CN113372567A - Synthetic method of metal organic framework based on naphthalimide-based connecting agent and adsorption application of metal organic framework to uranyl ions - Google Patents
Synthetic method of metal organic framework based on naphthalimide-based connecting agent and adsorption application of metal organic framework to uranyl ions Download PDFInfo
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Abstract
The invention discloses a synthetic method of a metal organic framework based on a naphthalimide-based connecting agent and an adsorption application of the metal organic framework to uranyl ions, and belongs to the technical field of environmental protection. Preparation of Nitrogen, Nitrogen-2- (2-hydroxy-5-aminobenzoic acid) -1,4,5, 8-naphthalenetetracarboxylic acid imide (H) by amidation reaction of 1,4,5, 8-naphthalenetetracarboxylic anhydride and 5-aminosalicylic acid4NDISA) with Ca2+Synthesizing the metal organic framework material Ca-MOF through a solvothermal reaction. The Ca-MOF prepared by the method is of a one-dimensional porous structure, contains a large number of carbonyl and hydroxyl functional groups, has good hydrophilicity, and is a novel high-efficiency adsorbent for capturing uranyl ions.
Description
Technical Field
The invention belongs to the technical field of environmental protection, and particularly relates to a synthetic method of a metal organic framework based on a naphthalimide-based connecting agent and an adsorption application of the metal organic framework to uranyl ions.
Background
Due to the increasing demand for nuclear fuel and the complexity of uranium recycling and nuclear waste management, great attention has been paid to how to efficiently extract uranium. Under the condition of mine uranium resource shortage, in order to guarantee nuclear energy development, various countries have vigorously developed the work of extracting uranium from seawater. Uranium wastes are radioactive and chemically toxic and present serious environmental risks, and therefore, it is essential to develop an efficient adsorption platform to prevent accidents. However, selective capture of uranium is extremely challenging due to its extremely low concentration and coexistence with various interfering ions. Therefore, it is important to design an adsorbent having high affinity, rapid adsorption, high adsorption amount, and low cost and durability (q.sun, b.agiula, j.perman, a.s.ivanov, v.s.bryantsev, l.d.earl, c.w.abney, l.wojs, s.ma, Bio-impregnated nano-tracks for urea extract from coal water and recovery from nuclear water, nat.commun.,9(2018) 1644). Metal Organic Frameworks (MOFs) are leading edge of materials science research, have high porosity, functional groups on the frameworks are designable, and the interior and surface of the metal organic frameworks can be programmed to modify specific functional groups according to specific methods, which can selectively adsorb targets (l.peng, s.yang, s.jawahery, s.m.moosvi, a.j.huckaba, m.asgari, e.oveisi, m.k.nanoerudin, b.smit, w.l.queen, monitoring porosity of mesoporous metal-organic frameworks through the introduction of polymer gums, j.am.chem.soc.,141 (2019)) 12397-. However, MOFs such as ZIFs, MOF-5, MOF-74 are mainly used for storage and separation of gases, catalysis, sensing or drug delivery (h.furukawa, k.e. cordova, m.o' Keeffe, o.m. yaghi, The chemistry and applications of metal-organic frames, Science,341(2013)1230444), and few reports have been made on The capture of uranyl ions. The reserves of uranium in the sea are far higher than those of the land, and the radioactive nuclides in the nuclear wastewater have dangerous influence on the environment or human health, so that a new material with high quality and low price is urgently needed to efficiently extract uranium from an aqueous solution. The growth of UO-66 on the surface of functionalized graphene oxide can be used for uranium adsorption (P.Yang, Q.Liu, J.Liu, H.Zhang, Z.Li, R.Li, L.Liu, J.Wang, Interfacial growth of a metal-organic framework (UO-66) on functionalized Graphene Oxide (GO) as a enabled seawater adsorbent for extraction of uranium (vi), Journal of Materials Chemistry A,5 (2012017) 17933-179), but the synthesis steps of the method are complicated and the cost is high. In summary, it is of great interest to purposefully introduce specific functional groups for capturing targets, optimizing the properties of MOFs materials.
Disclosure of Invention
The invention aims to provide a synthetic method of a metal organic framework based on a naphthalimide connecting agent and an adsorption application of the metal organic framework to uranyl ions, the preparation method is simple and does not need complex post-modification, the prepared one-dimensional porous metal organic framework contains a large amount of carbonyl and hydroxyl functional groups, the hydrophilicity is good, selective adsorption of the uranyl ions can be realized, and the metal organic framework is a high-efficiency adsorbent for capturing the uranyl ions.
The invention provides a method for synthesizing a metal organic framework based on a naphthalimide-based connecting agent, which comprises the following steps:
1) preparation of a naphthalimide-linking agent: mixing 1,4,5, 8-naphthalene tetracarboxylic anhydride and 5-aminosalicylic acid uniformly, adding DMF solution, stirring and reacting at 130 ℃ for 18H to obtain bright orange precipitate, washing the precipitate with water and ethanol for three times respectively, and drying at 80 ℃ to obtain orange solid powder, namely the naphthalimide linking agent H4NDISA；
2) Preparation of metal organic framework: taking H obtained in the step 1)4NDISA and Ca (NO)3)2·4H2And O, adding a mixed solvent of DMF and methanol, heating for reaction, cooling to room temperature after reaction, carrying out vacuum filtration, washing with a mother solution, and carrying out vacuum filtration to obtain the metal organic framework Ca-MOF.
Further, the mass ratio of the 1,4,5, 8-naphthalene tetracarboxylic anhydride to the 5-aminosalicylic acid is 2: (2.7-3.0).
Further, the mass-to-volume ratio of the DMF solution to the 1,4,5, 8-naphthalene tetracarboxylic anhydride is (11-14): 1, mL: g.
further, step 2) said H4NDISA and said Ca (NO)3)2·4H2The mass ratio of O is 1: 1.
further, the mixing volume ratio of DMF and methanol in the step 2) is 5: 1.
further, the temperature-rising reaction in the step 2) is to heat the reaction system to 110 ℃ within 3h, and react for 72h at 110 ℃.
The invention also provides an application of the metal organic framework based on the naphthalimide-based connecting agent in adsorption of uranyl ions:
taking uranyl ion solutions with different concentrations, adjusting the pH value of the solution by using nitric acid or sodium hydroxide solution, adding metal organic framework Ca-MOF, oscillating overnight on a table concentrator, filtering by using a microporous filter membrane with the pore diameter of 0.22 mu m, measuring the concentration of the residual uranyl ions in the filtrate by using inductively coupled plasma mass spectrometry, and calculating the maximum adsorption capacity of the metal organic framework Ca-MOF on the uranyl ions.
Further, the concentration range of the uranyl ion solution with different concentrations is 0-500 ppm.
Further, the solution pH was 4.0.
Compared with the prior art, the invention has the beneficial effects that:
(1) the invention uses naphthalimide organic connecting agent H4NDISA as matrix, alkaline earth metal ion Ca2+The metal organic framework Ca-MOF with good stability is prepared as the central ion, the method is simple, and complex post-modification is not needed.
(2) The porous structure of the Ca-MOF contains a large number of carbonyl and hydroxyl groups, and a large number of Lewis basic sites exist, so that the adsorption efficiency of uranyl ions is improved.
(3) The Ca-MOF prepared by the method is a one-dimensional chain-shaped structure with annular pocket holes, and is beneficial to capturing uranyl ions on a specific spatial structure, so that the Ca-MOF can be used as an adsorbent for selectively adsorbing the uranyl ions.
Drawings
FIG. 1 is a naphthylimido ligand H4Scheme for the synthesis of NDISA.
In FIG. 2 a) is a single crystal structure diagram of one-dimensional framework Ca-MOF; b) PXRD derived from single crystal data of Ca-MOF and PXRD measured from actual samples are compared.
FIG. 3 is an infrared spectrum of Ca-MOF before and after adsorption of uranyl ions.
FIG. 4 is a graph of pH optimization of adsorption of uranyl ions by Ca-MOF.
In FIG. 5, a) is an adsorption isotherm of uranyl ions by Ca-MOF, and b) is Ce/qeAnd CeA linear relationship therebetween.
Detailed Description
The technical solution of the present invention will be described clearly and completely with reference to the following examples, which are only a part of the examples of the present invention, but not all of them, which are conventional processes unless otherwise specified, and the raw materials which are commercially available from the public unless otherwise specified. All other embodiments, which can be derived by a person skilled in the art from the embodiments of the present invention without making creative efforts, fall within the protection scope of the present invention.
Example 1: preparation method and characterization of metal organic framework
Adding 2.0g of 1,4,5, 8-naphthalene tetracarboxylic anhydride and 2.8331g of 5-aminosalicylic acid into a flask, uniformly mixing, adding 25mL of DMF solution, stirring and reacting at 130 ℃ for 18H to obtain a bright orange precipitate, washing the precipitate with water and ethanol for three times respectively, drying at 80 ℃ to obtain orange yellow solid powder, and preparing into a naphthalimide linking agent H4NDISA, FIG. 1 is a naphthalimide ligand H4Scheme for the synthesis of NDISA.
A mixed solvent (V) of 2.5mL of DMF and 0.5mL of methanol1:V21) to 0.03mmol of H4NDISA and 0.03mmol of Ca (NO)3)2·4H2And (3) in a reaction kettle for the O mixture, carrying out programmed temperature rise to 110 ℃ within 3 hours, carrying out reaction for 72 hours at 110 ℃, carrying out programmed temperature reduction to room temperature within 24 hours to obtain a light yellow block solid, carrying out vacuum filtration, washing with mother liquor, and carrying out suction drying to obtain the metal organic framework Ca-MOF.
The single crystal structure of the prepared metal organic framework was measured using an X-ray single crystal diffractometer, and the result is shown in fig. 2 a. As can be seen from FIG. 2a, the prepared metal-organic framework material is a metal-organic framework Ca-MOF with a one-dimensional porous structure of calcium. FIG. 2b is a theoretical X-ray single crystal diffraction (XRD) spectrum (curve simulated) derived from single crystal structure data by software and a Ca-MOF crystal spectrum (curve experimental) measured by X-ray powder diffraction (PXRD). As can be seen from fig. 2b, the experimentally measured Ca-MOF shows diffraction peaks at 6.61 °, 9.94 °, 10.44 °, 12.56 ° and 17.51 ° respectively, which match the characteristic peaks of the theoretical XRD spectrum derived from the single crystal structure data. The results show that the method synthesizes the metal organic framework Ca-MOF material with high crystallinity.
Example 2: adsorption application of Ca-MOF to uranyl ions
(1) Infrared spectrum characterization of using Ca-MOF to capture uranyl ions
And (3) characterizing the metal organic framework Ca-MOF and the adsorbed uranyl ions by adopting infrared spectroscopy, wherein fig. 3 is an infrared spectrogram of the metal organic framework Ca-MOF before and after the metal organic framework Ca-MOF adsorbs the uranyl ions. As can be seen from FIG. 3, the adsorption of uranyl ions by the metal organic framework Ca-MOF is carried out at 920cm-1A new peak appears, which is attributable to the antisymmetric vibration of O U O, and which is greater than UO2(NO3)2·6H2O is at 960cm-1Red-shifted absorption peak at (b). The above results show that the metal organic framework Ca-MOF can adsorb uranyl ions.
(2) pH optimization of capture of uranyl ions by Ca-MOF
FIG. 4 is a pH optimization diagram of adsorption of uranyl ions by Ca-MOF. As can be seen from FIG. 4, the removal rate of uranyl ions by Ca-MOF is greatest at a solution pH of 4.0, while the removal rate of uranyl ions by Ca-MOF is reduced at a lower solution pH, probably due to protons (H)+) And part of the active sites in Ca-MOF generate non-covalent bond action and occupy the space for the action of the active sites and uranyl ions. When the pH value of the solution is higher, the removal rate of uranyl ions by Ca-MOF is lower, which is probably caused by hydrolysis of the uranyl ions. Therefore, the optimum pH of the solution was selected to be 4.0.
(3) Test and mechanism research of adsorption capacity of Ca-MOF (metal organic framework) on uranyl ions
Taking 50mL of uranyl ion solution (0-500ppm) with different concentrations, and regulating with nitric acid or sodium hydroxide solutionThe pH value of the solution is 4.0, then 30mg of metal organic framework Ca-MOF is added, the solution is oscillated on a shaking table for 4 hours, a microporous filter membrane with the aperture of 0.22 mu m is used for filtering, and the concentration of the residual uranyl ions in the filtrate is measured by adopting an inductively coupled plasma mass spectrometry. FIG. 5 shows adsorption isotherms of uranyl ions by Ca-MOF and Ce/qe-CeA relationship curve. From FIG. 5, the adsorption of uranyl ions by Ca-MOF follows the Langmuir model (FIG. 5a), correlation coefficient R20.99 (FIG. 5b), and the results show that adsorption of uranyl ions by Ca-MOF is monolayer adsorption and adsorption capacity of uranyl ions is 422mg g-1. The reason is that the porous structure of the Ca-MOF contains a large number of carbonyl and hydroxyl groups, a large number of Lewis basic sites exist, and one-dimensional chain-shaped annular pocket hole structures exist, and the characteristics are favorable for capturing the uranyl ions on a specific spatial structure. Therefore, the metal organic framework Ca-MOF prepared by the method is a novel adsorbent for efficiently capturing uranyl ions.
Therefore, the metal organic framework Ca-MOF based on the naphthalimide connecting agent prepared by the method is of a one-dimensional porous annular pocket hole structure, contains a large number of carbonyl and hydroxyl functional groups, has a large number of Lewis basic sites, has good hydrophilicity, has the advantages of high adsorption capacity, high speed and good selectivity on uranyl ions, is a high-efficiency adsorbent for capturing uranyl ions, and has good application potential.
The foregoing is only a preferred embodiment of the present invention and it should be noted that modifications and adaptations can be made by those skilled in the art without departing from the principle of the present invention and are intended to be included within the scope of the present invention.
Claims (10)
1. A synthetic method of a metal organic framework based on a naphthalimide-based connecting agent is characterized by comprising the following steps:
1) preparation of a naphthalimide-linking agent: mixing 1,4,5, 8-naphthalene tetracarboxylic anhydride and 5-aminosalicylic acid, adding DMF solution, stirring at 130 deg.C for 18 hr to obtain orange precipitate, adding water and water respectivelyWashing the precipitate with ethanol for three times, and drying at 80 deg.C to obtain orange solid powder, i.e. naphthoylimine group linking agent H4NDISA；
2) Preparation of metal organic framework: taking H obtained in the step 1)4NDISA and Ca (NO)3)2·4H2And O, adding a mixed solvent of DMF and methanol, heating for reaction, cooling to room temperature after reaction, carrying out vacuum filtration, washing with a mother solution, and carrying out vacuum filtration to obtain the metal organic framework Ca-MOF.
2. The method for synthesizing the metal-organic framework based on the naphthalimide-based connecting agent as claimed in claim 1, wherein the mass ratio of the 1,4,5, 8-naphthalene tetracarboxylic anhydride to the 5-aminosalicylic acid is 2: (2.7-3.0).
3. The method for synthesizing the metal-organic framework based on the naphthalimide-based connecting agent as claimed in claim 1, wherein the mass-to-volume ratio of the DMF solution to the 1,4,5, 8-naphthalene tetracarboxylic anhydride is (11-14): 1, mL: g.
4. the method for synthesizing the metal-organic framework based on the naphthalimide-based connecting agent as claimed in claim 1, wherein the H in the step 2)4NDISA and said Ca (NO)3)2·4H2The mass ratio of O is 1: 1.
5. the method for synthesizing the metal-organic framework based on the naphthalimide-based connecting agent according to claim 1, wherein the mixing volume ratio of DMF and methanol in the step 2) is 5: 1.
6. the method for synthesizing the metal-organic framework based on the naphthalimide-based connecting agent as claimed in claim 1, wherein the temperature-raising reaction in step 2) is carried out by raising the temperature of the reaction system to 110 ℃ within 3 hours and reacting at 110 ℃ for 72 hours.
7. Use of a metal-organic framework based on a naphthylimido linking agent, obtained synthetically by a process according to any one of claims 1 to 6, for the adsorption of uranyl ions.
8. The adsorption application of the metal-organic framework based on the naphthalimide-linking agent to uranyl ions according to claim 7, characterized in that the application method comprises the following steps: taking uranyl ion solutions with different concentrations, adjusting the pH of the solution by using nitric acid or sodium hydroxide solution, adding a metal organic framework Ca-MOF, oscillating on a shaking table overnight, filtering by using a microporous filter membrane with the pore diameter of 0.22 mu m, and measuring the concentration of the residual uranyl ions in the filtrate.
9. The use of a naphthoylimine-based linker metal-organic framework for the adsorption of uranyl ions according to claim 8, wherein the solution of different concentrations of uranyl ions has a concentration in the range of 0 to 500 ppm.
10. The use of a naphthoylimine-based linker metal-organic framework for the adsorption of uranyl ions according to claim 8, wherein the solution has a pH of 4.0.
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113943416A (en) * | 2021-09-30 | 2022-01-18 | 南昌大学 | Design synthesis method and application of electrochemical luminophor based on covalent organic framework |
| CN114335476A (en) * | 2021-12-31 | 2022-04-12 | 蜂巢能源科技股份有限公司 | Preparation method and application of negative electrode material |
| CN115716915A (en) * | 2022-11-25 | 2023-02-28 | 南昌大学 | Preparation method and application of polyimide covalent organic framework |
Citations (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63277240A (en) * | 1987-05-09 | 1988-11-15 | Kanebo Ltd | Uranium adsorbent |
| US20140319058A1 (en) * | 2013-04-01 | 2014-10-30 | Kathryn M.L. Taylor-Pashow | Metal-organic framework templated synthesis of porous inorganic materials as novel sorbents |
| US9162914B1 (en) * | 2012-10-23 | 2015-10-20 | Sandia Corporation | System and method for the capture and storage of waste |
| CN106518794A (en) * | 2016-10-13 | 2017-03-22 | 北京大学 | Metallic organic framework material with carboxyl group, and preparation method and application thereof |
| CN106632433A (en) * | 2016-11-18 | 2017-05-10 | 大连理工大学 | Luminous metal organic framework material for uranyl ion detection in water and preparation method thereof |
| CN108017789A (en) * | 2017-12-21 | 2018-05-11 | 东华大学 | A kind of preparation method of self assembly Ni-MOFs electrochromism Quick Response Code device |
| CN109012607A (en) * | 2018-08-10 | 2018-12-18 | 南通寰宇博新化工环保科技有限公司 | A kind of nanocomposite and preparation method thereof |
| CN109482160A (en) * | 2018-12-05 | 2019-03-19 | 厦门大学 | Phosphate-based efficient uranium absorption agent of one kind and the preparation method and application thereof |
| CN112915982A (en) * | 2021-01-29 | 2021-06-08 | 兰州大学 | Synthetic method and application of cobalt-containing polymer uranyl ion adsorbent |
| CN113045723A (en) * | 2021-03-23 | 2021-06-29 | 南昌大学 | Preparation method of porous covalent organic framework and application of porous covalent organic framework in capture of uranyl ions |
-
2021
- 2021-07-05 CN CN202110755640.3A patent/CN113372567B/en active Active
Patent Citations (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63277240A (en) * | 1987-05-09 | 1988-11-15 | Kanebo Ltd | Uranium adsorbent |
| US9162914B1 (en) * | 2012-10-23 | 2015-10-20 | Sandia Corporation | System and method for the capture and storage of waste |
| US20140319058A1 (en) * | 2013-04-01 | 2014-10-30 | Kathryn M.L. Taylor-Pashow | Metal-organic framework templated synthesis of porous inorganic materials as novel sorbents |
| CN106518794A (en) * | 2016-10-13 | 2017-03-22 | 北京大学 | Metallic organic framework material with carboxyl group, and preparation method and application thereof |
| CN106632433A (en) * | 2016-11-18 | 2017-05-10 | 大连理工大学 | Luminous metal organic framework material for uranyl ion detection in water and preparation method thereof |
| CN108017789A (en) * | 2017-12-21 | 2018-05-11 | 东华大学 | A kind of preparation method of self assembly Ni-MOFs electrochromism Quick Response Code device |
| CN109012607A (en) * | 2018-08-10 | 2018-12-18 | 南通寰宇博新化工环保科技有限公司 | A kind of nanocomposite and preparation method thereof |
| CN109482160A (en) * | 2018-12-05 | 2019-03-19 | 厦门大学 | Phosphate-based efficient uranium absorption agent of one kind and the preparation method and application thereof |
| CN112915982A (en) * | 2021-01-29 | 2021-06-08 | 兰州大学 | Synthetic method and application of cobalt-containing polymer uranyl ion adsorbent |
| CN113045723A (en) * | 2021-03-23 | 2021-06-29 | 南昌大学 | Preparation method of porous covalent organic framework and application of porous covalent organic framework in capture of uranyl ions |
Non-Patent Citations (3)
| Title |
|---|
| ANAMIKA KALITA等: "Salicylic Acid Appended Naphthalene Diimide Organic Linkers: A Systematic Investigation towards Electronic Aspects", 《CHEMISTRYSELECT》 * |
| LI PENG等: "Preserving Porosity of Mesoporous Metal−Organic Frameworks through the Introduction of Polymer Guests", 《JOURNAL OF THE AMERICAN CHEMICAL SOCIETY》 * |
| 田明: "金属-有机框架(MOFs)材料对铀吸附的最新研究进展", 《江西化工》 * |
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| CN113943416A (en) * | 2021-09-30 | 2022-01-18 | 南昌大学 | Design synthesis method and application of electrochemical luminophor based on covalent organic framework |
| CN114335476A (en) * | 2021-12-31 | 2022-04-12 | 蜂巢能源科技股份有限公司 | Preparation method and application of negative electrode material |
| CN114335476B (en) * | 2021-12-31 | 2023-08-11 | 蜂巢能源科技股份有限公司 | Preparation method and application of anode material |
| CN115716915A (en) * | 2022-11-25 | 2023-02-28 | 南昌大学 | Preparation method and application of polyimide covalent organic framework |
| CN115716915B (en) * | 2022-11-25 | 2024-01-02 | 南昌大学 | Preparation method and application of polyimide covalent organic framework |
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