CN106220685A - There is the double triazole two dimension manganese complex monocrystalline of anthracene nucleus and the application of hydrogen adsorption character - Google Patents
There is the double triazole two dimension manganese complex monocrystalline of anthracene nucleus and the application of hydrogen adsorption character Download PDFInfo
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- CN106220685A CN106220685A CN201610602332.6A CN201610602332A CN106220685A CN 106220685 A CN106220685 A CN 106220685A CN 201610602332 A CN201610602332 A CN 201610602332A CN 106220685 A CN106220685 A CN 106220685A
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- 229910052739 hydrogen Inorganic materials 0.000 title claims abstract description 31
- 239000001257 hydrogen Substances 0.000 title claims abstract description 31
- 239000011572 manganese Substances 0.000 title claims abstract description 31
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 title claims abstract description 30
- 150000001454 anthracenes Chemical class 0.000 title claims abstract description 18
- 150000003852 triazoles Chemical class 0.000 title claims abstract description 18
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 title claims abstract description 17
- 229910052748 manganese Inorganic materials 0.000 title claims abstract description 17
- 238000001179 sorption measurement Methods 0.000 title claims abstract description 10
- MHABMANUFPZXEB-UHFFFAOYSA-N O-demethyl-aloesaponarin I Natural products O=C1C2=CC=CC(O)=C2C(=O)C2=C1C=C(O)C(C(O)=O)=C2C MHABMANUFPZXEB-UHFFFAOYSA-N 0.000 claims abstract description 18
- 239000013078 crystal Substances 0.000 claims abstract description 15
- 238000000034 method Methods 0.000 claims abstract description 8
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 claims abstract description 7
- 230000008569 process Effects 0.000 claims abstract description 6
- 238000003756 stirring Methods 0.000 claims abstract description 6
- 239000011232 storage material Substances 0.000 claims abstract description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 6
- 239000012046 mixed solvent Substances 0.000 claims abstract description 5
- 238000002360 preparation method Methods 0.000 claims abstract description 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 4
- 230000005260 alpha ray Effects 0.000 claims description 3
- 229910002804 graphite Inorganic materials 0.000 claims description 3
- 239000010439 graphite Substances 0.000 claims description 3
- 230000005855 radiation Effects 0.000 claims description 3
- 239000000126 substance Substances 0.000 claims description 3
- 150000001408 amides Chemical class 0.000 claims 1
- 239000007788 liquid Substances 0.000 claims 1
- 239000000706 filtrate Substances 0.000 abstract description 5
- NSPMIYGKQJPBQR-UHFFFAOYSA-N 4H-1,2,4-triazole Chemical compound C=1N=CNN=1 NSPMIYGKQJPBQR-UHFFFAOYSA-N 0.000 abstract description 4
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 abstract 2
- WFKAJVHLWXSISD-UHFFFAOYSA-N isobutyramide Chemical compound CC(C)C(N)=O WFKAJVHLWXSISD-UHFFFAOYSA-N 0.000 abstract 1
- 238000003860 storage Methods 0.000 description 9
- 239000012621 metal-organic framework Substances 0.000 description 7
- 229910002651 NO3 Inorganic materials 0.000 description 4
- 238000001914 filtration Methods 0.000 description 4
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 4
- BRUOAURMAFDGLP-UHFFFAOYSA-N 9,10-dibromoanthracene Chemical compound C1=CC=C2C(Br)=C(C=CC=C3)C3=C(Br)C2=C1 BRUOAURMAFDGLP-UHFFFAOYSA-N 0.000 description 3
- QPLDLSVMHZLSFG-UHFFFAOYSA-N Copper oxide Chemical compound [Cu]=O QPLDLSVMHZLSFG-UHFFFAOYSA-N 0.000 description 3
- 238000010521 absorption reaction Methods 0.000 description 3
- 239000007789 gas Substances 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000011148 porous material Substances 0.000 description 3
- 238000011160 research Methods 0.000 description 3
- 239000005751 Copper oxide Substances 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 229910000431 copper oxide Inorganic materials 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- 230000007246 mechanism Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 229910000027 potassium carbonate Inorganic materials 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- -1 triazole Manganese Complexes Chemical class 0.000 description 2
- MWVTWFVJZLCBMC-UHFFFAOYSA-N 4,4'-bipyridine Chemical group C1=NC=CC(C=2C=CN=CC=2)=C1 MWVTWFVJZLCBMC-UHFFFAOYSA-N 0.000 description 1
- 241000208340 Araliaceae Species 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 239000013132 MOF-5 Substances 0.000 description 1
- 235000005035 Panax pseudoginseng ssp. pseudoginseng Nutrition 0.000 description 1
- 235000003140 Panax quinquefolius Nutrition 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000004364 calculation method Methods 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000013256 coordination polymer Substances 0.000 description 1
- 229920001795 coordination polymer Polymers 0.000 description 1
- 238000012937 correction Methods 0.000 description 1
- 238000005564 crystal structure determination Methods 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 229940113088 dimethylacetamide Drugs 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000012065 filter cake Substances 0.000 description 1
- 235000008434 ginseng Nutrition 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 238000011031 large-scale manufacturing process Methods 0.000 description 1
- 239000003446 ligand Substances 0.000 description 1
- MIVBAHRSNUNMPP-UHFFFAOYSA-N manganese(2+);dinitrate Chemical compound [Mn+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O MIVBAHRSNUNMPP-UHFFFAOYSA-N 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 230000000149 penetrating effect Effects 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F13/00—Compounds containing elements of Groups 7 or 17 of the Periodic Table
- C07F13/005—Compounds without a metal-carbon linkage
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B3/00—Hydrogen; Gaseous mixtures containing hydrogen; Separation of hydrogen from mixtures containing it; Purification of hydrogen
- C01B3/0005—Reversible uptake of hydrogen by an appropriate medium, i.e. based on physical or chemical sorption phenomena or on reversible chemical reactions, e.g. for hydrogen storage purposes ; Reversible gettering of hydrogen; Reversible uptake of hydrogen by electrodes
- C01B3/001—Reversible uptake of hydrogen by an appropriate medium, i.e. based on physical or chemical sorption phenomena or on reversible chemical reactions, e.g. for hydrogen storage purposes ; Reversible gettering of hydrogen; Reversible uptake of hydrogen by electrodes characterised by the uptaking medium; Treatment thereof
- C01B3/0015—Organic compounds; Solutions thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/13—Crystalline forms, e.g. polymorphs
-
- 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
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E60/00—Enabling technologies; Technologies with a potential or indirect contribution to GHG emissions mitigation
- Y02E60/30—Hydrogen technology
- Y02E60/32—Hydrogen storage
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Combustion & Propulsion (AREA)
- Inorganic Chemistry (AREA)
- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
Abstract
The invention discloses the double triazole two dimension manganese complex monocrystalline of anthracene nucleus and application, its structure: [Mn (L) with hydrogen adsorption character0.5(ipa)(DMAC)]·0.5L·0.25H2O, wherein, L=1 [9 (1H 1,2,4 triazole 1 base) anthracene 10 base] 1H 1,2,4 triazole, DMAC=N, N' dimethyl acetylamide, ipa=M-phthalic acid.Also disclose the preparation method of monocrystalline simultaneously.It is to use " room temperature volatility process ", i.e. Mn (NO3)2·6H2O, ipa and L filter after stirring half an hour in the mixed solvent of water and DMAC, and filtrate room temperature obtains being suitable for the colourless bulk crystals of X ray single crystal diffraction after volatilizing one week.Wherein Mn (NO3)2·6H2The mol ratio of O, ipa and L is 1:1:1.The present invention further discloses the double triazole two dimension manganese complex monocrystalline of anthracene nucleus as hydrogen storage material application in terms of adsorbed hydrogen.
Description
The present invention obtains the subsidy of Tianjin innovation team of Education Commission (TD12-5037).
Technical field
The present invention relates to the preparation method and applications of triazole Manganese Complexes with Ligand of Organic Acid hydrogen storage material, be one in particular
Plant the double triazole two dimension manganese complex monocrystalline of anthracene nucleus and application.
Background technology
The synthesis of metal-organic framework (MOFs) and character research are the nothings that nineteen nineties Later development gets up
One of important field of research in chemical machine and materials chemistry.Owing to open metal-organic coordination polymer density is little, it is only
/ 3rd of conventional metals hydride, use MOFs can be substantially reduced the weight of hydrogen storage device as hydrogen storage media.This feature
Especially meet the hydrogen-feeding system requirement of hydrogen cell automobile.In addition such material also has that specific surface area is big, pore volume is big
Feature, be therefore a kind of novel high-capacity light hydrogen occluding material, the hydrogen storage method the most having become a kind of novel simplicity should
Transport and give birth to.It is, in general, that hydrogen storage mechanism can be divided into chemisorbed and physical absorption, and the hydrogen storage mechanism of coordination compound is mostly physics
Absorption.The Kitagawa etc. of Japan in 1997 reports the metal-organic framework that 4,4 '-bipyridyl constructs, and to have adsorbed gas little
After the character of molecule [S. Kitagawa etc.,Angew. Chem. Int. Ed.1997, 36, 1725], correlational study draws
Play the extensive attention of countries in the world.American scientist Yaghi in 2003 etc. report micropore metal-organic frame MOF-5 tool
After having good hydrogen storage property [O. M. Yaghi etc.,Science2003, 300, 1127], metal-organic framework hydrogen storage skill
Art is increasingly becoming 21st century international emerging research frontier.
Summary of the invention
The present invention is i.e. to select Mn (NO3)2·6H2After O, ipa and L stir half an hour in the mixed solvent of water and DMAC
Filtering, filtrate room temperature obtains being suitable for the colourless bulk crystals [Mn (L) of X-ray single crystal diffraction after volatilizing one week0.5(ipa)
(DMAC)]·0.5L·0.25H2O (1) (L=1-[9-(1H-1,2,4-triazole-1-base) anthracene-10-base]-1H-1,2,
4-triazole, DMAC=N, N'-dimethyl acetylamide, ipa=M-phthalic acid).This complex monocrystal is as hydrogen storage material
Hydrogen can be adsorbed.
Following technical scheme is current inventor provides for this:
The double triazole two dimension manganese complex monocrystalline of a kind of anthracene nucleus, it is characterised in that this mono-crystalline structures uses APEX II CCD monocrystalline to spread out
Penetrating instrument, use through graphite monochromatised Mok alpha ray, λ=0.71073 is incident radiation, withω-2θScan mode is received
Collection point diffraction, obtains cell parameter through least square refinement, utilizes SHELXL-97 straight from difference Fourier electron density map
Connection solves single crystal data:
Its chemical constitution is as follows:
[Mn(L)0.5(ipa)(DMAC)]·0.5L·0.25H2O, wherein
L=1-(2,5-dimethyl-4-(1H-1,2,4-triazol-1-yl) phenyl)-1H-1,2,4-triazole；
DMAC=N, N'-dimethyl acetylamide；
Ipa=M-phthalic acid.
The present invention further discloses the preparation method of the double triazole two dimension manganese complex monocrystalline of anthracene nucleus, it is characterised in that it is
Use " room temperature volatility process ", i.e. Mn (NO3)2·6H2O, ipa and L stir mistake after half an hour in the mixed solvent of water and DMAC
Filter, filtrate room temperature obtains being suitable for the colourless bulk crystals of X-ray single crystal diffraction after volatilizing one week；Wherein L, Mn (NO3)2·6H2O
It is 1:1:1 with the mol ratio of ipa；
The structure of the double triazole two dimension manganese complex monocrystalline of anthracene nucleus is [Mn (L)0.5(ipa)(DMAC)]·0.5L·0.25H2O；Its
Middle L=1-[9-(1H-1,2,4-triazole-1-base) anthracene-10-base]-1H-1,2,4-triazole；DMAC=N, N'-dimethyl
Acetamide；Ipa=M-phthalic acid；
L ipa。
The present invention further discloses the double triazole two dimension manganese complex monocrystalline of anthracene nucleus and is preparing hydrogen as hydrogen storage material
The application in aspiration subsidiary formula face, experimental result shows: anthracene nucleus double triazole manganese two dimension coordination frame complex monocrystalline is at about 3.4 MPa
Under, when 298 and 77 K, the hydrogen adsorption amount of this hydrogen storage Porous materials has respectively reached 0.87 and 1.38 wt%.
The double triazole two dimension manganese complex monocrystalline have the advantage that of a kind of anthracene nucleus disclosed by the invention and feature are:
(1) operation is simple and easy to do.
(2) reaction yield is high, and the purity of products obtained therefrom is high.
(3) the double triazole two dimension manganese complex monocrystalline of the anthracene nucleus prepared by the present invention, production cost is low, and method is easy, is suitable for
Large-scale production.The double triazole two dimension manganese complex monocrystalline of anthracene nucleus has good application as hydrogen storage material in terms of storing hydrogen
Effect.
Accompanying drawing explanation
The crystal structure figure of Fig. 1: complex monocrystal；
The two-dimensional structure figure of Fig. 2: complex monocrystal；
Fig. 3: inhale hydrogen curve.
Detailed description of the invention
Below in conjunction with embodiment, the present invention is described further, and embodiment is only explanatory, is in no way intended to it
Limit the scope of the present invention by any way.All of raw material is such as: anthracene nucleus etc. are all to enter from chemical reagents corporation both domestic and external
Row is bought, and through continuation purification but does not directly use.Raw materials used 9,10-dibromoanthracene, 1H-1,2,4-triazole, carbon
Acid potassium, copper oxide, M-phthalic acid and manganese nitrate etc. are commercially available.
Embodiment 1
9,10-dibromoanthracene: 1H-1,2,4-triazole: potassium carbonate: the mol ratio of copper oxide is 2:10-15:30:1
Be separately added in equipped with 50 mL three neck round bottom flasks of magneton, reflux condenser and thermometer CuO (0.0398 mg,
0.5 mmol), potassium carbonate (2.0731 g, 15 mmol), triazole (0.345 mg, 5 mmol), 9,10-dibromoanthracenes (0.3360
G, 1 mmol), 20 mL DMAC.Start stirring 100oC, reacts 24 hours.After reaction terminates, reactant liquor is down to room temperature,
Filtering, filtrate adds 100 mL water, separates out a large amount of precipitation, sucking filtration, collects filter cake, yield 60%.
Embodiment 2
1-[9-(1H-1,2,4-triazole-1-base) anthracene-10-base]-1H-1,2,4-triazole (0.1 mmol), isophthalic diformazan
Acid (0.1 mmol) and Mn (NO3)2·6H2It is little that O (0.1 mmo) stirs half in the mixed solvent of 10 mL water and 2 mL DMAC
Filtering time after, filtrate is colourless.Room temperature has the colourless bulk crystals of applicable X-ray single crystal diffraction after volatilizing one week.Productivity:
35%.Elementary analysis (C30H25.5MnN7O5.25) theoretical value (%): C, 57.84；H, 4.13；N, 15.74.Measured value: C, 57.92；
H, 4.08；N, 15.69.
Embodiment 3
Crystal structure determination uses APEX II CCD single crystal diffractometer, uses through graphite monochromatised Mok alpha ray, and λ=
0.71073 is incident radiation, withω-2θScan mode collects point diffraction, obtains structure cell ginseng through least square refinement
Number, utilizes software to solve crystal structure from difference Fourier electron density map, and through Lorentz lorentz and polarity effect correction.All of
H atom is synthesized by difference Fourier and determines through preferable position calculation.Detailed axonometry data:
Embodiment 4
The suction hydrogen curve of metal-organic framework hydrogen storage Porous materials is as shown in Figure 3.The hydrogen adsorption carried out under 298 and 77 K is real
Testing is an adsorption process quickly, has reached thermodynamical equilibrium, it is believed that this is physical adsorption process within several seconds.
This adsorption process belongs to first kind gas absorption type, and this is also the MOFs most typical one of poromerics adsorption gas molecule.
Hydrogen is located in duct, and the adsorbance that size limit in duct is one layer or which floor hydrogen molecule.At about 3.4 MPa
During with 77 K, the adsorbance of hydrogen has reached 1.38 wt%.
After the preferred embodiment described in detail, it is familiar with this skilled worker and is clearly understood that, without departing from above-mentioned
Can carry out various change and amendment under claim and spirit, all technical spirit according to the present invention are to above example institute
Any simple modification, equivalent variations and the modification made, belongs to the scope of technical solution of the present invention.And the present invention is not illustrated
The restriction of example embodiment in book.
Claims (3)
1. the monocrystalline of the double triazole two dimension manganese complex of anthracene nucleus, it is characterised in that this mono-crystalline structures uses APEX II CCD mono-
Brilliant diffractometer, uses through graphite monochromatised Mok alpha ray, and λ=0.71073 is incident radiation, withω-2θScan mode
Collect point diffraction, obtain cell parameter through least square refinement, utilize software to solve from difference Fourier electron density map
Single crystal data:
Its chemical constitution is as follows:
[Mn(L)0.5(ipa)(DMAC)]·0.5L·0.25H2O, wherein
L=1-[9-(1H-1,2,4-triazole-1-base) anthracene-10-base]-1H-1,2,4-triazole；
DMAC=N, N'-dimethyl acetylamide；Ipa=M-phthalic acid.
2. the preparation method of the double triazole two dimension manganese complex monocrystalline of anthracene nucleus described in claim 1, it is characterised in that it is " often to use
Temperature volatility process ", i.e. i.e. Mn (NO3)2·6H2O, ipa and L filter after stirring half an hour in the mixed solvent of water and DMAC, filter
Liquid room temperature obtains being suitable for the colourless bulk crystals of X-ray single crystal diffraction after volatilizing one week；Wherein, Mn (NO3)2·6H2O, ipa and
The mol ratio of L is 1:1:1；
The structure of the double triazole two dimension manganese complex monocrystalline of anthracene nucleus is [Mn (L)0.5(ipa)(DMAC)]·0.5L·0.25H2O；Wherein
L=1-[9-(1H-1,2,4-triazole-1-base) anthracene-10-base]-1H-1,2,4-triazole；DMAC=N, N'-dimethyl second
Amide；Ipa=M-phthalic acid；
L ipa。
3. the double triazole two dimension manganese complex monocrystalline of anthracene nucleus described in claim 1 as hydrogen storage material in terms of preparation is to hydrogen adsorption
Application.
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Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105418647A (en) * | 2016-01-05 | 2016-03-23 | 天津师范大学 | Anthracene nucleus di-triazole three-dimensional copper nitrate complex single crystal and application |
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- 2016-07-28 CN CN201610602332.6A patent/CN106220685A/en active Pending
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105418647A (en) * | 2016-01-05 | 2016-03-23 | 天津师范大学 | Anthracene nucleus di-triazole three-dimensional copper nitrate complex single crystal and application |
Non-Patent Citations (2)
| Title |
|---|
| 纪穆为等，: "金属有机框架化合物_MOFs_的研究状况", 《山东化工》 * |
| 许春慧等，: "金属有机骨架材料上气体吸附存储与分离的研究进展", 《浙江师范大学学报( 自然科学版)》 * |
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