CN112500581B - Nickel metal coordination polymer constructed based on 1,3, 5-tri (methoxy carboxyl) benzene and synthetic method thereof - Google Patents
Nickel metal coordination polymer constructed based on 1,3, 5-tri (methoxy carboxyl) benzene and synthetic method thereof Download PDFInfo
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Abstract
A nickel metal coordination polymer constructed based on 1,3, 5-tri (methoxy carboxyl) benzene, the chemical formula is [ Ni (TB) ]2(H2O)2]n .2H2O, wherein H3TB is 1,3, 5-tri (methoxyl carboxyl) benzene, the central ion Ni (II) is in coordination environment of six coordination, and coordinates with carboxylic acid O atoms from four different 1,3, 5-tri (methoxyl carboxyl) benzene ligands and O atoms on two water molecules to form NiO6Octahedral configuration. The synthetic method comprises the following steps: weighing 1,3, 5-tri (methoxy carboxyl) benzene, sodium hydroxide and nickel acetate according to the mass ratio, adding the mixture into a solvent, and stirring the mixture to be completely dissolved; adjusting the pH value to 9-11, placing the mixture into a reaction kettle, sealing the reaction kettle, placing an iron sleeve into the reaction kettle, screwing the mixture, and reacting at the constant temperature of 160 ℃ until the reaction is finished; taking out the reaction kettle, cooling to normal temperature, filtering and washing to obtain light green blocky crystals.
Description
Technical Field
The invention relates to the field of chemistry, in particular to a nickel metal coordination polymer constructed based on 1,3, 5-tri (methoxy carboxyl) benzene and a synthetic method thereof.
Background
At present, in the synthesis research of complexes, the synthesis and property research of complexes constructed by using carboxyl-containing organic substances as main ligands are the most extensive. The organic ligand containing carboxyl has the characteristic of diversified coordination modes, and is the most common organic ligand for synthesizing the complex. In addition, organic carboxyl-containing materials are excellent ligands for the design and synthesis of new materials and functional supramolecular structures due to their potential to form hydrogen bond donors and acceptors. Compared with the common organic ligand containing carboxyl, the rigid aromatic polycarboxylic acid ligand has the characteristics of fixed skeleton structure, difficult spatial deformation, controllable coordination process and the like, and is widely applied to the synthesis research of functional material complexes.
In recent years, the design and synthesis of functional complexes have been extensively studied and focused by people due to their unique frameworks and topological structures and their potential applications in the fields of catalysis, magnetism, luminescence, and gas absorption. In the synthesis of functional complexes, many factors such as the structural characteristics of organic ligands, the coordination environment of metal ions, counter anions, solvent systems, reaction temperature and the pH value of the system influence the final structure of the complexes. Therefore, even after many years of research, the structure of functional complexes is difficult to predict accurately. Among them, the choice of metal ions and the structure of organic ligands are particularly important, and the structure and properties of the complex can be directly influenced. Compared with other ligands, the aromatic carboxylic acid ligand not only has the characteristic of diversified coordination modes of the carboxylic acid ligand, the special framework aromatic ring structure of the aromatic carboxylic acid ligand is easy to generate pi-pi stacking, and the oxygen atom in the carboxylic acid is also easy to form hydrogen bond by hydrogen ions in the structure, so that the structure and the performance of the synthesized metal-aromatic carboxyl complex have certain influence. Benzene rings are potential pi-pi action sites, and the interaction information is stored in the generated complex structure, so that the formation of a stacking structure is possibly guided. Besides aromatic carboxylic acid, the common rigid ligand is not easy to deform during coordination, has an easily controlled structure, and is widely applied to synthesis of functional complexes by researchers.
Disclosure of Invention
Aiming at the defects of the prior art, the invention provides a nickel metal coordination polymer constructed based on 1,3, 5-tri (methoxy carboxyl) benzene and a synthetic method thereof.
In order to achieve the purpose, the invention adopts the following technical scheme:
a nickel metal coordination polymer constructed based on 1,3, 5-tri (methoxy carboxyl) benzene, the chemical formula is [ Ni (TB) ]2(H2O)2]n .2H2O, wherein H3TB-1, 3, 5-tris (methoxycarbonyl) benzene,
the central ion Ni (II) is in a coordination environment of six coordination, and the central ion Ni (II) is respectively coordinated with carboxylic acid O atoms from four different 1,3, 5-tri (methoxy carboxyl) benzene ligands and O atoms on two water molecules to form NiO6Octahedral configuration.
The synthesis method of the nickel metal coordination polymer constructed based on 1,3, 5-tri (methoxy carboxyl) benzene comprises the following steps:
(1) weighing 1,3, 5-tri (methoxy carboxyl) benzene, sodium hydroxide and nickel acetate according to the mass ratio of 0.8-1.2: 2.8-3.2: 0.8-1.2,
(2) adding the weighed 1,3, 5-tri (methoxyl carboxyl) benzene, sodium hydroxide and nickel acetate into a solvent, and stirring to completely dissolve;
(3) adjusting the pH value to 9-11, and continuously stirring uniformly;
(4) sealing the mixture in a reaction kettle, filling an iron sleeve, screwing the mixture, and reacting at the constant temperature of 160 ℃ until the reaction is finished;
(5) taking out the reaction kettle, cooling to normal temperature, filtering and washing to obtain light green blocky crystals, namely [ Ni (TB) ]2(H2O)2]n .2H2And (4) O crystals.
In the step (2), an ethanol aqueous solution obtained by mixing ethanol and water according to a volume ratio of 1.5-2.5: 1 is used as the solvent.
In the step (3), the pH value is adjusted by triethylamine solution.
In the step (4), the reaction time is 3-7 days at constant temperature.
Preferably, the synthesis method of the nickel metal coordination polymer constructed based on 1,3, 5-tri (methoxy carboxyl) benzene comprises the following steps:
weighing 0.0750g of 1,3, 5-tri (methoxy carboxyl) benzene and 0.0300g of sodium hydroxide, placing the mixture into a reaction kettle, adding 10mL of ethanol and 5mL of water as solvents, placing the mixture into a rotor, placing the rotor on a magnetic stirrer to be stirred until the mixture is completely dissolved, weighing 0.0622g of nickel acetate, adding the mixture into the reaction kettle, continuously stirring the mixture until the mixture is dissolved, adjusting the pH value, stirring the mixture for about 1 hour, taking out the rotor, covering the reaction kettle, filling an iron sleeve, placing the mixture into an oven to react at a constant temperature of 160 DEG CReacting for 3 days under warm condition; taking out the reaction kettle, cooling to normal temperature, filtering and washing to obtain light green blocky crystals, namely the [ Ni (TB)2(H2O)2]n .2H2And (4) O crystals.
Compared with the prior art, the invention has the following beneficial effects:
the invention takes 1,3, 5-tri (methoxy carboxyl) benzene as ligand to react with nickel acetate, and successfully synthesizes a metal coordination polymer [ Ni (TB) ]by utilizing a solvothermal method and adjusting the conditions of the molar ratio of the raw materials, the reaction solvent, the pH value, the reaction time, the reaction temperature and the like of the reaction2(H2O)2]n .2H2O, wherein H3TB ═ 1,3, 5-tris (methoxycarbonyl) benzene, the structure of which was characterized by elemental analysis, infrared spectroscopy and X-ray single crystal diffraction. Para [ Ni (TB)2(H2O)2]n .2H2Analysis of the Hirshfeld surface and 2D fingerprint of O showed the presence of the C … C, O … C/C … O, O … Ni/N … O interaction.
Drawings
FIG. 1 shows the formula [ Ni (TB)2(H2O)2]n .2H2Crystal structure of O.
FIG. 2 shows the formula [ Ni (TB)2(H2O)2]n .2H2A coordination polyhedron of the central ion of O.
FIG. 3 shows the formula [ Ni (TB)2(H2O)2]n .2H2A one-dimensional chain structure diagram of O.
FIG. 4 shows [ Ni (TB) ]2(H2O)2]n .2H2And (3) a three-dimensional stacking diagram of O.
FIG. 5 is a Hirshfeld surface analysis graph showing interaction from strong to weak as the color goes from blue through green and yellow to red, with the depressed red portion representing strong intermolecular forces and the raised blue portion representing weak intermolecular interactions; in the figure, d norm denotes the intra-crystalline working distance normalization, whichIn the range of
shape Index represents a three-dimensional graphic Index having a range of
curvedess represents a bending degree of weak action in a molecule, and the range is
FIG. 6 is an intermolecular interaction fingerprint.
Detailed Description
The technical solution of the present invention is further illustrated by the following examples.
Example 1
Laboratory apparatus and reagent
Agilent G8910A CCD single crystal diffractometer, Agilent, usa;
Perkin-Elmer 240Q elemental analyzer, Perkin Elmer, Inc., USA Perkin Elmer;
fourier transform infrared spectrometer, PerkinElmer, usa;
RF-5301PC fluorescence photometer, Shimadzu, Japan.
The chemical reagents and medicines used in the experiment are analytically pure reagents.
Synthesis method
Weighing 0.25mmol (0.0750g) of 1,3, 5-tri (methoxy carboxyl) benzene and 0.0300g of sodium hydroxide, placing the mixture into a reaction kettle, adding solvents such as 10mL of ethanol, 5mL of water and the like, placing the mixture into a rotor, placing the mixture on a magnetic stirrer to be stirred until the mixture is completely dissolved, weighing 0.25mmol (0.0622g) of nickel acetate, adding the mixture into the reaction kettle to be continuously stirred until the mixture is dissolved, adjusting the pH value to 10 by using triethylamine solution, stirring the mixture for about 1 hour, taking out the rotor, covering the reaction kettle, installing an iron sleeve, placing the mixture into an oven to react for 3 days at the constant temperature of 160 ℃. Taking out the reaction kettle, cooling to normal temperature, filtering and washing to obtain the productA green block crystal, namely the [ Ni (TB) ]2(H2O)2]n .2H2And (4) O crystals.
Yield 0.140g, 77.9% (as H)3TB based calculation).
IR(KBr)：3440，2908，1614，1489，1333，1171，1074，725cm-1。
Determination of Crystal Structure
The crystal data were obtained by Agilent G8910A CCD plane-detector diffractometer using MoK alpha rays monochromatized with graphite at 298K
And collecting diffraction data at room temperature by using an omega-2 theta scanning mode, wherein theta is within a range of 3.35-26.37 degrees. The crystal structure analysis and the refinement are all completed by using a SHELXS-97 program, and the crystal structure analysis is mainly obtained by a direct method. Firstly, determining the position of metal ions by using a SADABS program and a Parteson method, carrying out Lp factor correction and absorption correction, then solving all non-hydrogen atom coordinates by using a difference Fourier method, obtaining the hydrogen atom position by using a theoretical hydrogenation method, and modifying the structure by using a least square method. All structural calculations were done using the SHLEXL-97 and Olex2 programs on a PC.
Crystallographic parameters obtained by single crystal structure analysis are shown in table 1, and part of bond lengths and bond angles are summarized in table 2.
TABLE 1[ Ni (TB)2(H2O)2]n .2H2Crystallographic parameters of O
a R1＝Σ||Fo|–|Fc||/Σ|Fo|
bωR2＝[Σw(|Fo 2|–|Fc 2|)2/Σw(|Fo 2|)2]1/2
TABLE 2[ Ni: (TB)2(H2O)2]n .2H2Bond length of O
Angle of harmony key (°)
Symmetric codes:
(i)-x+2,-y+2,-z；(ii)x+1,y,z-1；(iii)-x+1,-y+2,-z+1；(iv)x,y+1,z；(v)x-1,y,z+1。
the complex is formed by combining nickel (II) ions and 1,3, 5-tri (methoxyl carboxyl) benzene organic ligands in a coordination mode to form a coordination polymer with an infinite structure, and the structure also comprises two free solvent water molecules. As shown in FIG. 1, in the crystal structure of the complex, the central ion Ni (II) is in a coordination environment of six coordination, which coordinates with the carboxylic acid O atoms from four different 1,3, 5-tri (methoxy carboxyl) benzene ligands and the O atoms on two water molecules to form NiO6Octahedral configuration. Ni (II) continuously extends to form a one-dimensional chain configuration with a pore structure by coordinating with oxygen atoms on 1,3, 5-tri (methoxyl carboxyl) benzene and water molecules (figure 2). The one-dimensional chain extends along the ab surface to form a three-dimensional hole structure (figure 3), the three-dimensional structure is provided with quadrilateral one-dimensional pore channels, the one-dimensional pore channels extend infinitely along the a-axis direction, and intermolecular force forms the three-dimensional structure through van der Waals force action (figure 4).
Hirshfeld surface analysis
The Hirshfeld surface analysis method is a method for effectively identifying molecular force, takes a crystal parameter cif file of a complex as a data source, calculates the distribution condition of the Hirshfeld surface force of complex molecules through a CrystalExplorer 3.1 program, and visualizes different intermolecular interactions on the three-dimensional molecular surface of a crystal structure to obtain a dnorm, shape index and curvedness diagram. The dnorm diagram is used to represent very strong intermolecular interactions such as hydrogen bonding and van der waals interactions; shape index (shape index) diagram is used to represent sensitive forces between molecules due to subtle distances, such as pi. conjugation and sigma. pi. hyperconjugation; the curvedness diagram is a measure of the degree of deformation of the surface of a molecule due to molecular interactions in a crystal, flat and sharp regions meaning lower and higher degrees of deformation, respectively, and different intermolecular forces around the molecule separate the degree of deformation of the surface of the molecule into different regions.
The complex obtained in this example [ Ni (TB) ]2(H2O)2]n .2H2The result of the Hirshfeld surface analysis is shown in FIG. 5, and it can be seen from d norm that the deep red concave region on the surface shows a strong O … O action, and the action accounts for the largest proportion of all intramolecular action forces, and the proportion accounts for 43.3%; as can be seen from the blue and red polygonal areas on the shape Index of the graph, the molecules have weak pi … pi effect; from the curvedess diagram, it can be seen that the green plane corresponds to the benzene ring in the molecule, and the bright yellow region is pi … pi.
Intermolecular interaction fingerprint analysis
The results of quantitative analysis of the nature and type of surface forces between molecules inside the crystal are summarized in 2D fingerprint images.
As shown in fig. 6, the blue portion on the two-dimensional fingerprint area represents a total intermolecular effect of 94.7%, and the shape of the total force appears as a spike on the two-dimensional fingerprint area.
The occupancy rate of the C … C interaction force is 15.4%, and an arrow shape appears on the two-dimensional fingerprint area.
The occupancy rate of the interaction force of O … C/C … O is 25.2%, the two-dimensional fingerprint area is in a double wing shape, O … C acts on the upper part of the O … C/C … O fingerprint area, C … O is positioned on the lower part, and the occupancy rates of the O … C and the C … O are not equal and are respectively 11.5% and 13.7%.
The acting force occupancy rate of O … Ni/N … O is 10.7%, two peak shapes are presented on a two-dimensional fingerprint area, O … Ni acts on the upper part of the O … Ni/Ni … O fingerprint area, Ni … O is positioned on the lower part, and the proportion of the two peak shapes is unequal to 2.1% and 8.7% respectively.
Example 2
The synthesis method of the nickel metal coordination polymer constructed based on 1,3, 5-tri (methoxy carboxyl) benzene comprises the following steps:
(1) weighing 1,3, 5-tri (methoxy carboxyl) benzene, sodium hydroxide and nickel acetate according to the mass ratio of 0.8-1.2: 2.8-3.2: 0.8-1.2,
(2) adding the weighed 1,3, 5-tri (methoxyl carboxyl) benzene, sodium hydroxide and nickel acetate into a solvent, and stirring to completely dissolve; and taking an ethanol water solution obtained by mixing ethanol and water according to the volume ratio of 1.5-2.5: 1 as the solvent.
(3) Adjusting the pH value to 9-11, and continuously stirring uniformly; the pH value is adjusted by triethylamine solution.
(4) Sealing the mixture in a reaction kettle, filling an iron sleeve, screwing the mixture, and reacting at the constant temperature of 160 ℃ until the reaction is finished; the constant temperature reaction time is 3-7 days.
(5) Taking out the reaction kettle, cooling to normal temperature, filtering and washing to obtain light green blocky crystals, namely [ Ni (TB) ]2(H2O)2]n .2H2And (4) O crystals.
Example 3
The synthesis method of the nickel metal coordination polymer constructed based on 1,3, 5-tri (methoxy carboxyl) benzene comprises the following steps:
(1) weighing 1,3, 5-tri (methoxy carboxyl) benzene, sodium hydroxide and nickel acetate according to the mass ratio of 0.8-1.2: 2.8-3.2: 0.8-1.2,
(2) adding the weighed 1,3, 5-tri (methoxyl carboxyl) benzene, sodium hydroxide and nickel acetate into a solvent, and stirring to completely dissolve; and taking an ethanol water solution obtained by mixing ethanol and water according to the volume ratio of 1.5-2.5: 1 as the solvent.
(3) Adjusting the pH value to 9-11, and continuously stirring uniformly; the pH value is adjusted by triethylamine solution.
(4) Sealing the mixture in a reaction kettle, filling an iron sleeve, screwing the mixture, and reacting at the constant temperature of 160 ℃ until the reaction is finished; the constant temperature reaction time is 3-7 days.
(5) Taking out the reaction kettle, cooling to normal temperature, filtering and washing to obtain light green blocky crystals, namely [ Ni (TB) ]2(H2O)2]n .2H2And (4) O crystals.
Example 4
The synthesis method of the nickel metal coordination polymer constructed based on 1,3, 5-tri (methoxy carboxyl) benzene comprises the following steps:
(1) weighing 1,3, 5-tri (methoxy carboxyl) benzene, sodium hydroxide and nickel acetate according to the mass ratio of 0.8-1.2: 2.8-3.2: 0.8-1.2, (2) adding the weighed 1,3, 5-tri (methoxy carboxyl) benzene, sodium hydroxide and nickel acetate into a solvent, and stirring for complete dissolution; and taking an ethanol water solution obtained by mixing ethanol and water according to the volume ratio of 1.5-2.5: 1 as the solvent. (3) Adjusting the pH value to 9-11, and continuously stirring uniformly; the pH value is adjusted by triethylamine solution. (4) Sealing the mixture in a reaction kettle, filling an iron sleeve, screwing the mixture, and reacting at the constant temperature of 160 ℃ until the reaction is finished; the constant temperature reaction time is 3-7 days. (5) Taking out the reaction kettle, cooling to normal temperature, filtering and washing to obtain light green blocky crystals, namely [ Ni (TB) ]2(H2O)2]n .2H2And (4) O crystals.
Claims (6)
1. A nickel metal coordination polymer constructed based on 1,3, 5-tri (methoxyl carboxyl) benzene is characterized in that the chemical formula is [ Ni (TB)2(H2O)2]n·2H2O, wherein H3TB-1, 3, 5-tris (methoxycarbonyl) benzene,
the central ion Ni (II) is in a coordination environment of six coordination, and the central ion Ni (II) is respectively coordinated with carboxylic acid O atoms from four different 1,3, 5-tri (methoxy carboxyl) benzene ligands and O atoms on two water molecules to form NiO6Octahedral configuration, [ Ni (TB)2(H2O)2]n·2H2Crystallography of OThe numbers are as follows:
aR1＝Σ||Fo|–|Fc||/Σ|Fo|
bωR2＝[Σw(|Fo 2|–|Fc 2|)2/Σw(|Fo 2|)2]1/2
[Ni(TB)2(H2O)2]n·2H2bond length of O
And key angle (°) as follows:
symmetric code:
(i)-x+2,-y+2,-z；(ii)x+1,y,z-1；(iii)-x+1,-y+2,-z+1；(iv)x,y+1,z；(v)x-1,y,z+1。
2. the method for synthesizing the nickel metal coordination polymer constructed based on 1,3, 5-tri (methoxy carboxyl) benzene as claimed in claim 1, which comprises the following steps:
(1) weighing 1,3, 5-tri (methoxy carboxyl) benzene, sodium hydroxide and nickel acetate according to the mass ratio of 0.8-1.2: 2.8-3.2: 0.8-1.2,
(2) adding the weighed 1,3, 5-tri (methoxyl carboxyl) benzene, sodium hydroxide and nickel acetate into a solvent, and stirring to completely dissolve;
(3) adjusting the pH value to 9-11, and continuously stirring uniformly;
(4) sealing the mixture in a reaction kettle, filling an iron sleeve, screwing the mixture, and reacting at the constant temperature of 160 ℃ until the reaction is finished;
(5) taking out the reaction kettle, cooling to normal temperature, filtering and washing to obtain light green blocky crystals, namely [ Ni (TB) ]2(H2O)2]n·2H2And (4) O crystals.
3. The method for synthesizing a nickel metal coordination polymer constructed based on 1,3, 5-tris (methoxycarbonyl) benzene as claimed in claim 2, wherein in step (2), an aqueous ethanol solution in which ethanol and water are mixed in a volume ratio of 1.5 to 2.5:1 is used as the solvent.
4. The method for synthesizing nickel metal coordination polymer constructed based on 1,3, 5-tri (methoxy carboxyl) benzene as claimed in claim 2, wherein in step (3), triethylamine solution is used for adjusting pH value.
5. The method for synthesizing the nickel metal coordination polymer constructed based on 1,3, 5-tri (methoxy carboxyl) benzene as claimed in claim 2, wherein in the step (4), the isothermal reaction time is 3-7 days.
6. The method for synthesizing the nickel metal coordination polymer constructed based on 1,3, 5-tri (methoxy carboxyl) benzene as claimed in claim 2, which comprises the following steps:
weighing 0.0750g of 1,3, 5-tri (methoxy carboxyl) benzene and 0.0300g of sodium hydroxide, putting the mixture into a reaction kettle, adding 10mL of ethanol and 5mL of water as solvents, putting the mixture into a rotor, putting the rotor on a magnetic stirrer, stirring the mixture till the mixture is completely dissolved, weighing 0.0622g of nickel acetate, adding the nickel acetate into the reaction kettle, continuously stirring the mixture until the mixture is dissolved, adjusting the pH value, stirring the mixture for about 1 hour, taking out the rotor, covering the reaction kettle, filling an iron sleeve, and putting the mixture into an oven to react for 3 days at the constant temperature of 160 ℃; taking out the reaction kettle, cooling to normal temperature, filtering and washing to obtain light green blocky crystals, namely the [ Ni (TB)2(H2O)2]n·2H2And (4) O crystals.
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