CN112321618A - Zinc complex with 2, 5-bis (trifluoromethyl) terephthalic acid as ligand and preparation method thereof - Google Patents
Zinc complex with 2, 5-bis (trifluoromethyl) terephthalic acid as ligand and preparation method thereof Download PDFInfo
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- CN112321618A CN112321618A CN202011174418.6A CN202011174418A CN112321618A CN 112321618 A CN112321618 A CN 112321618A CN 202011174418 A CN202011174418 A CN 202011174418A CN 112321618 A CN112321618 A CN 112321618A
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- 239000011701 zinc Substances 0.000 title claims abstract description 36
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 title claims abstract description 22
- 229910052725 zinc Inorganic materials 0.000 title claims abstract description 22
- 239000003446 ligand Substances 0.000 title claims abstract description 17
- YIAGLTIEICXRQF-UHFFFAOYSA-N 2,5-bis(trifluoromethyl)terephthalic acid Chemical compound OC(=O)C1=CC(C(F)(F)F)=C(C(O)=O)C=C1C(F)(F)F YIAGLTIEICXRQF-UHFFFAOYSA-N 0.000 title claims abstract description 16
- 238000002360 preparation method Methods 0.000 title claims abstract description 11
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims abstract description 12
- PTFCDOFLOPIGGS-UHFFFAOYSA-N Zinc dication Chemical group [Zn+2] PTFCDOFLOPIGGS-UHFFFAOYSA-N 0.000 claims abstract description 8
- ROFVEXUMMXZLPA-UHFFFAOYSA-N Bipyridyl Chemical compound N1=CC=CC=C1C1=CC=CC=N1 ROFVEXUMMXZLPA-UHFFFAOYSA-N 0.000 claims abstract description 5
- 239000011592 zinc chloride Substances 0.000 claims abstract description 5
- 238000001816 cooling Methods 0.000 claims description 6
- 239000011259 mixed solution Substances 0.000 claims description 6
- 239000013078 crystal Substances 0.000 claims description 5
- 238000002447 crystallographic data Methods 0.000 claims description 5
- -1 polytetrafluoroethylene Polymers 0.000 claims description 5
- 239000000126 substance Substances 0.000 claims description 5
- 239000012153 distilled water Substances 0.000 claims description 3
- 238000010438 heat treatment Methods 0.000 claims description 3
- 229920001343 polytetrafluoroethylene Polymers 0.000 claims description 3
- 239000004810 polytetrafluoroethylene Substances 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- VTJXFJBPAFMPAF-UHFFFAOYSA-N 2,5-bis(trifluoromethyl)terephthalic acid zinc Chemical compound [Zn].FC(C1=C(C(=O)O)C=C(C(=C1)C(=O)O)C(F)(F)F)(F)F VTJXFJBPAFMPAF-UHFFFAOYSA-N 0.000 claims description 2
- 238000005303 weighing Methods 0.000 claims 1
- 229910052751 metal Inorganic materials 0.000 abstract description 5
- 239000002184 metal Substances 0.000 abstract description 5
- 238000000034 method Methods 0.000 abstract description 5
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 abstract description 5
- 239000002253 acid Substances 0.000 abstract description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract description 3
- 238000004729 solvothermal method Methods 0.000 abstract description 3
- 229910052723 transition metal Inorganic materials 0.000 abstract description 3
- 235000000621 Bidens tripartita Nutrition 0.000 abstract description 2
- 240000004082 Bidens tripartita Species 0.000 abstract description 2
- 239000013522 chelant Substances 0.000 abstract description 2
- 230000007613 environmental effect Effects 0.000 abstract description 2
- 208000006637 fused teeth Diseases 0.000 abstract description 2
- 150000003624 transition metals Chemical class 0.000 abstract description 2
- 235000005074 zinc chloride Nutrition 0.000 abstract description 2
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 238000010586 diagram Methods 0.000 description 5
- 150000002500 ions Chemical class 0.000 description 4
- 239000001257 hydrogen Substances 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 239000012621 metal-organic framework Substances 0.000 description 3
- BQVLPQXRKKNMBF-UHFFFAOYSA-N 4-(trifluoromethoxycarbonyl)benzoic acid Chemical compound OC(=O)C1=CC=C(C(=O)OC(F)(F)F)C=C1 BQVLPQXRKKNMBF-UHFFFAOYSA-N 0.000 description 2
- 125000004429 atom Chemical group 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- 239000013110 organic ligand Substances 0.000 description 2
- 229910007541 Zn O Inorganic materials 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000013257 coordination network Substances 0.000 description 1
- 239000002178 crystalline material Substances 0.000 description 1
- ZHUXMBYIONRQQX-UHFFFAOYSA-N hydroxidodioxidocarbon(.) Chemical group [O]C(O)=O ZHUXMBYIONRQQX-UHFFFAOYSA-N 0.000 description 1
- 239000011147 inorganic material Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000012916 structural analysis Methods 0.000 description 1
- 229910001428 transition metal ion Inorganic materials 0.000 description 1
- 150000003751 zinc Chemical class 0.000 description 1
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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
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G83/00—Macromolecular compounds not provided for in groups C08G2/00 - C08G81/00
- C08G83/008—Supramolecular polymers
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- 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
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- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
Abstract
The invention discloses a structure of a 2, 5-bis (trifluoromethyl) zinc terephthalate complex and a preparation method thereof. The method takes 2, 5-bis (trifluoromethyl) terephthalic acid and 2, 2' -bipyridine as ligands, takes zinc chloride as metal salt, and obtains the zinc complex taking 2, 5-bis (trifluoromethyl) terephthalic acid as a ligand in an aqueous solution of N, N-dimethylformamide by a solvothermal method. The complex is Zn2+Being a metal node, ligand L2‑Each carboxyl on the zinc complex bridges zinc ions in a double-tooth chelate mode and is infinitely connected to form a three-dimensional network structure, the complex belongs to a triclinic system, and the space group is
Cell parameters of
α＝100.3880(10)°，β＝114.0000(10)°，γ＝94.8480(10)°，
And Z is 1. The preparation method provided by the invention has the advantages of simple process, good repeatability, environmental protection and the like. The invention provides a new way for preparing transition metal complex containing polycarboxylic acid.
Description
Technical Field
The invention belongs to the technical field of metal organic complex preparation, and particularly relates to a structure of a 2, 5-bis (trifluoromethyl) zinc terephthalate complex and a preparation method thereof.
Background
Metal-Organic Frameworks (MOFs) are inorganic-Organic hybrid crystalline materials constructed from inorganic metals and Organic ligands by coordination bonds, intermolecular forces or hydrogen bonds, and have the advantages of inorganic and Organic materials, wherein inorganic Metal ions are used as the connection points of a framework structure, Organic ligands are generally used as bridges in the framework structure, and a one-dimensional, two-dimensional or three-dimensional periodic infinitely-extending coordination network can be formed in space. The MOFs materials have attracted attention of many researchers due to their characteristics of structural diversity, high porosity, high specific surface area, high stability, etc. 2, 5-bis (trifluoromethyl) terephthalic acid belongs to a polycarboxylic acid compound, is a commonly used ligand, is easy to coordinate with transition metal ions to form a stable coordination bond, is easy to obtain the diversity of topological structures and excellent performance, partially or completely deprotonates carboxyl groups, can serve as a hydrogen bond donor and a hydrogen bond acceptor, and is easy to form structures with different dimensions.
The application provides a method for preparing a chemical formula [ Zn ] by taking 2, 5-bis (trifluoromethyl) terephthalic acid, 2' -bipyridine and zinc chloride salt as raw materials through a solvothermal method2L2(2,2′-bipy)2]nA zinc complex structure and a preparation method thereof.
Disclosure of Invention
The invention aims to provide a structure of a 2, 5-bis (trifluoromethyl) zinc terephthalate complex and a preparation method thereof.
The idea of the invention is as follows: using 2, 5-bis (trifluoromethyl) terephthalic acid (H)2L), 2 '-bipyridine (2, 2' -bipy) and transition metal zinc salt (zinc chloride) by a solvothermal method to finally obtain the zinc 2, 5-bis (trifluoromethyl) terephthalate complexA compound (I) is provided.
The zinc 2, 5-bis (trifluoromethyl) terephthalate complex provided by the invention has the structural characteristics that: the complex belongs to a triclinic system and has a space group of
Cell parameters of
α＝100.3880(10)°，β＝114.0000(10)°，γ＝94.8480(10)°，
The crystallographic data are shown in table 1, and the parts and bond angles are shown in table 2.
Table 1 [ Zn ]2L2(2,2′-bipy)2]nCrystallographic data of
TABLE 2 [ Zn ]2L2(2,2′-bipy)2]nPartial bond length of
Angle of harmony key (°)
[ Zn ] as described above2L2(2,2′-bipy)2]nThe preparation method comprises the following steps:
(1) weigh 0.0273g ZnCl20.0604g of 2, 5-bis (trifluoromethyl) terephthalic acid and 0.0312g of 2, 2' -bipyridine are dissolved in a beaker containing 6mL of N, N-dimethylformamide and 4mL of distilled water, and stirred for 30min at room temperature by a magnetic stirrer to prepare a mixed solution;
(2) transferring the mixed solution prepared in the step (1) into a 25mL reaction kettle with a polytetrafluoroethylene bottle, putting the reaction kettle into an oven, heating the reaction kettle to 90 ℃, reacting for 72 hours, and reacting at 10 ℃ for h-1Cooling to 60 ℃, keeping the temperature for 2h, closing the oven, cooling to room temperature in a natural state, taking out the reaction kettle, and generating colorless transparent blocky crystals to obtain the zinc complex taking 2, 5-bis (trifluoromethyl) terephthalic acid as a ligand.
The preparation method provided by the invention has the advantages of simple process, good repeatability, environmental protection and the like, and the 2, 5-bis (trifluoromethyl) zinc terephthalate complex is successfully prepared by the method, so that a new way for preparing the polycarboxylic acid transition metal complex is provided.
Drawings
FIG. 1 shows a chemical formula of [ Zn ] according to the present invention2L2(2,2′-bipy)2]nThe molecular structure of the zinc complex is an ellipsoid diagram.
FIG. 2 shows a chemical formula of [ Zn ] according to the present invention2L2(2,2′-bipy)2]nPolyhedral diagram of zinc complex.
FIG. 3 shows the chemical formula of [ Zn ] according to the present invention2L2(2,2′-bipy)2]nThree-dimensional stacking diagram (along a direction) of zinc complexes.
Detailed Description
(1) Weigh 0.0273g ZnCl20.0604g of 2, 5-bis (trifluoromethyl) terephthalic acid and 0.0312g of 2, 2' -bipyridine were dissolved in a beaker containing 6mL of N, N-dimethylformamide and 4mL of distilled water;
(2) stirring the solution in the beaker in the step (1) for 30min by using a magnetic stirrer at room temperature to prepare a mixed solution;
(3) Transferring the mixed solution prepared in the step (2) into a 25mL reaction kettle with a polytetrafluoroethylene bottle, putting the reaction kettle into an oven, heating the reaction kettle to 90 ℃, reacting for 72 hours, and reacting at 10 ℃ for h-1Cooling to 60 ℃, keeping the temperature for 2h, closing the oven, cooling to room temperature in a natural state, taking out the reaction kettle, and generating colorless transparent blocky crystals to obtain the zinc complex taking 2, 5-bis (trifluoromethyl) terephthalic acid as a ligand. The yield was 54.6%.
(4) Structural analysis of 2, 5-bis (trifluoromethyl) terephthalic acid zinc complex
The theoretical value of the zinc complex element analysis is as C40H20F12N4O8Zn2Calculation (%): c, 46.00; n, 5.37; h, 1.92; found (%): c, 48.56; n, 4.92; h, 1.53.
As can be seen from the crystallographic data in Table 1, the zinc complex belongs to the triclinic system and has a space group of
Cell parameters of
α＝100.3880(10)°，β＝114.0000(10)°，γ＝94.8480(10)°，
Z＝1。
The molecular structure ellipsoid diagram of the zinc complex is shown (see fig. 1): each unit cell contains two zinc complex monomer molecules, and each symmetrical unit is formed by 1 central ion Zn by taking one zinc complex monomer molecule as an example2+2 main ligands, 2, 5-bis (trifluoromethyl) terephthalate anions and 1 auxiliary ligand, 2' -bipyridine. Each Zn2+The ions are respectively coordinated with 3 carboxyl oxygen atoms (O1, O2a and O3) of 2 main ligands, 2, 5-bis (trifluoromethyl) terephthalic acid and 2 nitrogen atoms (N1 and N2) of 1 auxiliary ligand, 2' -bipyridine to form a penta-coordination structure (symmetrical codes of (a) -x +1, -y +1, -z +1, (b) -x, -y +1, -z +1, (c) -x +1, -y +1, -z +2), and the coordination environment of zinc 1a is consistent with that of zinc 1.
The polyhedral diagram of the zinc complex shows (see fig. 2): each coordinating atom N2, O1, O2a and the central ion Zn2+The sum of the bond angles formed by the ions was 356.83 deg., approaching the ideal 360 deg., indicating that the 3 coordinating atoms make up the equatorial plane and have better planarity. The O3 and N1 on the ligand are located at axial positions, and the axial bond angle O3-Zn1-N1(171.96 ℃) shows that the complex is in a triangular bipyramidal configuration. Coordinate bonds Zn-O bond lengths in
In which the Zn-N bond length is
The bond angle O — Zn — X (X ═ O, N) is in the normal range from 84.29(7) to 171.96(7) °.
The zinc complex is Zn2+Being a metal node, ligand L2-Each carboxyl group in the (b) bridges zinc ions in a manner of double-tooth chelate, and the zinc ions are infinitely connected to form a three-dimensional network structure (as shown in figure 3).
Claims (1)
1. A zinc complex with 2, 5-bis (trifluoromethyl) terephthalic acid as ligand is characterized in that the chemical formula is [ Zn ]2L2(2,2′-bipy)2]n，H2L is 2, 5-bis (trifluoromethyl) terephthalic acid, 2,2 '-bipy is 2, 2' -bipyridine, and the molecular formula is C40H20F12N4O8Zn2Molecular weight is 1043.34, the complex is Zn2+Is a node, by reaction with a ligand L2-And 2, 2' -bipy are connected with each other and extend infinitely to form a three-dimensional network-shaped crystal structure, the complex belongs to a triclinic crystal system, and the space group is
Cell parameters of
α＝100.3880(10)°，β＝114.0000(10)°，γ＝94.8480(10)°，
Z is 1, the crystallographic data is shown in Table 1, the part and the bond angle are shown in Table 2,
table 1 [ Zn ]2L2(2,2′-bipy)2]nCrystallographic data of
TABLE 2 [ Zn ]2L2(2,2′-bipy)2]nPartial bond length of
Angle of harmony key (°)
The preparation method of the 2, 5-bis (trifluoromethyl) terephthalic acid zinc complex is characterized by comprising the following specific steps:
(1) weighing 0.0273g ZnCl20.20.0604 g of 2, 5-bis (trifluoromethyl) terephthalic acid and 0.0312g of 2, 2' -bipyridine were dissolved in a beaker containing 6mL of N, N-dimethylformamide and 4mL of distilled water, and stirred with a magnetic stirrer at room temperature for 30min to prepare a mixed solution;
(2) transferring the mixed solution prepared in the step (1) into a 25mL reaction kettle with a polytetrafluoroethylene bottle, putting the reaction kettle into an oven, heating the reaction kettle to 90 ℃, reacting for 72 hours, and reacting at 10 ℃ for h-1Cooling to 60 ℃, keeping the temperature for 2h, closing the oven, cooling to room temperature in a natural state, taking out the reaction kettle, and generating colorless transparent blocky crystals to obtain the zinc complex taking 2, 5-bis (trifluoromethyl) terephthalic acid as a ligand.
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112979978A (en) * | 2021-02-22 | 2021-06-18 | 中山大学 | Ultramicropore hydrophobic UiO-66 zirconium metal organic framework material and preparation method and application thereof |
| CN113402718A (en) * | 2020-10-28 | 2021-09-17 | 桂林理工大学 | Zinc complex constructed by terephthalic acid containing trifluoromethyl side chain and 4, 4' -bipyridyl and preparation method thereof |
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2020
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN113402718A (en) * | 2020-10-28 | 2021-09-17 | 桂林理工大学 | Zinc complex constructed by terephthalic acid containing trifluoromethyl side chain and 4, 4' -bipyridyl and preparation method thereof |
| CN112979978A (en) * | 2021-02-22 | 2021-06-18 | 中山大学 | Ultramicropore hydrophobic UiO-66 zirconium metal organic framework material and preparation method and application thereof |
| CN112979978B (en) * | 2021-02-22 | 2022-06-07 | 中山大学 | Ultramicropore hydrophobic UiO-66 zirconium metal organic framework material and preparation method and application thereof |
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