CN108816286A - A kind of Cu-Ag/g-C3N4The preparation method of/ZIF tri compound analogue enztme - Google Patents
A kind of Cu-Ag/g-C3N4The preparation method of/ZIF tri compound analogue enztme Download PDFInfo
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- CN108816286A CN108816286A CN201810325839.0A CN201810325839A CN108816286A CN 108816286 A CN108816286 A CN 108816286A CN 201810325839 A CN201810325839 A CN 201810325839A CN 108816286 A CN108816286 A CN 108816286A
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- zif
- analogue enztme
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- 229910017770 Cu—Ag Inorganic materials 0.000 title claims abstract description 35
- 150000001875 compounds Chemical class 0.000 title claims abstract description 32
- 238000002360 preparation method Methods 0.000 title claims abstract description 23
- 239000013154 zeolitic imidazolate framework-8 Substances 0.000 claims abstract description 41
- MFLKDEMTKSVIBK-UHFFFAOYSA-N zinc;2-methylimidazol-3-ide Chemical compound [Zn+2].CC1=NC=C[N-]1.CC1=NC=C[N-]1 MFLKDEMTKSVIBK-UHFFFAOYSA-N 0.000 claims abstract description 41
- 239000013153 zeolitic imidazolate framework Substances 0.000 claims abstract description 37
- 238000003786 synthesis reaction Methods 0.000 claims abstract description 19
- 230000015572 biosynthetic process Effects 0.000 claims abstract description 18
- 229920000877 Melamine resin Polymers 0.000 claims abstract description 13
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 claims abstract description 13
- ZMXDDKWLCZADIW-UHFFFAOYSA-N dimethylformamide Substances CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 39
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 36
- 239000000243 solution Substances 0.000 claims description 30
- SQGYOTSLMSWVJD-UHFFFAOYSA-N silver(1+) nitrate Chemical compound [Ag+].[O-]N(=O)=O SQGYOTSLMSWVJD-UHFFFAOYSA-N 0.000 claims description 22
- 238000003756 stirring Methods 0.000 claims description 17
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 14
- 239000002608 ionic liquid Substances 0.000 claims description 13
- 238000001816 cooling Methods 0.000 claims description 11
- 229910001961 silver nitrate Inorganic materials 0.000 claims description 11
- 239000013078 crystal Substances 0.000 claims description 10
- 239000007788 liquid Substances 0.000 claims description 10
- 239000002904 solvent Substances 0.000 claims description 9
- 238000005406 washing Methods 0.000 claims description 9
- 230000003213 activating effect Effects 0.000 claims description 8
- 238000006243 chemical reaction Methods 0.000 claims description 8
- 229910052751 metal Inorganic materials 0.000 claims description 8
- 239000002184 metal Substances 0.000 claims description 8
- 239000012452 mother liquor Substances 0.000 claims description 8
- 239000004094 surface-active agent Substances 0.000 claims description 8
- 239000012498 ultrapure water Substances 0.000 claims description 7
- LXBGSDVWAMZHDD-UHFFFAOYSA-N 2-methyl-1h-imidazole Chemical compound CC1=NC=CN1 LXBGSDVWAMZHDD-UHFFFAOYSA-N 0.000 claims description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 6
- 238000005119 centrifugation Methods 0.000 claims description 6
- 150000001879 copper Chemical class 0.000 claims description 6
- 239000005457 ice water Substances 0.000 claims description 6
- 239000000203 mixture Substances 0.000 claims description 6
- 239000012266 salt solution Substances 0.000 claims description 6
- 239000000843 powder Substances 0.000 claims description 5
- 238000010792 warming Methods 0.000 claims description 5
- 239000010949 copper Substances 0.000 claims description 4
- 239000012279 sodium borohydride Substances 0.000 claims description 4
- 229910000033 sodium borohydride Inorganic materials 0.000 claims description 4
- REACWASHYHDPSQ-UHFFFAOYSA-N 1-butylpyridin-1-ium Chemical compound CCCC[N+]1=CC=CC=C1 REACWASHYHDPSQ-UHFFFAOYSA-N 0.000 claims description 3
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 claims description 3
- 108090000790 Enzymes Proteins 0.000 claims description 3
- 102000004190 Enzymes Human genes 0.000 claims description 3
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 claims description 3
- 229940063013 borate ion Drugs 0.000 claims description 3
- ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 claims description 3
- XTVVROIMIGLXTD-UHFFFAOYSA-N copper(II) nitrate Chemical compound [Cu+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O XTVVROIMIGLXTD-UHFFFAOYSA-N 0.000 claims description 3
- 239000006185 dispersion Substances 0.000 claims description 3
- 150000002191 fatty alcohols Chemical class 0.000 claims description 3
- 239000011261 inert gas Substances 0.000 claims description 3
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 3
- 229910052938 sodium sulfate Inorganic materials 0.000 claims description 3
- 235000011152 sodium sulphate Nutrition 0.000 claims description 3
- MZSDGDXXBZSFTG-UHFFFAOYSA-M sodium;benzenesulfonate Chemical compound [Na+].[O-]S(=O)(=O)C1=CC=CC=C1 MZSDGDXXBZSFTG-UHFFFAOYSA-M 0.000 claims description 3
- 239000011206 ternary composite Substances 0.000 claims description 3
- 229910021642 ultra pure water Inorganic materials 0.000 claims description 3
- KZRXPHCVIMWWDS-AWEZNQCLSA-N (4S)-4-amino-5-dodecanoyloxy-5-oxopentanoic acid Chemical compound CCCCCCCCCCCC(=O)OC(=O)[C@@H](N)CCC(O)=O KZRXPHCVIMWWDS-AWEZNQCLSA-N 0.000 claims description 2
- PBIDWHVVZCGMAR-UHFFFAOYSA-N 1-methyl-3-prop-2-enyl-2h-imidazole Chemical compound CN1CN(CC=C)C=C1 PBIDWHVVZCGMAR-UHFFFAOYSA-N 0.000 claims description 2
- 229910002651 NO3 Inorganic materials 0.000 claims description 2
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 claims description 2
- 229940071085 lauroyl glutamate Drugs 0.000 claims description 2
- 238000000227 grinding Methods 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 230000002194 synthesizing effect Effects 0.000 claims 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 abstract description 13
- 239000008103 glucose Substances 0.000 abstract description 13
- 238000000034 method Methods 0.000 abstract description 12
- 230000003197 catalytic effect Effects 0.000 abstract description 11
- 239000000463 material Substances 0.000 abstract description 11
- 238000001514 detection method Methods 0.000 abstract description 9
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract description 5
- 239000002131 composite material Substances 0.000 abstract description 4
- 238000010438 heat treatment Methods 0.000 abstract description 4
- 229910052799 carbon Inorganic materials 0.000 abstract description 2
- YCKOAAUKSGOOJH-UHFFFAOYSA-N copper silver Chemical compound [Cu].[Ag].[Ag] YCKOAAUKSGOOJH-UHFFFAOYSA-N 0.000 abstract description 2
- 239000002245 particle Substances 0.000 abstract description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 13
- 239000003054 catalyst Substances 0.000 description 10
- PNEYBMLMFCGWSK-UHFFFAOYSA-N Alumina Chemical compound [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 9
- 238000002835 absorbance Methods 0.000 description 5
- 238000006555 catalytic reaction Methods 0.000 description 5
- 238000010521 absorption reaction Methods 0.000 description 4
- 239000011157 advanced composite material Substances 0.000 description 4
- 239000012621 metal-organic framework Substances 0.000 description 4
- 229910052571 earthenware Inorganic materials 0.000 description 3
- 230000006870 function Effects 0.000 description 3
- 239000004570 mortar (masonry) Substances 0.000 description 3
- JMANVNJQNLATNU-UHFFFAOYSA-N oxalonitrile Chemical compound N#CC#N JMANVNJQNLATNU-UHFFFAOYSA-N 0.000 description 3
- 230000008569 process Effects 0.000 description 3
- 230000001681 protective effect Effects 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 239000010935 stainless steel Substances 0.000 description 3
- 229910001220 stainless steel Inorganic materials 0.000 description 3
- 238000006276 transfer reaction Methods 0.000 description 3
- 238000002604 ultrasonography Methods 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 2
- 239000004366 Glucose oxidase Substances 0.000 description 2
- 108010015776 Glucose oxidase Proteins 0.000 description 2
- 150000003851 azoles Chemical class 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 229910052802 copper Inorganic materials 0.000 description 2
- 229940088598 enzyme Drugs 0.000 description 2
- 229940116332 glucose oxidase Drugs 0.000 description 2
- 235000019420 glucose oxidase Nutrition 0.000 description 2
- 229910021389 graphene Inorganic materials 0.000 description 2
- 238000002347 injection Methods 0.000 description 2
- 239000007924 injection Substances 0.000 description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 238000009938 salting Methods 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- DWNBOPVKNPVNQG-LURJTMIESA-N (2s)-4-hydroxy-2-(propylamino)butanoic acid Chemical compound CCCN[C@H](C(O)=O)CCO DWNBOPVKNPVNQG-LURJTMIESA-N 0.000 description 1
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical group C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 description 1
- -1 Azoles chloride salt ions Chemical class 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 239000008351 acetate buffer Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000000956 alloy Substances 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 239000003575 carbonaceous material Substances 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 230000002153 concerted effect Effects 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 239000002178 crystalline material Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- QGBSISYHAICWAH-UHFFFAOYSA-N dicyandiamide Chemical compound NC(N)=NC#N QGBSISYHAICWAH-UHFFFAOYSA-N 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- 239000010931 gold Substances 0.000 description 1
- 229910002804 graphite Inorganic materials 0.000 description 1
- 239000010439 graphite Substances 0.000 description 1
- LELOWRISYMNNSU-UHFFFAOYSA-N hydrogen cyanide Chemical compound N#C LELOWRISYMNNSU-UHFFFAOYSA-N 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical compound CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 description 1
- 125000000400 lauroyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000000696 magnetic material Substances 0.000 description 1
- 239000002082 metal nanoparticle Substances 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 239000002086 nanomaterial Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 229910000510 noble metal Inorganic materials 0.000 description 1
- 239000013110 organic ligand Substances 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000002957 persistent organic pollutant Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 238000005215 recombination Methods 0.000 description 1
- 230000006798 recombination Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 230000027756 respiratory electron transport chain Effects 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 239000004065 semiconductor Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000001360 synchronised effect Effects 0.000 description 1
- 238000012719 thermal polymerization Methods 0.000 description 1
- 229910001428 transition metal ion Inorganic materials 0.000 description 1
- 238000004457 water analysis Methods 0.000 description 1
Classifications
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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
- B01J31/18—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms
- B01J31/1805—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms the ligands containing nitrogen
- B01J31/181—Cyclic ligands, including e.g. non-condensed polycyclic ligands, comprising at least one complexing nitrogen atom as ring member, e.g. pyridine
- B01J31/1815—Cyclic ligands, including e.g. non-condensed polycyclic ligands, comprising at least one complexing nitrogen atom as ring member, e.g. pyridine with more than one complexing nitrogen atom, e.g. bipyridyl, 2-aminopyridine
-
- 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
- B01J35/00—Catalysts, in general, characterised by their form or physical properties
- B01J35/60—Catalysts, in general, characterised by their form or physical properties characterised by their surface properties or porosity
- B01J35/61—Surface area
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- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N21/00—Investigating or analysing materials by the use of optical means, i.e. using sub-millimetre waves, infrared, visible or ultraviolet light
- G01N21/17—Systems in which incident light is modified in accordance with the properties of the material investigated
- G01N21/25—Colour; Spectral properties, i.e. comparison of effect of material on the light at two or more different wavelengths or wavelength bands
- G01N21/31—Investigating relative effect of material at wavelengths characteristic of specific elements or molecules, e.g. atomic absorption spectrometry
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- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N21/00—Investigating or analysing materials by the use of optical means, i.e. using sub-millimetre waves, infrared, visible or ultraviolet light
- G01N21/75—Systems in which material is subjected to a chemical reaction, the progress or the result of the reaction being investigated
- G01N21/77—Systems in which material is subjected to a chemical reaction, the progress or the result of the reaction being investigated by observing the effect on a chemical indicator
- G01N21/78—Systems in which material is subjected to a chemical reaction, the progress or the result of the reaction being investigated by observing the effect on a chemical indicator producing a change of colour
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- Life Sciences & Earth Sciences (AREA)
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
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Abstract
This hair provides a kind of Cu-Ag/g-C3N4The preparation method of/ZIF tri compound analogue enztme, step include：A) bulk carbonitride is synthesized by directly heating melamine；B) bulk carbonitride is modified according to Hummers method；C) synthesis of ZIF-8；D) step restores to obtain Cu@Ag/g-C3N4/ ZIF tri compound analogue enztme.This nanometer of analogue enztme is by copper-silver nanometer particle, azotized carbon nano piece (g-C3N4) and ZIF-8 ternary material it is compound, carrier ZIF-8 high-specific surface area and high stability promote its catalytic activity more excellent, in H2O2It is above responded very well with glucose colorimetric detection application, while confirming that the catalytic activity of composite material is substantially better than pure material.
Description
Technical field
The present invention relates to water analysis technical fields, and in particular to a kind of Cu-Ag/g-C3N4/ ZIF tri compound analogue enztme
Preparation method.
Background technique
Graphite phase carbon nitride (graphiticcarbonnitride, g-C3N4) possess the laminated structure similar with graphene,
It is the excellent raw material for preparing composite material, compares graphene, g-C3N4Preparation is simple, while the material is cheap and easy to get, can be from cyanogen
The presomas such as amine, dicyandiamide, melamine, urea, thiocarbamide are prepared by thermal polymerization, large-scale application easy to accomplish.Make
For the g-C of n-type semiconductor3N4It is the polymer being made of triazine unit, band-gap energy about 2.7ev has excellent thermostabilization
The advantages that property and higher electron transfer rate, cause the more and more interest of scientific circles, water decomposition, carbon dioxide reduction,
There is great potential in the catalytic applications of organic pollutant degradation and organic synthesis.However, studies have shown that g-C3N4It deposits
The defects of specific surface is low, photo-generate electron-hole recombination rate is high, it is not able to satisfy people's demand still.For this purpose, scientist make it is all
It is make great efforts in the hope of solving the above problems more, such as：Element doping introduces duct, prepares heterojunction material etc..Wherein, the catalyst
With oxide, metal, noble metal nano particles, sulfide and carbon material combination or coupling are a kind of having for raising catalytic activity
Efficacious prescriptions method.
It (is mostly fragrant polyacid and more that metal-organic framework materials (MOFs), which are by the multiple tooth organic ligand of oxygen-containing, nitrogen etc.,
Acid) porous crystalline material of supramolecular network structure that assembles with transition metal ions is high as a kind of new type functional
Molecular material has the advantages that a variety of, such as topological structure multiplicity, excellent in physical and chemical performance, easy design and assembly, becomes poromerics
The hot spot of area research is widely used in the fields such as adsorbing separation, magnetic material, gas storage, medicament transport more.It is new at present
The MOFs porous material of type, can in conjunction with inorganic zeolitic material high stability and MOFs high porosity and organic functions, mostly by
It is applied to efficient catalytic and separation process.
Summary of the invention
In view of this, the present invention provides a kind of Cu-Ag/g-C3N4The preparation method of/ZIF tri compound analogue enztme, we
A kind of advanced composite material (ACM) has been prepared in method, and catalytic performance is very excellent.
First aspect present invention provides a kind of Cu-Ag/g-C3N4The preparation method of/ZIF tri compound analogue enztme, step
Including：
S1, synthesis carbonitride：Melamine is heated, obtains carbonitride after cooling；
S2, synthesis g-C3N4：By C under the conditions of ice-water bath3N4With H2SO4It stirs and evenly mixs, KMnO is added4Lasting stirring, will
H is added after being transferred to ultrapure water in mixture2O2, centrifugation obtains g-C after standing3N4；
S3, synthesis ZIF-8：Zn (NO is dissolved with dimethylformamide3)2·6H2O and 2-methylimidazole are added after constant volume anti-
Cooling after reacting in kettle is answered, chloroform is added in removal mother liquor, and the clear crystal that upper layer occurs is ZIF-8, uses dimethylformamide
It is dry after washing；ZIF-8 carries out activating pretreatment before carried metal, ZIF-8 is placed in methanol after impregnating and is dried in vacuo；
S4, synthesis of ternary composite analogy enzyme：By ZIF-8 and g-C3N4Dispersion in a solvent, makes to divide in every 5~200mL solvent
Dissipate 5~100mg ZIF-8 and 5~50mg g-C3N4, copper salt solution, silver nitrate solution, ionic liquid are added under inert gas shielding
The NaBH now matched is added in body and surfactant while stirring4Solution, corresponding addition 0.1~1mL copper in every 5~200mL solvent
Salting liquid, 0.1~1mL silver nitrate solution, 0.1~1mL ionic liquid, 0.5~5g surfactant and 0.2~5mLNaBH4It is molten
Liquid, centrifuge washing are dried to obtain Cu-Ag/g-C3N4/ ZIF tri compound analogue enztme.
Second aspect of the present invention is provided using above-mentioned Cu-Ag/g-C3N4The preparation method system of/ZIF tri compound analogue enztme
Standby obtained product.
The beneficial effects of the invention are as follows：The present invention has simply synthesized a kind of advanced composite material (ACM) Cu- by a stage reduction method
Ag/g-C3N4/ ZIF nanometers of analogue enztme, this nanometer of analogue enztme is by copper-silver nanometer particle, azotized carbon nano piece (g-C3N4) and ZIF-8
Ternary material is compound, and carrier ZIF-8 high-specific surface area and high stability promote its catalytic activity more excellent, in H2O2And glucose
Colorimetric detection application is above responded very well, while confirming that the catalytic activity of composite material is substantially better than pure material.
Detailed description of the invention
In order to more clearly explain the embodiment of the invention or the technical proposal in the existing technology, to embodiment or will show below
There is attached drawing needed in technical description to be briefly described, it should be apparent that, the accompanying drawings in the following description is the present invention
Some embodiments for those of ordinary skill in the art without creative efforts, can also basis
These attached drawings obtain other attached drawings.
Fig. 1 is one gained Cu-Ag/g-C of embodiment3N4The scanning electron microscope (SEM) photograph of/ZIF；
Fig. 2 is Cu-Ag/g-C3N4The ultraviolet spectrogram that/ZIF catalysis reaction changes with concentration of hydrogen peroxide；
Fig. 3 is Cu-Ag/g-C3N4The linear fit curve graph of/ZIF detection hydrogen peroxide；
Fig. 4 is Cu-Ag/g-C3N4The ultraviolet spectrogram that/ZIF catalysis reaction changes with concentration of glucose；
Fig. 5 is Cu-Ag/g-C3N4The linear fit curve graph of/ZIF detection glucose.
Specific embodiment
The present invention provides a kind of Cu-Ag/g-C3N4The preparation method of/ZIF tri compound analogue enztme, step include：
S1, synthesis carbonitride：Melamine is heated, obtains carbonitride after cooling；
S2, synthesis g-C3N4：By C under the conditions of ice-water bath3N4With H2SO4It stirs and evenly mixs, KMnO is added4Lasting stirring, will
H is added after being transferred to ultrapure water in mixture2O2, centrifugation obtains g-C after standing3N4；
S3, synthesis ZIF-8：Zn (NO is dissolved with dimethylformamide3)2·6H2O and 2-methylimidazole are added after constant volume anti-
Cooling after reacting in kettle is answered, chloroform is added in removal mother liquor, and the clear crystal that upper layer occurs is ZIF-8, uses dimethylformamide
It is dry after washing；ZIF-8 carries out activating pretreatment before carried metal, ZIF-8 is placed in methanol after impregnating and is dried in vacuo；
S4, synthesis of ternary composite analogy enzyme：By ZIF-8 and g-C3N4Dispersion in a solvent, makes to divide in every 5~200mL solvent
Dissipate 5~100mg ZIF-8 and 5~50mg g-C3N4, copper salt solution, silver nitrate solution, ionic liquid are added under inert gas shielding
The NaBH now matched is added in body and surfactant while stirring4Solution, corresponding addition 0.1~1mL copper in every 5~200mL solvent
Salting liquid, 0.1~1mL silver nitrate solution, 0.1~1mL ionic liquid, 0.5~5g surfactant and 0.2~5mLNaBH4It is molten
Liquid, centrifuge washing are dried to obtain Cu/Ag/g-C3N4/ ZIF tri compound analogue enztme.
The preparation method is compound by carbonitride and bimetallic material, and by ZIF as template, directly synthesis Cu-Ag is closed
Gold nano-material, it is synchronous to be compounded to form tri compound analogue enztme, carbonitride and Cu-Ag alloy material concerted catalysis with carbonitride,
Catalytic performance is effectively increased, in one embodiment of the invention, the tri compound analogue enztme is in H2O2It is examined with glucose colorimetric
It surveys in application and has obtained good response.
Preferably, copper salt solution concentration described in step S4 is 0.15M, and the silver nitrate solution concentration is 0.15M, described
NaBH4Solution concentration is 1M.
More preferred, the copper salt solution is one or more of copper nitrate, copper chloride, copper sulphate.
More preferred, the surfactant is benzene sulfonic acid sodium salt, sodium sulfate of polyethenoxy ether of fatty alcohol, lauroyl paddy
One or more of propylhomoserin.
Preferably, the ionic liquid is 1- (4- sulfonic group) butyl-pyridinium ionic liquid, 1- butyl -3- methyl miaow Cuo woods
One or more of tetrahydro borate ion liquid, 1- allyl -3- methylimidazole villaumite ionic liquid.
Preferably, synthesis carbonitride step described in step S1 includes：Melamine is heated to 200-700 DEG C and keeps 1-
It 8 hours, is ground after natural cooling, collects powder and obtain carbonitride.
Preferably, in step S2, every 0.2-2gC3N4It is corresponding to use 5-50mLH2SO4、0.5-5gKMnO4, 50-500mL it is super
Pure water, 5-50mLH2O2；The H2SO4Mass concentration is 98%, the H2O2Mass concentration is 30%, and when stirring is a length of
0.2-2 hours, when standing a length of 2-24h.
Preferably, in step S3, every 100mL dimethylformamide dissolves 0.1-1.0g Zn (NO3)2·6H2O and 0.05-
0.2g 2-methylimidazole, mixed liquor, which is placed in reaction kettle, is warming up to 100-180 DEG C with 5 DEG C/min speed, pyroreaction 2-48h
After naturally cool to 10~30 DEG C, chloroform is added in removal mother liquor, and the clear crystal that upper layer occurs is ZIF-8, uses dimethyl methyl
Amide washing clear crystal spontaneously dries afterwards three times；ZIF-8 needs to carry out activating pretreatment before carried metal, and ZIF-8 is set
3-12h is dried in vacuo after impregnating 12-48h in methanol.
Second aspect of the present invention is provided using above-mentioned Cu-Ag/g-C3N4The preparation method of/ZIF tri compound analogue enztme
The product being prepared.
To facilitate the understanding of the present invention, below in conjunction with Figure of description and embodiment to the present invention make more comprehensively, it is careful
Ground description, but the protection scope of the present invention is not limited to the following specific embodiments.
Unless otherwise defined, all technical terms used hereinafter and the normally understood meaning of those skilled in the art
It is identical.Technical term used herein is intended merely to the purpose of description specific embodiment, is not intended to the limitation present invention
Protection scope.
Unless otherwise specified, various raw material, reagent, the instrument and equipment etc. used in the present invention can pass through city
Field is commercially available or can be prepared by existing method.
Embodiment 1
Present embodiments provide a kind of Cu-Ag/g-C3N4The preparation method of/ZIF tri compound analogue enztme, including following
Step：
(1) bulk carbonitride is synthesized by directly heating melamine：3g melamine is put into aluminium oxide earthenware with cover
In crucible, it is heated to 400 DEG C and is kept for 3 hours, then natural cooling.Then, solid with the obtained yellow bulk of quartzy mortar grinder
Body, and collect powder.
(2) bulk carbonitride is modified according to Hummers method：By 0.8gC under the conditions of ice-water bath3N4With
10mLH2SO4(98%) it stirs and evenly mixs, is slowly added to 0.8gKMnO4, persistently stir 0.6 hour, mixture be transferred to 100mL
70mLH is added after ultrapure water2O2(30%).Centrifugation obtains g-C after standing 12h3N4。
(3) synthesis of ZIF-8：0.3g Zn (NO is dissolved with dimethylformamide3)2·6H2O and 0.1g 2-methylimidazole,
It is transferred in 100mL volumetric flask and is taken in the stainless steel cauldron for being quantitatively adding 50mL after constant volume.Transfer reaction kettle is dried to baking oven
Case is warming up to 120 DEG C with 5 DEG C/min, cooled to room temperature after pyroreaction 20h.It removes mother liquor and 20mL chloroform, upper layer is added
The clear crystal of appearance is ZIF-8, is washed with dimethylformamide and is spontaneously dried afterwards three times.ZIF-8 is needed before carried metal
Activating pretreatment is carried out, methanol is dried in vacuo 9h after impregnating 18h under natural conditions.
(4) through 5min ultrasound by 20mg ZIF-8 and 10mg g-C3N4It is dispersed in 100mL methanol, in N2Protection is lower to be added
0.05mL copper nitrate solution (0.0906g, 0.15M) and 0.05mL silver nitrate solution (0.0378g, 0.15M), are added 0.3mL's
1- (4- sulfonic group) butyl-pyridinium ionic liquid, is added the benzene sulfonic acid sodium salt of 0.8g, is vigorously stirred in process injection 0.8mL is fresh and match
The NaBH of system4Solution (0.0743g, 1M).Methanol centrifuge washing obtains catalyst three times.Finally it is dried in vacuo 5h freezen protective.
The scanning electron microscope result of products therefrom is as shown in Fig. 1.
Embodiment 2
Present embodiments provide a kind of Cu-Ag/g-C3N4The preparation method of/ZIF tri compound analogue enztme, including following
Step：
(1) bulk carbonitride is synthesized by directly heating melamine：7g melamine is put into aluminium oxide earthenware with cover
In crucible, it is heated to 470 DEG C and keeps 1-8 hours, then natural cooling.Then, blocky with the obtained yellow of quartzy mortar grinder
Solid, and collect powder.
(2) bulk carbonitride is modified according to Hummers method：By 0.7gC under the conditions of ice-water bath3N4With
19mLH2SO4(98%) it stirs and evenly mixs, is slowly added to 3.7gKMnO4, persistently stir 1.7 hours, mixture be transferred to 370mL
37mLH is added after ultrapure water2O2(30%).Centrifugation obtains g-C after standing 17h3N4。
(3) synthesis of ZIF-8：0.7g Zn (NO is dissolved with dimethylformamide3)2·6H2O and 0.07g 2- methyl miaow
Azoles is transferred in 100mL volumetric flask and takes in the stainless steel cauldron for being quantitatively adding 50mL after constant volume.Transfer reaction kettle to dry
Case, baking oven are warming up to 150 DEG C with 5 DEG C/min, cooled to room temperature after pyroreaction 2-48h.It removes mother liquor and 20mL chlorine is added
Imitative, the clear crystal that upper layer occurs is ZIF-8, is washed with dimethylformamide and is spontaneously dried afterwards three times.ZIF-8 is in gold-supported
Need to carry out activating pretreatment before category, methanol is dried in vacuo 3-12h after impregnating 17h under natural conditions.
(4) through 5min ultrasound by 70mg ZIF-8 and 17mg g-C3N4It is dispersed in 70mL n-hexane, in N2Protection is lower to be added
Enter 0.7mL copper-bath (0.15M) and 0.7mL silver nitrate solution (0.15M), the 1- allyl -3- methyl miaow of 0.7mL is added
Azoles chloride salt ions liquid, is added the lauroyl glutamate of 0.7g, is vigorously stirred in process and injects 0.7mL Fresh
NaBH4Solution (0.0743g, 1M).Methanol centrifuge washing obtains catalyst three times.Finally it is dried in vacuo 5h freezen protective.
Embodiment 3
Present embodiments provide a kind of Cu-Ag/g-C3N4The preparation method of/ZIF tri compound analogue enztme, including following
Step：
(1) bulk carbonitride is synthesized by directly heating melamine：6g melamine is put into aluminium oxide earthenware with cover
In crucible, it is heated to 600 DEG C and is kept for 6 hours, then natural cooling.Then, solid with the obtained yellow bulk of quartzy mortar grinder
Body, and collect powder.
(2) bulk carbonitride is modified according to Hummers method：By 0.16gC under the conditions of ice-water bath3N4With
36mLH2SO4(98%) it stirs and evenly mixs, is slowly added to 3.6gKMnO4, persistently stir 1.4 hours, mixture be transferred to 366mL
46mLH is added after ultrapure water2O2(30%).Centrifugation obtains g-C after standing 20h3N4。
(3) synthesis of ZIF-8：0.6g Zn (NO is dissolved with dimethylformamide3)2·6H2O and 0.06g 2- methyl miaow
Azoles is transferred in 100mL volumetric flask and takes in the stainless steel cauldron for being quantitatively adding 50mL after constant volume.Transfer reaction kettle to dry
Case, baking oven are warming up to 160 DEG C with 5 DEG C/min, cooled to room temperature after pyroreaction 26h.It removes mother liquor and 20mL chloroform is added,
The clear crystal that upper layer occurs is ZIF-8, is washed with dimethylformamide and is spontaneously dried afterwards three times.ZIF-8 is in carried metal
Before need to carry out activating pretreatment, under natural conditions methanol impregnate 16h after be dried in vacuo 6h.
(4) through 5min ultrasound by 60mg ZIF-8 and 26mg g-C3N4It is dispersed in 150mL acetone, in N2Protection is lower to be added
1- butyl -3- methyl miaow Cuo woods the tetrahydro of 0.6mL is added in 0.6mL copper chloride (0.15M) and 0.6mL silver nitrate solution (0.15M)
The sodium sulfate of polyethenoxy ether of fatty alcohol of 2.1g is added in borate ion liquid, is vigorously stirred injection 2.6mL Fresh in process
NaBH4Solution (0.0743g, 1M).Methanol centrifuge washing obtains catalyst three times.Finally it is dried in vacuo 5h freezen protective.
Embodiment 4
Cu-Ag/g-C will be planted obtained by embodiment one3N4/ ZIF tri compound analogue enztme is for detecting H2O2。
Since oxidation reaction can occur under conditions of having catalyst for TMB and hydrogen peroxide, cause solution at 652nm
Absorbance change.Based on this, respectively by the H of various concentration2O2With the Cu-Ag/g-C of catalytic amount3N4/ ZIF addition contains 0.5mM
In the solution of TMB, adjust pH to 3.8 with acetate buffer solution, and measured and recorded respectively with ultraviolet specrophotometer its
Absorption value at 652nm.In H2O2When existing simultaneously with catalyst, there is blue in solution, there is significant ultraviolet suction at 652nm
It receives, illustrates that trielement composite material detection hydrogen peroxide is feasible.Visible in fig. 2, in catalysis reaction, hydrogen peroxide is dense
Apparent variation (from colourless to dark blue) occurs for the raising of degree, solution colour, and absorbance becomes larger, and shows Cu-Ag/g-C3N4/
ZIF catalyst has the potentiality of naked eye sensing detection hydrogen peroxide.At optimum conditions, the absorbance and 0.05mM at 652nm
To the H of 1mM2O2Concentration is linear, and as shown in Fig. 3, calibration function A=1.0389C+0.0078, related coefficient is
0.993, the range of linearity is wide in range, and detection limit is low.
Embodiment 5
Cu-Ag/g-C will be planted obtained by embodiment one3N4/ ZIF tri compound analogue enztme is for detecting glucose.
Due to can just react under conditions of having catalyst in glucose and glucose oxidase, solution is caused to exist
There is UV absorption at 652nm.Based on this, respectively by the Cu-Ag/g-C of the glucose of various concentration and catalytic amount3N4/ ZIF is added
In solution containing glucose oxidase, and measure and record its absorption value at 652nm respectively with ultraviolet specrophotometer.
When glucose and catalyst exist simultaneously, there is blue in solution, there is significant UV absorption at 652nm, illustrates that ternary is multiple
It is feasible that condensation material, which detected glucose,.In Fig. 4 as it can be seen that with the raising for crossing concentration of glucose in catalysis reaction, solution
Apparent variation (from colourless to blue) occurs for color, and absorbance becomes larger, and shows Cu-Ag/g-C3N4/ ZIF catalyst has
Naked eye sensing detection crosses the potentiality of glucose.At optimum conditions, the absorbance at 652nm and 5 μM to 1000 μM of glucose
Concentration is linear, as shown in Fig. 5, calibration function A=0.0004C+0.02886, related coefficient 0.991, linearly
Range is wide in range, and detection limit is low.
The foregoing is merely presently preferred embodiments of the present invention, is not intended to limit the invention, it is all in spirit of the invention and
Within principle, any modification, equivalent replacement, improvement and so on be should all be included in the protection scope of the present invention.
Claims (9)
1. a kind of Cu-Ag/g-C3N4The preparation method of/ZIF tri compound analogue enztme, it is characterised in that：Step includes：
S1, synthesis carbonitride：Melamine is heated, obtains carbonitride after cooling；
S2, synthesis g-C3N4：By C under the conditions of ice-water bath3N4With H2SO4It stirs and evenly mixs, KMnO is added4Lasting stirring, by mixture
H is added after being transferred to ultrapure water2O2, centrifugation obtains g-C after standing3N4；
S3, synthesis ZIF-8：Zn (NO is dissolved with dimethylformamide3)2·6H2Reaction kettle is added after constant volume in O and 2-methylimidazole
Cooling after middle reaction, chloroform is added in removal mother liquor, and the clear crystal that upper layer occurs is ZIF-8, is washed with dimethylformamide
After dry；ZIF-8 carries out activating pretreatment before carried metal, ZIF-8 is placed in methanol after impregnating and is dried in vacuo；
S4, synthesis of ternary composite analogy enzyme：By ZIF-8 and g-C3N4Dispersion in a solvent, makes to disperse 5 in every 5~200mL solvent
~100mg ZIF-8 and 5~50mg g-C3N4, under inert gas shielding be added copper salt solution, silver nitrate solution, ionic liquid and
The NaBH now matched is added in surfactant while stirring4Solution, corresponding addition 0.1~1mL mantoquita is molten in every 5~200mL solvent
Liquid, 0.1~1mL silver nitrate solution, 0.1~1mL ionic liquid, 0.5~5g surfactant and 0.2~5mLNaBH4Solution,
Centrifuge washing is dried to obtain Cu-Ag/g-C3N4/ ZIF tri compound analogue enztme.
2. Cu-Ag/g-C as described in claim 13N4The preparation method of/ZIF tri compound analogue enztme, it is characterised in that：Step
Copper salt solution concentration described in rapid S4 is 0.15M, and the silver nitrate solution concentration is 0.15M, the NaBH4Solution concentration is 1M.
3. Cu-Ag/g-C as claimed in claim 23N4The preparation method of/ZIF tri compound analogue enztme, it is characterised in that：Institute
Stating mantoquita is one or more of copper nitrate, copper chloride, copper sulphate.
4. Cu-Ag/g-C as claimed in claim 23N4The preparation method of/ZIF tri compound analogue enztme, it is characterised in that：Institute
Stating surfactant is one or more of benzene sulfonic acid sodium salt, sodium sulfate of polyethenoxy ether of fatty alcohol, lauroyl glutamate.
5. Cu-Ag/g-C as described in claim 13N4The preparation method of/ZIF tri compound analogue enztme, it is characterised in that：Institute
State ionic liquid be 1- (4- sulfonic group) butyl-pyridinium ionic liquid, 1- butyl -3- methyl miaow Cuo woods tetrahydro borate ion liquid,
One or more of 1- allyl -3- methylimidazole villaumite ionic liquid.
6. Cu/Ag/g-C as described in claim 13N4The preparation method of/ZIF tri compound analogue enztme, it is characterised in that：Step
Synthesizing carbonitride step described in rapid S1 includes：Melamine is heated to 200-700 DEG C and is kept for 1-8 hours, after natural cooling
Grinding collects powder and obtains carbonitride.
7. Cu-Ag/g-C as described in claim 13N4The preparation method of/ZIF tri compound analogue enztme, it is characterised in that：Step
In rapid S2, every 0.2-2gC3N4It is corresponding to use 5-50mLH2SO4、0.5-5gKMnO4, 50-500mL ultrapure water, 5-50mLH2O2；Institute
State H2SO4Mass concentration is 98%, the H2O2Mass concentration is 30%, 0.2-2 hours a length of, the standing when stirring
Shi Changwei 2-24h.
8. Cu-Ag/g-C as described in claim 13N4The preparation method of/ZIF tri compound analogue enztme, it is characterised in that：Step
In rapid S3, every 100mL dimethylformamide dissolves 0.1-1.0g Zn (NO3)2·6H2O and 0.05-0.2g 2-methylimidazole mixes
Conjunction liquid, which is placed in reaction kettle, is warming up to 100-180 DEG C with 5 DEG C/min speed, naturally cools to 10~30 after pyroreaction 2-48h
DEG C, chloroform is added in removal mother liquor, and the clear crystal that upper layer occurs is ZIF-8, washs clear crystal three with dimethylformamide
It is spontaneously dried after secondary；ZIF-8 needs to carry out activating pretreatment before carried metal, and ZIF-8 is placed in methanol and impregnates 12-48h
After be dried in vacuo 3-12h.
9. using Cu-Ag/g-C described in claim 13N4The production that the preparation method of/ZIF tri compound analogue enztme is prepared
Product.
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