenylenediacetic Acid and the nickel complex of 2-methylimidazole ylidene ligands: by six nitric hydrates
Bis- (2- methyl-1 H-imidazole-1-group) methyl of nickel, phthalic acid, natrium carbonicum calcinatum, Isosorbide-5-Nitrae -) benzene fills after mixing in 10mL water
Divide stirring, is put into the autoclave of 25ml, this reaction kettle is put into baking oven, in the case where 80-120 DEG C, instead
It answers 3 days, is then cooled to room temperature, generate the crystal of green, filter, washing, dry green crystalline product, wherein six water
Close nickel nitrate, phthalic acid, natrium carbonicum calcinatum and bis- (2- methyl-1 H-imidazole-1-group) methyl of Isosorbide-5-Nitrae -) ratio of benzene is 1: 1
: 1: 1, water is deionized water.
The above-mentioned nickel complex monocrystalline based on phenylenediacetic Acid and 2-methylimidazole ylidene ligands, structure feature are as follows: crystal
Belong to rhombic system, space group Pca21, cell parameter are as follows: The coordination environment of metal ion is as shown in Figure 1a in complex.Have in Coordination units a nickel from
Son, a phthalic acid root and a mbix ligand.In complex Ni be hexa-coordinate, coordination atom by from two not
Same HEA2-Four carboxyl oxygen atoms and two difference mbix ligands imidazole nitrogen atom composition, be a N2O4Distortion eight
Face body coordination configuration.In complex the bond distance of Ni-N key be respectively 2.031 (13) andAnd bond distance's model of Ni-O key
It encloses and is arrived for 2.078 (8)Corresponding bond angle range is in 61.6 (4) ° between 166.8 (4) ° in complex.Cooperation
HEA in object2-Two carboxylate radicals with μ1-η1: η1Coordination mode and two Ni ion coordinations, and mbix ligand is also by two
A imidazole group links two Ni ions, to generate the two-dimensional layered structure of 4, a 4- topology, M in bc plane2L2
The distance of Ni ... Ni is 8.29 Hes respectively in annular unit(Fig. 1 b).These layer structures in a axis direction with ...
The form heap of ABAB ... comes, the hydrogen bond (C16-H16 ... O2) of there is C-H between layer structure ... O, the presence of hydrogen bond
Accumulation between layers is stabilized, and ultimately forms a stable frame structure (Fig. 1 c, d).
The above-mentioned nickel complex elemental analysis based on phenylenediacetic Acid and 2-methylimidazole ylidene ligands: calculated value
C26H26N4O4Ni C, 60.37；H, 5.08；N, 10.83；Measured value: C, 60.56；H, 5.23；N, 10.35.Instrument is
VARIO EL III elemental analyser (Germany, Elementar).
In the X-ray powder diffraction figure of the above-mentioned nickel complex based on phenylenediacetic Acid and 2-methylimidazole ylidene ligands, system
The measured curve of standby sample very well (Fig. 2), shows the good reproduction of sample preparation with by crystal data simulation curve consistency
Property and purity.
In the hot weight curve of the above-mentioned nickel complex based on phenylenediacetic Acid and 2-methylimidazole ylidene ligands, skeleton exists
260 DEG C or so just start to decompose, and until 800 DEG C of complex skeletons decompose completely not yet, display gained complex has higher
Thermodynamic stability (Fig. 3).Instrument is STA-409PC synthesis thermal analyzer (Germany, Netzsch).
The above-mentioned nickel complex based on phenylenediacetic Acid and 2-methylimidazole ylidene ligands swashs in the X- light of 290nm at room temperature
It gives and shows strong violet light property, emission peak is located at 380nm (Fig. 4), is expected to have in terms of violet light material
Good application.Instrument is F-4500 (Japan, Hitachi).
Nickel complex the present invention is based on phenylenediacetic Acid and 2-methylimidazole ylidene ligands be first containing phthalic acid and
Bis- (2- methyl-1 H-imidazole-1-group) methyl of Isosorbide-5-Nitrae -) benzene ligand nickel complex material.It uses hydro-thermal method to prepare, yield compared with
Height, favorable reproducibility, thermal stability is high, shows strong violet light property at room temperature, is expected to obtain on fluorescent material field
With application.
Detailed description of the invention
Fig. 1 is the crystal structure figure of the nickel complex the present invention is based on phenylenediacetic Acid and 2-methylimidazole ylidene ligands；
Fig. 2 is the X-ray powder diffraction of the nickel complex the present invention is based on phenylenediacetic Acid and 2-methylimidazole ylidene ligands
Figure；
Fig. 3 is the thermogravimetric analysis figure of the nickel complex the present invention is based on phenylenediacetic Acid and 2-methylimidazole ylidene ligands；
Fig. 4 is the fluorescence spectra of the nickel complex the present invention is based on phenylenediacetic Acid and 2-methylimidazole ylidene ligands.
Specific embodiment
It is { Ni (mbix) the present invention is based on the chemical formula of phenylenediacetic Acid and the nickel complex of 2-methylimidazole ylidene ligands
(HEA)}n, wherein H2HEA is phthalic acid, and mbix is bis- (2- methyl-1 H-imidazole-1-group) methyl of Isosorbide-5-Nitrae -) benzene.
Below with reference to specific implementation example, the present invention is further explained.
Embodiment 1: by Nickelous nitrate hexahydrate (29.1mg, 0.1mmol), phthalic acid (19.3mg, 0.1mmol), nothing
Aqueous sodium carbonate (10.6mg, 0.1mmol), bis- (2- methyl-1 H-imidazole-1-group) methyl of Isosorbide-5-Nitrae -) benzene (21.0mg, 0.1mmol) is molten
In 10ml water it is stirred after it is put into 25ml autoclave in, this reaction kettle is put into baking oven, in 80-
In the case where 120 DEG C, react 3 days, be then cooled to room temperature, generate green crystal, be filtered, washed, dry after obtain
Green crystalline product is based on Ni (NO3)2·6H2The yield 60% that O is calculated.
The present invention is based on phenylenediacetic Acids and the nickel complex of 2-methylimidazole ylidene ligands to further characterize, and process is as follows:
(1) crystal structure determination of phenylenediacetic Acid and the nickel complex of 2-methylimidazole ylidene ligands:
The monocrystalline for choosing suitable size, under 293 (2) K on Bruker Smart APEX II CCD single crystal diffractometer,
Through graphite monochromatised Mo-k alpha rayFor incident radiation,Scanning mode collects X-ray single crystal diffraction
Data, using least square method refine cell parameter, Olex2 direct method parses crystal structure, all non-hydrogen atom complete matrixs
Least square method carries out anisotropy refine, and H atom situation theory mode computation determines, crystal diffraction data collection and structure essence
The partial parameters repaired are listed in table 1, and the bond distance of selection and bond angle data are shown in Table 2, and hydrogen bond data are shown in Table 3, crystal structure such as Fig. 1 institute
Show.
(2) the X-ray powder diffraction research of phenylenediacetic Acid and the nickel complex of 2-methylimidazole ylidene ligands:
Complex crystal sample carries out X-ray powder diffraction research after ethanol washing, vacuum drying treatment.Room temperature
Lower pressed powder pellet is placed on Shimadzu XRD-6000 diffractometer is tested, and test X-ray is Cu-K alpha ray Scanning angle is 5-50 °, and scanning step is 0.2 °.The measured curve for preparing sample is simulated with by crystal data
Curve conformity very well (Fig. 2), shows the good reproduction and purity of sample preparation.
(3) thermal stability of phenylenediacetic Acid and the nickel complex of 2-methylimidazole ylidene ligands is studied:
Complex sample is gradually heated up with the rate of 10 DEG C/min from room temperature under nitrogen protection after washed, drying process
To 800 DEG C.The experimental results showed that complex sample is decomposed 265 DEG C or so beginnings are weightless, until 800 DEG C of complex skeletons also
It does not decompose completely, display gained complex thermodynamic stability with higher (Fig. 3), for its exploitation as functional material
Guarantee using reliable thermal stability is provided.
(4) the solid fluorescence performance study of phenylenediacetic Acid and the nickel complex of 2-methylimidazole ylidene ligands:
Complex crystal sample carries out the test of solid luminescence through being fully ground at room temperature after washed, drying process.?
Strong violet light property is showed under the X- light excitation of 290nm, emission peak is located at 380nm (Fig. 4), in violet light
There is potential application in terms of material.
The predominant crystal data and refined parameters of 1 phenylenediacetic Acid of table and the nickel complex of 2-methylimidazole ylidene ligands
R1=∑ | | Fo|-|Fc||/∑|Fo|.wR2=| ∑ w (| Fo|2-|Fc|2)|/∑|w(Fo)2|1/2, w=1/ [σ2
(Fo 2)+(aP)2+ bP] .P=(Fo 2+ 2Fc 2)/3.
The selection bond distance of 2 phenylenediacetic Acid of table and the nickel complex of 2-methylimidazole ylidene ligandsWith bond angle (°)
Symmetric code: A x, 1+y, z；B 1-x, 1-y, 0.5+z.
Hydrogen-bond length in 3. phenylenediacetic Acid of table and the nickel complex of 2-methylimidazole ylidene ligandsWith bond angle Bond
Angles(°)
Symmetric code: A 0.5-x, y, -0.5+z.
Claims (4)
1. the nickel complex of a kind of phenylenediacetic Acid and 2-methylimidazole ylidene ligands, it is characterised in that: the coordination chemistry formula
For { Ni (mbix) (HEA) }n, wherein H2HEA is phthalic acid, and mbix is bis- (2- methyl-1 H-imidazole-1-group) first of Isosorbide-5-Nitrae-
Base) benzene.
2. the nickel complex of phenylenediacetic Acid described in claim 1 and 2-methylimidazole ylidene ligands, it is characterised in that described matches
The crystal for closing object belongs to rhombic system, space group Pca21, cell parameter are as follows:
3. the nickel complex of phenylenediacetic Acid described in claim 1 and 2-methylimidazole ylidene ligands, it is characterised in that: by six hydrations
Bis- (2- methyl-1 H-imidazole-1-group) methyl of nickel nitrate, phthalic acid, natrium carbonicum calcinatum, Isosorbide-5-Nitrae -) benzene mixes in 10mL water
After be sufficiently stirred, be put into the autoclave of 25ml, this reaction kettle put into baking oven, 80-120 DEG C the case where
Under, it reacts 3 days, is then cooled to room temperature, generate the crystal of green, filter, washing, dry green crystalline product,
Middle Nickelous nitrate hexahydrate, phthalic acid, natrium carbonicum calcinatum and bis- (2- methyl-1 H-imidazole-1-group) methyl of Isosorbide-5-Nitrae -) benzene ratio
Example is 1: 1: 1: 1, and water is deionized water.
4. the application of phenylenediacetic Acid described in claim 1 and the nickel complex of 2-methylimidazole ylidene ligands, it is characterised in that institute
The complex stated can be used as purple light material and be applied.
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| CN201811508897.3A CN109535206A (en) | 2018-11-27 | 2018-11-27 | A kind of nickel complex and preparation method thereof based on phenylenediacetic Acid and 2-methylimidazole ylidene ligands |
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| CN111393660A (en) * | 2020-02-21 | 2020-07-10 | 延安大学 | Nickel metal coordination polymer and preparation method and application thereof |
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| CN108148083A (en) * | 2016-12-02 | 2018-06-12 | 安庆师范大学 | One kind is bis- based on o-carboxyl phenylacetic acid and 1,2-（3- pyridinylmethylenes）Cadmium complex of hydrazine ligand and preparation method thereof |
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| CN108148083A (en) * | 2016-12-02 | 2018-06-12 | 安庆师范大学 | One kind is bis- based on o-carboxyl phenylacetic acid and 1,2-（3- pyridinylmethylenes）Cadmium complex of hydrazine ligand and preparation method thereof |
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| GÜNEŞ GÜNAY SEZER等: "The structures and properties of zinc(II) and cadmium(II) coordination polymers based on semi-rigid phenylenediacetate and 1,4-bis(2-methylimidazol-1-ylmethyl)benzene linkers", 《JOURNAL OF SOLID STATE CHEMISTRY》 * |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111393660A (en) * | 2020-02-21 | 2020-07-10 | 延安大学 | Nickel metal coordination polymer and preparation method and application thereof |
| CN111393660B (en) * | 2020-02-21 | 2022-03-08 | 延安大学 | Nickel metal coordination polymer and preparation method and application thereof |
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