CN110104654A - A kind of Janus type porous silica composite nanoparticle and preparation method thereof - Google Patents
A kind of Janus type porous silica composite nanoparticle and preparation method thereof Download PDFInfo
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- CN110104654A CN110104654A CN201910399791.2A CN201910399791A CN110104654A CN 110104654 A CN110104654 A CN 110104654A CN 201910399791 A CN201910399791 A CN 201910399791A CN 110104654 A CN110104654 A CN 110104654A
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- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 title claims abstract description 204
- 239000000377 silicon dioxide Substances 0.000 title claims abstract description 104
- 239000002105 nanoparticle Substances 0.000 title claims abstract description 75
- 239000002131 composite material Substances 0.000 title claims abstract description 61
- 238000002360 preparation method Methods 0.000 title claims abstract description 24
- 239000006185 dispersion Substances 0.000 claims abstract description 56
- 239000002077 nanosphere Substances 0.000 claims abstract description 24
- 239000002243 precursor Substances 0.000 claims abstract description 17
- 239000003093 cationic surfactant Substances 0.000 claims abstract description 13
- 238000006243 chemical reaction Methods 0.000 claims abstract description 12
- 239000002904 solvent Substances 0.000 claims abstract description 5
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 claims description 14
- 238000003756 stirring Methods 0.000 claims description 12
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 9
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 9
- 229910052782 aluminium Inorganic materials 0.000 claims description 8
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 8
- 235000012239 silicon dioxide Nutrition 0.000 claims description 8
- 239000004411 aluminium Substances 0.000 claims description 7
- -1 amine salt Chemical class 0.000 claims description 7
- SZVJSHCCFOBDDC-UHFFFAOYSA-N ferrosoferric oxide Chemical compound O=[Fe]O[Fe]O[Fe]=O SZVJSHCCFOBDDC-UHFFFAOYSA-N 0.000 claims description 7
- 239000011787 zinc oxide Substances 0.000 claims description 7
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 6
- 239000003513 alkali Substances 0.000 claims description 6
- 150000003242 quaternary ammonium salts Chemical class 0.000 claims description 6
- 239000006087 Silane Coupling Agent Substances 0.000 claims description 5
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 claims description 4
- 229940056319 ferrosoferric oxide Drugs 0.000 claims description 4
- 150000007529 inorganic bases Chemical class 0.000 claims description 4
- 150000007530 organic bases Chemical class 0.000 claims description 4
- 229920002239 polyacrylonitrile Polymers 0.000 claims description 4
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 claims description 3
- 239000004115 Sodium Silicate Substances 0.000 claims description 3
- BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical compound CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 claims description 3
- 239000000908 ammonium hydroxide Substances 0.000 claims description 3
- 230000008859 change Effects 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 claims description 3
- 238000001035 drying Methods 0.000 claims description 3
- 238000002156 mixing Methods 0.000 claims description 3
- 235000019795 sodium metasilicate Nutrition 0.000 claims description 3
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical group [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 claims description 3
- 229910052911 sodium silicate Inorganic materials 0.000 claims description 3
- XXZNHVPIQYYRCG-UHFFFAOYSA-N trihydroxy(propoxy)silane Chemical compound CCCO[Si](O)(O)O XXZNHVPIQYYRCG-UHFFFAOYSA-N 0.000 claims description 3
- BYACHAOCSIPLCM-UHFFFAOYSA-N 2-[2-[bis(2-hydroxyethyl)amino]ethyl-(2-hydroxyethyl)amino]ethanol Chemical compound OCCN(CCO)CCN(CCO)CCO BYACHAOCSIPLCM-UHFFFAOYSA-N 0.000 claims description 2
- RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 claims description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 2
- 125000000623 heterocyclic group Chemical group 0.000 claims description 2
- 150000002460 imidazoles Chemical class 0.000 claims description 2
- DIHKMUNUGQVFES-UHFFFAOYSA-N n,n,n',n'-tetraethylethane-1,2-diamine Chemical compound CCN(CC)CCN(CC)CC DIHKMUNUGQVFES-UHFFFAOYSA-N 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 239000001301 oxygen Substances 0.000 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- FAGUFWYHJQFNRV-UHFFFAOYSA-N tetraethylenepentamine Chemical compound NCCNCCNCCNCCN FAGUFWYHJQFNRV-UHFFFAOYSA-N 0.000 claims description 2
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 claims description 2
- FPXSBUFYJKLUNR-UHFFFAOYSA-N 1-n,1-n,2-n,2-n-tetramethylnaphthalene-1,2-diamine Chemical class C1=CC=CC2=C(N(C)C)C(N(C)C)=CC=C21 FPXSBUFYJKLUNR-UHFFFAOYSA-N 0.000 claims 1
- VILCJCGEZXAXTO-UHFFFAOYSA-N 2,2,2-tetramine Chemical compound NCCNCCNCCN VILCJCGEZXAXTO-UHFFFAOYSA-N 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Natural products CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 1
- 235000019441 ethanol Nutrition 0.000 claims 1
- 150000004702 methyl esters Chemical class 0.000 claims 1
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 claims 1
- 229960001124 trientine Drugs 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 abstract description 5
- PNEYBMLMFCGWSK-UHFFFAOYSA-N Alumina Chemical compound [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 25
- 238000000034 method Methods 0.000 description 13
- 239000002245 particle Substances 0.000 description 11
- 230000015572 biosynthetic process Effects 0.000 description 10
- 239000008187 granular material Substances 0.000 description 9
- 238000010907 mechanical stirring Methods 0.000 description 9
- 238000003786 synthesis reaction Methods 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 239000000463 material Substances 0.000 description 7
- 238000010521 absorption reaction Methods 0.000 description 6
- 238000012512 characterization method Methods 0.000 description 6
- 239000011807 nanoball Substances 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- 238000000746 purification Methods 0.000 description 6
- 238000010792 warming Methods 0.000 description 6
- 235000013339 cereals Nutrition 0.000 description 5
- 230000002209 hydrophobic effect Effects 0.000 description 5
- 238000001694 spray drying Methods 0.000 description 5
- 239000008367 deionised water Substances 0.000 description 4
- 229910021641 deionized water Inorganic materials 0.000 description 4
- 241000209094 Oryza Species 0.000 description 3
- 235000007164 Oryza sativa Nutrition 0.000 description 3
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 3
- 235000011114 ammonium hydroxide Nutrition 0.000 description 3
- 239000011805 ball Substances 0.000 description 3
- JBIROUFYLSSYDX-UHFFFAOYSA-M benzododecinium chloride Chemical compound [Cl-].CCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 JBIROUFYLSSYDX-UHFFFAOYSA-M 0.000 description 3
- 238000006555 catalytic reaction Methods 0.000 description 3
- 150000001768 cations Chemical class 0.000 description 3
- 238000010586 diagram Methods 0.000 description 3
- 239000012153 distilled water Substances 0.000 description 3
- 238000005516 engineering process Methods 0.000 description 3
- 238000002329 infrared spectrum Methods 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 229910021426 porous silicon Inorganic materials 0.000 description 3
- 230000008569 process Effects 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- 238000011160 research Methods 0.000 description 3
- 235000009566 rice Nutrition 0.000 description 3
- 238000001338 self-assembly Methods 0.000 description 3
- 238000000926 separation method Methods 0.000 description 3
- 239000004094 surface-active agent Substances 0.000 description 3
- LFQCEHFDDXELDD-UHFFFAOYSA-N tetramethyl orthosilicate Chemical compound CO[Si](OC)(OC)OC LFQCEHFDDXELDD-UHFFFAOYSA-N 0.000 description 3
- 229910052725 zinc Inorganic materials 0.000 description 3
- 239000011701 zinc Substances 0.000 description 3
- QAQSNXHKHKONNS-UHFFFAOYSA-N 1-ethyl-2-hydroxy-4-methyl-6-oxopyridine-3-carboxamide Chemical compound CCN1C(O)=C(C(N)=O)C(C)=CC1=O QAQSNXHKHKONNS-UHFFFAOYSA-N 0.000 description 2
- LZZYPRNAOMGNLH-UHFFFAOYSA-M Cetrimonium bromide Chemical compound [Br-].CCCCCCCCCCCCCCCC[N+](C)(C)C LZZYPRNAOMGNLH-UHFFFAOYSA-M 0.000 description 2
- NSOXQYCFHDMMGV-UHFFFAOYSA-N Tetrakis(2-hydroxypropyl)ethylenediamine Chemical compound CC(O)CN(CC(C)O)CCN(CC(C)O)CC(C)O NSOXQYCFHDMMGV-UHFFFAOYSA-N 0.000 description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 2
- 230000003213 activating effect Effects 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- WOWHHFRSBJGXCM-UHFFFAOYSA-M cetyltrimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+](C)(C)C WOWHHFRSBJGXCM-UHFFFAOYSA-M 0.000 description 2
- 239000006258 conductive agent Substances 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- 239000000017 hydrogel Substances 0.000 description 2
- 238000001027 hydrothermal synthesis Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000010189 synthetic method Methods 0.000 description 2
- 229920000428 triblock copolymer Polymers 0.000 description 2
- WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical compound CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 description 1
- YAYNEUUHHLGGAH-UHFFFAOYSA-N 1-chlorododecane Chemical compound CCCCCCCCCCCCCl YAYNEUUHHLGGAH-UHFFFAOYSA-N 0.000 description 1
- KSCAZPYHLGGNPZ-UHFFFAOYSA-N 3-chloropropyl(triethoxy)silane Chemical compound CCO[Si](OCC)(OCC)CCCCl KSCAZPYHLGGNPZ-UHFFFAOYSA-N 0.000 description 1
- UUEWCQRISZBELL-UHFFFAOYSA-N 3-trimethoxysilylpropane-1-thiol Chemical compound CO[Si](OC)(OC)CCCS UUEWCQRISZBELL-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- 241001282153 Scopelogadus mizolepis Species 0.000 description 1
- MCMNRKCIXSYSNV-UHFFFAOYSA-N ZrO2 Inorganic materials O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 238000002144 chemical decomposition reaction Methods 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000007720 emulsion polymerization reaction Methods 0.000 description 1
- FWDBOZPQNFPOLF-UHFFFAOYSA-N ethenyl(triethoxy)silane Chemical compound CCO[Si](OCC)(OCC)C=C FWDBOZPQNFPOLF-UHFFFAOYSA-N 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 238000004108 freeze drying Methods 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000006210 lotion Substances 0.000 description 1
- 229920002521 macromolecule Polymers 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000002923 metal particle Substances 0.000 description 1
- 239000000693 micelle Substances 0.000 description 1
- AKEYUWUEAXIBTF-UHFFFAOYSA-N n-methylnaphthalen-1-amine Chemical compound C1=CC=C2C(NC)=CC=CC2=C1 AKEYUWUEAXIBTF-UHFFFAOYSA-N 0.000 description 1
- 239000002086 nanomaterial Substances 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 230000008520 organization Effects 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 238000003980 solgel method Methods 0.000 description 1
- 239000002195 soluble material Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 230000003595 spectral effect Effects 0.000 description 1
- 238000004611 spectroscopical analysis Methods 0.000 description 1
- AGGKEGLBGGJEBZ-UHFFFAOYSA-N tetramethylenedisulfotetramine Chemical compound C1N(S2(=O)=O)CN3S(=O)(=O)N1CN2C3 AGGKEGLBGGJEBZ-UHFFFAOYSA-N 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B82—NANOTECHNOLOGY
- B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
- B82Y40/00—Manufacture or treatment of nanostructures
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B33/00—Silicon; Compounds thereof
- C01B33/113—Silicon oxides; Hydrates thereof
- C01B33/12—Silica; Hydrates thereof, e.g. lepidoic silicic acid
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01F—COMPOUNDS OF THE METALS BERYLLIUM, MAGNESIUM, ALUMINIUM, CALCIUM, STRONTIUM, BARIUM, RADIUM, THORIUM, OR OF THE RARE-EARTH METALS
- C01F7/00—Compounds of aluminium
- C01F7/02—Aluminium oxide; Aluminium hydroxide; Aluminates
- C01F7/021—After-treatment of oxides or hydroxides
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01G—COMPOUNDS CONTAINING METALS NOT COVERED BY SUBCLASSES C01D OR C01F
- C01G49/00—Compounds of iron
- C01G49/02—Oxides; Hydroxides
- C01G49/08—Ferroso-ferric oxide [Fe3O4]
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01G—COMPOUNDS CONTAINING METALS NOT COVERED BY SUBCLASSES C01D OR C01F
- C01G9/00—Compounds of zinc
- C01G9/02—Oxides; Hydroxides
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
- C08J7/04—Coating
- C08J7/06—Coating with compositions not containing macromolecular substances
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01P—INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
- C01P2002/00—Crystal-structural characteristics
- C01P2002/80—Crystal-structural characteristics defined by measured data other than those specified in group C01P2002/70
- C01P2002/82—Crystal-structural characteristics defined by measured data other than those specified in group C01P2002/70 by IR- or Raman-data
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01P—INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
- C01P2004/00—Particle morphology
- C01P2004/01—Particle morphology depicted by an image
- C01P2004/03—Particle morphology depicted by an image obtained by SEM
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01P—INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
- C01P2004/00—Particle morphology
- C01P2004/01—Particle morphology depicted by an image
- C01P2004/04—Particle morphology depicted by an image obtained by TEM, STEM, STM or AFM
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01P—INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
- C01P2004/00—Particle morphology
- C01P2004/51—Particles with a specific particle size distribution
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2333/00—Characterised by the use of homopolymers or copolymers 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 of salts, anhydrides, esters, amides, imides, or nitriles thereof; Derivatives of such polymers
- C08J2333/18—Homopolymers or copolymers of nitriles
- C08J2333/20—Homopolymers or copolymers of acrylonitrile
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Health & Medical Sciences (AREA)
- Nanotechnology (AREA)
- Physics & Mathematics (AREA)
- Condensed Matter Physics & Semiconductors (AREA)
- General Physics & Mathematics (AREA)
- Manufacturing & Machinery (AREA)
- Crystallography & Structural Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Geology (AREA)
- Silicon Compounds (AREA)
Abstract
The invention discloses a kind of Janus type porous silica composite nanoparticles and preparation method thereof, and cationic surfactant, nanosphere and solvent are mixed to form dispersion A;The dispersion A is adjusted as alkalinity, obtains dispersion B;After silica precursor is added into the dispersion B, the Janus type porous silica composite nanoparticle is made in temperature reaction.The present invention uses unidirectional growth directed agents, directly induces Janus type porous silica composite nanoparticle to generate in aqueous dispersion, reacts at room temperature, reaction condition is mild, and the size of nanoparticle is easy to regulate and control, and universality is good, may be directly applied to other fields.
Description
Technical field
The invention belongs to field of nanometer material technology, and in particular to a kind of Janus type porous silica composite nanoparticle and
Preparation method.
Background technique
With the continuous development of nano material, people to sophisticated functions nanoparticle research deepen continuously, demand
Constantly increase.Janus(Janus is originated from " the two-sided mind " of ancient Roman) the type nanoparticle asymmetric nanoparticle important as one kind
Son can be used for describing in same mesoscopic systems, and there are two types of completely different compositions and the one of physics (or chemical property) for tool
Class material usually has clear partitioned organization, and has double properties such as hydrophilic/hydrophobic, polar/non-polar, therefore in nanometer
Occupy important role in particle sophisticated functions, synthesis and research also receive significant attention.
Janus type porous silica composite nanoparticle has large specific surface area, adsorption capacity strong and stable structure etc.
Advantage, meanwhile, because the asymmetry of its structure is to have the performances such as catalysis, photo-thermal and magnetic property, in catalysis, accurate medical treatment etc.
Field is with a wide range of applications.In contrast, the efficient synthesis of Janus type porous silica composite nanoparticle
It is less, how to realize that controllable material, batch preparation and accurate Characterization are always the Research Challenges of this field, not yet occurs at present big
Scale low cost requires low synthetic technology to equipment and reaction condition.
The synthetic method for the various Janus type porous silica composite nanoparticles reported at present exist it is many not
Foot, in general, the asymmetric common preparation method of composite nanoparticle have interface protection, mutually separation, micro Process and self assembly
The methods of.Interface Protection Code is to assist synthetic method (Zhang J, Jin J, Zhao H. using Pickering lotion
Surface-initiated free radical polymerization at the liquid-liquid interface:
a one-step approach for the synthesis of amphiphilic Janus silica particles
[J] Langmuir, 2009,25 (11): 6431-6437.), solids are distributed in oil/water interface, by solid grain
Son carries out the modification of surface selectivity and prepares, and this method is suitable for larger size particle, it is difficult to prepare the asymmetry of nanoscale
Particle;Having researcher using inorganic matter/metal, mutually separation is prepared for nanoscale Janus material (Paul Mulvaney.
Surface Plasmon Spectroscopy of Nanosized Metal Particles[J]. Langmuir, 1996,
12 (3): 788-800.), but this method is limited to specific chemical composition and structure pattern, and universality is poor;In addition, there is application
Magnetic asymmetric hydrogel particle (ChiaHung Chen, Adam R. has been made in micro-processing technology
Abate.Microfluidic Assembly of Magnetic Hydrogel Particles with Uniformly
Anisotropic Structure [J] Advanced Materials, 2009,21 (8): 3201-3204.), but utilize
The material characteristics size of micro Process preparation is larger, can not obtain the material of sub-micron and nanoscale;There are also some researchers
Using the self assembly of triblock copolymer be prepared for the plate-like of nanoscale, rodlike and asymmetric particle (Holger Schmalz,
Armin Knoll.Synthesis and Characterization of ABC Triblock Copolymers withTwo
Different Crystalline EndBlocks: Influence of Confinement on Crystallization
Behavior and Morphology [J] Macromolecules 2002,35,27,10004-10013), but the party
Method needs the molecular weight and molecualr weight distribution of accurate control block copolymer, needs harsh synthesis condition, low yield;Existing skill
There are also technique (such as Chinese patents for making presoma self assembly Janus type nanoparticle using hydro-thermal process in art
CN108822302A), but this method requires height to equipment and reaction condition.
Summary of the invention
Based on this, the present invention provides a kind of preparation methods of Janus type porous silica composite nanoparticle, use
Cationic surfactant is as unidirectional growth conductive agent, after being mixed with nanosphere, under alkaline condition with silica forerunner
Precursor reactant, to obtain the controllable Janus type porous silica composite nanoparticle of size, solve in the prior art without
Method prepares nanoscale not to the problem at particle, synthesis condition harshness, low yield and particle universality difference obtained.
To achieve the goals above, the invention adopts the following technical scheme:
A kind of preparation method of Janus type porous silica composite nanoparticle, comprising the following steps:
Cationic surfactant, nanosphere and solvent are mixed to form dispersion A;
The dispersion A is adjusted as alkalinity, obtains dispersion B;
After silica precursor is added into the dispersion B, the Janus type porous silica is made in temperature reaction
Composite nanoparticle.
Using cationic surfactant, as template, silica precursor is added, under alkaline condition instead in the present invention
Silica precursor hydrolytic condensation should be promoted to generate silica, so that it is porous to obtain the controllable Janus type of morphology and size
Silica composite nanoparticle, preparation process of the invention is simple, and synthesis condition is relatively mild, and raw material is cheap and easy to get, fits
Close serialization industrialized production.
Further, the cationic surfactant include alkyl quaternary ammonium salts, containing heteroatomic quaternary ammonium salt, containing phenyl ring
One of quaternary ammonium salt, the quaternary ammonium salt containing heterocycle, amine salt cationic surfactant.Cation surface activating in the present invention
Agent, can be directly right raw to Janus type porous silica composite nanoparticle in aqueous dispersion as unidirectional growth directed agents
At, and reaction condition is relatively mild, in the present invention, it is preferred to, the cationic surfactant can be dodecyl chloride
Change ammonium, hexadecyltrimethylammonium chloride, dodecyl benzyl dimethyl ammonium chloride, one of cetyl pyridinium bromide or
Two or more mixing.
Further, the nanosphere is silica, ferroso-ferric oxide, aluminium oxide, zinc oxide, one in polyacrylonitrile
Kind, silica, aluminium oxide, zinc oxide nanosphere can be synthesized with sol-gel method, and ferriferrous oxide nano sphere can use hydro-thermal method
Synthesis, polyacrylonitrile nano ball can be made of fine emulsion polymerization.
Cationic surfactant in the present invention can be formed on the surface of nanosphere and be received as unidirectional growth conductive agent
Rice hydrophobic layer, and silica is oil soluble material, the nano-sized hydrophobic layer for being partially soluble in above-mentioned formation is had, due to nanosphere
Brownian movement can be done in system, therefore, the silica precursor that will lead to side first hydrolyzes to form silica nanometer layer,
And remaining silica precursor then can preferentially be grown in generated silicon dioxide layer, due to extra cationic surface
The regulation of activating agent, so that the silica grown afterwards is meso-hole structure and aperture controllable.That is, the sun in the present invention
Without specifically limiting, the size in the aperture and silica sections that can prepare as needed carries out ionic surface active agent
Adjustment, in the present invention preferably, the dosage of cationic surfactant are the 0.25% ~ 2.5% of solvent quality, the use of nanosphere
Amount is the 0.01% ~ 0.5% of solvent quality.
Further, the specific steps that the dispersion A is alkalinity are adjusted are as follows: alkali is added in Xiang Suoshu dispersion A and stirs
Mix 3h ~ for 24 hours, it is preferred that the pH of the alkalinity is 8 ~ 11, when the pH of adjustment dispersion A is in this range, so that of the invention
Product property is best.
Further, the alkali is organic base or inorganic base.
Preferably, the organic base includes ethylenediamine, triethylamine, triethanolamine, tetraethylenepentamine, diethylenetriamine, three
Ethylene tetramine, trishydroxymethylaminomethane, tetrahydroxyethyl-ethylene diamine, tetrahydroxypropyl ethylenediamine, tetraethylethylenediamine, 1,8- bis- two
One of methylamino naphthalene, imidazoles;
The inorganic base includes one of ammonium hydroxide, sodium hydroxide, potassium hydroxide.
It is alkalinity that the purpose that alkali is added in the present invention, which mainly adjusts reaction system, therefore, the concentration of addition alkali here
Specific restriction can not be done with dosage, according to experiment need be adjusted, in the present invention, it is preferred to alkaline range be
8~11。
Further, the silica precursor be sodium metasilicate, methyl orthosilicate, ethyl orthosilicate, positive silicic acid propyl ester,
The mixing of one or more of silane coupling agent, silane coupling agent here can be vinyltriethoxysilane,
γ-chloropropyl triethoxysilane, γ-mercaptopropyl trimethoxysilane etc., it is to be understood that those skilled in the art are conventional
The silane coupling agent of use is used equally in technical solution of the present invention.Janus porous silica obtained is multiple in the present invention
The length and width dimensions for closing nanoparticle are can be adjusted according to the dosage of silica precursor, therefore, are not done specific
It limits, it is preferred that the dosage of the silica precursor can be the 1% ~ 10% of deionized water amount.
Further, the temperature reaction is dry the specific steps are purifying after 20 DEG C ~ 85 DEG C are stirred to react 1h ~ 36h
It is dry.It most preferably, can be in 40 DEG C ~ 60 DEG C stirring 1h ~ 36h.In addition, purification here is dry for those skilled in the art's routine hand
Section, as dry after centrifuge washing separation, wherein drying can for fluidized bed drying, be dried under reduced pressure, be freeze-dried, constant pressure and dry or
Spray drying etc., is those skilled in the art's conventional means.
It is another object of the present invention to provide a kind of Janus type porous silica composite nanoparticles, use
Above-mentioned preparation method is made.Janus type porous silica composite nanoparticle, adjustable as made from above-mentioned preparation method
Whole raw material dosage and ratio are to obtain the nanoparticle of different shape, and size is controllable.
Compared with prior art, the invention has the following advantages:
Raw materials used cheap and easy to get in the present invention, reaction condition is relatively mild, at low cost and simple process, is suitble to continuous industry
Production.
The present invention uses unidirectional growth directed agents, directly induces Janus type porous silica compound in aqueous dispersion
Nanoparticle generates, and reacts at room temperature, chemical reagent used is commercially produced product, and reaction condition is mild;The ruler of nanoparticle
It is very little to be easy to regulate and control, it can be adjusted simply by the dosage of silica precursor, Janus type porous silica obtained is multiple
Closing nanoparticle has universality, may be directly applied to other fields.
Janus type porous silica composite nanoparticle prepared by the present invention, according to nanosphere and silica forerunner
The difference of body can obtain surface-functionalized when selecting presoma of the silane coupling agent containing functional group for silica
Janus type porous silica composite nanoparticle, product can be applied to catalysis and catalyst carrier, Chemical Decomposition, medicine
The fields such as object control release.
Detailed description of the invention
Fig. 1 is the preparation flow schematic diagram of Janus type porous silica composite nanoparticle of the present invention;
Fig. 2 is that the TEM of the resulting Janus type porous silica composite nanoparticle of embodiment 1 schemes;
Fig. 3 is that the SEM of the resulting Janus type porous silica composite nanoparticle of embodiment 1 schemes;
Fig. 4 is the infrared spectrogram of the resulting Janus type porous silica composite nanoparticle of embodiment 1;
Fig. 5 is that the SEM of the resulting Janus type porous silica composite nanoparticle of embodiment 2 schemes;
Fig. 6 is the infrared spectrogram of the resulting Janus type porous silica composite nanoparticle of embodiment 2;
Fig. 7 is the infrared spectrogram of the resulting Janus type porous silica composite nanoparticle of embodiment 3;
Fig. 8 is the particle diameter distribution of nanosphere and resulting Janus type porous silica composite nanoparticle used in embodiment 3
Comparison diagram;
Fig. 9 is the infrared spectrogram of the resulting Janus type porous silica composite nanoparticle of embodiment 4;
Figure 10 is the partial size point of nanosphere used in embodiment 4 and resulting Janus type porous silica composite nanoparticle
Cloth comparison diagram.
In figure: 1- nanosphere, 2- cationic surfactant, 3- globular micelle, 4- silica precursor, 5- mesoporous two
Silica, 6-Janus type porous silica composite nanoparticle.
Specific embodiment
To facilitate the understanding of the present invention, below in conjunction with specific embodiments to invention is more fully described.But
It is that the invention can be realized in many different forms, however it is not limited to embodiments described herein.On the contrary, providing
The purpose of these embodiments is to make to make the present disclosure more fully understandable.
Unless otherwise defined, all technical and scientific terms used herein and belong to technical field of the invention
The normally understood meaning of technical staff is identical.Term as used herein in the specification of the present invention is intended merely to description tool
The purpose of the embodiment of body, it is not intended that in the limitation present invention.
As shown in fig. 1, the present invention in Janus type porous silica composite nanoparticle preparation process, specifically,
Partial cation surfactant forms hydrophobic layer in nanometer ball surface, and partial cation surfactant then forms spherical
Micella, with the addition of silica precursor, silica precursor caused by above-mentioned hydrophobic layer is because of particle Brownian movement not
It is symmetrical, it further adjusts pH value and promotes silica precursor hydrolysis, it is compound to ultimately form Janus type porous silica
Nanoparticle.
Embodiment 1
It weighs 0.5g cetyl trimethylammonium bromide to be dissolved in 200mL deionized water, 1g silica nanosphere, machine is added
Tool stirs 3h, forms uniform dispersion A;
By dispersion A ammonia water conditioning system pH to 8 and mechanical stirring 2h, dispersion B is obtained;
2g ethyl orthosilicate is added into dispersion B, stirs 12h after being warming up to 40 DEG C, it is multiple to obtain Janus type porous silica
Close nanoparticle dispersion;
The Janus type porous silica composite nano-granule molecular dispersion that will be obtained obtains Janus type after purification, spray drying
Porous silica composite nanoparticle, final product is 1.348g in the present embodiment, theoretical yield 1.56g, yield 86.4%,
Illustrate considerable using preparation method yield of the invention.
Janus type porous silica composite nanoparticle obtained in embodiment 1 is subjected to transmission electron microscope, scanning respectively
Electronic Speculum and infrared spectrum characterization, are as a result shown in Fig. 2 ~ Fig. 4.Wherein, Fig. 2 is the TEM figure of embodiment 1, and the product known in figure is to be situated between
Pore structure, and structural integrity, nanoparticle head are the nanosphere of 100nm, and tail portion is mesoporous fan shape, are about
150nm。
Fig. 3 is the SEM figure of the done product of embodiment 1, it can be seen from the figure that the composite nano-granule synthesized using the method
Minor structure is identical and pattern is uniform.
Fig. 4 is the infrared spectrogram of Janus type porous silica composite nanoparticle in embodiment 1, and analysis can be seen
3423cm out-1The absorption peak at place is-OH stretching vibration peak and flexural vibrations peak, 1076cm-1The strong absworption peak at place is by Si-O-
Caused by the vibration of Si, the characteristic absorption peak of porous silicon dioxide nano particle is belonged to, above-mentioned absorption peak illustrates successfully to synthesize
Janus type porous silica composite nanoparticle.
Embodiment 2
It weighs 1.0g hexadecyltrimethylammonium chloride to be dissolved in 200mL deionized water, 1g polyacrylonitrile nano ball, machine is added
Tool stirs 3h, forms uniform dispersion A;
Dispersion A triethylamine is adjusted into pH to 9, mechanical stirring 2h obtains dispersion B;
4g methyl orthosilicate is added into dispersion B, stirs 12h after being warming up to 80 DEG C, it is multiple to obtain Janus type porous silica
Close nanoparticle dispersion;
The Janus type porous silica composite nano-granule molecular dispersion that will be obtained obtains Janus type after purification, spray drying
Polyacrylonitrile-porous silica composite nanoparticle.
Janus type polyacrylonitrile-porous silica composite nanoparticle in embodiment 2 is scanned Electronic Speculum and infrared
As a result spectral characterization is shown in Fig. 5 and Fig. 6, wherein Fig. 5 is the SEM figure of the done product of embodiment 2, as can be seen from the figure polypropylene
Nitrile nanosphere partial size is about 100nm, and the nano particle structure synthesized using the method is identical, and size is uniform.
Fig. 6 is the infrared spectrogram of middle Janus type polyacrylonitrile-porous silica composite nanoparticle, in 3441cm-1
With 1454cm-1There is silicon dioxide features peak at place, and in 2243cm-1Locate the absorption peak of itrile group, above-mentioned absorption peak illustrates synthesis
Janus type polyacrylonitrile-porous silica composite nanoparticle.
Embodiment 3
It weighs 1.5g dodecyl benzyl dimethyl ammonium chloride to be dissolved in 200mL deionized water, 1.2g aluminium oxide nano is added
Ball, mechanical stirring 3h form uniform dispersion A;
Dispersion A ammonium hydroxide is adjusted into pH=9, mechanical stirring 2h obtains dispersion B;
1g sodium metasilicate is added into dispersion B, stirs 12h after being warming up to 80 DEG C, obtains that Janus type porous silica is compound to be received
Grain of rice molecular dispersion;
The Janus type porous silica composite nano-granule molecular dispersion that will be obtained obtains Janus type after purification, freeze-drying
Aluminium oxide-porous silica composite nanoparticle.
By Janus type aluminium oxide-porous silica composite nanoparticle infrared spectrum characterization in embodiment 3, as a result
See Fig. 7;Simultaneously by embodiment 3 aluminium oxide nano ball and Janus type aluminium oxide-porous silica composite nanoparticle into
The comparison of row partial size, is as a result shown in Fig. 8.
As can be seen from Figure 7 in 3365cm-1With 1012cm-1There is silicon dioxide features peak at place, and in 523cm-1Place has out
Peak is the Absorption Characteristics peak of aluminium oxide, and above-mentioned peak illustrates to have synthesized Janus type aluminium oxide-porous silica composite nano-granule
Son.
The partial size of aluminium oxide nano ball (curve A) and Janus type silica-alumina nanoparticle (curve B) in Fig. 8
Comparison, it can be seen that the partial size of aluminium oxide nano ball is about 88nm, Janus type aluminium oxide-porous silicon dioxide nano particle grain
Diameter is about 149nm, and mean particle size increases, illustrate porous silica part successful growth on nanosphere.
Embodiment 4
It weighs 2.5g cetyl trimethylammonium bromide to be dissolved in 200mL distilled water, 3g zinc oxide nanosphere is added, machinery stirs
3h is mixed, uniform dispersion A is formed;
Dispersion A triethanolamine is adjusted into pH=10, mechanical stirring 2h obtains dispersion B;
10g 3- aminopropyl triethoxysilane is added into dispersion B, stirs 1h after being warming up to 55 DEG C, it is more to obtain Janus type
Hole silica composite nano-granule molecular dispersion;
It will obtain Janus type porous silica composite nano-granule molecular dispersion and obtain Janus type oxygen after purification, spray drying
Change zinc-porous silica composite nanoparticle.
By Janus type zinc oxide-porous silica composite nanoparticle infrared spectrum characterization in embodiment 4, as a result
See Fig. 9;Simultaneously by embodiment 4 zinc oxide nanosphere and Janus type aluminium oxide-porous silica composite nanoparticle into
The comparison of row partial size, the result is shown in Figure 10.
From fig. 9, it can be seen that in 3463cm-1With 1028cm-1There are silicon dioxide features peak, the corresponding 833cm of curve in place-1
There is resonance peak, illustrates to have synthesized Janus type zinc oxide-porous silica composite nanoparticle.
The grain of zinc oxide nanosphere (curve A) and Janus type silica-zirconia nanoparticle (curve B) in Figure 10
Diameter comparison is it can be seen that the partial size mean value of zinc oxide nanosphere is 133nm, Janus type zinc oxide-porous silicon dioxide nano grain
Son partial size mean value be 156nm, mean particle size increase, illustrate porous silica asymmetric growth on nanosphere.
Embodiment 5
It weighs 3.0g dodecyl benzyl dimethyl ammonium chloride to be dissolved in 200mL distilled water, 0.02g ferroso-ferric oxide is added and receives
Rice ball, mechanical stirring 3h form uniform dispersion A;
Dispersion A tetrahydroxypropyl ethylenediamine is adjusted into pH=11, mechanical stirring 3h obtains dispersion B;
2g methyl orthosilicate is added into dispersion B, stirs 36h after being warming up to 40 DEG C, it is multiple to obtain Janus type porous silica
Close nanoparticle dispersion;
It will obtain Janus type porous silica composite nano-granule molecular dispersion and it is more to obtain Janus type after purification, spray drying
Hole silica-ferroso-ferric oxide composite nanoparticle.
Embodiment 6
It weighs 5.0g cetyl pyridinium bromide to be dissolved in 200mL distilled water, 0.5g aluminium oxide nano ball, mechanical stirring is added
3h forms uniform dispersion A;
Dispersion A sodium hydroxide is adjusted into pH=11, mechanical stirring 3h obtains dispersion B;
20g positive silicic acid propyl ester is added into dispersion B, stirs 1h after being warming up to 60 DEG C, it is multiple to obtain Janus type porous silica
Close nanoparticle dispersion;
Janus type porous silica composite nano-granule molecular dispersion will be obtained, purifies, after constant pressure and dry, it is more to obtain Janus type
Porous aluminum oxide-silica composite nanoparticle.
Each technical characteristic of embodiment described above can be combined arbitrarily, for simplicity of description, not to above-mentioned reality
It applies all possible combination of each technical characteristic in example to be all described, as long as however, the combination of these technical characteristics is not deposited
In contradiction, all should be considered as described in this specification.
The embodiments described above only express several embodiments of the present invention, and the description thereof is more specific and detailed, but simultaneously
It cannot therefore be construed as limiting the scope of the patent.It should be pointed out that coming for those of ordinary skill in the art
It says, without departing from the inventive concept of the premise, various modifications and improvements can be made, these belong to protection of the invention
Range.Therefore, the scope of protection of the patent of the invention shall be subject to the appended claims.
Claims (9)
1. a kind of preparation method of Janus type porous silica composite nanoparticle, which comprises the following steps:
Cationic surfactant, nanosphere and solvent are mixed to form dispersion A;
The dispersion A is adjusted as alkalinity, obtains dispersion B;
After silica precursor is added into the dispersion B, the Janus type porous silica is made in temperature reaction
Composite nanoparticle.
2. preparation method as described in claim 1, which is characterized in that the cationic surfactant includes quaternary ammonium alkyl
Salt, containing in heteroatomic quaternary ammonium salt, the quaternary ammonium salt containing phenyl ring, the quaternary ammonium salt containing heterocycle, amine salt cationic surfactant
It is one or more kinds of.
3. preparation method as described in claim 1, which is characterized in that the nanosphere is silica, ferroso-ferric oxide, oxygen
Change the compound of one or more of aluminium, zinc oxide, polyacrylonitrile.
4. preparation method as described in claim 1, which is characterized in that adjust the specific steps that the dispersion A is alkalinity are as follows:
Alkali is added into the dispersion A and stirs 3h ~ for 24 hours, the pH of the alkalinity is 8 ~ 11.
5. preparation method as claimed in claim 4, which is characterized in that the alkali is organic base or inorganic base.
6. preparation method as claimed in claim 5, which is characterized in that the organic base includes ethylenediamine, triethylamine, three ethyl alcohol
Amine, tetraethylenepentamine, diethylenetriamine, triethylene tetramine, trishydroxymethylaminomethane, tetrahydroxyethyl-ethylene diamine, four hydroxypropyls
One or both of the bis- dimethylamino naphthalenes of ethylenediamine, tetraethylethylenediamine, 1,8-, imidazoles or more;
The inorganic base includes one of ammonium hydroxide, sodium hydroxide, potassium hydroxide.
7. preparation method as described in claim 1, which is characterized in that the silica precursor is sodium metasilicate, positive silicic acid
The mixing of one or more of methyl esters, ethyl orthosilicate, positive silicic acid propyl ester, silane coupling agent.
8. preparation method as described in claim 1, which is characterized in that the temperature reaction the specific steps are 20 DEG C ~ 85
After DEG C being stirred to react 1h ~ 36h, drying is purified.
9. a kind of Janus type porous silica composite nanoparticle, which is characterized in that it is used as claim 1 ~ 8 is any
Preparation method described in is made.
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