CN106810580B - One kind 2,6- pyridinedicarboxylic acid bismuth complex photochemical catalysts - Google Patents
One kind 2,6- pyridinedicarboxylic acid bismuth complex photochemical catalysts Download PDFInfo
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- CN106810580B CN106810580B CN201510897975.3A CN201510897975A CN106810580B CN 106810580 B CN106810580 B CN 106810580B CN 201510897975 A CN201510897975 A CN 201510897975A CN 106810580 B CN106810580 B CN 106810580B
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- bismuth
- pyridinedicarboxylic acid
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- 239000003054 catalyst Substances 0.000 title claims abstract description 34
- -1 2,6- pyridinedicarboxylic acid bismuth Chemical compound 0.000 title claims abstract description 8
- 229910052797 bismuth Inorganic materials 0.000 claims abstract description 23
- JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical compound [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 0.000 claims abstract description 22
- WJJMNDUMQPNECX-UHFFFAOYSA-N Dipicolinic acid Natural products OC(=O)C1=CC=CC(C(O)=O)=N1 WJJMNDUMQPNECX-UHFFFAOYSA-N 0.000 claims abstract description 10
- CABMTIJINOIHOD-UHFFFAOYSA-N 2-[4-methyl-5-oxo-4-(propan-2-yl)-4,5-dihydro-1H-imidazol-2-yl]quinoline-3-carboxylic acid Chemical compound N1C(=O)C(C(C)C)(C)N=C1C1=NC2=CC=CC=C2C=C1C(O)=O CABMTIJINOIHOD-UHFFFAOYSA-N 0.000 claims abstract description 4
- XLYOFNOQVPJJNP-ZSJDYOACSA-N heavy water Substances [2H]O[2H] XLYOFNOQVPJJNP-ZSJDYOACSA-N 0.000 claims abstract description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 4
- 239000001257 hydrogen Substances 0.000 claims abstract description 4
- 239000013078 crystal Substances 0.000 claims description 4
- 230000015556 catabolic process Effects 0.000 abstract description 8
- 238000006731 degradation reaction Methods 0.000 abstract description 8
- 238000004064 recycling Methods 0.000 abstract description 4
- 238000000926 separation method Methods 0.000 abstract description 2
- PYWVYCXTNDRMGF-UHFFFAOYSA-N rhodamine B Chemical compound [Cl-].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=CC=C1C(O)=O PYWVYCXTNDRMGF-UHFFFAOYSA-N 0.000 description 6
- 229940043267 rhodamine b Drugs 0.000 description 6
- 238000000634 powder X-ray diffraction Methods 0.000 description 4
- 239000004065 semiconductor Substances 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- 238000003912 environmental pollution Methods 0.000 description 3
- 230000001699 photocatalysis Effects 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 2
- BDJYZEWQEALFKK-UHFFFAOYSA-N bismuth;hydrate Chemical compound O.[Bi] BDJYZEWQEALFKK-UHFFFAOYSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- 150000002460 imidazoles Chemical class 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 238000007146 photocatalysis Methods 0.000 description 2
- 239000011941 photocatalyst Substances 0.000 description 2
- 238000013033 photocatalytic degradation reaction Methods 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- WGTYBPLFGIVFAS-UHFFFAOYSA-M tetramethylammonium hydroxide Chemical compound [OH-].C[N+](C)(C)C WGTYBPLFGIVFAS-UHFFFAOYSA-M 0.000 description 2
- VHBOKTWWLLPMQE-UHFFFAOYSA-N N=NC=NN.N=NC=NN.N1=CC=CC=C1 Chemical compound N=NC=NN.N=NC=NN.N1=CC=CC=C1 VHBOKTWWLLPMQE-UHFFFAOYSA-N 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- FINHMKGKINIASC-UHFFFAOYSA-N Tetramethylpyrazine Chemical class CC1=NC(C)=C(C)N=C1C FINHMKGKINIASC-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 229910000416 bismuth oxide Inorganic materials 0.000 description 1
- 229910002115 bismuth titanate Inorganic materials 0.000 description 1
- AYSTWLLPTAGSJQ-UHFFFAOYSA-N bismuth;formic acid Chemical compound [Bi].OC=O AYSTWLLPTAGSJQ-UHFFFAOYSA-N 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000004020 conductor Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- DKUYEPUUXLQPPX-UHFFFAOYSA-N dibismuth;molybdenum;oxygen(2-) Chemical compound [O-2].[O-2].[O-2].[O-2].[O-2].[O-2].[O-2].[O-2].[O-2].[Mo].[Mo].[Bi+3].[Bi+3] DKUYEPUUXLQPPX-UHFFFAOYSA-N 0.000 description 1
- TYIXMATWDRGMPF-UHFFFAOYSA-N dibismuth;oxygen(2-) Chemical compound [O-2].[O-2].[O-2].[Bi+3].[Bi+3] TYIXMATWDRGMPF-UHFFFAOYSA-N 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000005286 illumination Methods 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000013110 organic ligand Substances 0.000 description 1
- 239000002957 persistent organic pollutant Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000001338 self-assembly Methods 0.000 description 1
- 238000004088 simulation Methods 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 238000010189 synthetic method Methods 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N titanium dioxide Inorganic materials O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- PBYZMCDFOULPGH-UHFFFAOYSA-N tungstate Chemical compound [O-][W]([O-])(=O)=O PBYZMCDFOULPGH-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/94—Bismuth compounds
-
- A—HUMAN NECESSITIES
- A62—LIFE-SAVING; FIRE-FIGHTING
- A62D—CHEMICAL MEANS FOR EXTINGUISHING FIRES OR FOR COMBATING OR PROTECTING AGAINST HARMFUL CHEMICAL AGENTS; CHEMICAL MATERIALS FOR USE IN BREATHING APPARATUS
- A62D3/00—Processes for making harmful chemical substances harmless or less harmful, by effecting a chemical change in the substances
- A62D3/10—Processes for making harmful chemical substances harmless or less harmful, by effecting a chemical change in the substances by subjecting to electric or wave energy or particle or ionizing radiation
- A62D3/17—Processes for making harmful chemical substances harmless or less harmful, by effecting a chemical change in the substances by subjecting to electric or wave energy or particle or ionizing radiation to electromagnetic radiation, e.g. emitted by a laser
-
- 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
- B01J31/22—Organic complexes
- B01J31/2204—Organic complexes the ligands containing oxygen or sulfur as complexing atoms
- B01J31/2208—Oxygen, e.g. acetylacetonates
- B01J31/2217—At least one oxygen and one nitrogen atom present as complexing atoms in an at least bidentate or bridging ligand
-
- 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
- B01J35/30—Catalysts, in general, characterised by their form or physical properties characterised by their physical properties
- B01J35/39—Photocatalytic properties
-
- A—HUMAN NECESSITIES
- A62—LIFE-SAVING; FIRE-FIGHTING
- A62D—CHEMICAL MEANS FOR EXTINGUISHING FIRES OR FOR COMBATING OR PROTECTING AGAINST HARMFUL CHEMICAL AGENTS; CHEMICAL MATERIALS FOR USE IN BREATHING APPARATUS
- A62D2101/00—Harmful chemical substances made harmless, or less harmful, by effecting chemical change
- A62D2101/20—Organic substances
- A62D2101/26—Organic substances containing nitrogen or phosphorus
-
- A—HUMAN NECESSITIES
- A62—LIFE-SAVING; FIRE-FIGHTING
- A62D—CHEMICAL MEANS FOR EXTINGUISHING FIRES OR FOR COMBATING OR PROTECTING AGAINST HARMFUL CHEMICAL AGENTS; CHEMICAL MATERIALS FOR USE IN BREATHING APPARATUS
- A62D2101/00—Harmful chemical substances made harmless, or less harmful, by effecting chemical change
- A62D2101/20—Organic substances
- A62D2101/28—Organic substances containing oxygen, sulfur, selenium or tellurium, i.e. chalcogen
-
- 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
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Optics & Photonics (AREA)
- Physics & Mathematics (AREA)
- Electromagnetism (AREA)
- Inorganic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Toxicology (AREA)
- General Chemical & Material Sciences (AREA)
- Business, Economics & Management (AREA)
- Emergency Management (AREA)
- Catalysts (AREA)
Abstract
The invention discloses a kind of 2,6 pyridinedicarboxylic acid bismuth complex photochemical catalysts.The catalyst molecule formula is Bi2(Hpdc)2(pdc)2·2H2O is (in formula：Hpdc=2,6 pyridinedicarboxylic acid hydrogen radicals, pdc=2,6 pyridinedicarboxylic acid roots), be it is a kind of can with the high-effect photochemical catalyst of degradation of dye and organic pollution, and the bismuth complex photochemical catalyst can use centrifugal separation method recycling, avoid the catalyst may caused by secondary pollution.
Description
Technical field
The present invention relates to photochemical catalysts, and in particular to one kind 2,6- pyridinedicarboxylic acids bismuth complex photocatalyst material and its
Preparation method.
Background technology
For environmental pollution and the energy shortage two large problems in the urgent need to address as the 21 century mankind, semiconductor light is urged
Change technology is since it is inexpensive, recyclable and with the advantages such as environmentally safe is always the heat that numerous scholars study
Point.In addition in large quantities to traditional photochemical catalyst TiO2With the research of ZnO, the exploitation and development of novel semi-conductor photochemical catalyst are also
Various countries' environmental science worker's focus of attention.It is exactly bismuth based semiconductor photochemical catalyst as most important one one kind, at present
It has been reported that bismuth based semiconductor photochemical catalyst include mainly：Bismuth oxide, BiOX, bismuth oxysalt (including pucherite,
Bismuth tungstate, bismuth molybdate, bismuth titanates etc.) and some compound bismuth-containing catalysts etc..Environmental pollution, these each bismuth systems half
Conductor photochemical catalyst all has good photocatalytic activity, can be CO by many organic pollutant degradations in water2And H2O etc.
Simple inorganic matter, have low energy consumption, easy to operate, reaction condition is mild, recyclable the recyclings non-secondary pollution of catalyst with
The advantages that decomposition rate is fast, will be as new energy-efficient environmental pollution treatment technology.Bismuth system complex is as bismuth based material
A branch, can be obtained with organic ligand self assembly by the oxysalt of bismuth, synthetic method is simple and practicable, pair sets
It is low for requiring, it is pollution-free, it is at low cost.Based on this, the present invention develops catalytic degradation bismuth system of good performance under a kind of ultraviolet light
Complex photochemical catalyst.
Invention content
Technical problem to be solved by the invention is to provide 2, the 6- pyridines two of a kind of degradable dyestuff and organic pollution
Formic acid bismuth complex photochemical catalyst.
The present invention solves technical solution used by above-mentioned technical problem：2,6- pyridinedicarboxylic acid bismuth complex photocatalysis
Agent, molecular formula Bi2(Hpdc)2(pdc)2·2H2O, Hpdc is 2,6- pyridinedicarboxylic acid hydrogen radicals, pdc 2,6- pyrroles in molecular formula
Pyridine diformazan acid group.
The cell parameter of the complex photocatalyst crystals is： β=104.33 (3) ° are monoclinic system, P21/ c space groups.
Compared with the prior art, the advantages of the present invention are as follows 2,6- pyridinedicarboxylic acid bismuth complex photochemical catalysts, which urges
The molecular formula of agent is Bi2(Hpdc)2(pdc)2·2H2O, Hpdc is 2,6- pyridinedicarboxylic acid hydrogen radicals in molecular formula, pdc 2,
6- pyridinedicarboxylic acid roots.The degradable dyestuff of 2,6- pyridinedicarboxylic acid bismuth complex photochemical catalysts and organic pollution, and this 2,
6- pyridinedicarboxylic acid bismuth complexs photochemical catalyst can use centrifugal separation method recycling, caused by avoiding the catalyst possible
Secondary pollution.
Description of the drawings
Fig. 1 is the molecular structure of bismuth complex photochemical catalyst of the present invention；
Fig. 2 is that the PXRD collection of illustrative plates of bismuth complex photochemical catalyst of the present invention simulates the comparison diagram of PXRD collection of illustrative plates with monocrystalline；
Fig. 3 is photocatalytic degradation curve graph of the bismuth complex photochemical catalyst of the present invention to rhodamine B.
As seen from Figure 3, in the case where 165W Hg lamp irradiations do not have catalyst, rhodamine B has 20% or so degradation certainly,
After above-mentioned catalyst is added, obvious degradation occurs for rhodamine B, after 120min, is degraded substantially completely.
Specific implementation mode
Embodiment 1
Successively by five nitric hydrate bismuth (Bi (NO of 0.1mmol3)3·5H2O), 2 0.3mmol, 6- pyridinedicarboxylic acids
(H2Pdc), 0.17mmol imidazoles and 7mL H2O is added in the polytetrafluoroethyllining lining stainless steel cauldron that capacity is 25ml, measures
It is sealed at 140 DEG C and heats 3 days after the pH=1.37 of mixture, stirring 15min, be then cooled to room temperature with the speed of 5 DEG C/h
Colourless bulk crystals are obtained, which is molecular formula Bi2(Hpdc)2(pdc)2·2H2The bismuth complex photochemical catalyst of O.
The bismuth complex grind into powder is placed in photochemical catalyst reactor, and wherein by the aqueous solution injection containing rhodamine B,
Turn on agitator, under 165W mercury lamp illumination, 120min can be by the degradation of the rhodamine B in aqueous solution 97%, and basic degradation is complete,
Obtain photocatalytic degradation curve graph as shown in Figure 3.Recycling can be recovered by centrifugation in bismuth complex photochemical catalyst.Using
2 θ angular ranges of Bruker D8Focus powder diffractometers are 5-50 °, are urged bismuth cooperation object light with the sweep speed of 8 °/min
Agent is scanned, and collects the powder diffraction spectrum (PXRD) of sample at room temperature, and compare with monocrystalline simulation PXRD figures, can be with
Perfection fitting illustrates that product is pure phase, and purity is not less than 99%.
Embodiment 2
Successively by five nitric hydrate bismuth (Bi (NO of 0.3mmol3)3·5H2O), 2 1.5mmol, 6- pyridinedicarboxylic acids
(H2Pdc), 0.6mL tetramethylammonium hydroxide (1mol/L) and 7mL H2It is stainless that the polytetrafluoroethyllining lining that capacity is 25ml is added in O
In steel reaction kettle, the pH=1.83 of mixture is measured, is sealed at 140 DEG C and heats 3 days after stirring 15min, then with 5 DEG C/h's
Speed is cooled to room temperature to obtain colourless bulk crystals, which is molecular formula Bi2(Hpdc)2(pdc)2·2H2The bismuth of O
Complex photochemical catalyst.The method that rhodamine B degradation is tested in photocatalysis is in the same manner as in Example 1.
Embodiment 3
Substantially the same manner as Example 1, different only replaces 0.17mmol imidazoles with 0.17mmol Tetramethylpyrazines.
Claims (2)
1. one kind 2,6- pyridinedicarboxylic acid bismuth complex photochemical catalysts, it is characterised in that the molecular formula of the photochemical catalyst is Bi2
(Hpdc)2(pdc)2·2H2O, wherein Hpdc are 2,6- pyridinedicarboxylic acid hydrogen radicals, pdc 2,6- pyridinedicarboxylic acid roots.
2. 2,6- pyridinedicarboxylic acids bismuth complex photochemical catalyst as described in claim 1, it is characterised in that the bismuth coordinates object light
The cell parameter of the crystal of catalyst is：β=104.33 ° are monocline
Crystallographic system, P21/ c space groups.
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| Application Number | Priority Date | Filing Date | Title |
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| CN201510897975.3A CN106810580B (en) | 2015-12-01 | 2015-12-01 | One kind 2,6- pyridinedicarboxylic acid bismuth complex photochemical catalysts |
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|---|---|---|---|
| CN201510897975.3A CN106810580B (en) | 2015-12-01 | 2015-12-01 | One kind 2,6- pyridinedicarboxylic acid bismuth complex photochemical catalysts |
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| Publication Number | Publication Date |
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| CN106810580A CN106810580A (en) | 2017-06-09 |
| CN106810580B true CN106810580B (en) | 2018-08-31 |
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| CN108586538B (en) * | 2018-04-16 | 2020-05-08 | 济南大学 | Preparation and application of bismuth-iodine hybrid material for selectively fading rhodamine B |
| CN115463693B (en) * | 2022-10-25 | 2023-07-28 | 西南林业大学 | Ag (silver) alloy 2 O/isonicotinic acid-Bi composite photocatalyst and preparation and application thereof |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN104289252A (en) * | 2014-10-13 | 2015-01-21 | 济南大学 | Preparation method of copper metal organic framework material with photo-catalytic performance |
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2015
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN104289252A (en) * | 2014-10-13 | 2015-01-21 | 济南大学 | Preparation method of copper metal organic framework material with photo-catalytic performance |
Non-Patent Citations (3)
| Title |
|---|
| NaGa(C7H3NO4)2.2H2O光催化剂的制备与性能;张秀英 等;《稀有金属》;20051231;第29卷(第6期);第871-874页 * |
| Structure and photocatalytic performance of a new metal-organic framework based on [Zn(TBTC)(2,6-pydc)]n;Chun-Bo Liu，et al.;《Inorganic Chemistry Communications》;20140614;第47卷;第71-74页 * |
| Synthesis, crystal structure of α-Keggin heteropolymolybdates with pyridine-2,6-dicarboxylate based frameworks, and associated RhB photocatalytic degradation and 2D-IR COS tests;Xiang-yi Chen，et al.;《Dalton Trans.》;20120511;第41卷;第10035-10042页 * |
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