CN105061776A - Metal organic framework material of Fe porphyrin ligand, preparation method therefor and application thereof - Google Patents
Metal organic framework material of Fe porphyrin ligand, preparation method therefor and application thereof Download PDFInfo
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Abstract
The invention discloses a metal organic framework material of a Fe porphyrin ligand, a preparation method therefor and an application thereof, and belongs to the technical field of crystalline materials. A chemical formula of the Fe porphyrin ligand is FeL, wherein L is am organic ligand, namely 5, 15-bipyridine-10 and 20-dicarboxyphenyl ironporphyrin. In a closing condition, a crystal of the metal organic framework material is obtained by the organic ligand, namely 5, 15-bipyridine-10, 20-dicarboxyphenyl ironporphyrin and iron nitrate nonahydrate by virtue of thermal reaction in a solution of N,N-dimethylformamide and acetic acid. The metal organic framework material has an iron porphyrin catalytic property, and can be used for selective catalysis of cycloalkane.
Description
Technical field
The invention belongs to the technical field of crystalline material, technology relates to metal organic coordination polymer material, particularly the metal-organic framework materials of a kind of Fe, preparation method and application thereof.
Background technology
Stable hydrocarbon is easy to get, cheapness, its functionalization is had great economic benefit, thus makes stable hydrocarbon functionalization be the very interested frontier nature problem of a lot of chemist by oxidation.Because in stable hydrocarbon, c h bond bond energy is large, the selectivity of product then can be made poor because of deep oxidation according to drastic conditions oxidation, but select the oxidizing condition too relaxed can not be oxidized or make again the transformation efficiency of raw material too low, so the selective oxidation of research alkane has very important theory meaning.Meanwhile, oxidation of alkanes also has potential using value in Natural Gas Cars in Cities etc.Cyclohexane give is a typical subject of stable hydrocarbon oxidizing reaction research, and its oxidizing reaction industrially has very consequence, so the oxidation of research hexanaphthene has great importance.
Metal-organic framework materials is the class novel porous materials constructed by metal ion or ion cluster and organic ligand.Due to the adjustability of the porousness of metal-organic framework materials, aperture and hole surface character, at catalytic field, there is potential using value.Metal-organic framework materials herein adopts iron porphyrin as organic ligand, the catalytic performance of iron porphyrin that used it to possess.Simultaneously it possesses metallic framework, avoids the decomposition of conventional porphyrin in catalysis hexanaphthene process, autohemagglutination, and this metal-organic framework materials still shows good catalytic performance after repeatedly catalysis hexanaphthene.Therefore this metal-organic framework materials is a kind of good heterogeneous catalyst, and Industrial Catalysis hexanaphthene has a good application prospect.
Summary of the invention
The object of the present invention is to provide a kind of metal-organic framework materials and preparation method and application thereof.
The metal-organic framework materials of 5,15-bis-pyridines-10,20-bis-pairs of carboxyl phenyl iron porphyrin parts of a kind of Fe, is characterized in that, chemical molecular formula is FeL, L is organic ligand 5,15-bis-pyridine-10,20-bis-pairs of carboxyl phenyl iron porphyrin parts.
The secondary building unit of metal-organic framework materials is: crystal belongs to rhombic system, and spacer is Pnna (52), and unit cell parameters is:
α=β=γ=90 °.
The each Fe atom of this material forms coordination with carboxyl in organic ligand and pyridyl nitrogen respectively, in Fe atom and organic ligand, the form of carboxyl coordination is two O coordinations of same carboxyl in each Fe atom and organic ligand, wherein each Fe atom is connected with four parts, wherein two is form N-Fe coordinate bond with the N of the pyridyl of part respectively, all the other two is form O-Fe coordinate bond with the O of the carbonyl of part, simultaneously two carboxyl oxygens of each organic ligand, two pyridyl nitrogen respectively with four Fe Atomic coordinates, define (4,4) and connect coordination mode.
If the N in further organic ligand L of the present invention does not have special referring to, generally refer to pyridyl nitrogen.
(4,4) of metal-organic framework materials Fe atom and part connect coordination mode and extend at two-dimensional directional, are called one deck.The acute angle of carboxyl carbon, Fe, pyridyl nitrogen line is 45 °.
(4,4) of metal-organic framework materials Fe atom and part connect coordination mode and constantly extend at three-dimensional space, obtain interleaving stacked three-dimensional structure.
Wherein the chemical structural formula of organic ligand 5,15-bis-pyridine-10,20-bis-pairs of carboxyl phenyl iron porphyrins is:
The synthetic method of metal-organic framework materials of the present invention, comprises the following steps:
Under sealing condition, organic ligand 5,15-bis-pyridine-10,20-bis-pairs of carboxyl phenyl iron porphyrins and nine water iron nitrates, in DMF and acetic acid solution, obtain the crystal of 3-dimensional metal organic framework material via thermal response; The mol ratio of wherein said organic ligand and nine water iron nitrates is 1:(1 ~ 5), preferred 1:3, organic ligand 5,15-bis-pyridine-10 of every 0.01 mmole, the N of the corresponding 1-10mL of 20-bis-pairs of carboxyl phenyl iron porphyrins, dinethylformamide, preferred 2-5mL, the acetic acid of corresponding 1-10mL, preferred 2-5mL, the reaction conditions of described thermal response is 60 DEG C-130 DEG C, preferably 100 DEG C, and the reaction times is 24-72 hour.Preferably 48 hours.
Metal-organic framework materials novel structure of the present invention, shows good catalytic performance in the reaction of catalysis hexanaphthene.Preparation method's technique of the present invention is simple, easy to implement, productive rate is high, is conducive to a large amount of preparation.
Accompanying drawing explanation
Fig. 1 is the structural representation of the iron coordination of this metal-organic framework materials.
Fig. 2 is the interspersed stratiform structural representation of this metal-organic framework materials.
Embodiment
Below in conjunction with embodiment, the invention will be further described, but the present invention is not limited to following examples.
Embodiment 1
Organic ligand 5,15-bis-pyridine-10,20-bis-pairs of carboxyl phenyl iron porphyrins (0.01 mmole) and nine water iron nitrates (0.01 mmole) are stirred in the DMF of 3mL and the acetic acid of 3mL, encloses in bottle.Within 36 hours, obtain the crystal of metal-organic framework materials via thermal response at 120 DEG C.
Embodiment 2
Organic ligand 5,15-bis-pyridine-10,20-bis-pairs of carboxyl phenyl iron porphyrins (0.01 mmole) and nine water iron nitrates (0.02 mmole) are stirred in the DMF of 3.5mL and the acetic acid of 2mL, encloses in bottle.Within 48 hours, obtain the crystal of metal-organic framework materials via thermal response at 100 DEG C.
Embodiment 3
Organic ligand 5,15-bis-pyridine-10,20-bis-pairs of carboxyl phenyl iron porphyrins (0.01 mmole) and nine water iron nitrates (0.02 mmole) are stirred in the DMF of 4mL and the acetic acid of 3mL, encloses in bottle.Within 48 hours, obtain the crystal of metal-organic framework materials via thermal response at 100 DEG C.
Embodiment 4
By organic ligand 5,15-bis-pyridine-10, stir during 20-bis-pairs of carboxyl phenyl iron porphyrins (0.01 mmole) and nine water iron nitrates (0.03 mmole) stir in the DMF of 4mL and the acetic acid of 3mL, enclose in bottle.Within 60 hours, obtain the crystal of metal-organic framework materials via thermal response at 100 DEG C.
The test result of the product of above-described embodiment gained is identical, specifically sees following:
(1) crystal structure determination:
Choose the monocrystalline of suitable size under the microscope, under room temperature on AgilentTechnologiesSuperNova single crystal diffractometer, with the Mo-K alpha-ray through graphite monochromator monochromatization, collect diffraction data in ω-φ mode.All diffraction datas use SADABS program to carry out absorption correction.Unit cell parameters uses method of least squares to determine.Reduction of data and structure elucidation use SAINT and SHELXTL program to complete respectively.First determine whole non-hydrogen atom coordinate by difference functions method and method of least squares, and obtain hydrogen atom position with theoretical hydrogenation method, then with SHELXTL, refine is carried out to crystalline structure.Fig. 1 is shown in by structure iron, Fig. 2.Crystallographic data is in table 1.
The crystallographic data of table 1 title complex
The structure iron of Fig. 1 shows: in this synthesized framework material, four oxygen of Fe and four part, two nitrogen coordinations.
The structure iron of Fig. 2 shows: this framework material structure is that the three-dimensional of 45 degree interts laminate structure.
Table 2 is hexanaphthene selectivity, productive rate table under this metal-organic framework materials katalysis.
The transformation efficiency of this catalyst hexanaphthene of table 3 and the productive rate of product
Table 2 shows that this catalyzer shows good catalytic performance in the reaction of catalysis cyclohexane oxidation.
Claims (9)
1. a metal-organic framework materials, is characterized in that, chemical molecular formula is FeL, L is organic ligand 5,15-bis-pyridine-10,20-bis-pairs of carboxyl phenyl iron porphyrin parts.
2. according to a kind of metal-organic framework materials of claim 1, it is characterized in that, secondary building unit is: crystal belongs to rhombic system, and spacer is Pnna (52), and unit cell parameters is:
α=β=γ=90 °.
3. according to a kind of metal-organic framework materials of claim 1, it is characterized in that, the each Fe atom of this material forms coordination with carboxyl in organic ligand and pyridyl nitrogen respectively, in Fe atom and organic ligand, the form of carboxyl coordination is two O coordinations of same carboxyl in each Fe atom and organic ligand, wherein each Fe atom is connected with four parts, wherein two is form N-Fe coordinate bond with the N of the pyridyl of part respectively, all the other two is form O-Fe coordinate bond with the O of the carbonyl of part, two carboxyl oxygens of each organic ligand simultaneously, two pyridyl nitrogen respectively with four Fe Atomic coordinates, define (4, 4) coordination mode is connected.
4. according to a kind of metal-organic framework materials of claim 3, it is characterized in that, (4,4) of metal-organic framework materials Fe atom and part connect coordination mode and extend at two-dimensional directional, are called one deck.
5. according to a kind of metal-organic framework materials of claim 3, it is characterized in that, the acute angle of carboxyl carbon, Fe, pyridyl nitrogen line is 45 °.
6. according to a kind of metal-organic framework materials of claim 3, it is characterized in that, (4,4) of metal-organic framework materials Fe atom and part connect coordination mode and constantly extend at three-dimensional space, obtain interleaving stacked three-dimensional structure.
7. prepare the method for material according to claim 1, it is characterized in that, comprise the following steps: under sealing condition, organic ligand 5,15-bis-pyridine-10,20-bis-pairs of carboxyl phenyl iron porphyrins and nine water iron nitrates, in DMF, obtain the crystal of 3-dimensional metal organic framework material via thermal response.
8. according to the method for claim 7, it is characterized in that, under sealing condition, organic ligand 5,15-bis-pyridine-10,20-bis-pairs of carboxyl phenyl iron porphyrins and nine water iron nitrates are at N, in dinethylformamide and acetic acid solution, obtain the crystal of 3-dimensional metal organic framework material via thermal response; The mol ratio of wherein said organic ligand and nine water iron nitrates is 1:(1 ~ 5), the organic ligand 5 of every 0.01 mmole, 15-bis-pyridine-10, the N of the corresponding 1-10mL of 20-bis-pairs of carboxyl phenyl iron porphyrins, dinethylformamide, the acetic acid of corresponding 1-10mL, the reaction conditions of described thermal response is 60 DEG C-130 DEG C, and the reaction times is 24-72 hour.
9. a kind of metal-organic framework materials according to claim 1 is used as naphthenic hydrocarbon catalyzed oxidation.
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| CN106039326A (en) * | 2016-06-02 | 2016-10-26 | 南开大学 | Method for preparing nano anticancer probe of zirconium-porphyrin metal organic framework material |
| CN106432656A (en) * | 2016-04-25 | 2017-02-22 | 台州学院 | Method for preparing semi-rigid monomer based novel three-dimensional polyporphyrin |
| CN106927535A (en) * | 2017-03-16 | 2017-07-07 | 南京师范大学 | Method based on the photocatalytic degradation phenolic comp ' ds pollution for stablizing porphyrin metal organic framework material |
| CN107383384A (en) * | 2017-08-01 | 2017-11-24 | 东南大学 | The preparation method and application of zinc protoporphyrin metal organic framework nanometer disk |
| CN107641185A (en) * | 2017-08-17 | 2018-01-30 | 清华大学 | A kind of porphyrin conjugation organic framework material and preparation method thereof |
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