CN111450887A - Zinc complex synthesis and application of zinc complex as photodegradation catalyst - Google Patents
Zinc complex synthesis and application of zinc complex as photodegradation catalyst Download PDFInfo
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- 239000011701 zinc Substances 0.000 title claims abstract description 30
- 229910052725 zinc Inorganic materials 0.000 title claims abstract description 27
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 title claims abstract description 24
- 238000001782 photodegradation Methods 0.000 title abstract description 15
- 239000003054 catalyst Substances 0.000 title abstract description 7
- 238000003786 synthesis reaction Methods 0.000 title description 9
- 230000015572 biosynthetic process Effects 0.000 title description 8
- RBTBFTRPCNLSDE-UHFFFAOYSA-N 3,7-bis(dimethylamino)phenothiazin-5-ium Chemical compound C1=CC(N(C)C)=CC2=[S+]C3=CC(N(C)C)=CC=C3N=C21 RBTBFTRPCNLSDE-UHFFFAOYSA-N 0.000 claims abstract description 19
- 229960000907 methylthioninium chloride Drugs 0.000 claims abstract description 19
- YSWJPPAIROPEED-UHFFFAOYSA-N 1,4-bis[(4-imidazol-1-ylphenyl)methyl]piperazine Chemical compound N1(C=NC=C1)C1=CC=C(CN2CCN(CC2)CC2=CC=C(C=C2)N2C=NC=C2)C=C1 YSWJPPAIROPEED-UHFFFAOYSA-N 0.000 claims abstract description 13
- RWHRIIMYBNGFEV-UHFFFAOYSA-N 2-(4-carboxybenzoyl)benzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1C(=O)C1=CC=CC=C1C(O)=O RWHRIIMYBNGFEV-UHFFFAOYSA-N 0.000 claims abstract description 10
- 239000000126 substance Substances 0.000 claims abstract description 4
- 239000013078 crystal Substances 0.000 claims description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 11
- 238000000034 method Methods 0.000 claims description 10
- XIOUDVJTOYVRTB-UHFFFAOYSA-N 1-(1-adamantyl)-3-aminothiourea Chemical compound C1C(C2)CC3CC2CC1(NC(=S)NN)C3 XIOUDVJTOYVRTB-UHFFFAOYSA-N 0.000 claims description 5
- 239000001045 blue dye Substances 0.000 claims description 5
- 230000000593 degrading effect Effects 0.000 claims description 4
- 238000001027 hydrothermal synthesis Methods 0.000 claims description 3
- 239000007864 aqueous solution Substances 0.000 claims description 2
- 229940111759 benzophenone-2 Drugs 0.000 claims description 2
- WXNRYSGJLQFHBR-UHFFFAOYSA-N bis(2,4-dihydroxyphenyl)methanone Chemical compound OC1=CC(O)=CC=C1C(=O)C1=CC=C(O)C=C1O WXNRYSGJLQFHBR-UHFFFAOYSA-N 0.000 claims description 2
- 229910052757 nitrogen Inorganic materials 0.000 claims description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 2
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 2
- 239000008367 deionised water Substances 0.000 claims 1
- 229910021641 deionized water Inorganic materials 0.000 claims 1
- 239000013110 organic ligand Substances 0.000 claims 1
- 238000007789 sealing Methods 0.000 claims 1
- 239000003446 ligand Substances 0.000 abstract description 12
- 230000003197 catalytic effect Effects 0.000 abstract description 5
- 238000002360 preparation method Methods 0.000 abstract description 5
- -1 zinc metal complex Chemical class 0.000 abstract description 5
- PTFCDOFLOPIGGS-UHFFFAOYSA-N Zinc dication Chemical compound [Zn+2] PTFCDOFLOPIGGS-UHFFFAOYSA-N 0.000 abstract description 2
- 239000000975 dye Substances 0.000 description 13
- 239000002351 wastewater Substances 0.000 description 6
- 230000015556 catabolic process Effects 0.000 description 5
- 238000006731 degradation reaction Methods 0.000 description 5
- 239000000463 material Substances 0.000 description 4
- 229910052751 metal Inorganic materials 0.000 description 4
- 239000002184 metal Substances 0.000 description 4
- 230000008569 process Effects 0.000 description 4
- 238000002447 crystallographic data Methods 0.000 description 3
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 3
- 241000282414 Homo sapiens Species 0.000 description 2
- 230000006378 damage Effects 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- 238000004043 dyeing Methods 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- 239000003344 environmental pollutant Substances 0.000 description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- 238000009776 industrial production Methods 0.000 description 2
- 239000010842 industrial wastewater Substances 0.000 description 2
- 229910021645 metal ion Inorganic materials 0.000 description 2
- STZCRXQWRGQSJD-GEEYTBSJSA-M methyl orange Chemical compound [Na+].C1=CC(N(C)C)=CC=C1\N=N\C1=CC=C(S([O-])(=O)=O)C=C1 STZCRXQWRGQSJD-GEEYTBSJSA-M 0.000 description 2
- 229940012189 methyl orange Drugs 0.000 description 2
- 239000011259 mixed solution Substances 0.000 description 2
- 230000010355 oscillation Effects 0.000 description 2
- 230000001699 photocatalysis Effects 0.000 description 2
- 238000013033 photocatalytic degradation reaction Methods 0.000 description 2
- 231100000719 pollutant Toxicity 0.000 description 2
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 2
- 239000004810 polytetrafluoroethylene Substances 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 238000003911 water pollution Methods 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 208000005623 Carcinogenesis Diseases 0.000 description 1
- 206010019233 Headaches Diseases 0.000 description 1
- 206010047700 Vomiting Diseases 0.000 description 1
- 238000002835 absorbance Methods 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000000987 azo dye Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000036952 cancer formation Effects 0.000 description 1
- 231100000504 carcinogenesis Toxicity 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000012512 characterization method Methods 0.000 description 1
- 150000004696 coordination complex Chemical class 0.000 description 1
- 238000013480 data collection Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 229910002804 graphite Inorganic materials 0.000 description 1
- 239000010439 graphite Substances 0.000 description 1
- 231100000869 headache Toxicity 0.000 description 1
- 231100000086 high toxicity Toxicity 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 150000002460 imidazoles Chemical class 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 230000001678 irradiating effect Effects 0.000 description 1
- 230000002427 irreversible effect Effects 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000012544 monitoring process Methods 0.000 description 1
- 239000008239 natural water Substances 0.000 description 1
- 210000000056 organ Anatomy 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000012827 research and development Methods 0.000 description 1
- 239000004065 semiconductor Substances 0.000 description 1
- 238000011896 sensitive detection Methods 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 230000037384 skin absorption Effects 0.000 description 1
- 231100000274 skin absorption Toxicity 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000002336 sorption--desorption measurement Methods 0.000 description 1
- 238000001308 synthesis method Methods 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 230000008673 vomiting Effects 0.000 description 1
- 238000004065 wastewater treatment Methods 0.000 description 1
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- 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]
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/30—Treatment of water, waste water, or sewage by irradiation
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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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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/02—Compositional aspects of complexes used, e.g. polynuclearity
- B01J2531/0238—Complexes comprising multidentate ligands, i.e. more than 2 ionic or coordinative bonds from the central metal to the ligand, the latter having at least two donor atoms, e.g. N, O, S, P
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
- B01J2531/20—Complexes comprising metals of Group II (IIA or IIB) as the central metal
- B01J2531/26—Zinc
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- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F2101/00—Nature of the contaminant
- C02F2101/30—Organic compounds
- C02F2101/308—Dyes; Colorants; Fluorescent agents
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- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F2305/00—Use of specific compounds during water treatment
- C02F2305/10—Photocatalysts
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Abstract
The invention provides a preparation method of a zinc metal complex and application of the zinc metal complex in a photodegradation catalyst. The chemical formula of the complex is [ Zn (BIBP)0.5(BPDC)·DMF]nWherein H is2BPDC ═ benzophenone-2, 4' -dicarboxylic acid, BIBP ═ 1, 4-bis (4- (imidazol-1-yl) benzyl) piperazine. The zinc metal complex is formed by passing zinc ions through BPDC2‑And a BIBP ligand self-assembled two-dimensional structure. The zinc complex has the characteristics of stable and efficient catalytic photodegradation dye: the methylene blue is degraded completely in 60 minutes, is easy to separate and can be recycled for multiple times.
Description
Technical Field
The invention belongs to the technical field of organic synthesis and metal organic chemistry, and particularly relates to 1, 4-bis (4- (imidazole-1-yl) benzyl) piperazine (BIBP) and benzophenone-2, 4' -dicarboxylic acid (H)2BPDC) as ligand and its use as a dye for degrading Methylene Blue (MB).
Background
The rapid development of the industry brings about a growing problem of ecological environment, and the living environment of human beings is continuously damaged, so that the problem of water pollution is growing. At present, the main source of water pollution in China is industrial wastewater, wherein the proportion of printing and dyeing wastewater in the industrial wastewater exceeds 35%. The printing and dyeing wastewater has the characteristics of large wastewater quantity, high chroma, high toxicity, complex water quality and the like, and belongs to high-concentration degradation-resistant organic wastewater. Azo dyes such as Methylene Blue (MB) and Methyl Orange (MO) are extremely harmful in water, seriously harm the ecological balance of rivers and oceans, and enter human bodies through skin absorption, so that headache, vomiting and even irreversible damage to various organs and even carcinogenesis are caused. Therefore, the efficient treatment of azo-type dye pollutants in water is an important issue.
The traditional water treatment process is continuously reformed due to a series of defects of easy generation of secondary pollution, high energy consumption, low efficiency and the like, and the reformation of the simple traditional treatment process is gradually changed into the research and development of new materials for water treatment. The method for degrading dye wastewater by using the environmental purification material to catalyze light can degrade a plurality of complex macromolecules which are difficult to be biodegraded, and attracts more and more attention in the field of dye wastewater treatment.
A great number of reports about the application of the complex in the field of photodegradation dyes show that the complex with different molecular structures has better application in the field of photodegradation dyes. Compared with the traditional semiconductor materials for photodegradation, the complex has many advantages in the aspect of photodegradation of dyes: (1) the precision of the crystal structure is beneficial to researching the relationship between the structure and the property of the ligand photodegradation dye; (2) the tunable active sites promote the efficient utilization of solar energy by the ligand photodegradation dye; (3) the porosity and the larger specific surface area of the complex can allow dye molecules to rapidly pass through a channel, which is very effective for improving the efficiency of photocatalytic degradation; (4) the interaction of the metal ions of the complex and the ligand can effectively separate photoelectrons and vacancies, thereby improving the photocatalytic activity. Therefore, the complex has high photocatalytic activity and chemical stability, and the synthesis method is simple, so that the complex is an ideal catalyst for photoreaction.
1, 4-bis (4- (imidazole-1-yl) benzyl) piperazine (BIBP) is a bridging ligand with stronger coordination capacity. The ligand is a flexible imidazole ligand, two imidazoles are arranged at two ends of the ligand, synthesis of a complex is facilitated, metal complexes with different dimensions are easy to synthesize, and synthesis of structures with different dimensions is a crucial step for completing device formation.
The invention belongs to the technical field of organic synthesis and metal organic chemistry, and relates to synthesis of a two-dimensional zinc metal fluorescent complex, in particular to 1, 4-bis (4- (imidazole-1-yl) benzyl) piperazine (BIBP) and benzophenone-2, 4' -dicarboxylic acid (H)2BPDC) as ligand and application thereof as a photodegradation catalyst. The invention adopts divalent zinc ions as a main body, 1, 4-bis (4- (imidazole-1-yl) benzyl) piperazine and benzophenone-2, 4' -dicarboxylic acid as ligands to construct a complex, researches the influence of different metal ions on the performance of the metal complex, and simultaneously the zinc complex with a two-dimensional structure has obvious photodegradation property on methylene blue dye: the methylene blue dye was substantially completely degraded within 60 minutes.
Disclosure of Invention
The invention aims to provide a two-dimensional zinc complex for effectively catalyzing and degrading methylene blue containing azo organic dye and a preparation method thereof. The invention selects 1, 4-bis (4- (imidazole-1-yl) benzyl) piperazine, benzophenone-2, 4' -dicarboxylic acid as ligand and zinc nitrate hexahydrate to construct a zinc complex. The complex can efficiently degrade methylene blue organic dye and can ensure excellent catalytic activity and repeatability. The complex has the advantages of simple synthesis process, low cost, high efficiency, good reproducibility, sensitive detection, easy separation and high yield, can be applied to industrial production, and has potential application prospects in the fields of environmental monitoring, life science and pollutant degradation.
The chemical formula of the zinc complex used as the methylene blue light degradation catalyst is as follows: [ Zn (BIBP)0.5(BPDC)·DMF]nWherein H is2BPDC ═ benzophenone-2, 4' -dicarboxylic acid, BIBP ═ 1, 4-bis (4- (imidazol-1-yl) benzyl) piperazine. BIBP, H2The structural formula of BPDC is as follows:
the structure of the two-dimensional zinc complex used as the azo organic dye methylene blue light degradation catalyst is shown in figure 1(a), and the basic structure parameters are as follows:
the crystal of the zinc complex belongs to a triclinic crystal system, the space group is P-1, and the unit cell parameter is
α (68.410 (4) ° β (73.792 (4) ° and γ (80.998 (4) ° wherein the zinc atom coordinates with four oxygen atoms from four benzophenone-2, 4' -dicarboxylic acids and one nitrogen atom from one 1, 4-bis (4- (imidazol-1-yl) benzyl) piperazine to form an infinite two-dimensional network structure, as shown in fig. 1 (b).
The preparation method of the zinc complex comprises the following steps:
(1) the preparation method comprises the steps of adding 1, 4-bis (4- (imidazole-1-yl) benzyl) piperazine, benzophenone-2, 4' -dicarboxylic acid and zinc nitrate hexahydrate in a ratio of 1: 1, adding DMF (4.5m L) and water (0.5m L), mixing, putting into a polytetrafluoroethylene liner of a hydrothermal reaction kettle of 25m L, and carrying out ultrasonic oscillation for 5 minutes to obtain a mixed solution;
(2) drying the mixed solution at 150 ℃ for 72 hours, taking out the product, and separating the solid;
(3) the solid was washed three times with water to give white transparent bulk crystals.
Further, the invention provides an application of the zinc complex in removing methylene blue dye in water by catalytic photodegradation, and the zinc complex is used for treating methylene blue dye wastewater in natural water.
The invention has the advantages that: the preparation method has the advantages of simple process, high yield, easy separation, good reproducibility, high sensitivity, good catalytic efficiency and high yield, can obtain a single crystal form and a high-purity crystal material, and is easy for industrial production; the product can effectively catalyze and degrade methylene blue, and can be recycled for many times while the catalytic efficiency is basically kept unchanged.
Brief description of the drawings
FIG. 1(a) is a crystal structure diagram of a zinc complex of the present invention; FIG. 1(b) is a two-dimensional structural view of the zinc complex of the present invention.
FIG. 2 is a diagram showing the photocatalytic degradation of methylene blue by the zinc complex of the present invention.
Detailed Description
In order to better understand the invention, the following description is further provided in connection with the examples, but the invention is not limited to the following examples.
Example 1: synthesis of the Complex
29.7mg of Zn (NO)3)2·6H2O, 27.1mg of H2BPDC, 39.8mg BIBP are dissolved in DMF (4.5m L) and water (0.5m L), ultrasonic oscillation is carried out for 5min, the mixture is transferred into a polytetrafluoroethylene liner of a 25m L hydrothermal reaction kettle and reacted for 72 hours at the temperature of 150 ℃, and the obtained product is washed twice (2m L times) by water to obtain white transparent blocky crystals.
Example 2: structural characterization of the Complex
Single crystals of appropriate size were selected with a microscope and analyzed at room temperature using a siemens (bruker) SMART CCD diffractometer (graphite monochromator, Mo-Ka,
) The diffraction data was collected, the diffraction data was corrected for absorption using the SADABS program, the data reduction and structure analysis were done using the SAINT and SHE L XT L programs, respectively, the least squares method to determine all non-hydrogen atom coordinates and the theoretical hydrogenation method to obtain the hydrogen atom positions, the least squares method to refine the crystal structure, as shown in FIGS. 1(a) and 1(b) [ Zn (BIBP) ]0.5(BPDC)·DMF]nBasic coordination and stacking. Some of the parameters for crystallographic diffraction point data collection and structure refinement are shown in the table below.
TABLE 1 crystallographic data for the complexes
R1＝∑||Fo|-|Fc||/∑|Fo|.ωR2＝∑[w(Fo 2-Fc 2)2]/∑[w(Fo 2)2]1/2
Example 3: photodegradation of complexes
30mg of the zinc complex synthesized according to the invention were weighed into a 50m L aqueous methylene blue solution (10 mg/L) and then 30u L of H2O2Stirring in the dark for 30min to make the surface of the complex reach adsorption-desorption equilibrium, then irradiating with a visible light while stirring, taking 1m L methylene blue aqueous solution every 10min, immediately testing the change of absorbance, and the result of photodegradation shows that the degradation rate of the complex to methylene blue within 60min is respectively up to 87.5%, and the complex can be recycled for many times (as shown in figure 2).
Claims (3)
1. A zinc complex for effectively degrading methylene blue dye is characterized in that the chemical formula is [ Zn (BIBP) ]0.5(BPDC)·DMF]nWherein H is2BPDC ═ benzophenone-2, 4' -dicarboxylic acid, BIBP ═ 1, 4-bis (4- (imidazol-1-yl) benzyl) piperazine; the crystal of the zinc complex belongs to a triclinic crystal system, the space group is P-1, and the unit cell parameter is
α (68.410 (4) ° β (73.792 (4) ° and gamma (80.998 (4) ° wherein the zinc atom is coordinated with four oxygen atoms from four benzophenone-2, 4' -dicarboxylic acids and one nitrogen atom from one 1, 4-bis (4- (imidazol-1-yl) benzyl) piperazine to form an infinite two-dimensional network structure.
2. The method of claim 1, comprising the steps of: under a sealing condition, organic ligands of 1, 4-bis (4- (imidazole-1-yl) benzyl) piperazine, benzophenone-2, 4' -dicarboxylic acid and zinc nitrate hexahydrate are subjected to hydrothermal reaction in an aqueous solution to obtain a zinc complex with a crystal structure.
3. The method according to claim 2, wherein the ratio of zinc nitrate hexahydrate to 1, 4-bis (4- (imidazol-1-yl) benzyl) piperazine benzophenone-2, 4' -dicarboxylic acid is 1: 1, and 4.5m L of DMF and 0.5m L of deionized water are used for each 0.01mmol of zinc nitrate hexahydrate, and the thermal reaction is carried out at 150 ℃ for three days.
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Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20090171107A1 (en) * | 2006-05-16 | 2009-07-02 | Basf Se | Process for preparing porous metal organic frameworks |
| US20140212944A1 (en) * | 2013-11-29 | 2014-07-31 | Beijing Star New Material Co., Ltd. | MOF-based hierarchical porous materials, methods for preparation, methods for pore regulation and uses thereof |
| CN104370952A (en) * | 2014-10-22 | 2015-02-25 | 渤海大学 | Organic-ligand-based multifunctional zinc complexes and application thereof |
| CN104402914A (en) * | 2014-10-16 | 2015-03-11 | 东北师范大学 | Zinc metal organic framework material for catalysis degradation of organic dye under visible light |
-
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- 2019-01-22 CN CN201910096777.5A patent/CN111450887A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20090171107A1 (en) * | 2006-05-16 | 2009-07-02 | Basf Se | Process for preparing porous metal organic frameworks |
| US20140212944A1 (en) * | 2013-11-29 | 2014-07-31 | Beijing Star New Material Co., Ltd. | MOF-based hierarchical porous materials, methods for preparation, methods for pore regulation and uses thereof |
| CN104402914A (en) * | 2014-10-16 | 2015-03-11 | 东北师范大学 | Zinc metal organic framework material for catalysis degradation of organic dye under visible light |
| CN104370952A (en) * | 2014-10-22 | 2015-02-25 | 渤海大学 | Organic-ligand-based multifunctional zinc complexes and application thereof |
Non-Patent Citations (3)
| Title |
|---|
| HONGMEI ZHAO ET AL.: "Construction of Pillared-Layer MOF as Efficient Visible-Light Photocatalysts for Aqueous Cr(VI) Reduction and Dye Degradation", 《ACS SUSTAINABLE CHEM. ENG.》 * |
| JIAKUN XU ET AL.: "Hydrothermal Synthesis of Five New Coordination Polymers Based on Benzophenone-2,4＇-dicarboxylic Acid and N-Donor Spacers", 《Z. ANORG. ALLG. CHEM.》 * |
| YU CHEN ET AL.: "Four novel coordination frameworks with high degree of diamondoid interpenetration containing scarce quadruple-stranded homo-axis helices and quintuple-stranded molecular braids", 《INORGANICA CHIMICA ACTA》 * |
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