CN107790183A - A kind of conjugated polymer nano particle photocatalyst, preparation method and applications - Google Patents
A kind of conjugated polymer nano particle photocatalyst, preparation method and applications Download PDFInfo
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- 239000002105 nanoparticle Substances 0.000 title claims abstract description 114
- 229920000547 conjugated polymer Polymers 0.000 title claims abstract description 54
- 239000011941 photocatalyst Substances 0.000 title claims abstract description 34
- 238000002360 preparation method Methods 0.000 title claims abstract description 15
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims abstract description 63
- 239000000243 solution Substances 0.000 claims abstract description 36
- 229920000642 polymer Polymers 0.000 claims abstract description 34
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims abstract description 29
- 239000002245 particle Substances 0.000 claims abstract description 20
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 16
- 238000002604 ultrasonography Methods 0.000 claims abstract description 14
- 238000010438 heat treatment Methods 0.000 claims abstract description 9
- 230000007613 environmental effect Effects 0.000 claims abstract description 6
- 238000002347 injection Methods 0.000 claims abstract description 5
- 239000007924 injection Substances 0.000 claims abstract description 5
- 239000011261 inert gas Substances 0.000 claims abstract description 3
- 239000011259 mixed solution Substances 0.000 claims description 16
- IOJUPLGTWVMSFF-UHFFFAOYSA-N benzothiazole Chemical compound C1=CC=C2SC=NC2=C1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 claims description 8
- -1 Hydrogen furans Chemical class 0.000 claims description 7
- 239000001257 hydrogen Substances 0.000 claims description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims description 6
- 229920002098 polyfluorene Polymers 0.000 claims description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 5
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 4
- 238000000034 method Methods 0.000 claims description 4
- NIHNNTQXNPWCJQ-UHFFFAOYSA-N o-biphenylenemethane Natural products C1=CC=C2CC3=CC=CC=C3C2=C1 NIHNNTQXNPWCJQ-UHFFFAOYSA-N 0.000 claims description 3
- 229920000265 Polyparaphenylene Polymers 0.000 claims description 2
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 claims description 2
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 claims description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 3
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims 1
- 102100041003 Glutamate carboxypeptidase 2 Human genes 0.000 claims 1
- 101000892862 Homo sapiens Glutamate carboxypeptidase 2 Proteins 0.000 claims 1
- 239000012895 dilution Substances 0.000 claims 1
- 238000010790 dilution Methods 0.000 claims 1
- 229920001481 poly(stearyl methacrylate) Polymers 0.000 claims 1
- 239000000463 material Substances 0.000 abstract description 11
- 238000010521 absorption reaction Methods 0.000 abstract description 7
- 238000006555 catalytic reaction Methods 0.000 abstract description 5
- 230000008901 benefit Effects 0.000 abstract description 3
- 229910052751 metal Inorganic materials 0.000 abstract description 3
- 239000002184 metal Substances 0.000 abstract description 3
- 230000003287 optical effect Effects 0.000 abstract description 2
- RBTBFTRPCNLSDE-UHFFFAOYSA-N 3,7-bis(dimethylamino)phenothiazin-5-ium Chemical compound C1=CC(N(C)C)=CC2=[S+]C3=CC(N(C)C)=CC=C3N=C21 RBTBFTRPCNLSDE-UHFFFAOYSA-N 0.000 description 37
- 229960000907 methylthioninium chloride Drugs 0.000 description 37
- 238000006731 degradation reaction Methods 0.000 description 30
- 230000015556 catabolic process Effects 0.000 description 28
- 230000001699 photocatalysis Effects 0.000 description 22
- 238000009826 distribution Methods 0.000 description 19
- 239000007864 aqueous solution Substances 0.000 description 16
- 238000007146 photocatalysis Methods 0.000 description 16
- 238000002835 absorbance Methods 0.000 description 15
- 239000003054 catalyst Substances 0.000 description 15
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 14
- 229920000147 Styrene maleic anhydride Polymers 0.000 description 13
- 238000013033 photocatalytic degradation reaction Methods 0.000 description 13
- 238000002296 dynamic light scattering Methods 0.000 description 11
- 239000000203 mixture Substances 0.000 description 11
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 10
- 239000004793 Polystyrene Substances 0.000 description 8
- 238000005286 illumination Methods 0.000 description 8
- 229920002223 polystyrene Polymers 0.000 description 8
- 229910052757 nitrogen Inorganic materials 0.000 description 7
- 238000004364 calculation method Methods 0.000 description 6
- 238000001782 photodegradation Methods 0.000 description 6
- 150000008065 acid anhydrides Chemical class 0.000 description 5
- 230000000593 degrading effect Effects 0.000 description 5
- 235000013339 cereals Nutrition 0.000 description 4
- 230000008859 change Effects 0.000 description 4
- 238000005516 engineering process Methods 0.000 description 4
- 238000000354 decomposition reaction Methods 0.000 description 3
- 238000011161 development Methods 0.000 description 3
- 238000002189 fluorescence spectrum Methods 0.000 description 3
- 238000003760 magnetic stirring Methods 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 238000011056 performance test Methods 0.000 description 3
- 238000011160 research Methods 0.000 description 3
- 238000001179 sorption measurement Methods 0.000 description 3
- 238000002798 spectrophotometry method Methods 0.000 description 3
- 229910052724 xenon Inorganic materials 0.000 description 3
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 3
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- 241000209094 Oryza Species 0.000 description 2
- 235000007164 Oryza sativa Nutrition 0.000 description 2
- 238000013459 approach Methods 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 230000005540 biological transmission Effects 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000004020 conductor Substances 0.000 description 2
- 239000000356 contaminant Substances 0.000 description 2
- 239000013310 covalent-organic framework Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- MCPLVIGCWWTHFH-UHFFFAOYSA-L methyl blue Chemical compound [Na+].[Na+].C1=CC(S(=O)(=O)[O-])=CC=C1NC1=CC=C(C(=C2C=CC(C=C2)=[NH+]C=2C=CC(=CC=2)S([O-])(=O)=O)C=2C=CC(NC=3C=CC(=CC=3)S([O-])(=O)=O)=CC=2)C=C1 MCPLVIGCWWTHFH-UHFFFAOYSA-L 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 238000010672 photosynthesis Methods 0.000 description 2
- 230000029553 photosynthesis Effects 0.000 description 2
- 235000009566 rice Nutrition 0.000 description 2
- 239000004065 semiconductor Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 238000001228 spectrum Methods 0.000 description 2
- RXACYPFGPNTUNV-UHFFFAOYSA-N 9,9-dioctylfluorene Polymers C1=CC=C2C(CCCCCCCC)(CCCCCCCC)C3=CC=CC=C3C2=C1 RXACYPFGPNTUNV-UHFFFAOYSA-N 0.000 description 1
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 1
- 241001464837 Viridiplantae Species 0.000 description 1
- NUSORQHHEXCNQC-UHFFFAOYSA-N [Cu].N1C(C=C2N=C(C=C3NC(=C4)C=C3)C=C2)=CC=C1C=C1C=CC4=N1 Chemical compound [Cu].N1C(C=C2N=C(C=C3NC(=C4)C=C3)C=C2)=CC=C1C=C1C=CC4=N1 NUSORQHHEXCNQC-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 230000003321 amplification Effects 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 230000000903 blocking effect Effects 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000002322 conducting polymer Substances 0.000 description 1
- 229920001940 conductive polymer Polymers 0.000 description 1
- 230000021615 conjugation Effects 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 229910001882 dioxygen Inorganic materials 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 235000021050 feed intake Nutrition 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 239000002803 fossil fuel 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
- 239000001307 helium Substances 0.000 description 1
- 229910052734 helium Inorganic materials 0.000 description 1
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 239000002114 nanocomposite Substances 0.000 description 1
- 150000004767 nitrides Chemical class 0.000 description 1
- 238000003199 nucleic acid amplification method Methods 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- JMANVNJQNLATNU-UHFFFAOYSA-N oxalonitrile Chemical compound N#CC#N JMANVNJQNLATNU-UHFFFAOYSA-N 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000001226 reprecipitation Methods 0.000 description 1
- 229910052707 ruthenium Inorganic materials 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N titanium dioxide Inorganic materials O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
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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
- 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
-
- 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
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/06—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing polymers
-
- 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
- B01J35/40—Catalysts, in general, characterised by their form or physical properties characterised by dimensions, e.g. grain size
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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
- B01J35/00—Catalysts, in general, characterised by their form or physical properties
- B01J35/50—Catalysts, in general, characterised by their form or physical properties characterised by their shape or configuration
- B01J35/51—Spheres
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- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F1/00—Treatment of water, waste water, or sewage
- C02F1/30—Treatment of water, waste water, or sewage by irradiation
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F2101/00—Nature of the contaminant
- C02F2101/30—Organic compounds
- C02F2101/308—Dyes; Colorants; Fluorescent agents
-
- C—CHEMISTRY; METALLURGY
- C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
- C02F2101/00—Nature of the contaminant
- C02F2101/30—Organic compounds
- C02F2101/38—Organic compounds containing nitrogen
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Abstract
A kind of conjugated polymer nano particle photocatalyst, preparation method and applications, belong to Polymer photocatalyst technical field.It is by 1~20mL of tetrahydrofuran solution of conjugated polymer and functionalized polymer under ultrasound fast injection into 5~100mL water and continue ultrasound 1~5 minute；Under the protection of inert gas, 80~100 DEG C of removing tetrahydrofurans are heated the solution to, continues heating and is concentrated into 2~20mL, then big particle is filtered to remove with 200~220nm filters, obtain conjugated polymer nano particle photocatalyst；By adjusting the concentration and volume injected of initial soln, the size range for obtaining conjugated polymer nano-particle is 5nm~100nm.It is an advantage of the invention that easy to operate, step is few, and catalysis material preparation cost is low, preparation process environmental protection, without metal；There are good optical absorption characteristics in ultraviolet-visible region, the depollution of environment can be carried out using sunshine, had broad application prospects.
Description
Technical field
The invention belongs to Polymer photocatalyst technical field, and in particular to a kind of conjugated polymer nano-particle photocatalysis
Agent, preparation method and its application in environmental protection or solar hydrogen making.
Background technology
With the development of modern industry, energy resources gradually decrease, environmental pollution getting worse.Energy shortage and environment are dirty
Dye is 21 century facing mankind and significant problem urgently to be resolved hurrily.Therefore, develop renewable new energy and ring is administered in control
Pollute to developing national economy, realize that the strategy of sustainable development is significant in border.In nature, people on the earth is maintained
Food, oxygen, fossil fuel required for class existence are also mostly the photosynthesis handle by green plants and microorganism
Solar energy is converted into chemical energy.Under the dual-pressure of energy crisis and environmental problem, the sun is as inexhaustible
The energy, have broad application prospects.1972, Fujishima and Honda were in n-type semiconductor TiO2It is found that on electrode
The photoelectrocatalysis decomposition of water, conductor photocatalysis this frontier is opened, developing solar energy for the mankind opens
Brand-new approach (Nature 1972,238 (5358), 37-38.).Two important applications of photocatalysis technology are that decomposition water produces
Hydrogen Energy and degraded environmental contaminants.Photochemical catalyst is the key of photocatalysis technology application.Therefore, the research focus of photocatalysis field
It is to develop new and effective photochemical catalyst.From the point of view of the application of actual large-scale, a preferable photochemical catalyst should
It is cheap, with sustainability, stability it is high and with efficient CD-ROM drive kinetic force with the main portion in utilization solar spectrum
Point.
The photocatalytic system studied at present includes homogeneous and heterogeneous system.What homogeneous photochemical catalysis system was mainly studied is metal
Organic coordination compound photochemical catalyst, such as Pt, Ru organic coordination compound.This kind of material has photocatalytic activity high and characterized easy etc. excellent
Point, but there is also less stable and the shortcomings of be not easily recycled, be mainly used in furtheing investigate light-catalyzed reaction mechanism and effect machine
System.What multiphase photocatalysis system was mainly studied is conductor photocatalysis material, and it includes metal oxide, metal nitride, gold
Belong to sulfide and polymer etc., have the advantages that material category is abundant, easily reclaim, comparatively had more in terms of practical application
Advantage.Wherein polymer light catalysis material is due to raw material sources are abundant, cheap, preparation technology is simple and are easy to point
Son design, it is a kind of preferably photocatalysis candidate material.In polymeric families, conjugated polymer is that one kind has semiconductive
The polymer of matter.They have the band structure similar with inorganic semiconductor, the valence band being made up of bonding orbital and antibonding orbital
The forbidden band that energy gap between the conduction band and bonding and antibonding orbital of composition is formed.The band gap of conjugated polymer is by electron orbit
Conjugated degree determined that its band gap width can be good at absorbing visible ray even typically between 1.5eV to 3.0eV
The light of near infrared range.Such as organic semiconducting materials-graphite phase carbon nitride (g-C3N4), under visible light illumination can be effective
Hydrogen production by water decomposition and production oxygen.This research carries out photosynthesis as energy converter for artificial semi-conducting polymer and opens one
The brand-new approach of bar (Nature Materials2009,8 (1), 76-80.).In addition, covalent organic framework material is only due to its
Special pore structure and high stability, are causing extensive concern in recent years.In addition to the application in terms of gas storage, quilt recently
It was found that it can be used as out-phase photochemical catalyst.East of a river woods etc. is recently reported a kind of copper porphyrin covalent organic framework by side's acid connection
Material photo catalytic activation molecular oxygen can generate under visible light1O2(Angewandte Chemie International
Edition2013,52(13),3770-3774.).Although these methods, which obtain photochemical catalyst, has good photocatalysis property,
But these organic catalysis materials all have to pass through the organic synthesis step of complexity, and yield is not high.Therefore develop it is low into
Originally and easy-operating to prepare the organic material photochemical catalyst with high efficiency photocatalysis activity, the development to photocatalysis field has
Significance.
The content of the invention
, should it is an object of the invention to provide a kind of conjugated polymer nano particle photocatalyst, preparation method and applications
The preparation method of photochemical catalyst is simple and easy to do, and the particle diameter of nano-particle can be adjusted easily by the ratio to feed intake
Section.
Photochemical catalyst of the present invention, is made up of conjugated polymer and functionalized polymer, is to pass through conjugated polymer
It is prepared with functionalized polymer by reprecipitation method in water.Wherein functionalized polymer is used for adjusting polymer nanoparticle
The size and surface potential of son, can also be used to prevent nano-particle from high concentration assembling.Common functionalized polymer is such as
Parents' polymers polystyrene maleic anhydride Poly (styrene-co-maleic anhydride) (PSMA) and carboxy blocking
Polyethylene glycol is grafted on the amphiphilic polymers Polystyrene Graft Ethylene Oxide on polystyrene backbone
Functionalized with carboxy(PS-PEG-COOH)；Functionalized polymer is in the middle mass content of nano-particle
0~40%, remaining be conjugated polymer in nano-particle, the size of conjugated polymer nano-particle is 5nm~100nm.
The preparation method of conjugated polymer nano particle photocatalyst of the present invention, its step are as follows：
(1) by conjugated polymer and functionalized polymer be dissolved in respectively in tetrahydrofuran obtain concentration be 0.1~
5.0mg/mL initial soln, mixed after further two kinds of initial solns are diluted, it is 5~500 μ to obtain conjugated polymer concentration
G/mL and functionalized polymer concentration are 0~50 μ g/mL (notes：Without using functionalized polymer, and conjugated polymer is higher
During concentration, such as larger than 50 μ g/mL, it is desirable to reduce tetrahydrofuran solution during conjugated polymer tetrahydrofuran solution injection water
Volume, 1mL conjugated polymers tetrahydrofuran solution injection 10mL water can be such as chosen, it is stable that can so ensure nano-particle
) 20~100mL of tetrahydrofuran solution；Then, in the case of ultrasound, by the above-mentioned mixed solution fast injections of 1~20mL
Into 5~100mL water and continue ultrasound 1~5 minute；
(2) under the protection of inert gas (nitrogen, argon gas, helium etc.), the solution that step (1) obtains is heated to 80~
100 DEG C, heating 2~6 hours remove tetrahydrofuran, after continue heat concentration solution is concentrated into 2~20mL；Solution after concentrating
Big particle is filtered to remove with 200~220nm filters, obtains conjugated polymer nano particle photocatalyst solution；Pass through adjustment
The concentration and volume injected of initial soln, obtain conjugated polymer nano particle photocatalyst size range for 5nm~
100nm。
Heretofore described conjugated polymer includes but is not limited to poly alkyl fluorene, the polyfluorene containing benzothiazole derives
Thing, the polyfluorene derivative of the benzothiazole containing Dithiophene, phenylenevinylene and their ramification, polyparaphenylene's acetylene and derivative etc..
By selecting different polymeric materials, the conjugated polymer nano-particle that is prepared.
By comparing repeatedly and optimum choice, poly alkyl fluorene (poly (- dioctylfluorenyl- are chosen in embodiment
2,7-diyl) (PFO)) conjugated polymer nano-particle is prepared, its structural formula is as follows：
poly(9,9-dioctylfluorenyl-2,7-diyl)(PFO)
Conjugated polymer nano particle photocatalyst of the present invention is prepared in water solution system, and preparation method is adopted
Equipment is simple, mild condition, chemical reagent used are cheap and easy to get.Be prepared the particle diameter 5 of polyfluorene nano-particle~
100nm, nano-particle are spherical in shape.Polyfluorene nano-particle prepared by the present invention presents strong absorption in ultraviolet visible light region, can
To utilize sunshine well.Test result indicates that as photochemical catalyst, there is excellent photocatalysis degradation organic contaminant
Performance, present the photocatalysis performance of stability and high efficiency.And conjugated polymer nano particle photocatalyst can flexibly change
Molecular structure, optical absorption characteristics are adjusted, catalyticing research is carried out using sunshine in the range of whole solar spectrum.It is of the present invention
Conjugated polymer nano-particle preparation method is simple, favorable repeatability, can amplification quantity production, in environmental protection and solar hydrogen making
There is good application prospect Deng field.
Brief description of the drawings
Fig. 1：The abosrption spectrogram and fluorescence spectra of the PFO nano-particles aqueous solution in embodiment 1；
Fig. 2：Dynamic light scattering (DLS) grain size distribution of PFO nano-particles in embodiment 1.
Fig. 3：The transmission electron microscope photo of PFO nano-particles in embodiment 1.
Fig. 4：In embodiment 1 the light degradation curve of (a) PFO nano-particles photocatalytic degradation of dye molecule methylene blue and
(b) curve that pure PFO nano-particles change over time under the conditions of same light photograph；
Fig. 5：DLS distribution maps in embodiment 1 after PFO nano-particles photocatalytic degradation of dye molecule methylene blue.
Fig. 6：The DLS grain size distributions of PFO nano-particles in embodiment 2.
Fig. 7：In embodiment 2 the light degradation curve of (a) PFO nano-particles photocatalytic degradation of dye molecule methylene blue and
(b) curve that pure PFO nano-particles change over time under the conditions of same light photograph；
Fig. 8：DLS distribution maps in embodiment 2 after PFO nano-particles photocatalytic degradation of dye molecule methylene blue.
Fig. 9：In embodiment 4 the light degradation curve of (a) PFO nano-particles photocatalytic degradation of dye molecule methylene blue and
(b) curve that pure PFO nano-particles change over time under the conditions of same light photograph；
Embodiment
More detailed description is done to technical scheme with specific embodiment below, but the example is not formed to this
The limitation of invention.
Embodiment 1
First, the tetrahydrofuran solution of PFO conjugated polymers, concentration 1.0mg/mL are prepared；It is reconfigured at polystyrene horse
Come acid anhydrides (PSMA) tetrahydrofuran solution, concentration 1.0mg/mL.Then dilute above-mentioned solution respectively with tetrahydrofuran and mix
Close and mix, acquisition conjugated polymer concentration is 50 μ g/mL, the mixed solution 20mL that PSMA concentration is 2 μ g/mL.Then in ultrasound
In the case of, 3mL mixed solutions are rapidly injected in 10mL water and continue ultrasound 2 minutes.Finally, under nitrogen protection, exist
(80 DEG C) removing tetrahydrofuran solvents on warm table, and continue heating and be concentrated into 5mL.By the polymer nano-particle after concentration
The aqueous solution is filtered to remove big particle through 220nm filters, and the conjugated polymer PFO nano-particles for having obtained particle diameter 24nm are water-soluble
Liquid.
The performance test of embodiment 1
The aqueous solution 50mL of PFO nano-particles made from 20ppm embodiments 1,6ppm methylene blues is prepared, it is quiet at room temperature
Putting 30min makes nano-particle reach balance to methylene blue adsorption number；Then 300W xenon sources are used under magnetic stirring
(780nm>λ>200nm) irradiate (lamp and sample distance 30cm) and start timing.Separated in time sample, directly with it is ultraviolet can
See spectrophotometric determination its in the absorbance of methylene blue maximum absorption wave strong point, evaluate its Photocatalytic Degradation Property.Using
PFO nano-particles are 86% as the methylene blue degradation rate after the methylene blue 40 minutes of photochemical catalyst, and under the same terms
The photodegradation rate of pure methylene blue is 35%.The PFO nano particle photocatalysts for illustrating to prepare have obvious photocatalytic
Energy.And now the degradation rate of PFO nano-particles itself is 3%, is illustrated in the process as photocatalyst for degrading methylene blue
In, PFO nano-particles keep stable.
Accompanying drawing 1 is the abosrption spectrogram and fluorescence spectra of the PFO nano-particle aqueous solution.PFO nano-particles as shown in the figure
Wider absorption is shown in the range of 320nm to 450nm, most strong absworption peak is at 380nm.Fluorescence spectrum arrives in 420nm
There is luminosity, most strong emission peak is at 440nm in the range of 520nm.
Accompanying drawing 2 is dynamic light scattering (DLS) grain size distribution of PFO nano-particles.As illustrated, prepared PFO receives
The diameter of rice corpuscles is distributed in the range of 15nm to 50nm, wherein a diameter of 24nm distribution proportion is maximum.Polymer nanocomposite
It is that distribution to the molecular weight of polymeric material is related that the diameter of particle, which has certain distribution,.Each polymer nano-particle
That polymer chain curls into hydrophilic environment, when polymer chain length is inconsistent, chain length is longer and chain length compared with
Short part, the diameter of the nano-particle of formation, which will have, to be necessarily distributed.
Accompanying drawing 3 is the transmission electron microscope photo of the PFO nano-particles prepared.As illustrated, PFO nano-particles all show ball
Shape, particle diameter distribution and DLS data are basically identical, a diameter of 24nm of nano-particle.
PFO nano particle photocatalyst photocatalytic degradation of dye molecule methylene blues prepared by accompanying drawing 4 (a) embodiment 1
The light degradation curve of Concentration-time.According to degradation rate calculation formula：η=(A0-At)/A0* 100%, (A0It is molten to be mixed before illumination
The initial absorbance of liquid methylene blue；AtFor light application time t when mixed solution methylene blue absorbance) be calculated should
It is 86% with the degradation rate of the methylene blue after PFO nano particle photocatalysts 40 minutes, and methylene pure under the same terms
Blue photodegradation rate is 35%, and the PFO nano particle photocatalysts for illustrating to prepare have obvious photocatalysis performance.(b) figure is
Under the same conditions, the light degradation curve of PFO nano-particles, according to degradation rate calculation formula：η=(A0-At)/A0* 100%,
(A0For the initial absorbance of PFO nano-particles before illumination；AtFor light application time t when PFO nano-particles absorbance) calculate
It is 3% to obtain degradation rate of the PFO nano-particles after 40 minutes, is illustrated during as photocatalyst for degrading methylene blue,
PFO nano-particles keep stable.
Accompanying drawing 5 is the DLS distribution maps after PFO nano-particle photocatalytic degradation of dye molecule methylene blues.As illustrated,
After illumination degrading methylene blue, the particle diameter distribution of PFO nano-particles is held essentially constant, and diameter is distributed in 17nm to 51nm model
In enclosing, wherein a diameter of 28nm distribution proportion is maximum.
Embodiment 2：
The tetrahydrofuran solution of PFO conjugated polymers, concentration 0.1mg/mL are prepared first.In the present embodiment, do not make
With functionalized polymer SMA, using the relatively low polymer solution of original concentration to prevent polymer from being formed
Assemble during nano-particle.Then above-mentioned solution is diluted again with tetrahydrofuran, it is 5 μ to obtain conjugated polymer concentration
G/mL tetrahydrofuran solutions 20mL.Then in the case of ultrasound, 5mL mixed solutions are rapidly injected in 10mL water and continued
Ultrasound 3 minutes.Finally, under nitrogen protection, (80 DEG C) the removing tetrahydrofuran solvents on warm table, and continue heating concentration
To 3mL.The polymer nano-particle aqueous solution after concentration is filtered to remove big particle through 200nm filters, has obtained particle diameter
The 50nm conjugated polymer PFO nano-particle aqueous solution.
The performance test of embodiment 2
The aqueous solution 50mL of PFO nano-particles made from 20ppm embodiments 2,6ppm methylene blues is prepared, it is quiet at room temperature
Putting 30min makes nano-particle reach balance to methylene blue adsorption number；Then 300W xenon sources are used under magnetic stirring
(780nm>λ>200nm) irradiate (lamp and sample distance 30cm) and start timing.Separated in time sample, directly with it is ultraviolet can
See spectrophotometric determination its in the absorbance of methylene blue maximum absorption wave strong point, evaluate its Photocatalytic Degradation Property.Using
PFO nano-particles are 87% as the methylene blue degradation rate after the methylene blue 50 minutes of photochemical catalyst, and under the same terms
The photodegradation rate of pure methylene blue is 43%.The PFO nano particle photocatalysts for illustrating to prepare have obvious photocatalytic
Energy.And (50 minutes) the PFO nano-particles degradation rate of itself is 6% in same time, illustrates to drop as photochemical catalyst
During solving methylene blue, PFO nano-particles keep stable.After the completion of degraded, the direct basic holding of PFO nano-particles is not
Become, be still 50nm.
Accompanying drawing 6 is the DLS grain size distributions of the PFO nano-particles prepared in embodiment 2.As illustrated, prepared PFO
The diameter of nano-particle is distributed in the range of 38nm to 122nm, wherein a diameter of 50nm distribution proportion is maximum.
Accompanying drawing 7 (a) is the PFO nano particle photocatalyst photocatalytic degradation of dye molecule methylene prepared in embodiment 2
The light degradation curve of blue Concentration-time.According to degradation rate calculation formula：η=(A0-At)/A0* 100%, (A0To be mixed before illumination
Close the initial absorbance of solution methylene blue；AtFor light application time t when mixed solution methylene blue absorbance) calculate
The degradation rate of methylene blue after to application PFO nano particle photocatalysts 50 minutes is 87%, and Asia pure under the same terms
The photodegradation rate of methyl blue is 43%, and the PFO nano particle photocatalysts for illustrating to prepare have obvious photocatalysis performance.(b)
Figure be in embodiment 2 under the same conditions, the light degradation curve of PFO nano-particles, according to degradation rate calculation formula：η=(A0-
At)/A0* 100%, (A0For the initial absorbance of PFO nano-particles before illumination；AtFor light application time t when PFO nano-particles
Absorbance) degradation rate of the PFO nano-particles after 50 minutes is calculated as 6%, illustrate as photocatalyst for degrading methylene
During base basket, PFO nano-particles keep stable.
Accompanying drawing 8：DLS distribution maps in embodiment 2 after PFO nano-particles photocatalytic degradation of dye molecule methylene blue.Such as
Shown in figure, the diameter of prepared PFO nano-particles is distributed in the range of 38nm to 127nm, wherein a diameter of 50nm point
Cloth ratio is maximum.
Embodiment 3：
First, the tetrahydrofuran solution of PFO conjugated polymers, concentration 5.0mg/mL are prepared；It is reconfigured at polystyrene horse
Come acid anhydrides (PSMA) tetrahydrofuran solution, concentration 5.0mg/mL.Then dilute above-mentioned solution respectively with tetrahydrofuran and mix
Close and mix, acquisition conjugated polymer concentration is 400 μ g/mL, the mixed solution 100mL that PSMA concentration is 50 μ g/mL.Then super
In the case of sound, 20mL mixed solutions are rapidly injected in 100mL water and continue ultrasound 5 minutes.Finally, on warm table
(100 DEG C) remove tetrahydrofuran solvent under nitrogen protection, and continue heating and be concentrated into 20mL.By the polymer nano after concentration
The rice corpuscles aqueous solution filters the conjugation for remove big particle, having obtained particle diameter 38nm (distribution proportion is maximum) through 220nm filters
The polymer P FO nano-particle aqueous solution.
Embodiment 4：
First, the tetrahydrofuran solution of PFO conjugated polymers, concentration 3.0mg/mL are prepared；It is reconfigured at polystyrene horse
Come acid anhydrides (PSMA) tetrahydrofuran solution, concentration 3.0mg/mL.Then dilute above-mentioned solution respectively with tetrahydrofuran and mix
Close and mix, acquisition conjugated polymer concentration is 100 μ g/mL, the mixed solution 50mL that PSMA concentration is 40 μ g/mL.Then super
In the case of sound, 10mL mixed solutions are rapidly injected in 40mL water and continue ultrasound 4 minutes.Finally, (90 on warm table
DEG C) tetrahydrofuran solvent is removed under nitrogen protection, and continue heating and be concentrated into 10mL.By the polymer nanoparticle after concentration
The sub- aqueous solution filters the conjugated polymers for remove big particle, having obtained particle diameter 32nm (distribution proportion is maximum) through 220nm filters
The thing PFO nano-particle aqueous solution.
The performance test of embodiment 4
The aqueous solution 50mL of 20ppm PFO nano-particles produced by the present invention, 6ppm methylene blues is prepared, it is quiet at room temperature
Putting 30min makes nano-particle reach balance to methylene blue adsorption number；Then 300W xenon sources are used under magnetic stirring
(780nm>λ>200nm) irradiate (lamp and sample distance 30cm) and start timing.Separated in time sample, directly with it is ultraviolet can
See spectrophotometric determination its in the absorbance of methylene blue maximum absorption wave strong point, evaluate its Photocatalytic Degradation Property.Using
PFO nano-particles are 86% as the methylene blue degradation rate after the methylene blue 50 minutes of photochemical catalyst, and under the same terms
The photodegradation rate of pure methylene blue is 43%.The PFO nano particle photocatalysts for illustrating to prepare have obvious photocatalytic
Energy.And (50 minutes) the PFO nano-particles degradation rate of itself is 5% in same time, illustrates to drop as photochemical catalyst
During solving methylene blue, PFO nano-particles keep stable.
Accompanying drawing 9：(a) it is the PFO nano particle photocatalyst photocatalytic degradation of dye molecule methylene that is prepared in embodiment 4
The light degradation curve of blue Concentration-time.According to degradation rate calculation formula：η=(A0-At)/A0* 100%, (A0To be mixed before illumination
Close the initial absorbance of solution methylene blue；AtFor light application time t when mixed solution methylene blue absorbance) calculate
The degradation rate of methylene blue after to application PFO nano particle photocatalysts 50 minutes is 86%, and Asia pure under the same terms
The photodegradation rate of methyl blue is 43%, and the PFO nano particle photocatalysts for illustrating to prepare have obvious photocatalysis performance.(b)
Figure be in embodiment 2 under the same conditions, the light degradation curve of PFO nano-particles, according to degradation rate calculation formula：η=(A0-
At)/A0* 100%, (A0For the initial absorbance of PFO nano-particles before illumination；AtFor light application time t when PFO nano-particles
Absorbance) degradation rate of the PFO nano-particles after 50 minutes is calculated as 5%, illustrate as photocatalyst for degrading methylene
During base basket, PFO nano-particles keep stable.
Embodiment 5：
First, the tetrahydrofuran solution of PFO conjugated polymers, concentration 2.0mg/mL are prepared；It is reconfigured at polystyrene horse
Come acid anhydrides (PSMA) tetrahydrofuran solution, concentration 2.0mg/mL.Then dilute above-mentioned solution respectively with tetrahydrofuran and mix
Close and mix, acquisition conjugated polymer concentration is 200 μ g/mL, the mixed solution 20mL that PSMA concentration is 20 μ g/mL.Then super
In the case of sound, 1mL mixed solutions are rapidly injected in 10mL water and continue ultrasound 4 minutes.Finally, (80 on warm table
DEG C) tetrahydrofuran solvent is removed under nitrogen protection, and continue heating and be concentrated into 3mL.By the polymer nanoparticle after concentration
The sub- aqueous solution filters the conjugated polymers for remove big particle, having obtained particle diameter 58nm (distribution proportion is maximum) through 220nm filters
The thing PFO nano-particle aqueous solution.
Embodiment 6：
First, the tetrahydrofuran solution of PFO conjugated polymers, concentration 5.0mg/mL are prepared；It is reconfigured at polystyrene horse
Come acid anhydrides (PSMA) tetrahydrofuran solution, concentration 5.0mg/mL.Then dilute above-mentioned solution respectively with tetrahydrofuran and mix
Close and mix, acquisition conjugated polymer concentration is 400 μ g/mL, the mixed solution 20mL that PSMA concentration is 12 μ g/mL.Then super
In the case of sound, 5mL mixed solutions are rapidly injected in 10mL water and continue ultrasound 1 minute.Finally, (80 on warm table
DEG C) tetrahydrofuran solvent is removed under nitrogen protection, and continue heating and be concentrated into 5mL.By the polymer nanoparticle after concentration
The sub- aqueous solution filters the conjugated polymers for remove big particle, having obtained particle diameter 78nm (distribution proportion is maximum) through 200nm filters
The thing PFO nano-particle aqueous solution.
In embodiment 3~6, the degraded that prepared PFO nano-particles all have and embodiment 1, embodiment 2 are similar contaminates
Expect the property of methylene blue.In the degradation process of 50 minutes, PFO nano-particle auto-degradation rates are both less than 8%, and can incite somebody to action
Methylene blue is degraded to more than 85%.
Claims (5)
1. a kind of preparation method of conjugated polymer nano particle photocatalyst, its step are as follows：
(1) it is 0.1~5.0mg/mL conjugated polymer and functionalized polymer to be dissolved in tetrahydrofuran respectively and obtain concentration
Initial soln, will further be mixed after the dilution of two kinds of initial solns, it is 5~500 μ g/mL and work(to obtain conjugated polymer concentration
20~100mL of tetrahydrofuran solution that energy fluidized polymer concentration is 0~50 μ g/mL；Then, in the case of ultrasound, by 1~
The above-mentioned mixed solution fast injections of 20mL are into 5~100mL water and continue ultrasound 1~5 minute；
(2) under inert gas shielding, the solution that step (1) obtains is heated to 80~100 DEG C, heating removing four in 2~6 hours
Hydrogen furans, after continue heat concentration solution is concentrated into 2~20mL；Solution after concentration is filtered to remove with 200~220nm filters
Big particle, obtain conjugated polymer nano particle photocatalyst.
A kind of 2. preparation method of conjugated polymer nano particle photocatalyst as claimed in claim 1, it is characterised in that：Altogether
Conjugated polymer is poly alkyl fluorene, the polyfluorene derivative containing benzothiazole, the polyfluorene derivative of the benzothiazole containing Dithiophene, poly- to benzene
Support ethene and derivative or polyparaphenylene's acetylene and derivative.
A kind of 3. preparation method of conjugated polymer nano particle photocatalyst as claimed in claim 1, it is characterised in that：Work(
Energy fluidized polymer is PSMA or PS-PEG-COOH.
A kind of 4. conjugated polymer nano particle photocatalyst, it is characterised in that：It is as described in claims 1 to 3 any one
Method be prepared.
5. the answering in environmental protection or solar hydrogen making of the conjugated polymer nano particle photocatalyst described in claim 4
With.
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