CN102964365B - Zinc furandicarboxylic acid metal-organic framework material with pore structure and preparation method thereof - Google Patents

Zinc furandicarboxylic acid metal-organic framework material with pore structure and preparation method thereof Download PDF

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CN102964365B
CN102964365B CN201210069168.9A CN201210069168A CN102964365B CN 102964365 B CN102964365 B CN 102964365B CN 201210069168 A CN201210069168 A CN 201210069168A CN 102964365 B CN102964365 B CN 102964365B
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zinc
organic framework
furandicarboxylic acid
metal
reactor
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CN102964365A (en
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李亚丰
高月
秦晓林
许月
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Changchun University of Technology
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    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
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    • Y02C—CAPTURE, STORAGE, SEQUESTRATION OR DISPOSAL OF GREENHOUSE GASES [GHG]
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    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/151—Reduction of greenhouse gas [GHG] emissions, e.g. CO2

Abstract

The invention provides a zinc furandicarboxylic acid metal-organic framework material with a pore structure and a preparation method thereof. With a chemical formula of [Zn3.(C6O5H2)3.C13N2H14.H2O].2H2O, the material is synthesized by a hydrothermal method, and is a three-dimensional metal-organic framework compound composed of zinc and furandicarboxylic acid, wherein the zinc ions form trinuclear clusters in corner sharing connection. Each trinuclear cluster is in connection with three pairs of 2, 5-furandicarboxylic acid and two 1, 3-di(4-pyridyl)propane, thus forming a three-impeller structure secondary structural unit with C3v symmetry. An infinite layer structure is formed through interconnection of the three-impeller structures. The mesh on a layer is composed of six trinuclear clusters, each layer is connected by the 1, 3-di(4-pyridyl)propane to form the metal-organic framework material with a honeycomb structure and an average pore diameter of 4.6 Angstrom. And the material provided in the invention is used for catalysis and adsorption of carbon dioxide.

Description

There is furandicarboxylic acid zinc metal-organic framework materials and the preparation method of pore passage structure
Technical field
The present invention relates to the furandicarboxylic acid zinc metal-organic framework materials with pore passage structure for gas adsorption and preparation method.
Technical background
Due to covalent linkage existing in metal-organic framework materials, coordinate bond, comprise molecular weak interaction again, synthetic method is imbued with designability, and research contents relates to organic chemistry (constructing part by methodology of organic synthesis), coordination chemistry (organic ligand becomes title complex with melts combine), physical chemistry (experiment and theoretical investigation to non covalent bond reactive force), biological chemistry (all substrate identification, the beginning process of bonding) and crystal engineering etc., therefore ligand polymer often shows the chemistry of some uniquenesses, physical properties, at nonlinear optical material, magneticsubstance, sorbing material, luminescent material, all many-sides such as superconducting material and catalysis have good application prospect [2].
Inorganic crystal structure is reduced to a series of node according to their topological framework by early stage A.F.Wells, and is connected to form special geometric configuration [3,4] with other node of around fixed number.1989, R.Robson is in paper " Infinite polymeric framework consisting of three-dimensinal linked rod-like segments ", the work of Wells in inorganic network structure is extended to ligand polymer field, and following imagination is proposed: with some simple monomineralic structures for web original, the node in network structure is replaced with the molecular modules geometrically mated, the single chemical bond in its prototype network is replaced with molecule link, the ligand polymer with mineral topological framework is constructed with this, and successfully synthesized by 4, 4 ', 4 ", 4 " '-four cyano phenylmethane and Cu +the cuprous cyano group ligand polymer [5] with diamond topology of constructing.The Fujita of Japan in 1994 finds by Cd (NO 3) 2with 4,4'-Bipyridine (4,4 '-bpy) at H 2ligand polymer [the Cd (4,4 '-bpy) with two-dimensional square lattice network structure obtained in O-EtOH mixed solvent 2(H 2o) 2] (NO 3) 2there is good catalytic activity, the silylating reaction of cyano group [6] can be accelerated.Nineteen ninety-five, the Moore of the U.S. reports Ag on Nature +the three-dimensional coordination polymer [7] with cellular skeleton structure formed with 2,4,6-tri-(to cyanophenylethynyl) benzene, this compound has biological activity, can promote that cell increases.In the same year, O.M.Yaghi study group proposes by selecting suitable rigidity organic ligand and metal ion to construct metal-organic framework structured material on Nature, and this kind of material can adsorb guest molecule, is sloughing guest molecule back skeleton constant [8].This study group has synthesized very representative MOFs series ligand polymer afterwards, becomes a milestone [9] in ligand polymer development history.
Summary of the invention
The invention provides the furandicarboxylic acid zinc metal-organic framework materials and preparation method with pore passage structure.
The described chemical formula with the furandicarboxylic acid zinc metal-organic framework materials of pore passage structure is [Zn 3(C 6o 5h 2) 3c 13n 2h 14h 2o] 2H 2o, belongs to oblique system, P-1 spacer, unit cell parameters α=113.39 (3) °, β=98.71 (3) °, γ=102.97 (3) °, unit cell volume z=2, Dc=1.427Mg/m 3; It is the metal organic framework compound of the three-dimensional that zinc and furandicarboxylic acid are formed, wherein zine ion defines three cores bunch that corner-sharing is connected, each three cores bunch and three pairs of FDCAs and two 1,3-joins (4-pyridyl) propane and is connected, and forms trilobed wheel structure and has C 3vsymmetric secondary structure unit, unlimited laminate structure is interconnected to form by trilobed wheel structure, mesh on its layer is made up of six three cores bunch, joins the metal-organic framework materials that (4-pyridyl) propane connects into a polynuclear plane between layers by 1,3-.
The preparation method with the furandicarboxylic acid zinc metal-organic framework materials of pore passage structure provided by the invention, comprises the steps and condition:
The polytetrafluoroethyllining lining of reactor is taken out to be placed on magnetic stirring apparatus, by proportioning, adds ethanol, under agitation add zinc nitrate hexahydrate, 2 in turn, 5-furandicarboxylic acid, 1,3-connection (4-pyridyl) propane are 5.5 by the pH value of the NaOH regulator solution of 0.1mol/L, stir 3 hours, polytetrafluoroethyllining lining is put into reactor, then 100-120 DEG C of isothermal reaction 72-96 hour, take out cool to room temperature, drying, obtains target product; Described zinc source, main part, secondary part, ethanol mol ratio are 0.5 ~ 2: 0.5 ~ 3: 0.5 ~ 3: 2000 ~ 2100; Zinc source is zinc oxide, zinc hydroxide, zinc nitrate hexahydrate or zinc chloride; Described main part is FDCA, and secondary part is that 1,3-joins (4-pyridyl) propane.
Following instrument and method is used to characterize product:
1. use Rigaku Rigaku D/MAX PC2200 type X-ray diffractometer to measure the X-ray powder diffraction spectrogram of product, obtain the spectrogram of the characteristic diffraction peak had listed by table 1, as Fig. 3.
2. ray crystallographic analysis, single crystal diffraction data are collected on Rigaku R-AXIS RAPID diffractometer, with the MoK alpha-ray of graphite monochromator monochromatization single crystal data and parameter are in table 1,2, and crystalline structure is shown in Fig. 1-2 (Diamond2.1 Software on Drawing).Conformed to powder X-ray RD Fig. 3 by the XRD figure of single crystal diffraction data fitting,
The product of gained is the crystal of well-crystallized's size uniform.The collection of illustrative plates of the X-ray powder diffraction of described a kind of macropore furandicarboxylic acid zinc metal-organic framework materials has following characteristics diffraction peak: 2 θ 5.62 7.03 8.73 9.32 9.99 11.22 15.69 17.02 18.80 19.24 21.02; 2 θ 21.46 23.83 24.42 28.28 32.04
3. use Pyris Diamond TG/DTA analyser to carry out thermogravimetric analysis to product, see Fig. 5.
Beneficial effect: what the present invention obtained is first furandicarboxylic acid zinc metal-organic framework materials with pore passage structure.It is the metal organic framework compound of the three-dimensional that zinc and furandicarboxylic acid are formed, wherein zine ion defines three cores bunch that corner-sharing is connected, each three cores bunch and three pairs of FDCAs and two 1,3-joins (4-pyridyl) propane and is connected, and forms trilobed wheel structure and has C 3vto the secondary structure unit become second nature, unlimited laminate structure is interconnected to form by trilobed wheel structure, mesh on its layer is made up of six three cores bunch, joins the metal-organic framework materials that (4-pyridyl) propane connects into a polynuclear plane between layers by 1,3-.The average pore diameter with the furandicarboxylic acid zinc metal-organic framework materials of pore passage structure obtained is this metal-organic framework materials is used for absorbing carbon dioxide.
Accompanying drawing explanation
Fig. 1 be the present invention there is the furandicarboxylic acid zinc metal-organic framework materials of pore passage structure honeycomb like (6,3)-net structure char.
Fig. 2 is the topology diagram that the present invention has the furandicarboxylic acid zinc metal-organic framework materials of pore passage structure.
Fig. 3 is the powder X-ray RD spectrogram that the present invention has the furandicarboxylic acid zinc metal-organic framework materials of pore passage structure.
Fig. 4 is the carbon dioxide adsorption figure that the present invention has the furandicarboxylic acid zinc metal-organic framework materials of pore passage structure.
Fig. 5 is the thermogravimetric analysis figure that the present invention has the furandicarboxylic acid zinc metal-organic framework materials of pore passage structure.
Embodiment
Embodiment 1
The polytetrafluoroethyllining lining of reactor is taken out to be placed on magnetic stirring apparatus, by proportioning, adds ethanolic soln 2065mmol, zinc nitrate hexahydrate 1mmol, FDCA 1mmol, 1,3-joins (4-pyridyl) propane 1mmol, is 5.5 by the pH value of the NaOH regulator solution of 0.1mol/L, stir 3 hours, polytetrafluoroethyllining lining is put into reactor, then 120 DEG C of isothermal reactions 72 hours, take out cool to room temperature, drying, obtains target product.
Following instrument and method is used to characterize product:
1. use Rigaku Rigaku D/MAX PC2200 type X-ray diffractometer to measure the X-ray powder diffraction spectrogram of product, obtain the spectrogram of the characteristic diffraction peak had listed by table 1, as Fig. 3.
2. ray crystallographic analysis, single crystal diffraction data are collected on Rigaku R-AXIS RAPID diffractometer, with the MoK alpha-ray of graphite monochromator monochromatization single crystal data and parameter are in table 1,2, and crystalline structure is shown in Fig. 1-2 (Diamond2.1 Software on Drawing).Conformed to powder X-ray RD Fig. 3 by the XRD figure of single crystal diffraction data fitting.
3. use Pyris Diamond TG/DTA analyser to carry out thermogravimetric analysis to product and see Fig. 5.This metal-organic framework materials from room temperature to 280 DEG C of weightlessness 4% (for lattice water), 280 DEG C to 450 DEG C weightlessness 52.3% (FDCA and 1,3-join (4-pyridyl) propane).
Table 1: single crystal data
Table 2: atomic coordinate and equivalence are respectively to displacement parameter
Embodiment 2-8 condition is respectively as table 3, and remaining is with embodiment 1.
Table 3
Reference:
[1]M.Eddaoudi，D.B.Moler，H.L.Li，B.L.Chen，T.M.Reineke，M.O’Keeffe，O.M.Yaghi，“Modular Chemistry：Secondary Building Units as a Basis for the Design of Highly Porous and Robust Metal-Organic Carboxylate Frameworks”，Acc.Chem.Res.，2001，34，319-330.
[2]P.Dechambenoit and J.R.Long，“Microporous magnets”，Chem.Soc.Rev.，2010，132，18115-18126.
[3]A.F.Wells，“Three Dimensional Nets and Polyhedra”，New York，1977.
[4]A.F.Wells，“Structrual Inorganic Chemistry”，5 thed.，Oxford Univ.Press，1983.
[5]F.Hoskins，R.Robson，“Infinite polymeric frameworks consisting of three dimensionally linked rod-like segments”，J.Am.Chem.Soc.，1989，111，5962-5964.
[6]M.Fujita，Y.J.Kwon，M.Miyazawa，K.Ogura，“One-dimensional coordinate polymer involving heptacoordinate cadmium(II)ions”，Chem.Commun.，1994，1977-1978.
[7]G.B.Gardner，D.Venkaraman，J.S.Moore，S.Lee，“Spontaneous assembly of a hinged coordination network”，Nature，1995，374，792-794.
[8]O.M.Yaghi，G.M.Li，H.L.Li，“Selective binding and removal of guests in a microporous metal-organic framework”，Nature，1995，378，703-706.
[9]H.Li，M.Eddaoudi，M.O’keeffe，O.M.Yaghi，“Design and synthesis of an exceptionally stable and highly porous metal-organic framework”，Nature，1999，402，276-279。

Claims (9)

1. its chemical formula of furandicarboxylic acid zinc metal-organic framework materials with pore passage structure is [Zn 3(C 6o 5h 2) 3c 13n 2h 14h 2o] 2H 2o, belong to oblique system, P-1 spacer, unit cell parameters a=11.727 (2), b=13.451 (3), c=15.565 (3), α=113.39 (3) o, β=98.71 (3) o, γ=102.97 (3) o, unit cell volume V=2115.0 (7) 3, Z=2, Dc=1.427Mg/m 3; It is the metal organic framework compound of the three-dimensional that zinc and furandicarboxylic acid are formed, wherein zine ion defines three cores bunch that corner-sharing is connected, each three cores bunch and three pairs of FDCAs and two 1,3-joins (4-pyridyl) propane and is connected, and forms trilobed wheel structure and has C 3vsymmetric secondary structure unit, unlimited laminate structure is interconnected to form by trilobed wheel structure, mesh on its layer is made up of six three cores bunch, joins the metal-organic framework materials that (4-pyridyl) propane connects into a polynuclear plane between layers by 1,3-.
2. there is the preparation method of the furandicarboxylic acid zinc metal-organic framework materials of pore passage structure as claimed in claim 1, it is characterized in that, step and condition as follows: the polytetrafluoroethyllining lining of reactor take out be placed on magnetic stirring apparatus, by proportioning, add ethanol, under agitation add zinc source in turn, 2, 5-furandicarboxylic acid, 1, 3-joins (4-pyridyl) propane, be 5.5 by the pH value of the NaOH regulator solution of 0.1mol/L, stir 3 hours, polytetrafluoroethyllining lining is put into reactor, then 100-120 DEG C of isothermal reaction 72-96 hour, take out cool to room temperature, dry, obtain target product, described zinc source, main part, secondary part, ethanol mol ratio are 0.5 ~ 2:0.5 ~ 3:0.5 ~ 3:2000 ~ 2100, zinc source is zinc oxide, zinc hydroxide, zinc nitrate hexahydrate or zinc chloride, described main part is FDCA, and secondary part is that 1,3-joins (4-pyridyl) propane.
3. there is the preparation method of the furandicarboxylic acid zinc metal-organic framework materials of pore passage structure as claimed in claim 2, it is characterized in that, step and condition as follows: the polytetrafluoroethyllining lining of reactor take out be placed on magnetic stirring apparatus, by proportioning, add ethanolic soln 2065mmol, zinc nitrate hexahydrate 1mmol, 2, 5-furandicarboxylic acid 1mmol, 1, 3-joins (4-pyridyl) propane 1mmol, be 5.5 by the pH value of the NaOH regulator solution of 0.1mol/L, stir 3 hours, polytetrafluoroethyllining lining is put into reactor, then 120 DEG C of isothermal reactions 72 hours, take out cool to room temperature, dry, obtain target product.
4. have the preparation method of the furandicarboxylic acid zinc metal-organic framework materials of pore passage structure as claimed in claim 2, it is characterized in that, described zinc source is zinc nitrate hexahydrate; Polytetrafluoroethyllining lining is put into reactor, then 100 DEG C of isothermal reactions 72 hours; Zinc source, main part, secondary part, ethanol mol ratio are 0.5:2:1.5:2065; Remaining is with claim 3.
5. have the preparation method of the furandicarboxylic acid zinc metal-organic framework materials of pore passage structure as claimed in claim 2, it is characterized in that, described zinc source is zinc oxide; Polytetrafluoroethyllining lining is put into reactor, then 120 DEG C of isothermal reactions 80 hours; Zinc source, main part, secondary part, ethanol mol ratio are 2:1.5:1:2000; Remaining is with claim 3.
6. have the preparation method of the furandicarboxylic acid zinc metal-organic framework materials of pore passage structure as claimed in claim 2, it is characterized in that, described zinc source is zinc hydroxide; Polytetrafluoroethyllining lining is put into reactor, then 120 DEG C of isothermal reactions 80 hours; Zinc source, main part, secondary part, ethanol mol ratio are 1.5:1:1:2065; Remaining is with claim 3.
7. have the preparation method of the furandicarboxylic acid zinc metal-organic framework materials of pore passage structure as claimed in claim 2, it is characterized in that, described zinc source is zinc chloride; Polytetrafluoroethyllining lining is put into reactor, then 110 DEG C of isothermal reactions 72 hours; Zinc source, main part, secondary part, ethanol mol ratio are 1:2:1.5:2100; Remaining is with claim 3.
8. have the preparation method of the furandicarboxylic acid zinc metal-organic framework materials of pore passage structure as claimed in claim 2, it is characterized in that, described zinc source is zinc nitrate hexahydrate; Polytetrafluoroethyllining lining is put into reactor, then 120 DEG C of isothermal reactions 85 hours; Zinc source, main part, secondary part, ethanol mol ratio are 2:1.5:1:2065; Remaining is with claim 3.
9. have the preparation method of the furandicarboxylic acid zinc metal-organic framework materials of pore passage structure as claimed in claim 2, it is characterized in that, described zinc source is zinc nitrate hexahydrate; Polytetrafluoroethyllining lining is put into reactor, then 100 DEG C of isothermal reactions 72 hours; Zinc source, main part, secondary part, ethanol mol ratio are 1:2:0.5:2000; Remaining is with claim 3.
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