CN112708136A - Lily pollen-shaped organic silicon particles and preparation method thereof - Google Patents
Lily pollen-shaped organic silicon particles and preparation method thereof Download PDFInfo
- Publication number
- CN112708136A CN112708136A CN201911016669.9A CN201911016669A CN112708136A CN 112708136 A CN112708136 A CN 112708136A CN 201911016669 A CN201911016669 A CN 201911016669A CN 112708136 A CN112708136 A CN 112708136A
- Authority
- CN
- China
- Prior art keywords
- lily pollen
- pollen
- shaped
- organic silicon
- lily
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/20—Polysiloxanes containing silicon bound to unsaturated aliphatic groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/06—Preparatory processes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/14—Polysiloxanes containing silicon bound to oxygen-containing groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/22—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen
- C08G77/26—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen nitrogen-containing groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/22—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen
- C08G77/28—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen sulfur-containing groups
Abstract
The invention discloses a lily pollen-shaped organic silicon particle which is uniform in particle size distribution, 0.1-10 mu m in particle size, ellipsoid in shape, provided with a pit on the outer surface, and full of folds on the surface of the particle, and shaped like a lily pollen particle. The invention also discloses a preparation method of the lily pollen-shaped organic silicon particles. The preparation method provided by the invention has the advantages of simple steps, mild reaction conditions, no need of additional template, no involvement of complicated preparation and subsequent treatment steps, and capability of simply and conveniently preparing the lily pollen-shaped organic silicon particles with uniform particle size distribution.
Description
Technical Field
The invention belongs to the technical field of chemical material preparation, and particularly relates to lily pollen-shaped organic silicon particles and a preparation method thereof.
Background
The organic silicon particles have high temperature resistance, weather resistance, hydrophobicity, good processing performance and the like, and are widely applied to the fields of coatings, cosmetics, plastics, printing ink, biological medicines and the like. The silicone particles prepared by conventional sol-gel methods generally exhibit a spherical morphology due to interfacial tension.
Due to the anisotropic morphology of the non-spherical polymer particles, the non-spherical polymer particles have good application prospects in the fields of drug sustained-release carriers, catalyst carriers, cell carriers, adsorption materials and the like, and attract extensive attention of people. Chinese patent 201210113972.2 discloses a preparation method of strawberry type organic silicon particles, and the organic silicon particles with the morphology have high roughness and can be used for improving the waterproof and stain-resistant performances of the coating. Chinese patent 201668873. x discloses a monodisperse wheat-shaped polysiloxane nanoparticle and a preparation method thereof.
The method for preparing the non-spherical organic silicon particles is a template method, namely, the template particles are prepared firstly or a solvent system is adopted as a soft template, common template materials are organic materials such as polystyrene, polymethyl methacrylate and the like and inorganic materials such as silicon dioxide and the like, and then the non-spherical particles are prepared with the aid of the template particles. For example, Vera Meister uses polystyrene as a template, and methacryloxypropyl trimethoxysilane is added to synthesize Spherical or concave silicone particles (Vera Meister and Daniela J.Kraft, spierical, Dimpled, and Crumplex Hybrid Colloids with Tunable Surface Morphology, Langmuir,2016,32, 10668-containing 10677). The preparation process of the template method is complicated, the synthesis process is complex, the morphology and the size of the prepared non-spherical particles are often limited by the template, the morphology of the product is not easy to be accurately controlled, and the industrial production and the application of the non-spherical particles are limited.
At present, no template-free method is reported for simply synthesizing lily pollen-shaped organic silicon particles with special wrinkle shapes. The development of the non-spherical organic silicon particle synthesis process which has simple steps and can accurately control the morphology of the product has important significance for realizing the large-scale preparation of the non-spherical particles.
Disclosure of Invention
The first object of the present invention is to provide a lily pollen-shaped silicone particle.
The second object of the present invention is to provide a method for preparing the lily pollen-shaped silicone particles, which has simple steps, does not need to use additional templates, does not involve complicated preparation and subsequent processing steps, and can simply and conveniently prepare the lily pollen-shaped silicone particles with uniform particle size distribution.
In order to achieve the purpose, the technical scheme adopted by the invention is as follows:
the first aspect of the invention provides lily pollen-shaped organic silicon particles, which are uniform in particle size distribution, 0.1-10 mu m in particle size, ellipsoidal in shape, provided with a pit on the outer surface, and fully provided with folds on the surface and shaped like lily pollen particles.
The second aspect of the present invention provides a method for preparing the lily pollen-shaped silicone particles, comprising the steps of:
at room temperature, uniformly mixing silane monomers to obtain a silane monomer mixed solution;
adding 1-100 parts of silane monomer mixed solution into 100 parts by weight of an aqueous phase system, wherein the aqueous phase system is one of a mixture of water and an alkaline catalyst and a mixture of water, an organic solvent and an alkaline catalyst, the mass percentage of the organic solvent in the composition of the aqueous phase is 0-30%, and the pH value of the aqueous phase is 7.5-13.5;
stirring and reacting for 5 min-24 h (preferably 30 min-4 h) under the condition that the temperature is 0-80 ℃ (preferably 20-50 ℃), standing for 5 min-24 h (preferably 4-24 h) under the condition that the temperature is 0-80 ℃ (preferably 20-50 ℃), and filtering or centrifugally separating, washing and drying to obtain the lily pollen-shaped organic silicon particles.
The silane monomer is selected from the group consisting of methyltrimethoxysilane, methyltriethoxysilane, phenyltrimethoxysilane, phenyltriethoxysilane, ethyltrimethoxysilane, ethyltriethoxysilane, hexyltrimethoxysilane, hexyltriethoxysilane, octyltrimethoxysilane, octyltriethoxysilane, decyltrimethoxysilane, decyltriethoxysilane, dodecyltrimethoxysilane, dodecyltriethoxysilane, vinyltrimethoxysilane, vinyltriethoxysilane, mercaptopropyltrimethoxysilane, mercaptopropyltriethoxysilane, aminopropyltrimethoxysilane, aminopropyltriethoxysilane, methacryloxypropyltrimethoxysilane, methacryloxypropyltriethoxysilane, 3- (2, 3-glycidoxy) propyltrimethoxysilane, 3- (2, 3-glycidoxy) propyltriethoxysilane, methyl orthosilicate, ethyl orthosilicate, trimethylmethoxysilane, trimethylethoxysilane, trimethylhydroxysilane, diphenyldimethoxysilane, diphenyldiethoxysilane, dimethyldimethoxysilane, dimethyldiethoxysilane, methylphenyldimethoxysilane.
The alkaline catalyst is at least one of ammonia water, sodium hydroxide, potassium hydroxide and tetramethyl ammonium hydroxide.
The organic solvent is at least one of methanol, ethanol, ethylene glycol, propanol, isopropanol, butanol, isobutanol, propylene glycol carbonate, glycerol, formamide, N-dimethylacetamide, N-dimethylformamide, acetone, tetrahydrofuran, dimethyl sulfoxide, ethyl acetate, pyridine, acetonitrile, toluene, xylene, N-hexane and cyclohexane.
The drying is carried out at the temperature of 0-100 ℃, or freeze drying is carried out at the temperature of-10 ℃ to-50 ℃, and the drying time is 1-48 h.
Due to the adoption of the technical scheme, the invention has the following advantages and beneficial effects:
the invention provides a lily pollen-shaped organic silicon particle with a special wrinkle shape. The particle size of the lily pollen-shaped organic silicon particles prepared by the method is 0.1-10 mu m, the particle size distribution is uniform, the appearance is ellipsoidal, the outer surface is provided with a pit, the surfaces of the particles are fully provided with folds and are similar to lily pollen particles, and the lily pollen-shaped organic silicon particles have good application prospects in the aspects of cell carriers, catalytic carriers, slow-release carriers, adsorbing materials and the like.
The preparation method provided by the invention has the advantages of simple steps, mild reaction conditions, no need of additional template, no involvement of complicated preparation and subsequent treatment steps, and capability of simply and conveniently preparing the lily pollen-shaped organic silicon particles with uniform particle size distribution.
Drawings
FIG. 1 is a schematic scanning electron micrograph of a lily pollen-shaped silicone particle produced in example 1 of the present invention.
FIG. 2 is a schematic scanning electron micrograph of a lily pollen-shaped silicone particle produced in example 2 of the present invention.
FIG. 3 is a schematic scanning electron micrograph of a lily pollen-shaped silicone particle produced in example 3 of the present invention.
Detailed Description
In order to more clearly illustrate the invention, the invention is further described below in connection with preferred embodiments. It is to be understood by persons skilled in the art that the following detailed description is illustrative and not restrictive, and is not to be taken as limiting the scope of the invention.
Example 1
Taking 1 part by weight of vinyl trimethoxy silane and 1 part by weight of ethyl orthosilicate, and uniformly mixing at room temperature to obtain a silane monomer mixed solution.
A0.5 mol/L aqueous solution of sodium hydroxide was added to deionized water to adjust the pH to 8.5, and the mixture was used as an aqueous phase. Adding 10 parts by weight of silane monomer mixed solution into 100 parts by weight of water phase, stirring for 30 minutes at the temperature of 20 ℃, stopping stirring, standing for 12 hours at the temperature of 20 ℃, filtering, washing and drying for 5 hours in vacuum at the temperature of 80 ℃ to obtain the lily pollen-shaped organic silicon particles. FIG. 1 is a schematic scanning electron micrograph of the lilium-pollen-shaped silicone particles prepared in example 1 of the present invention, and it can be seen from FIG. 1 that the particles have a uniform particle size distribution, an ellipsoidal shape, a lilium-pollen shape, a concave outer surface, and wrinkles distributed on the surface, and the average particle size is 1.7 μm.
Example 2
1 part by weight of phenyltrimethoxysilane and 2 parts by weight of vinyltriethoxysilane are uniformly mixed at room temperature to obtain a silane monomer mixed solution.
Adding 1mol/L potassium hydroxide aqueous solution into 10% ethanol aqueous solution, and adjusting pH to 9.0 to obtain water phase. Adding 6 parts by weight of silane monomer mixed solution into 100 parts of water phase, stirring for 1h at the temperature of 30 ℃, stopping stirring, standing for 24h at the temperature of 30 ℃, performing centrifugal separation, washing and vacuum drying for 12h at the temperature of 70 ℃ to obtain the lily pollen-shaped organic silicon particles. FIG. 2 is a schematic diagram of a scanning electron micrograph of the lily pollen-shaped silicone particles prepared in example 2 of the present invention, and it can be seen from FIG. 2 that the particles have a uniform particle size distribution, an ellipsoidal shape, a lily pollen shape, a concave outer surface, and wrinkles distributed on the surface, and the average particle size is 0.9 μm.
Example 3
1 part by weight of 3- (2, 3-epoxypropoxy) propyl trimethoxy silane and 4 parts by weight of mercaptopropyl trimethoxy silane are uniformly mixed at room temperature to obtain a silane monomer mixed solution.
Adding 10% ammonia water solution into 5% dimethyl sulfoxide water solution, adjusting pH to 10.0, and making into water phase. Adding 25 parts by weight of silane monomer mixed solution into 100 parts of water phase, stirring for 3 hours at the temperature of 40 ℃, stopping stirring, standing for 8 hours at the temperature of 40 ℃, filtering, washing and freeze-drying for 10 hours at the temperature of-20 ℃ to obtain the lily pollen-shaped organic silicon particles. FIG. 3 is a schematic scanning electron micrograph of the lilium-pollen-shaped silicone particles prepared in example 3 of the present invention, and it can be seen from FIG. 3 that the particles have a uniform particle size distribution, an ellipsoidal shape, a lilium-pollen shape, a concave outer surface, and wrinkles distributed on the surface, and the average particle size is 4.5. mu.m.
Example 4
Uniformly mixing 1 weight part of methyltrimethoxysilane and 2 weight parts of mercaptopropyltriethoxysilane at room temperature to obtain a silane monomer mixed solution.
Adding 25% ammonia water solution into 5% methanol water solution, and adjusting pH to 10.5 to obtain water phase. Adding 15 parts by weight of silane monomer mixed solution into 100 parts by weight of water phase, stirring for 40 minutes at 50 ℃, stopping stirring, standing for 4 hours at 50 ℃, filtering, washing and freeze-drying for 15 hours at-10 ℃ to obtain the lily pollen-shaped organic silicon particles, wherein the average particle size is 2.2 mu m, the particle size distribution is uniform, the shape is ellipsoidal, the outer surface of the particles is provided with a pit, and the surfaces of the particles are fully provided with wrinkles and are similar to lily pollen particles.
Example 5
Taking 1 weight part of dodecyl trimethoxy silane and 5 weight parts of methacryloxypropyl trimethoxy silane, and uniformly mixing at room temperature to obtain a silane monomer mixed solution.
Adding 25 mass percent of ammonia water solution into deionized water, and adjusting the pH value to 11.0 to be used as a water phase. Adding 6 parts by weight of silane monomer mixed solution into 100 parts by weight of water phase, stirring for 2 hours at the temperature of 30 ℃, stopping stirring, standing for 10 hours at the temperature of 30 ℃, filtering, washing and vacuum drying for 12 hours at 70 ℃ to obtain the lily pollen-shaped organic silicon particles, wherein the average particle size is 1.5 mu m, the particle size distribution is uniform, the appearance is ellipsoidal, the outer surface of the particles is provided with a depression, and the surfaces of the particles are fully provided with folds and are similar to lily pollen particles.
Example 6
0.5 part by weight of aminopropyl trimethoxy silane and 3.5 parts by weight of ethyl trimethoxy silane are uniformly mixed at room temperature to obtain a silane monomer mixed solution.
Adding 25% by mass of tetramethylammonium hydroxide aqueous solution into 5% by mass of tetrahydrofuran aqueous solution, and adjusting the pH value to 12.0 to obtain a water phase. Adding 4 parts by weight of silane monomer mixed solution into 100 parts by weight of water phase, stirring for 4 hours at the temperature of 30 ℃, stopping stirring, standing for 5 hours at the temperature of 30 ℃, filtering, washing and freeze-drying for 10 hours at the temperature of-20 ℃ to obtain the lily pollen-shaped organic silicon particles, wherein the average particle size is 1.2 mu m, the particle size is uniformly distributed, the shape is ellipsoidal, the outer surface of the particles is provided with a pit, and the surfaces of the particles are fully provided with wrinkles and are similar to lily pollen particles.
Although the present invention has been described with reference to a preferred embodiment, it should be understood that various changes, substitutions and alterations can be made herein without departing from the spirit and scope of the invention as defined by the appended claims.
Claims (8)
1. The lily pollen-shaped organic silicon particles are characterized in that the particle size distribution is uniform, the particle size is 0.1-10 mu m, the appearance is ellipsoidal, the outer surface of each particle is provided with a pit, and the surfaces of the particles are fully provided with folds and are similar to lily pollen particles.
2. A method for producing the lily pollen-shaped silicone particles according to claim 1, comprising the steps of: at room temperature, uniformly mixing silane monomers to obtain a silane monomer mixed solution;
adding 1-100 parts of silane monomer mixed solution into 100 parts by weight of an aqueous phase system, wherein the aqueous phase system is one of a mixture of water and an alkaline catalyst and a mixture of water, an organic solvent and an alkaline catalyst, the mass percentage of the organic solvent in the composition of the aqueous phase is 0-30%, and the pH value of the aqueous phase is 7.5-13.5;
and standing after stirring reaction, and obtaining the lily pollen-shaped organic silicon particles through filtration or centrifugal separation, washing and drying.
3. The method for producing lily pollen-shaped silicone particles according to claim 2, wherein the conditions for stirring are as follows: stirring for 5 min-24 h at the temperature of 0-80 ℃.
4. The method for producing lily pollen-shaped silicone particles according to claim 2, wherein the conditions for the standing are as follows: standing for 5 min-24 h at the temperature of 0-80 ℃.
5. The method for preparing lily pollen-shaped silicone particles according to claim 2, wherein the silane monomer is selected from the group consisting of methyltrimethoxysilane, methyltriethoxysilane, phenyltrimethoxysilane, phenyltriethoxysilane, ethyltrimethoxysilane, ethyltriethoxysilane, hexyltrimethoxysilane, hexyltriethoxysilane, octyltrimethoxysilane, octyltriethoxysilane, decyltrimethoxysilane, decyltriethoxysilane, dodecyltrimethoxysilane, dodecyltriethoxysilane, vinyltrimethoxysilane, vinyltriethoxysilane, mercaptopropyltrimethoxysilane, mercaptopropyltriethoxysilane, aminopropyltriethoxysilane, methacryloxypropyltrimethoxysilane, methacryloxypropyltriethoxysilane, glucose, 3- (2, 3-epoxypropoxy) propyltrimethoxysilane, 3- (2, 3-epoxypropoxy) propyltriethoxysilane, methyl orthosilicate, ethyl orthosilicate, trimethylmethoxysilane, trimethylethoxysilane, trimethylhydroxysilane, diphenyldimethoxysilane, diphenyldiethoxysilane, dimethyldimethoxysilane, dimethyldiethoxysilane, and methylphenyldimethoxysilane.
6. The method for producing lily pollen-shaped silicone particles according to claim 2, wherein the basic catalyst is at least one of ammonia water, sodium hydroxide, potassium hydroxide, and tetramethylammonium hydroxide.
7. The method for producing lily pollen-shaped silicone particles according to claim 2, wherein the organic solvent is at least one of methanol, ethanol, ethylene glycol, propanol, isopropanol, butanol, isobutanol, propylene glycol carbonate, glycerol, formamide, N-dimethylacetamide, N-dimethylformamide, acetone, tetrahydrofuran, dimethyl sulfoxide, ethyl acetate, pyridine, acetonitrile, toluene, xylene, N-hexane, and cyclohexane.
8. The method for producing lily pollen-shaped silicone particles according to claim 2, wherein the drying is performed at a temperature of 0 to 100 ℃ or at a temperature of-10 to-50 ℃ for 1 to 48 hours.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201911016669.9A CN112708136A (en) | 2019-10-24 | 2019-10-24 | Lily pollen-shaped organic silicon particles and preparation method thereof |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CN201911016669.9A CN112708136A (en) | 2019-10-24 | 2019-10-24 | Lily pollen-shaped organic silicon particles and preparation method thereof |
Publications (1)
Publication Number | Publication Date |
---|---|
CN112708136A true CN112708136A (en) | 2021-04-27 |
Family
ID=75541275
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN201911016669.9A Pending CN112708136A (en) | 2019-10-24 | 2019-10-24 | Lily pollen-shaped organic silicon particles and preparation method thereof |
Country Status (1)
Country | Link |
---|---|
CN (1) | CN112708136A (en) |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2007091854A (en) * | 2005-09-28 | 2007-04-12 | Sekisui Plastics Co Ltd | Silica-compounded polymer particle and method for producing the same |
CN102140250A (en) * | 2010-12-31 | 2011-08-03 | 长兴化学材料(珠海)有限公司 | Hollow organosilane microsphere with rough surface structure and preparation method thereof |
CN102209747A (en) * | 2009-05-21 | 2011-10-05 | 竹本油脂株式会社 | Hollow irregular fine particles, method for producing same, cosmetic raw material containing hollow irregular fine particles, and resin composition |
CN102216371A (en) * | 2009-12-15 | 2011-10-12 | 竹本油脂株式会社 | Silicone microparticles, method for producing silicone microparticles, cosmetic containing silicone microparticles, resin composition, and toner for development |
CN105906811A (en) * | 2016-04-27 | 2016-08-31 | 北京工商大学 | Monodisperse wheat-grain-shaped polysiloxane nanoparticles and preparation method thereof |
-
2019
- 2019-10-24 CN CN201911016669.9A patent/CN112708136A/en active Pending
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2007091854A (en) * | 2005-09-28 | 2007-04-12 | Sekisui Plastics Co Ltd | Silica-compounded polymer particle and method for producing the same |
CN102209747A (en) * | 2009-05-21 | 2011-10-05 | 竹本油脂株式会社 | Hollow irregular fine particles, method for producing same, cosmetic raw material containing hollow irregular fine particles, and resin composition |
CN102216371A (en) * | 2009-12-15 | 2011-10-12 | 竹本油脂株式会社 | Silicone microparticles, method for producing silicone microparticles, cosmetic containing silicone microparticles, resin composition, and toner for development |
CN102140250A (en) * | 2010-12-31 | 2011-08-03 | 长兴化学材料(珠海)有限公司 | Hollow organosilane microsphere with rough surface structure and preparation method thereof |
CN105906811A (en) * | 2016-04-27 | 2016-08-31 | 北京工商大学 | Monodisperse wheat-grain-shaped polysiloxane nanoparticles and preparation method thereof |
Non-Patent Citations (3)
Title |
---|
HUAYU YANG等: "Facile Fabrication of Lilium Pollen-like Organosilica Particles", 《LANGMUIR》 * |
HUAYU YANG等: "One-Step Synthesis of Nonspherical Organosilica Particles with Tunable Morphology", 《LANGMUIR》 * |
QINGZHU ZHOU等: "Facile fabrication of golf ball-like hollow microspheres of organic-inorganic silica", 《J.MATER.CHEM.》 * |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CN105670393B (en) | Cellulose nanocrystal body/silica composite shuttering method prepares super-hydrophobic coat | |
CN108529692B (en) | Preparation method of hollow spherical nickel oxide | |
CN109276998B (en) | High-performance Janus forward osmosis membrane and preparation method thereof | |
CN109647297B (en) | Composite microsphere with radial fibrous mesoporous shell layer/hollow core layer structure and preparation method thereof | |
CN107497301A (en) | A kind of dual bionical method for constructing membrane distillation super-hydrophobic film | |
CN103962074B (en) | A kind of hollow sub-micron, its preparation method and application | |
CN109985584B (en) | Preparation method of adjustable and controllable strawberry-shaped silicon dioxide-organic hybrid composite microspheres | |
CN109502987A (en) | A method of high rigidity antireflective film is prepared based on hollow silica | |
CN101475179B (en) | Preparation of organic-inorganic hybridization silicon oxide nanosphere | |
CN106629747B (en) | Hollow bowl-shape nano SiO 2 particle of one kind and its preparation method and application | |
WO2019237452A1 (en) | Method for preparing two-dimensional sheet-shaped cu-mof material | |
CN109369861A (en) | A kind of hydrophilic organic silicon microballoon and preparation method thereof | |
CN105273216B (en) | 3 D stereo surpasses the preparation method of fold polylactic acid microsphere | |
CN108178521A (en) | A kind of sequential 2 D porous nano silica antireflective coating with hydrophobic effect | |
KR101736623B1 (en) | Hollow structured photo-catalytic particles, method for preparing the particles, resin composition comprising the particles, steel sheet having coating layer formed by the resin composition and method for coating by using the resin composition | |
CN107998997B (en) | Raspberry-like microsphere, super-hydrophobic coating and preparation method thereof | |
CN112708136A (en) | Lily pollen-shaped organic silicon particles and preparation method thereof | |
CN106698498B (en) | A kind of preparation method of nano cuprous oxide catalyst | |
CN110938940B (en) | Preparation method of super-hydrophobic nanofiber membrane | |
CN107416899A (en) | A kind of nano wire α Bi2O3The preparation method of dusty material | |
CN105727761B (en) | A kind of anti-protein-contamination amphoteric ion ultrafiltration membrane and preparation method thereof | |
CN107746059A (en) | A kind of preparation method of the hollow silica microsphere of surface silane-containing modification | |
CN110589881A (en) | Preparation method of waxberry-shaped titanium dioxide/silicon dioxide composite structure particles | |
CN109369882A (en) | A kind of titanium deoxid film preparation method based on nano-fluid | |
CN109988276A (en) | A kind of preparation method of improved silica enhancing polymer composites |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PB01 | Publication | ||
PB01 | Publication | ||
SE01 | Entry into force of request for substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
WD01 | Invention patent application deemed withdrawn after publication |
Application publication date: 20210427 |
|
WD01 | Invention patent application deemed withdrawn after publication |