CN106589743A - Preparation method of magnetic fluorescent composite material - Google Patents
Preparation method of magnetic fluorescent composite material Download PDFInfo
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- CN106589743A CN106589743A CN201611079164.3A CN201611079164A CN106589743A CN 106589743 A CN106589743 A CN 106589743A CN 201611079164 A CN201611079164 A CN 201611079164A CN 106589743 A CN106589743 A CN 106589743A
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- magnetic
- pmma
- nvp
- composite material
- fluorescent composite
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- 239000002131 composite material Substances 0.000 title claims abstract description 34
- 238000002360 preparation method Methods 0.000 title claims abstract description 16
- SZVJSHCCFOBDDC-UHFFFAOYSA-N ferrosoferric oxide Chemical compound O=[Fe]O[Fe]O[Fe]=O SZVJSHCCFOBDDC-UHFFFAOYSA-N 0.000 claims abstract description 75
- 229920003229 poly(methyl methacrylate) Polymers 0.000 claims abstract description 41
- 239000000839 emulsion Substances 0.000 claims abstract description 21
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims abstract description 18
- 239000011553 magnetic fluid Substances 0.000 claims abstract description 18
- 238000000034 method Methods 0.000 claims abstract description 18
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 claims abstract description 18
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims abstract description 10
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims abstract description 9
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 claims abstract description 8
- 239000000178 monomer Substances 0.000 claims abstract description 6
- 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 claims abstract description 4
- 238000000975 co-precipitation Methods 0.000 claims abstract description 4
- 230000000536 complexating effect Effects 0.000 claims abstract description 4
- 229960000907 methylthioninium chloride Drugs 0.000 claims abstract description 4
- 239000003431 cross linking reagent Substances 0.000 claims abstract description 3
- 238000005979 thermal decomposition reaction Methods 0.000 claims abstract description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 28
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 23
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims description 21
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 claims description 21
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims description 21
- 239000005642 Oleic acid Substances 0.000 claims description 21
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 claims description 21
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 claims description 21
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims description 21
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 18
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 16
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 12
- 238000007720 emulsion polymerization reaction Methods 0.000 claims description 11
- 239000000463 material Substances 0.000 claims description 10
- 238000003756 stirring Methods 0.000 claims description 10
- 229910052757 nitrogen Inorganic materials 0.000 claims description 9
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 claims description 9
- 238000005406 washing Methods 0.000 claims description 8
- 238000001914 filtration Methods 0.000 claims description 7
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 6
- 229910021578 Iron(III) chloride Inorganic materials 0.000 claims description 6
- 239000008367 deionised water Substances 0.000 claims description 6
- 229910021641 deionized water Inorganic materials 0.000 claims description 6
- 229910021577 Iron(II) chloride Inorganic materials 0.000 claims description 5
- 230000015556 catabolic process Effects 0.000 claims description 5
- JHJUUEHSAZXEEO-UHFFFAOYSA-M sodium;4-dodecylbenzenesulfonate Chemical compound [Na+].CCCCCCCCCCCCC1=CC=C(S([O-])(=O)=O)C=C1 JHJUUEHSAZXEEO-UHFFFAOYSA-M 0.000 claims description 5
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 claims description 4
- 235000011114 ammonium hydroxide Nutrition 0.000 claims description 4
- 238000010438 heat treatment Methods 0.000 claims description 4
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 claims description 4
- 239000002244 precipitate Substances 0.000 claims description 4
- 239000000047 product Substances 0.000 claims description 4
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 claims description 3
- 229910021529 ammonia Inorganic materials 0.000 claims description 3
- 239000012153 distilled water Substances 0.000 claims description 3
- NMCUIPGRVMDVDB-UHFFFAOYSA-L iron dichloride Chemical compound Cl[Fe]Cl NMCUIPGRVMDVDB-UHFFFAOYSA-L 0.000 claims description 3
- 230000002459 sustained effect Effects 0.000 claims description 3
- 238000001291 vacuum drying Methods 0.000 claims description 3
- ZOIORXHNWRGPMV-UHFFFAOYSA-N acetic acid;zinc Chemical compound [Zn].CC(O)=O.CC(O)=O ZOIORXHNWRGPMV-UHFFFAOYSA-N 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims description 2
- 238000005119 centrifugation Methods 0.000 claims description 2
- 238000009833 condensation Methods 0.000 claims description 2
- 230000005494 condensation Effects 0.000 claims description 2
- 238000002604 ultrasonography Methods 0.000 claims description 2
- 239000004246 zinc acetate Substances 0.000 claims description 2
- 239000000975 dye Substances 0.000 claims 3
- 238000006243 chemical reaction Methods 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 150000004702 methyl esters Chemical class 0.000 claims 1
- 239000002023 wood Substances 0.000 claims 1
- 239000004005 microsphere Substances 0.000 abstract description 7
- 238000010791 quenching Methods 0.000 abstract description 4
- 230000000171 quenching effect Effects 0.000 abstract description 4
- 239000011258 core-shell material Substances 0.000 abstract description 3
- 238000013033 photocatalytic degradation reaction Methods 0.000 abstract description 3
- 238000010556 emulsion polymerization method Methods 0.000 abstract 2
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 abstract 1
- 239000011246 composite particle Substances 0.000 abstract 1
- -1 oleic acid-modified Fe3O4 Chemical class 0.000 abstract 1
- 239000002245 particle Substances 0.000 description 20
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 11
- 229910052984 zinc sulfide Inorganic materials 0.000 description 10
- 150000001875 compounds Chemical class 0.000 description 7
- 239000000377 silicon dioxide Substances 0.000 description 5
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 239000002122 magnetic nanoparticle Substances 0.000 description 3
- 239000002096 quantum dot Substances 0.000 description 3
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical group C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- 229940056319 ferrosoferric oxide Drugs 0.000 description 2
- 239000003999 initiator Substances 0.000 description 2
- 239000002105 nanoparticle Substances 0.000 description 2
- 239000004926 polymethyl methacrylate Substances 0.000 description 2
- HFQQZARZPUDIFP-UHFFFAOYSA-M sodium;2-dodecylbenzenesulfonate Chemical compound [Na+].CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O HFQQZARZPUDIFP-UHFFFAOYSA-M 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 230000002194 synthesizing effect Effects 0.000 description 2
- 238000010792 warming Methods 0.000 description 2
- 235000013904 zinc acetate Nutrition 0.000 description 2
- CTXUTPWZJZHRJC-UHFFFAOYSA-N 1-ethenylpyrrole Chemical class C=CN1C=CC=C1 CTXUTPWZJZHRJC-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 239000005083 Zinc sulfide Substances 0.000 description 1
- 238000002835 absorbance Methods 0.000 description 1
- 239000012190 activator Substances 0.000 description 1
- 238000005576 amination reaction Methods 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 210000000481 breast Anatomy 0.000 description 1
- 238000012512 characterization method Methods 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 description 1
- 230000012010 growth Effects 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 230000008595 infiltration Effects 0.000 description 1
- 238000001764 infiltration Methods 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000006249 magnetic particle Substances 0.000 description 1
- 230000005415 magnetization Effects 0.000 description 1
- 238000000593 microemulsion method Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000002159 nanocrystal Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 238000012673 precipitation polymerization Methods 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000012827 research and development Methods 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 229910052814 silicon oxide Inorganic materials 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000001149 thermolysis Methods 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
- DJWUNCQRNNEAKC-UHFFFAOYSA-L zinc acetate Chemical class [Zn+2].CC([O-])=O.CC([O-])=O DJWUNCQRNNEAKC-UHFFFAOYSA-L 0.000 description 1
- DRDVZXDWVBGGMH-UHFFFAOYSA-N zinc;sulfide Chemical compound [S-2].[Zn+2] DRDVZXDWVBGGMH-UHFFFAOYSA-N 0.000 description 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/30—Sulfur-, selenium- or tellurium-containing compounds
-
- 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
- B01J31/26—Catalysts comprising hydrides, coordination complexes or organic compounds containing in addition, inorganic metal compounds not provided for in groups B01J31/02 - B01J31/24
- B01J31/28—Catalysts comprising hydrides, coordination complexes or organic compounds containing in addition, inorganic metal compounds not provided for in groups B01J31/02 - B01J31/24 of the platinum group metals, iron group metals or copper
-
- 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
- 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
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F120/00—Homopolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
- C08F120/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F120/10—Esters
- C08F120/12—Esters of monohydric alcohols or phenols
- C08F120/14—Methyl esters, e.g. methyl (meth)acrylate
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/12—Polymerisation in non-solvents
- C08F2/16—Aqueous medium
- C08F2/22—Emulsion polymerisation
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/44—Polymerisation in the presence of compounding ingredients, e.g. plasticisers, dyestuffs, fillers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F265/00—Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00
- C08F265/04—Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00 on to polymers of esters
- C08F265/06—Polymerisation of acrylate or methacrylate esters on to polymers thereof
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
- C08K3/20—Oxides; Hydroxides
- C08K3/22—Oxides; Hydroxides of metals
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- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
- C09K11/02—Use of particular materials as binders, particle coatings or suspension media therefor
- C09K11/025—Use of particular materials as binders, particle coatings or suspension media therefor non-luminescent particle coatings or suspension media
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- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
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- C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
- C09K11/08—Luminescent, e.g. electroluminescent, chemiluminescent materials containing inorganic luminescent materials
- C09K11/56—Luminescent, e.g. electroluminescent, chemiluminescent materials containing inorganic luminescent materials containing sulfur
- C09K11/562—Chalcogenides
- C09K11/565—Chalcogenides with zinc cadmium
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
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- C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
- C08K3/20—Oxides; Hydroxides
- C08K3/22—Oxides; Hydroxides of metals
- C08K2003/2265—Oxides; Hydroxides of metals of iron
- C08K2003/2275—Ferroso-ferric oxide (Fe3O4)
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/30—Sulfur-, selenium- or tellurium-containing compounds
- C08K2003/3009—Sulfides
- C08K2003/3036—Sulfides of zinc
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2207/00—Properties characterising the ingredient of the composition
- C08L2207/53—Core-shell polymer
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- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Inorganic Chemistry (AREA)
- Luminescent Compositions (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
The invention relates to a preparation method of a magnetic fluorescent composite material. First, through a coprecipitation method, oleic acid-modified Fe3O4 magnetic fluid is prepared; then, with methyl methacrylate being a monomer, Fe3O4@PMMA emulsion is prepared as a seed solution through a soap-free emulsion polymerization method; then, with N-vinyl pyrrolidone and styrene being monomers and divinyl benzene being a crosslinking agent, an Fe3O4@PMMA@P(St-NVP) magnetic microsphere with a core-shell structure is prepared through an emulsion polymerization method; finally, the magnetic fluorescent composite material Fe3O4@PMMA@P(St-NVP)@ZnS is prepared under complexing action and through a thermal decomposition method of thiourea. The obtained magnetic fluorescent composite material can be used for photocatalytic degradation on methylene blue. The steps of the method are easy and convenient to implement, operation is easy, and the obtained magnetic fluorescent composite particles has no fluorescence quenching.
Description
Technical field
The present invention relates to a kind of preparation method of magnetic fluorescent composite material.
Background technology
Magnetic fluorescence material is a kind of application functional material for a long time and widely, with its excellent performance applications
In the every field such as biomedical, magnetic conduction and material.Preparing the method for magnetic fluorescence compound particle at present has many kinds, such as
Using chemical bonding, quantum dot and magnetic nano-particle are coupled together to form magnetic fluorescence composite nanometer particle, by choosing
Suitable activator is selected, magnetic nanoparticle and quantum dot surface functional group are activated respectively, finally prepare particle diameter
Size is controllable, the intensity of magnetization and the less composite nano particle of fluorescence-intensity decay.Also by different nanocrystal growths
Or assemble to prepare fluorescence magnetic particle, the magnetic and fluorescence property of nanoparticle prepared by the method is not ideal, and
And the method requires only to be magnetic suitably can be only achieved optimal magnetic and fluorescence effect with the proportioning of fluorescent material.Wang Wei's wealth
The cruel microsphere of micron size polymethyl acid glycidyl is prepared Deng by dispersion copolymerization method, and amino is carried out to it and changed
Property, subsequently synthesizing magnetic nanoparticle being deposited in microsphere internal in-situ, swelling infiltration quantum dot is finally prepared for amination, micro-
Meter level, single dispersing, superparamagnetic, fluorescence composite multifunction polymer microballoon.By reverse micro emulsion method, prepare first magnetic or
It is fluorescent silicon dioxide microsphere, then prepares fluorescence or magnetic shell in microsphere surface electrostatic assembly or chemical bonding, from
And obtain the fluorescence magnetic composite with nucleocapsid structure.Deng Yonghui is prepared magnetic silica and is answered by improved method
Particle is closed, and organic fluorescence molecule is introduced in the silica shell of magnetic silica particle, be prepared for fluorescence magnetic two
Silicon oxide particle, then by seed precipitation polymerization, in fluorescence magnetic silica surface poly- isopropyl propylene phthalein amine is coated,
Particle diameter is submicron order, the characteristics of with fluorescent microsphere, while having magnetic and temperature sensitivity.And with magnetic fluorescence material
In widely using for the field such as biomedical, magnetic conduction and material, constantly research and development step is simple, it is easy to operate, unstressed configuration is sudden
The novel magnetic fluorescence composite material for going out is the problem that those skilled in the art constantly researches and develops.
The content of the invention
It is an object of the invention to provide a kind of method and step is easy, it is easy to operate, the magnetic fluorescence compound particle for obtaining without
The preparation method of the magnetic fluorescent composite material of fluorescent quenching.
The technical solution used in the present invention is:A kind of preparation method of magnetic fluorescent composite material, comprises the steps:It is first
The Fe of oleic acid modified is first prepared with coprecipitation3O4Magnetic fluid, the magnetic fluid favorable dispersibility;Then with methyl methacrylate
(MMA) it is monomer, using surfactant- free emulsion polymerization Fe is prepared3O4@PMMA emulsions, as seed solution;Again with N- vinyl pyrroles
Alkanone (NVP) and styrene (St) are monomer, and divinylbenzene (DVB) is cross-linking agent, is prepared using emulsion polymerization and has core
The Fe of shell structure3O4@PMMA@P (St-NVP) magnetic microspheres;Magnetic is prepared finally by the thermal decomposition method of complexing and thiourea
Fluorescence composite material Fe3O4@PMMA@P(St-NVP)@ZnS.It is specific as follows:
1) coprecipitation prepares the Fe of oleic acid modified3O4Magnetic fluid:Weigh FeCl2And FeCl3In being dissolved in deionized water, N2Protect
Shield heated and stirred adds the acetone dissolved with Oleic acid to 80 DEG C, adds ammonia, adjusts pH=10-12, reacts 30min, is cooled to room
Temperature, Deca hydrochloric acid solution is precipitated thing, and then precipitate is dispersed in washing with acetone the dilute ammonia solution containing Oleic acid again
In, in N2Under protection, 80 DEG C are heated with stirring to, sustained response 30min obtains Fe3O4Magnetic fluid.
Preferably, in molar ratio, FeCl3:FeCl2=2-3:1.
Preferably, dissolved with the acetone of Oleic acid, the ratio of Oleic acid and acetone is 0.1g:5mL.
Preferably, in mass ratio, FeCl3:Oleic acid=4.06:1.1.
2) surfactant- free emulsion polymerization prepares Fe3O4@PMMA emulsions:Methyl methacrylate is dissolved in deionized water, is added
Initiator potassium persulfate (KPS), ultrasonic disperse is uniform, under stirring, adds Fe3O4Magnetic fluid, is heated under nitrogen protection 80
DEG C, 7h is reacted, obtain Fe3O4@PMMA emulsions.
Preferably, methyl methacrylate:Potassium persulfate=5mL:0.05g.
Preferably, by volume, magnetic fluid:Water=1:10.
Preferably, by volume, methyl methacrylate:Magnetic fluid=1:2.
3) emulsion polymerization prepares Fe3O4@PMMA@P(St-NVP):By NVP, styrene and divinyl
Base benzene, ultrasonic disperse adds dodecylbenzene sodium sulfonate (SDBS) and potassium persulfate (KPS) in distilled water, under stirring,
Add Fe3O4@PMMA emulsions, under nitrogen protection, heating in water bath is warmed up to 75-85 DEG C, reacts 7h, emulsion is obtained, by the breast for obtaining
Liquid acetone breakdown of emulsion, sucking filtration, washing, vacuum drying obtains Fe3O4@PMMA@P(St-NVP)。
Preferably, by volume, NVP:Styrene=3:5.
Preferably, by quality, dodecylbenzene sodium sulfonate:Potassium persulfate=2:1.
Preferably, water bath heating temperature is 80 DEG C.
4) magnetic fluorescent composite material Fe is prepared3O4@PMMA@P(St-NVP)@ZnS:By Fe3O4@PMMA@P (St-NVP),
Ultrasonic disperse stirs 12h in the ethylene glycol solution of zinc acetate under room temperature, add the ethylene glycol solution of thiourea, and nitrogen protection is complete
Journey, is warming up to 150 DEG C, reacts 3h, and centrifugation, washing, the product for obtaining disperses in methyl alcohol, and sucking filtration is dried, and obtains magnetic fluorescence and answers
Condensation material Fe3O4@PMMA@P(St-NVP)@ZnS。
Preferably, the concentration of the ethylene glycol solution of described thiourea is 0.02mol/L.
The invention has the beneficial effects as follows:
1. of the invention, it is uniformly dispersed with the magnetic fluid of oleic acid modified, stable performance.
2. Fe of the invention, being obtained using surfactant- free emulsion polymerization3O4@PMMA seed emulsion stable performances, the method operation
It is easy.
3. of the invention, emulsion polymerization prepares Fe3O4@PMMA@P (St-NVP) methods are easy, high income.
4. of the invention, emulsion polymerization prepares Fe3O4After@PMMA@P (St-NVP) breakdowns of emulsion, separated using Magnet, operation letter
Just.
5. of the invention, using polyvinyl pyrrolidone complexing, thiourea thermolysis process prepares magnetic fluorescence and is combined
Particle manipulation is easy, and method is novel.
6. of the invention, the magnetic fluorescent composite material fluorescence property of preparation is good, unstressed configuration Quenching.
7. of the invention, the magnetic fluorescent composite material of preparation has good photocatalytic Degradation to methylene blue.
8. of the invention, can use Magnet to separate after photocatalytic degradation, it is simple to operate.
Description of the drawings
Fig. 1 is the composite diagram of magnetic fluorescent composite material prepared by the present invention.
Fig. 2 is the Infrared Characterization (diluent KBr) of magnetic fluorescent composite material prepared by the present invention.
Fig. 3 is the XRD figure of magnetic fluorescent composite material prepared by the present invention.
Fig. 4 is the fluorogram of magnetic fluorescent composite material prepared by the present invention;
Wherein, a- blue lights are excited;B- green glows are excited;The blue light activated partial enlargements of c-;The green light activated partial enlargements of d-.
Specific embodiment
Technical scheme for a better understanding of the present invention, is described in further detail below by way of specific embodiment.
This programme not limited to this.
Embodiment 1
(1) preparation method is as follows:
1. 4.06g FeCl are weighed3·6H2O and 2.78g FeCl2·4H2O is dissolved in deionized water, N2Protection, machinery is stirred
Mix and be warming up to 80 DEG C, add the acetone 5mL (Oleic acid dissolved with Oleic acid:Acetone=0.1g:5mL), then Deca strong aqua ammonia, adjusts pH
To 10-12,30min is reacted, be cooled to room temperature.The hydrochloric acid solution of Deca 2mol/L is precipitated thing in product, and precipitate is used
Washing with acetone, then precipitate is dispersed in (Oleic acid in the dilute ammonia solution 35mL containing a small amount of Oleic acid again:9% ammonia=
1.0g:35mL), in N2Under protection, 80 DEG C are heated with stirring to, sustained response 30min obtains Fe3O4Magnetic fluid, by the Fe for obtaining3O4
Magnetic fluid is in N2Store for future use under protection.
2. 5mL methyl methacrylates (MMA) and 100mL deionized waters are added in four-hole bottle, 0.05g initiators are added
Potassium persulfate (KSP), ultrasonic disperse is uniform, under stirring, adds 10mL Fe3O4Magnetic fluid, is heated under nitrogen protection 80
DEG C, 7h is reacted, obtain Fe3O4@PMMA emulsions.
3. 3mL NVPs (NVP), 5mL styrene (St) and 0.1g divinylbenzene (DVB) are taken, ultrasound
In being scattered in distilled water, 1.0g dodecylbenzene sodium sulfonate (SDBS) and 0.5g potassium persulfates (KSP) are added, under stirring,
Add 30mL Fe3O4@PMMA emulsions, under nitrogen protection, heating in water bath is warmed up to 80 DEG C, reacts 7h, emulsion is obtained, by what is obtained
Emulsion acetone breakdown of emulsion, sucking filtration, and washed with substantial amounts of deionized water and methanol, 60 DEG C of vacuum drying 24h obtain Fe3O4@
PMMA@P (St-NVP) core-shell particles.
4. 0.5g Fe are weighed3O4@PMMA@P (St-NVP) core-shell particles, ultrasonic disperse is in the second of 50mL 0.02M zinc acetates
In glycol solution.12h is stirred under room temperature, the ethylene glycol solution of 50mL 0.02M thiourea is subsequently adding, nitrogen protection is whole, heats up
150 DEG C, 3h, sucking filtration are reacted, and with substantial amounts of water and washing with alcohol for several times, the product for obtaining disperses in methyl alcohol, sucking filtration, vacuum
It is dried, obtains magnetic fluorescent composite material Fe3O4@PMMA@P(St-NVP)@ZnS。
(2) apply
The methylene blue solution 20mL of 4mg/L is measured, the magnetic fluorescent composite material of the above-mentioned preparations of 0.02g is subsequently adding
Fe3O4@PMMA@P (St-NVP)@ZnS, ultrasonic disperse is uniform, then ultra violet lamp 2h.The absorbance surveyed at 664nm, calculates
Degradation rate.
(3) testing result
Fig. 2 is the infrared figure of magnetic fluorescence compound particle, and A is the infrared figure of the ferroso-ferric oxide of oleic acid modified, and B is
Fe3O4The infrared figure of@PMMA, C figures are Fe3O4The infrared figure of@PMMA@P (St-NVP)@ZnS.As shown in Figure 2, illustrate prepared
Fe3O4@PMMA@P (St-NVP)@ZnS infrared signatures peak substantially, successfully synthesizes wanted compound particle.
Fig. 3 is the XRD figure of magnetic fluorescence compound particle, and A is the XRD figure of the ferroso-ferric oxide of oleic acid modified, and B is Fe3O4@
The XRD figure of PMMA, C figures are Fe3O4The XRD figure of@PMMA@P (St-NVP), D figures are Fe3O4@PMMA@P (St-NVP)@ZnS
XRD figure.From the figure 3, it may be seen that illustrating the diffraction maximum protrusion of each material, the wherein XRD figure of Fe3O4 PMMA P (St-NVP) ZnS
Can more illustrate that the particle for synthesizing both had had magnetic ferroferric oxide, also there is the diffraction maximum of zinc sulfide, what successfully synthesis was wanted answers
Close particle.
Fig. 4 is the fluorogram of magnetic fluorescence compound particle, and wherein a, c excites magnetic fluorescent particles Yellow light-emitting low temperature, b, d for blue light
Magnetic fluorescent particles are excited to glow for green glow.C, d are partial enlarged drawing, from fig. 4, it can be seen that the compound particle photism is good,
Unstressed configuration Quenching.
Claims (9)
1. a kind of preparation method of magnetic fluorescent composite material, it is characterised in that comprise the steps:First being co-precipitated legal system
The Fe of standby oleic acid modified3O4Magnetic fluid;Then with methyl methacrylate as monomer, prepared using surfactant- free emulsion polymerization
Fe3O4@PMMA emulsions;Again with NVP and styrene as monomer, divinylbenzene is cross-linking agent, using emulsion
Polymerization prepares Fe3O4@PMMA@P(St-NVP);Magnetic fluorescence is prepared finally by the thermal decomposition method of complexing and thiourea to answer
Condensation material Fe3O4@PMMA@P(St-NVP)@ZnS。
2. the preparation method of a kind of magnetic fluorescent composite material according to claim 1, it is characterised in that method is as follows:
1) coprecipitation prepares the Fe of oleic acid modified3O4Magnetic fluid:Weigh FeCl2And FeCl3In being dissolved in deionized water, N2Protection,
Heated and stirred adds the acetone dissolved with Oleic acid to 80 DEG C, adds ammonia, adjusts pH=10-12, reacts 30min, is cooled to room
Temperature, Deca hydrochloric acid solution is precipitated thing, and then precipitate is dispersed in washing with acetone the dilute ammonia solution containing Oleic acid again
In, in N2Under protection, 80 DEG C are heated with stirring to, sustained response 30min obtains Fe3O4Magnetic fluid;
2) surfactant- free emulsion polymerization prepares Fe3O4@PMMA emulsions:Methyl methacrylate is dissolved in deionized water, is added and is caused
Agent potassium persulfate, ultrasonic disperse is uniform, under stirring, adds Fe3O4Magnetic fluid, is heated under nitrogen protection 80 DEG C, reaction
7h, obtains Fe3O4@PMMA emulsions;
3) emulsion polymerization prepares Fe3O4@PMMA@P(St-NVP):Take NVP, styrene and divinyl
Benzene, ultrasonic disperse adds dodecylbenzene sodium sulfonate and potassium persulfate in distilled water, under stirring, adds Fe3O4@PMMA
Emulsion, under nitrogen protection, heating in water bath is warmed up to 75-85 DEG C, reacts 7h, obtains emulsion, by the emulsion for obtaining acetone breakdown of emulsion,
Sucking filtration, washing, vacuum drying obtains Fe3O4@PMMA@P(St-NVP);
4) magnetic fluorescent composite material Fe is prepared3O4@PMMA@P(St-NVP)@ZnS:By Fe3O4@PMMA@P (St-NVP), ultrasound
In being scattered in the ethylene glycol solution of zinc acetate, 12h is stirred under room temperature, add the ethylene glycol solution of thiourea, nitrogen protection is whole, rises
Temperature reacts 3h to 150 DEG C, and centrifugation, washing, the product for obtaining disperses in methyl alcohol, and sucking filtration is dried, and obtains magnetic fluorescence composite wood
Material Fe3O4@PMMA@P(St-NVP)@ZnS。
3. a kind of preparation method of magnetic fluorescent composite material according to claim 2, it is characterised in that step 1) in,
In molar ratio, FeCl3:FeCl2=2-3:1;Dissolved with the acetone of Oleic acid, the ratio of Oleic acid and acetone is 0.1g:5mL;By quality
Than FeCl3:Oleic acid=4.06:1.1.
4. a kind of preparation method of magnetic fluorescent composite material according to claim 2, it is characterised in that step 2) in,
Methyl methacrylate:Potassium persulfate=5mL:0.05g;By volume, magnetic fluid:Water=1:10;By volume, methyl-prop
E pioic acid methyl ester:Magnetic fluid=1:2.
5. a kind of preparation method of magnetic fluorescent composite material according to claim 2, it is characterised in that step 3) in,
By volume, NVP:Styrene=3:5;By quality, dodecylbenzene sodium sulfonate:Potassium persulfate=2:
1。
6. a kind of preparation method of magnetic fluorescent composite material according to claim 2, it is characterised in that step 4) in,
The concentration of the ethylene glycol solution of described thiourea is 0.02mol/L.
7. magnetic fluorescent composite material the answering in degradating organic dye for being prepared according to the arbitrary described method of claim 1-6
With.
8. application according to claim 7, it is characterised in that method is as follows:In the solution containing organic dyestuff, add
The arbitrary described magnetic fluorescent composite material of claim 1-6, under ultra violet lamp, is degraded.
9. application according to claim 7, it is characterised in that described organic dyestuff is methylene blue.
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