CN113336956B - Metal-organic pore cobalt compound, preparation method and application thereof - Google Patents
Metal-organic pore cobalt compound, preparation method and application thereof Download PDFInfo
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- 150000001869 cobalt compounds Chemical class 0.000 title claims abstract description 23
- 239000011148 porous material Substances 0.000 title claims abstract description 20
- 238000002360 preparation method Methods 0.000 title claims abstract description 11
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims abstract description 30
- 150000001875 compounds Chemical class 0.000 claims abstract description 26
- 239000000243 solution Substances 0.000 claims abstract description 21
- 239000013078 crystal Substances 0.000 claims abstract description 16
- PYWVYCXTNDRMGF-UHFFFAOYSA-N rhodamine B Chemical compound [Cl-].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=CC=C1C(O)=O PYWVYCXTNDRMGF-UHFFFAOYSA-N 0.000 claims abstract description 14
- 229940043267 rhodamine b Drugs 0.000 claims abstract description 14
- PAVQGHWQOQZQEH-UHFFFAOYSA-N adamantane-1,3-dicarboxylic acid Chemical compound C1C(C2)CC3CC1(C(=O)O)CC2(C(O)=O)C3 PAVQGHWQOQZQEH-UHFFFAOYSA-N 0.000 claims abstract description 11
- MWVTWFVJZLCBMC-UHFFFAOYSA-N 4,4'-bipyridine Chemical group C1=NC=CC(C=2C=CN=CC=2)=C1 MWVTWFVJZLCBMC-UHFFFAOYSA-N 0.000 claims abstract description 10
- UFMZWBIQTDUYBN-UHFFFAOYSA-N cobalt dinitrate Chemical compound [Co+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O UFMZWBIQTDUYBN-UHFFFAOYSA-N 0.000 claims abstract description 10
- 229910001981 cobalt nitrate Inorganic materials 0.000 claims abstract description 10
- 239000007864 aqueous solution Substances 0.000 claims abstract description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 18
- 229910002651 NO3 Inorganic materials 0.000 claims description 5
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 5
- 238000001782 photodegradation Methods 0.000 claims description 5
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims description 3
- YPJKMVATUPSWOH-UHFFFAOYSA-N nitrooxidanyl Chemical compound [O][N+]([O-])=O YPJKMVATUPSWOH-UHFFFAOYSA-N 0.000 claims description 3
- ROFVEXUMMXZLPA-UHFFFAOYSA-N Bipyridyl Chemical compound N1=CC=CC=C1C1=CC=CC=N1 ROFVEXUMMXZLPA-UHFFFAOYSA-N 0.000 claims 1
- 229910017052 cobalt Inorganic materials 0.000 claims 1
- 239000010941 cobalt Substances 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- 239000003153 chemical reaction reagent Substances 0.000 description 7
- 239000000975 dye Substances 0.000 description 7
- 238000002474 experimental method Methods 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 3
- 230000001699 photocatalysis Effects 0.000 description 3
- 238000013033 photocatalytic degradation reaction Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 230000015556 catabolic process Effects 0.000 description 2
- 238000002447 crystallographic data Methods 0.000 description 2
- 238000006731 degradation reaction Methods 0.000 description 2
- 230000000593 degrading effect Effects 0.000 description 2
- 238000009792 diffusion process Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- YOBAEOGBNPPUQV-UHFFFAOYSA-N iron;trihydrate Chemical compound O.O.O.[Fe].[Fe] YOBAEOGBNPPUQV-UHFFFAOYSA-N 0.000 description 2
- 238000002411 thermogravimetry Methods 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 229910020647 Co-O Inorganic materials 0.000 description 1
- 229910020676 Co—N Inorganic materials 0.000 description 1
- 229910020704 Co—O Inorganic materials 0.000 description 1
- 208000010359 Newcastle Disease Diseases 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000004364 calculation method Methods 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- ZXJXZNDDNMQXFV-UHFFFAOYSA-M crystal violet Chemical compound [Cl-].C1=CC(N(C)C)=CC=C1[C+](C=1C=CC(=CC=1)N(C)C)C1=CC=C(N(C)C)C=C1 ZXJXZNDDNMQXFV-UHFFFAOYSA-M 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000007730 finishing process Methods 0.000 description 1
- 229910002804 graphite Inorganic materials 0.000 description 1
- 239000010439 graphite Substances 0.000 description 1
- ZHUXMBYIONRQQX-UHFFFAOYSA-N hydroxidodioxidocarbon(.) Chemical group [O]C(O)=O ZHUXMBYIONRQQX-UHFFFAOYSA-N 0.000 description 1
- 239000003446 ligand Substances 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 238000007146 photocatalysis Methods 0.000 description 1
- 238000002336 sorption--desorption measurement Methods 0.000 description 1
- 238000010183 spectrum analysis Methods 0.000 description 1
- 238000009966 trimming Methods 0.000 description 1
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- 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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- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
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- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- B01J31/1691—Coordination polymers, e.g. metal-organic frameworks [MOF]
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- B01J31/22—Organic complexes
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- B01J31/2208—Oxygen, e.g. acetylacetonates
- B01J31/2226—Anionic ligands, i.e. the overall ligand carries at least one formal negative charge
- B01J31/2243—At least one oxygen and one nitrogen atom present as complexing atoms in an at least bidentate or bridging ligand
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Abstract
The invention discloses a metal-organic pore cobalt compound, a preparation method and application thereof, wherein the preparation method comprises the following steps: s1: dissolving 1, 3-adamantanedicarboxylic acid and 4, 4' -bipyridyl in a methanol solution, and adjusting the pH to be alkaline; s2: diffusing the solution in the S1 into an aqueous solution containing cobalt nitrate, and storing at room temperature for 6-8 days to obtain red blocky crystals; the molar volume ratio of the 1, 3-adamantanedicarboxylic acid to the 4, 4' -bipyridyl to the cobalt nitrate to the methanol is 1mmol to 0.8-1.2mmol to 1.8-2.2mmol to 40-60 ml. The compound prepared by the invention has high stability, and can effectively degrade an organic dye rhodamine B.
Description
Technical Field
The invention relates to the technical field of cobalt compounds, in particular to a metal-organic pore cobalt compound, a preparation method and application thereof.
Background
The pollution of organic dyes has been a serious environmental problem, and various methods for degrading organic dyes in the environment have been sought. Photocatalytic degradation is considered to be one of the most promising organic dye degradation technologies because it has environmentally friendly oxidizing agents, mild reaction conditions, and low concentrations to degrade organic dyes. Therefore, for organic dyes, it is urgent to design and synthesize an environmentally friendly, low-cost, and secondary pollution-free catalyst.
Disclosure of Invention
Based on the technical problems in the background art, the invention provides a metal-organic pore cobalt compound, a preparation method and application thereof.
The coordination mode of the metal-organic pore cobalt compound provided by the invention is as follows:
preferably, the cobalt compound has the formula [ Co (ADC) ]0.5(NO3)]nMonoclinic system, space group is C2/C, cell parameters are
α＝90°、β＝107.965°、γ＝90°、
Z＝8。
Preferably, the cobalt compound has a three-dimensional pore structure, and oxygen atoms on the non-coordinated nitrate radical are in the pore.
The preparation method of the metal-organic pore cobalt compound provided by the invention comprises the following steps:
s1: dissolving 1, 3-adamantanedicarboxylic acid and 4, 4' -bipyridyl in a methanol solution, and adjusting the pH to be alkaline;
s2: and (4) diffusing the solution in the S1 into an aqueous solution containing cobalt nitrate, and storing at room temperature for 6-8 days to obtain red blocky crystals.
Preferably, the molar volume ratio of the 1, 3-adamantanedicarboxylic acid to the 4, 4' -bipyridine to the cobalt nitrate to the methanol is 1mmol:0.8-1.2mmol:1.8-2.2mmol:40-60 ml.
Preferably, the pH in S1 is adjusted to 8.5 by 0.5M NaOH.
The invention provides application of the metal-organic pore cobalt compound in photodegradation of an organic dye rhodamine B.
Compared with the prior art, the invention has the beneficial technical effects that:
the cobalt compound obtained by the diffusion method contains active sites, and has the following advantages:
(1) the compound has high thermal stability, and the framework can be stabilized to 190 ℃;
(2) the compound can stably exist in water with pH of 3.0-12.0, and has good practical application value;
(3) the compound can degrade 75% of organic dye rhodamine B within 70 minutes.
Drawings
FIG. 1 is a coordination mode of a cobalt atom in a compound proposed by the present invention;
FIG. 2 is a schematic diagram of oxygen atoms in channels of non-coordinated nitrate radicals according to the present invention;
FIG. 3 shows the three-dimensional configuration of the proposed compound;
FIG. 4 is a thermogravimetric plot of a proposed compound of the present invention;
FIG. 5 is a spectrum analysis of a compound photocatalytic degradation rhodamine B provided by the invention;
FIG. 6 is a control experiment for degrading rhodamine B by the compound photocatalysis provided by the invention;
FIG. 7 shows the photocatalytic cycle experiment of the compound proposed by the present invention
Detailed Description
The present invention will be further illustrated with reference to the following specific examples.
Reagent: 1, 3-adamantanedicarboxylic acid (reagent grade, available from Aldrich), 4' -bipyridine (reagent grade, available from Aldrich), rhodamine B (reagent grade, available from Aldrich), cobalt nitrate (reagent grade, available from Aldrich), sodium hydroxide (analytically pure, available from sienna chemical reagent factory), anhydrous methanol (analytically pure, available from sienna chemical reagent factory).
The instrument comprises the following steps: NETZSCH STA449C model thermal analyzer (available from Nay, Germany), Bruker SMART APEXCCD X-ray single crystal diffractometer (available from Bruker, Germany), MERC-500 photochemical reactor (available from Beijing Newcastle disease, Inc.), TU1950 UV visible spectrophotometer (available from Beijing general purpose analyzer).
Example 1
The invention provides a preparation method of a metal-organic pore cobalt compound, which comprises the following steps:
s1: 0.1mmol of 1, 3-adamantanedicarboxylic acid and 0.08mmol of 4, 4' -bipyridine were dissolved in 4ml of a methanol solution, and the solution was adjusted to 8.5 with 0.5M NaOH;
s2: the solution in S1 was aspirated and then injected into 5ml of an aqueous solution containing 0.18mmol of cobalt nitrate to diffuse the solution of S1 therein, and stored at room temperature for 6 days to obtain red bulk crystals.
Example 2
The invention provides a preparation method of a metal-organic pore cobalt compound, which comprises the following steps:
s1: 0.1mmol of 1, 3-adamantanedicarboxylic acid and 0.12mmol of 4, 4' -bipyridine were dissolved in 6ml of a methanol solution and the solution was adjusted to 8.5 with 0.5M NaOH;
s2: the solution in S1 was aspirated and then injected into 5ml of an aqueous solution containing 0.22mmol of cobalt nitrate to diffuse the solution of S1 therein, and the solution was stored at room temperature for 8 days to obtain red bulk crystals.
Example 3
The invention provides a preparation method of a metal-organic pore cobalt compound, which comprises the following steps:
s1: 0.1mmol of 1, 3-adamantanedicarboxylic acid and 0.1mmol of 4, 4' -bipyridine were dissolved in 5ml of a methanol solution, and the solution was adjusted to 8.5 with 0.5M NaOH;
s2: the solution in S1 was aspirated and then injected into 5ml of an aqueous solution containing 0.2mmol of cobalt nitrate to diffuse the solution of S1 therein, and stored at room temperature for 7 days to obtain red bulk crystals.
The compound prepared in example 3 ([ Co (ADC))0.5(NO3)]n) For example, the structure of the strain is measured by the following specific method: selecting red crystals with regular shapes and proper sizes, placing the red crystals on a Bruker Smart-APEXII CCD single crystal X-ray single crystal diffractometer at room temperature, scanning the red crystals in an omega scanning mode by using Mo-Kalpha rays (lambda is 0.071073nm) purified by a graphite monochromator in a monochromatic mode, and collecting diffraction data of the compounds, wherein all intensity data are corrected by Lp and absorption. The crystal structure was solved by direct methods by SHELXTL software. All non-hydrogen atom coordinates, anisotropic temperature factors, hydrogen atom coordinates and isotropic temperature factors are subjected to full matrix least squares method F2And (5) fine-trimming and correcting to be convergent. All calculations were done using the SHELXL-97 package. In order to make the various finishing parameters of the complex reasonable, some restrictions are placed on the finishing process. The relevant crystallographic data for the compounds are listed in table 1.
Crystal data for the compounds of Table 1
Wherein:aR1＝Σ||Fo|–|Fc|)/Σ|Fo|；wR2＝[Σw(Fo 2–Fc 2)2/Σw(Fo 2)2]1/2
obtaining microporous cobalt compounds by diffusion [ Co (ADC) ]0.5(NO3)]nThe structure of the compound is shown in figure 1. The central metal atom coordinates to two different carboxyl oxygen atoms on the protonated 1, 3-adamantanedicarboxylic Acid (ADC), two nitrogen atoms on the 4, 4' -bipyridine and two oxygen atoms on the nitrate radical to form an octahedral configuration in space, with average Co-O and Co-N distancesAre respectively 2.106 and
in the compound, protonated 1, 3-adamantanedicarboxylic acid bridges two cobalt atoms to form a one-dimensional chain structure, and the one-dimensional chain forms a three-dimensional pore channel structure through a4, 4' -bipyridyl ligand. Furthermore, the oxygen atoms on the non-coordinated nitrate are within the pore channels, as shown in FIGS. 2 and 3.
To determine the stability of the compounds, the synthesized crystals were washed several times until the crystals were pure and then dried at room temperature for use. To investigate the stability of the compounds, we performed thermogravimetric analysis of the compounds using a NETZSCH STA449C type thermal analyzer, as shown in fig. 4. Thermogravimetric analysis revealed that the structure of the compound was stable to 190 ℃. In addition, the stability of the compound in water at different pH values is also researched, and the compound can exist stably in water with the pH value of 3.0-12.0.
To determine its degradation effect on rhodamine B, a 50 mg sample was dispersed in 50 ml of an aqueous rhodamine B solution (10 mg/l) and stirred in the dark for 30 minutes to ensure that an adsorption-desorption equilibrium was established. The photocatalytic degradation of methyl violet was performed on a photochemical reactor equipped with a 400 watt mercury lamp, and 5.0 ml of the sample was aspirated every 10 minutes, followed by an analytical test using a TU1950 UV-visible spectrophotometer. As shown in FIG. 5, the compound can degrade 75% of rhodamine B in 70 minutes. In addition, a control experiment was performed under the same conditions, and rhodamine B was not substantially degraded in 70 minutes without the compound, as shown in fig. 6. The photocatalytic cycle experiment shows that the compound still can show excellent catalytic performance after four cycles, as shown in figure 7.
The above description is only for the preferred embodiment of the present invention, but the scope of the present invention is not limited thereto, and any person skilled in the art should be considered to be within the technical scope of the present invention, and the technical solutions and the inventive concepts thereof according to the present invention should be equivalent or changed within the scope of the present invention.
Claims (4)
1. The application of a metal-organic pore cobalt compound in photodegradation of an organic dye rhodamine B is characterized in that the coordination mode of the metal-organic pore cobalt compound is as follows:
the chemical formula of the metal-organic channel cobalt compound is [ Co (ADC) ]0.5(bipy)(NO3)]nMonoclinic system, space group is C2/C, cell parameters are
α＝90°、β＝107.965°、γ＝90°、
Z＝8；
The metal-organic cobalt compound with the pore channel is of a three-dimensional pore channel structure, and oxygen atoms on the non-coordinated nitrate radical are in the pore channel.
2. The application of the metal-organic cobalt compound with channels in photodegradation of an organic dye rhodamine B as claimed in claim 1, wherein the preparation method of the metal-organic cobalt compound with channels comprises the following steps:
s1: dissolving 1, 3-adamantanedicarboxylic acid and 4, 4' -bipyridyl in a methanol solution, and adjusting the pH to be alkaline;
s2: and (4) diffusing the solution in the S1 into an aqueous solution containing cobalt nitrate, and storing at room temperature for 6-8 days to obtain red blocky crystals.
3. The application of the metal-organic cobalt compound with the porous channel in photodegradation of an organic dye rhodamine B as claimed in claim 2, wherein the molar volume ratio of the 1, 3-adamantanedicarboxylic acid to the 4, 4' -bipyridyl to the cobalt nitrate to the methanol is 1mmol:0.8-1.2mmol:1.8-2.2mmol:40-60 ml.
4. The use of a metal-organic cobalt channel compound according to claim 2 in the photodegradation of the organic dye rhodamine B, wherein the pH in S1 is adjusted to 8.5 by 0.5M NaOH.
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| Synthesis and Structural Characterization of 1D and 2D Coordination Polymers based on Flexible 1,3-Adamantanediacetic Acid and Exo-bidentate Organic Linkers;Ritesh H. et al.;《Z. Anorg. Allg. Chem.》;20141231;第640卷(第6期);第1102–1108页 * |
| 具有1,3.金刚烷二乙酸配体配位聚合物构筑结构及其性能研究;张伟红;《中国优秀博硕士学位论文全文数据库（硕士）工程科技I辑》;20100915(第09期);B014-113 * |
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