CN105936668A - Cd coordination compound based on flexible amido pyridine ligand and preparation method thereof - Google Patents

Cd coordination compound based on flexible amido pyridine ligand and preparation method thereof Download PDF

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CN105936668A
CN105936668A CN201610065782.6A CN201610065782A CN105936668A CN 105936668 A CN105936668 A CN 105936668A CN 201610065782 A CN201610065782 A CN 201610065782A CN 105936668 A CN105936668 A CN 105936668A
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coordination compound
flexible
cadmium complex
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cadmium
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CN105936668B (en
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王彦
李丹
沈荣佩
贾莹莹
陆思宇
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Anqing Normal University
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    • C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
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    • C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
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Abstract

The invention relates to a cadmium coordination compound based on a flexible amido pyridine ligand and a preparation method thereof. The coordination compound has a chemical formula of [CdII(L1)(ONO2)(OH2)] NO3.3H2O, wherein L1 represents N', N'', N '''-tri(2-pyridyl- methylene)-1,3,5-trimesoyl amide. The coordination compound is the first dimensional layered coordination compound Cd(NO3)2 containing flexible amido pyridine ligand; the synthesis method is simple, easy to crystallize and high in synthesis yield, and uses easily to get raw materials; the crystalline material exhibits high thermal stability and strong blue luminescence properties. The optical and thermal properties research results show that the coordination compound can be used as a blue light material in the field of material chemistry.

Description

A kind of Cd coordination compound based on flexible amide pyridyl ligands and preparation method thereof
Technical field
The invention belongs to function coordination polymer and molecular based fluorescent material technical field thereof, contain particularly to one soft Cadmium complex of property amide pyridyl ligands and preparation method thereof.The coordination compound invented has the three-dimensional frame structure of novelty, Application can be developed further as blue light material.
Background technology
Issue to give from Nobel chemistry Prize in 1987 and be made that the France of outstanding contributions is famous in supramolecular chemistry field Chemist J.M.Lehn teaches and after Americanized scholar C.J.Pedersen, D.J.Cram, this field has obtained flourish, takes Obtained significant achievement.Supramolecular chemistry, its research field covers organic chemistry, inorganic chemistry, information science, material science And the subjects such as life sciences.And specific non-covalent weak interaction imparts many unique property of supramolecular system Matter and potential using value, such as molecular recognition, catalysis, transport of substances etc..Now supramolecular chemistry have become as one emerging Interdisciplinary science, be an important directions of 21 century chemical developer.Coordination polymer (Coordination Polymer) is made For an importance of supramolecular chemistry research, the most existing stronger bonding effect comprises again intermolecular weak interaction such as Hydrogen bond, π-π interaction etc., this type of compound structure is various, unique, in catalysis, magnetic material, fluorescent material, non-thread Property all many-sides such as optical material, porous adsorbing material and conductive material have good application prospect, have become as current One of supramolecular chemistry research field heat subject.There is the part of aromatic rings owing to abundant π-π, C-H can be formed ... π phase Interaction, and then form stable framework, therefore the part centered by aromatic rings obtains in terms of constructing coordination compound The attention of a large amount of chemists, has obtained the zero dimension of many novel structures, one-dimensional, two-dimentional and Magnetic Properties of Three-Dimensional Supramolecular Complex coordination compound.This The coordination compound that a little structures are changeable not only enriches crystal engineering, and shows good potential at aspects such as optical, electrical, magnetic Application.On the other hand, amide group is widespread in nature, not only can be as donor but also can make in hydrogen bond is formed For receptor, the metal complex of amide-containing group organic ligand often has phase in the host-guest chemistry such as ion identification, absorption When big attention rate.But, up to now, the metal complex research of flexible amide groups part based on aromatic rings is less, and Flexible N ', N ", N " constructing and character spy of the cadmium complex of '-three (2-pyridine radicals-methylene)-1,3,5-benzene trimethamide Suo Weijian reports, result of study of the present invention shows designed coordination compound crystalline material to be expected in fluorescent material field to be answered With.
Summary of the invention
Present invention aim at providing a kind of cadmium complex based on flexible amido pyridine part and preparation method thereof.Institute Stating coordination compound is first cadmium complex containing flexible 2-amide pyridyl ligands with three-dimensional frame structure.Its synthetic method Simply, easily crystallize, synthetic yield is high, raw material is easy to get, the blue-light-emitting character that the performance of its crystalline material is strong, light, thermal property research Result shows that it can be applied in technical field of material chemistry as blue emitting material.
For achieving the above object, the invention provides following technology contents:
Present invention cadmium complex based on flexible amido pyridine part, its chemical general formula is [CdII(L1)(ONO2) (OH2)]NO3·3H2O, wherein L1 is N ', N ", " '-three (2-pyridine radicals-methylene)-1,3,5-benzene trimethamide, according to literary composition for N Prepared by (Y.Wang, et al., Chem.Eur.J., 2007,13,7523) method of offering.
The preparation method of present invention cadmium complex based on flexible amido pyridine part: four nitric hydrate cadmiums are dissolved in third Ketone solution joins in the tetrahydrofuran solution containing L1 part, is subsequently added acetonitrile and is completely dissolved to the precipitation generated, then will Ethyl acetate is slowly diffused in above-mentioned solution and prepares yellow column crystal, filters, and washing is dried to obtain yellow crystalline product. Wherein four nitric hydrate cadmiums, the ratio of L1 are 1: 1, and acetone and acetonitrile volume ratio are 1: 1, and water is deionized water.
Above-mentioned cadmium complex monocrystalline based on flexible amido pyridine part, its architectural feature is: it is oblique that crystal belongs to three Crystallographic system, space group is P-1, and cell parameter is:α= 105.377 (3) °, β=94.973 (2) °, γ=96.153 (3) °.The coordination environment of metal ion such as Fig. 1 a institute in coordination compound Show.Complex structure has two kinds of independent CdIIIon.Cd1 is hexa-coordinate, coordination atom be two hydrone oxygen, two not Two amide oxygen atoms and two pyridine nitrogen atom with part.Cd1-O, Cd1-N bond distance is respectively 2.282 (3), 2.286 (2) andO-Cd1-O, O-Cd1-N and N-Cd1-N bond angle scope is 84.91 (9) ° to 180.0 °.And Cd2 Coordination environment is compared with Cd1, and the position of water of coordination is substituted by the oxygen atom coming from two nitrate anions.Cd2-O, Cd2-N bond distance Be respectively 2.353 (2), 2.319 (2) and And O-Cd2-O, O-Cd2-N and N-Cd2-N bond angle scope is 86.20 (8) ° to 180.0 °.Therefore, Cd1 and Cd2 is the O slightly distorted4N2Octahedral coordination configuration.In coordination compound, L1 part has one Individual side chain is not engaged in coordination.Two coordination side chains of each part are by amide oxygen and two Cd of chelating connection of pyridine nitrogenII (Cd1, Cd2) generates the one-dimensional catenary structure (Fig. 1 b) of coordination compound, and between its metal, (Cd1-Cd2) distance isL1 Part uses suitable, and instead, transoid conformation, the degreeof tortuosity of three side chains is different: participate in two pyridine rings and the center phenyl ring of coordination Dihedral angle be respectively 81.9 ° and 56.7 °, and the dihedral angle of the pyridine ring not being coordinated and phenyl ring is 68.8 °.Coordination compound has Abundant interaction of hydrogen bond.The one-dimensional catenary structure of coordination compound passes through N5-H5A ... O72, C4-H4 ... O72 hydrogen bond connects into For two-dimensional network structure (Fig. 1 c).And the NO not being coordinated3 -, hydrone is then filled between layers, with the stratiform bone of coordination compound Generate hydrogen bond between frame, the fenestral fabric of two dimension is connected to become the framework of three-dimensional, in the structure of coordination compound, has four cores The existence (Fig. 1 d) of water bunch.O in this water bunch ... O average distance isBy with surrounding water molecules and nitrate anion Hydrogen bond action, this water bunch is stabilized between the layer structure of coordination compound.
Above-mentioned cadmium complex elementary analysis based on flexible amido pyridine part: value of calculation C27H32N8O13Cd1: C, 41.11；H, 4.10；N, 14.20. measured value: C, 40.89；H, 4.23；N, 14.25%.Instrument is VARIO EL III unit Element analyser (Germany, Elementar).
The characteristic IR absorbance peaks of above-mentioned cadmium complex based on flexible amido pyridine part is (KBr, cm-1): 3268 (m), 1645 (s), 1545 (m), 1433 (m), 1381 (m), 1328 (m), 1289 (m), 1194 (w), 1111 (w), 1036 (w), 906 (w), 804 (m), 713 (m), 682 (w), 526 (w), 502 (w), 411 (w).Instrument is that AVATAR-360 is infrared Spectrogrph (U.S., Nicolet).
Above-mentioned cadmium complex based on flexible amido pyridine part starts to slough hydrone when about 52 DEG C, and skeleton exists About 350 DEG C just start to decompose (Fig. 2), show that it has higher thermodynamic stability.Instrument is that STA-409PC is comprehensive Thermal analyzer (Germany, Netzsch).
Above-mentioned cadmium complex based on flexible amido pyridine part at room temperature presents under the X-light of 360nm excites Going out strong blue-light-emitting character, emission peak is positioned at (Fig. 3) at 449nm, is expected in terms of blue emitting material have good answering With.Instrument is F-4500 (Japan, Hitachi).
Present invention cadmium complex based on flexible amido pyridine part is first and contains N ', N ", N " '-three (2-pyridines Base-methylene) the cadmium complex functional material of-1,3,5-benzene trimethamide parts.It uses diffusion method to prepare, and productivity is higher, Favorable reproducibility, heat stability is high, at room temperature shows strong blue-light-emitting character, is expected to be answered on fluorescent material field With.
Accompanying drawing explanation
Fig. 1 is the crystal structure figure of the cadmium complex of flexibility amide pyridyl ligands of the present invention；
Fig. 2 is the thermogravimetric analysis figure of the cadmium complex of flexibility amide pyridyl ligands of the present invention；
Fig. 3 is the fluorescence spectrum figure of the cadmium complex of flexibility amide pyridyl ligands of the present invention；
Detailed description of the invention
The chemical formula of present invention cadmium complex based on flexible amido pyridine part is [CdII(L1)(ONO2)(OH2)] NO3·3H2O, wherein L1 is N ', N ", N " '-three (2-pyridine radicals-methylene)-1,3,5-benzene trimethamide.
The present invention is expanded on further below in conjunction with being embodied as example.
Embodiment 1: 3mL is contained Cd (NO3)2·4H2The acetone soln of O (15.4mg, 0.05mmol) is slowly added into and contains In the tetrahydrofuran solution 3mL of L1 (24.0mg, 0.05mmol), generate a large amount of white precipitate, add acetonitrile the most molten to precipitation Solve, lentamente ethyl acetate is diffused in filtrate after filtration, after about 2 weeks, yellow column crystal can be obtained, filter, wash Wash, obtain yellow crystalline product after drying, based on Cd (NO3)2·4H2The productivity 71% that O calculates.
Present invention cadmium complex based on flexible amido pyridine part further characterization, its process is as follows:
(1) crystal structure determination of the cadmium complex of flexible amido pyridine part
Choose the monocrystalline of suitable size, under 293 (2) K on Bruker Smart APEX II CCD single crystal diffractometer, With through graphite monochromatised Mo-k alpha rayFor incident radiation,Scan mode is collected X-ray monocrystalline and is spread out Penetrating data, use method of least square refine cell parameter, SHELXL-97 direct method resolves crystal structure, and all non-hydrogen atoms are used Complete matrix method of least square carries out anisotropy refine.H atom situation theory mode computation determines.Crystal diffraction data collection and The partial parameters of structure refinement is listed in table 1, and bond distance and the bond angle data of selection are shown in Table 2.Crystal structure is as shown in Figure 1.
(2) the thermal stability research of the cadmium complex of flexible amido pyridine part:
After scrubbed, dried, complex crystal sample is under nitrogen protection with the speed of 10 DEG C/min from room temperature gradually It is heated to 800 DEG C.Test result indicate that coordination compound crystalline material starts dehydration when 52 DEG C, skeleton just starts at about 350 DEG C Decomposing, until 800 DEG C of coordination compound skeletons decompose the most completely, display gained coordination compound has higher thermodynamic stability (Fig. 2), for its as functional material exploitation apply provide reliable heat stability ensure.
(3) the solid fluorescence performance study of the cadmium complex of flexible amido pyridine part:
After scrubbed, dried, complex crystal sample is through being fully ground, and carries out the test of solid luminescence under room temperature.? The X-light of 360nm excites down and presents strong blue-light-emitting character, and emission peak is positioned at (Fig. 3) at 449nm.It is at blue-light-emitting material Material aspect has potential application.
The predominant crystal data of the cadmium complex of the flexible amido pyridine part of table 1 and refined parameters
Rl=∑ | | Fo|—|Fc||/∑|Fo|·wR2=| ∑ w (| Fo|2-|Fc|2)|/∑|w(Fo)2|1/2, w=1/ [σ2 (Fo2)+(aP)2+ bP] P=(Fo2+2Fc 2)/3.
The selection bond distance of the cadmium complex of the flexible amido pyridine part of table 2With bond angle (°)
Symmetry transformations used to generate equivalent atoms:#1-x-1 ,- Y ,-z；#2-x ,-y ,-z+1.

Claims (4)

1. the cadmium complex of a flexible amide pyridyl ligands, it is characterised in that: described coordination chemistry formula is [CdII (L1)(ONO2)(OH2)]NO3·3H2O, wherein L1 is N ', N ", N " '-three (2-pyridine radicals-methylene)-1,3,5-benzene three formyl Amine.
2. the cadmium complex of the flexible amide pyridyl ligands described in claim 1, it is characterised in that the crystalline substance of described coordination compound Body anorthic system, space group is P-1, and cell parameter is: α=105.377 (3) °, β=94.973 (2) °, γ=96.153 (3) °.
3. the preparation method of the cadmium complex of the flexible amide pyridyl ligands described in claim 1, it is characterised in that: Jiang Sishui Close cadmium nitrate to be dissolved in the tetrahydrofuran solution that acetone soln joins containing L1 part, be subsequently added acetonitrile to the precipitation generated It is completely dissolved, then ethyl acetate is slowly diffused in above-mentioned solution prepared yellow column crystal, filter, washing, be dried Yellow crystalline product.Wherein four nitric hydrate cadmiums, the ratio of L1 are 1: 1, and acetone and acetonitrile volume ratio are 1: 1, and water is deionization Water.
4. the application of the cadmium complex of the flexible amide pyridyl ligands described in claim 1, it is characterised in that described cooperation Thing crystalline material can be applied as blue light material.
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CN107652440A (en) * 2017-09-26 2018-02-02 山东理工大学 A kind of two-dimentional spin crossover molecular magnetic materialses and preparation method thereof
CN107674212A (en) * 2017-09-26 2018-02-09 山东理工大学 A kind of ONE DIMENSIONAL SPIN crossed molecular magnetic material and preparation method thereof
CN109354592A (en) * 2018-10-17 2019-02-19 安庆师范大学 A kind of cadmium complex and preparation method thereof based on pyridinecarboxamide
CN110577474A (en) * 2018-06-11 2019-12-17 天津师范大学 Synthesis method and application of Cd (II) complex with three-dimensional porous structure
KR20220009690A (en) * 2020-07-16 2022-01-25 부경대학교 산학협력단 New diacetylene compounds, polymers thereof and sensor for detection of cadmium
CN113980060A (en) * 2021-10-09 2022-01-28 四川大学 Cadmium and manganese-based solid solution luminescent material and preparation method and application thereof

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CN107652440A (en) * 2017-09-26 2018-02-02 山东理工大学 A kind of two-dimentional spin crossover molecular magnetic materialses and preparation method thereof
CN107674212A (en) * 2017-09-26 2018-02-09 山东理工大学 A kind of ONE DIMENSIONAL SPIN crossed molecular magnetic material and preparation method thereof
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CN110577474B (en) * 2018-06-11 2022-05-31 天津师范大学 Synthesis method and application of Cd (II) complex with three-dimensional porous structure
CN109354592A (en) * 2018-10-17 2019-02-19 安庆师范大学 A kind of cadmium complex and preparation method thereof based on pyridinecarboxamide
KR20220009690A (en) * 2020-07-16 2022-01-25 부경대학교 산학협력단 New diacetylene compounds, polymers thereof and sensor for detection of cadmium
KR102419725B1 (en) * 2020-07-16 2022-07-13 부경대학교 산학협력단 New diacetylene compounds, polymers thereof and sensor for detection of cadmium
CN113980060A (en) * 2021-10-09 2022-01-28 四川大学 Cadmium and manganese-based solid solution luminescent material and preparation method and application thereof

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