CN101676023A - Method for preparing poly-organic silsesquioxane microsphere - Google Patents
Method for preparing poly-organic silsesquioxane microsphere Download PDFInfo
- Publication number
- CN101676023A CN101676023A CN200810222342A CN200810222342A CN101676023A CN 101676023 A CN101676023 A CN 101676023A CN 200810222342 A CN200810222342 A CN 200810222342A CN 200810222342 A CN200810222342 A CN 200810222342A CN 101676023 A CN101676023 A CN 101676023A
- Authority
- CN
- China
- Prior art keywords
- alcohol
- water
- described step
- poly
- organic silsesquioxane
- 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.)
- Granted
Links
Images
Abstract
The invention discloses a method for preparing poly-organic silsesquioxane microsphere, comprising the following steps: 1) adding mixture of one or arbitrary several kinds selected from compound in structure general formula R1Si(OR2)3 into the mixture solution of water and alcohol, uniformly stirring the mixture, wherein R1 is hydrogen, methyl or vinyl, R2 is C1-C4 alkyl; 2) adding aqueous solution of alkali metal hydroxide or ammonia water into the reaction system and obtaining products after reaction. The method uses one-step method and the reaction is performed at normal temperature withoutcatalyst containing inorganic ion. The technology is simple and the production period is short and the obtained poly-organic silsesquioxane microsphere has good shape and the particle size is in narrow distribution at micro order.
Description
Technical field
The present invention relates to a kind of method for preparing poly-organic silsesquioxane microsphere.
Background technology
Poly-organic silsesquioxane microsphere not only relative density is low, and have characteristics such as remarkable hear resistance, weatherability, lubricity, water proofing property and high rigidity, wearability, can be used for the manufacturing of plastics, rubber, coating, printing ink, cosmetics and LCD adjusting pad, light diffusing sheet, high-resolution video tape, temperature-sensitive printed matter etc., to improve its lubricity, glossiness, hydrophobicity, soil resistance, release property, anti-flammability etc.At present existing many patent reports the method for making of silicones microballoon.Watanabe T proposes MTMS or its partial hydrolysis condensation polymer are splashed in the alkaline aqueous solution in Japan Patent (JP4088022), and spherical microballoon is made in the polycondensation reaction that is hydrolyzed.Ochiai T points out MTMS is pressed into water through perforated membrane in Japan Patent (JP9095534), form the monodispersity emulsion, add the ammoniacal liquor polycondensation reaction that is hydrolyzed again, make the poly-methyl silsesquioxane microballoon that does not contain emulsifying agent, and can produce continuously.The aperture of perforated membrane should be 100～1500nm, and material can be selected pellumina for use; The aperture of perforated membrane should be even, could form the O/W type emulsion of monodispersity like this.Harada Yukinobu proposes to adopt the hydrolysis-condensation two-step method to prepare the polysiloxanes microballoon in Japan Patent (JP2000186148), and the first step with MTMS and water hydrolysis takes place under certain condition and obtains organosilanol; In second step, organosilanol carries out polycondensation reaction and generates the polysiloxanes microballoon under alkali condition.Hydrolysis and polycondensation are separately carried out, made reaction be easy to control, improved efficient.Existing various preparation method has plenty of based on the hydrolysis-condensation two-step method and prepares, and the needs that have add surfactant or realize the homogeneity of microspherulite diameter, complex steps by screening.
Summary of the invention
The purpose of this invention is to provide a kind of method for preparing poly-organic silsesquioxane microsphere.
The method for preparing poly-organic silsesquioxane microsphere provided by the invention comprises the steps:
1) be R with general structure
1Si (OR
2)
3Compound in a kind of or arbitrarily several mixtures join in the mixed liquor of water and alcohol, be stirred to even;
The said structure general formula R
1Si (OR
2)
3In, R
1Be hydrogen, methyl or vinyl, R
2Alkyl for C1-C4;
2) aqueous solution of alkali metal hydroxide or ammoniacal liquor are joined in the reaction system that described step 1) obtains, reaction finishes and obtains poly-organic silsesquioxane microsphere.
In above-mentioned preparation method's the step 1), in the mixed liquor of water and alcohol, the volume ratio of water and alcohol is 50-100: 0-50, preferred 65-90: 10-35; General structure is R
1Si (OR
2)
3Compound and the volume ratio of mixed liquor of water and alcohol be 2.5-20: 100, preferred 4-15: 100; In the mixed liquor of water and alcohol, alcohol is the mixture of any one or its arbitrary proportion in methyl alcohol, ethanol, isopropyl alcohol or the butanols.The reaction temperature of this step is 15-35 ℃, preferred 20-30 ℃.
Step 2) in, the mass percent concentration of ammoniacal liquor is (with NH
3H
2The O meter) be 20-30%, preferred 25-28%; The mass percent concentration of the aqueous solution of alkali metal hydroxide is 0.5-20%, preferred 1-10%; The volume ratio of the reaction system that the aqueous solution of alkali metal hydroxide or ammoniacal liquor and step 1) obtain is 0.01-10: 100, and preferred 0.01-5: 100.Reaction temperature is 15-35 ℃, and preferred 20-30 ℃, the reaction time is 0.5-4 hour, preferred 0.5-2 hour.After reaction finishes, can do following separation to product: because poly-organic silsesquioxane microsphere is water insoluble, after event is left standstill 0.5-5 hour with reaction system, this microballoon is sedimentation, this sediment is filtered, and water or ethanol washing, drying, promptly obtain the poly-organic silsesquioxane microsphere of purifying, the particle diameter of microballoon is 0.4-20 μ m.
The method for preparing poly-organic silsesquioxane microsphere provided by the invention, adopt one-step method, and reaction is carried out at normal temperatures, do not use the catalyst that contains inorganic ions in the preparation process, technology is simple, with short production cycle, the poly-organic silsesquioxane microsphere that obtains has good sphere, and particle diameter is at micron order and be narrow distribution.
Description of drawings
The electromicroscopic photograph of the poly-organic silsesquioxane microsphere that Fig. 1 prepares for the embodiment of the invention 1.
The electromicroscopic photograph of the poly-organic silsesquioxane microsphere that Fig. 2 prepares for the embodiment of the invention 2.
The electromicroscopic photograph of the poly-organic silsesquioxane microsphere that Fig. 3 prepares for the embodiment of the invention 3.
The electromicroscopic photograph of the poly-organic silsesquioxane microsphere that Fig. 4 prepares for the embodiment of the invention 4.
The specific embodiment
The invention will be further described below in conjunction with specific embodiment, but the present invention is not limited to following examples.
Embodiment 1, preparation poly-organic silsesquioxane microsphere
Get 70ml water and 10ml ethanol mixes, under agitation to wherein slowly adding 4ml CH
3Si (OCH
3)
3, fully stir, obtain thorough clearly solution, be 28% ammoniacal liquor 0.1ml to wherein adding mass percent concentration, continuous stirring 3 hours leaves standstill the silicones microballoon that obtains after 1 hour and is deposited to reactor bottom.Isolated by filtration spends deionised water, obtains methyl silicon resin microballoon 1.65g after the drying, and particle diameter is 0.6-1 μ m, as shown in Figure 1.
Embodiment 2, preparation poly-organic silsesquioxane microsphere
Get 40ml water, under agitation to wherein slowly adding 5ml CH
3Si (OCH
3)
3, fully stir, obtain thorough clearly solution, be 28% ammoniacal liquor 0.4ml to wherein adding mass percent concentration, continuous stirring 4 hours leaves standstill the silicones microballoon that obtains after 1 hour and is deposited to reactor bottom.Isolated by filtration spends deionised water, obtains methyl silicon resin microballoon 2.1g after the drying, and particle diameter is 1.5-2 μ m, as shown in Figure 2.
Embodiment 3, preparation poly-organic silsesquioxane microsphere
Get 70ml water and 10ml ethanol mixes, under agitation to wherein slowly adding 4ml CH
3Si (OCH
3)
3, fully stir, obtain settled solution, be 28% ammoniacal liquor 0.36ml to wherein adding mass percent concentration, continuous stirring 3 hours leaves standstill the silicones microballoon that obtains after 1 hour and is deposited to reactor bottom.Isolated by filtration spends deionised water, obtains methyl silicon resin microballoon 1.6g after the drying, and particle diameter is 0.5 μ m, as shown in Figure 3.
Embodiment 4, preparation poly-organic silsesquioxane microsphere
Get 30ml water and 10ml ethanol mixes, under agitation to wherein slowly adding 5mlCH
2=CHSi (OCH
2CH
3)
3, fully stir, obtain settled solution, be 28% ammoniacal liquor 0.9ml to wherein adding mass percent concentration, continuous stirring 3 hours leaves standstill the silicones microballoon that obtains after 1 hour and is deposited to reactor bottom.Isolated by filtration spends deionised water, obtains vinyl polysiloxane microballoon 1.7g after the drying, and particle diameter is 1.5 μ m, as shown in Figure 4.
Embodiment 5, preparation poly-organic silsesquioxane microsphere
Get 30ml water and 10ml ethanol mixes, under agitation to wherein slowly adding 8mlCH
2=CHSi (OCH
2CH
3)
3, fully stir, obtain settled solution, be 25% ammoniacal liquor 0.9ml to wherein adding mass percent concentration, continuous stirring 3 hours leaves standstill the silicones microballoon that obtains after 1 hour and is deposited to reactor bottom.Isolated by filtration spends deionised water, obtains vinyl polysiloxane microballoon 2.8g after the drying, and particle diameter is 3 μ m.
Embodiment 6, preparation poly-organic silsesquioxane microsphere
Get 70ml water and 10ml ethanol mixes, under agitation to wherein slowly adding 12ml CH
3Si (OCH
3)
3, fully stir, obtain settled solution, be 28% ammoniacal liquor 0.2ml to wherein adding mass percent concentration, continuous stirring 3 hours leaves standstill the silicones microballoon that obtains after 1 hour and is deposited to reactor bottom.Isolated by filtration spends deionised water, obtains methyl silicon resin microballoon 5.2g after the drying, and particle diameter is 5 μ m.
Embodiment 7, preparation poly-organic silsesquioxane microsphere
Get 65ml water and the 35ml butanols mixes, under agitation to wherein slowly adding 12mlCH
3Si (OCH
2CH
3)
3, fully stir, obtain settled solution, be 5% NaOH 0.6ml to wherein adding mass percent concentration, continuous stirring 3 hours leaves standstill the silicones microballoon that obtains after 2 hours and is deposited to reactor bottom.Isolated by filtration with the ethanol washing, obtains methyl silicon resin microballoon 5.1g after the drying, particle diameter is 3.5 μ m.
Embodiment 8, preparation poly-organic silsesquioxane microsphere
Get 65ml water and 15ml ethanol, 20ml methyl alcohol mixes, under agitation to wherein slowly adding 6mlCH
3Si (OCH
2CH
3)
3With 6ml CH
2=CHSi (OCH
2CH
3)
3Fully stirring, obtain settled solution, is 20% NaOH 0.6ml to wherein adding mass percent concentration, and continuous stirring 3 hours leaves standstill the silicones microballoon that obtains after 2 hours and is deposited to reactor bottom.Isolated by filtration with the ethanol washing, obtains methyl vinyl silicone microballoon 4.8g after the drying, particle diameter is 3.5 μ m.
Embodiment 9, preparation poly-organic silsesquioxane microsphere
Get 65ml water and 15ml ethanol, 20ml methyl alcohol mixes, under agitation to wherein slowly adding 8mlCH
3Si (OCH
2CH
3)
3With 4ml CH
2=CHSi (OCH
2CH
3)
3Fully stirring, obtain settled solution, is 15% NaOH 0.6ml to wherein adding mass percent concentration, and continuous stirring 3 hours leaves standstill the silicones microballoon that obtains after 2 hours and is deposited to reactor bottom.Isolated by filtration with the ethanol washing, obtains methyl vinyl silicone microballoon 5.1g after the drying, particle diameter is 3.5 μ m.
Embodiment 10, preparation poly-organic silsesquioxane microsphere
Get 65ml water and 20ml ethanol, the 15ml isopropyl alcohol mixes, under agitation to wherein slowly adding 8mlCH
3Si (OCH
2CH
3)
3With 8ml HSi (OCH
3)
3Fully stirring, obtain settled solution, is 10% NaOH 1ml to wherein adding mass percent concentration, and continuous stirring 2 hours leaves standstill the silicones microballoon that obtains after 1 hour and is deposited to reactor bottom.Isolated by filtration with the ethanol washing, obtains hydrogen ylmethyl silicones microballoon 5.3g after the drying, particle diameter is 5-5.5 μ m.
Embodiment 11, preparation poly-organic silsesquioxane microsphere
Get 90ml water and the 10ml isopropyl alcohol mixes, under agitation to wherein slowly adding 20ml HSi (OCH
3)
3Fully stirring, obtain settled solution, is 5% NaOH 2ml to wherein adding mass percent concentration, and continuous stirring 1.5 hours leaves standstill the silicones microballoon that obtains after 1 hour and is deposited to reactor bottom.Isolated by filtration with the ethanol washing, obtains based hydrogen-based silicone resin microballoon 10.5g after the drying, particle diameter is 6-7 μ m.
Embodiment 12, preparation poly-organic silsesquioxane microsphere
Get 100ml water, under agitation to wherein slowly adding 20ml CH
2=CHSi (OCH
3)
3Fully stirring, obtain settled solution, is 1% NaOH 3ml to wherein adding mass percent concentration, and continuous stirring 0.5 hour leaves standstill the silicones microballoon that obtains after 1 hour and is deposited to reactor bottom.Isolated by filtration with the ethanol washing, obtains vinyl polysiloxane microballoon 10.2g after the drying, particle diameter is 8 μ m.
Embodiment 13, preparation poly-organic silsesquioxane microsphere
Get 100ml water, under agitation to wherein slowly adding 10ml CH
2=CHSi (OCH
3)
3And 10mlHSi (OCH
3)
3Fully stirring, obtain settled solution, is 5% NaOH 4ml to wherein adding mass percent concentration, and continuous stirring 1.5 hours leaves standstill the silicones microballoon that obtains after 1 hour and is deposited to reactor bottom.Isolated by filtration with the ethanol washing, obtains hydrogen base vinyl polysiloxane microballoon 10.2g after the drying, particle diameter is 8 μ m.
Claims (8)
1, a kind of method for preparing poly-organic silsesquioxane microsphere comprises the steps:
1) be R with general structure
1Si (OR
2)
3Compound in a kind of or arbitrarily several mixtures join in the mixed liquor of water and alcohol, be stirred to even;
Described R
1Si (OR
2)
3In, R
1Be hydrogen, methyl or vinyl, R
2Alkyl for C1-C4;
2) aqueous solution of alkali metal hydroxide or ammoniacal liquor are joined in the reaction system that described step 1) obtains, reaction finishes and obtains described poly-organic silsesquioxane microsphere.
2, preparation method according to claim 1 is characterized in that: in the described step 1), in the mixed liquor of water and alcohol, the volume ratio of water and alcohol is 50-100: 0-50;
Described general structure is R
1Si (OR
2)
3Compound and the volume ratio of mixed liquor of water and alcohol be 2.5-20: 100;
Described step 2) in, the mass percent concentration of ammoniacal liquor is 20-30%, and the mass percent concentration of the aqueous solution of alkali metal hydroxide is 0.5-20%; The volume ratio of the reaction system that the aqueous solution of described alkali metal hydroxide or ammoniacal liquor and described step 1) obtain is 0.01-10: 100.
3, method according to claim 2 is characterized in that: in the described step 1), in the mixed liquor of water and alcohol, the volume ratio of water and alcohol is 65-90: 10-35;
Described general structure is R
1Si (OR
2)
3Compound and the volume ratio of mixed liquor of water and alcohol be 4-15: 100;
Described step 2) in, the mass percent concentration of ammoniacal liquor is 25-28%, and the mass percent concentration of the aqueous solution of alkali metal hydroxide is 1-10%; The volume ratio of the reaction system that the aqueous solution of described alkali metal hydroxide or ammoniacal liquor and described step 1) obtain is 0.01-5: 100.
4, according to the arbitrary described method of claim 1-3, it is characterized in that: in the described step 1), reaction temperature is 15-35 ℃;
Described step 2) in, reaction temperature is 15-35 ℃, and the reaction time is 0.5-4 hour.
5, method according to claim 4 is characterized in that: in the described step 1), reaction temperature is 20-30 ℃;
Described step 2) in, reaction temperature is 20-30 ℃, and the reaction time is 0.5-2 hour.
6, according to the arbitrary described method of claim 1-3, it is characterized in that: in the described step 1), alcohol is the mixture of any one or its arbitrary proportion in methyl alcohol, ethanol, isopropyl alcohol or the butanols.
7, the poly-organic silsesquioxane microsphere that obtains of the arbitrary described preparation method of claim 1-6.
8, poly-organic silsesquioxane microsphere according to claim 7 is characterized in that: the particle diameter of described poly-organic silsesquioxane microsphere is 0.4-20 μ m.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2008102223422A CN101676023B (en) | 2008-09-17 | 2008-09-17 | Method for preparing poly-organic silsesquioxane microsphere |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2008102223422A CN101676023B (en) | 2008-09-17 | 2008-09-17 | Method for preparing poly-organic silsesquioxane microsphere |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN101676023A true CN101676023A (en) | 2010-03-24 |
| CN101676023B CN101676023B (en) | 2011-10-05 |
Family
ID=42028828
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2008102223422A Active CN101676023B (en) | 2008-09-17 | 2008-09-17 | Method for preparing poly-organic silsesquioxane microsphere |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN101676023B (en) |
Cited By (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103087319A (en) * | 2013-01-16 | 2013-05-08 | 长兴（中国）投资有限公司 | Copolymerization type silsesquioxane microsphere as well as preparation method and application thereof |
| CN103214674A (en) * | 2012-07-02 | 2013-07-24 | 姜文 | Method for efficiently producing an organic silicone resin microsphere |
| CN103933903A (en) * | 2014-03-31 | 2014-07-23 | 清华大学 | Method for preparing nanometer organic silicon microsphere with hollow structure |
| CN104788714A (en) * | 2015-04-15 | 2015-07-22 | 天津大学 | Method for preparing monodisperse hybrid silica gel microspheres through self-hydrolysis of methoxy-organosilane |
| CN105889756A (en) * | 2016-04-06 | 2016-08-24 | 中国石油大学(华东) | Pour-point-depressing and viscosity-reducing complexing agent for wax-bearing crude |
| CN105949464A (en) * | 2016-07-12 | 2016-09-21 | 贵州正业工程技术投资有限公司 | Method capable of realizing volume production and used for preparing micron order single-dispersibility polysiloxane microspheres |
| US10406200B2 (en) | 2012-10-29 | 2019-09-10 | The University Of North Carolina At Chapel Hill | Methods and compositions for treating mucusal tissue disorders |
| CN111286028A (en) * | 2020-02-17 | 2020-06-16 | 湖州五爻硅基材料研究院有限公司 | Preparation method of spherical poly-alkyl siloxane |
| CN111320754A (en) * | 2020-04-17 | 2020-06-23 | 湖州五爻硅基材料研究院有限公司 | Preparation method of spherical polysiloxane |
| USD892614S1 (en) | 2018-06-11 | 2020-08-11 | Ecolab Usa Inc. | Cap for container |
| CN111848206A (en) * | 2020-07-20 | 2020-10-30 | 贵州正业龙腾新材料开发有限公司 | Preparation method of monodisperse micron-sized hollow ceramic microspheres |
| CN112038548A (en) * | 2019-09-03 | 2020-12-04 | 李华 | Spherical silicon resin micro powder coating diaphragm, preparation method thereof and application thereof in lithium ion battery |
| CN113881050A (en) * | 2021-10-27 | 2022-01-04 | 湖北兴瑞硅材料有限公司 | Preparation method of polymethylsilsesquioxane microspheres |
| US11229095B2 (en) | 2014-12-17 | 2022-01-18 | Campbell Soup Company | Electromagnetic wave food processing system and methods |
| RU208979U1 (en) * | 2021-06-10 | 2022-01-25 | Федеральное государственное бюджетное образовательное учреждение высшего образования "Волгоградский государственный технический университет" (ВолгГТУ) | Contact apparatus with a fixed catalyst bed |
| CN114181395A (en) * | 2021-11-18 | 2022-03-15 | 山西大学 | Polyorganosiloxane microsphere and preparation method thereof |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20000063142A (en) * | 2000-02-17 | 2000-11-06 | 이응찬 | Starting materials for manufacturing polyorganosilsesquioxanes, polyorganosilsesquioxanes and method for manufacturing polyorganosilsesquioxanes |
| KR100596740B1 (en) * | 2004-04-30 | 2006-07-12 | 주식회사 사임당화장품 | Polysilsesquioxane spherical particle containing ultraviolet light-absorbing group and manufacturing method thereof |
-
2008
- 2008-09-17 CN CN2008102223422A patent/CN101676023B/en active Active
Cited By (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103214674A (en) * | 2012-07-02 | 2013-07-24 | 姜文 | Method for efficiently producing an organic silicone resin microsphere |
| CN103214674B (en) * | 2012-07-02 | 2015-05-06 | 涌奇材料技术（上海）有限公司 | Method for efficiently producing an organic silicone resin microsphere |
| US11058743B2 (en) | 2012-10-29 | 2021-07-13 | The University Of North Carolina At Chapel Hill | Methods and compositions for treating mucosal tissue disorders |
| US10406200B2 (en) | 2012-10-29 | 2019-09-10 | The University Of North Carolina At Chapel Hill | Methods and compositions for treating mucusal tissue disorders |
| US11938166B2 (en) | 2012-10-29 | 2024-03-26 | The University Of North Carolina At Chapel Hill | Methods and compositions for treating mucosal tissue disorders |
| CN103087319A (en) * | 2013-01-16 | 2013-05-08 | 长兴（中国）投资有限公司 | Copolymerization type silsesquioxane microsphere as well as preparation method and application thereof |
| CN103933903A (en) * | 2014-03-31 | 2014-07-23 | 清华大学 | Method for preparing nanometer organic silicon microsphere with hollow structure |
| CN103933903B (en) * | 2014-03-31 | 2017-01-04 | 清华大学 | The method of preparation hollow-core construction nano-organosilicon microsphere |
| US11229095B2 (en) | 2014-12-17 | 2022-01-18 | Campbell Soup Company | Electromagnetic wave food processing system and methods |
| CN104788714A (en) * | 2015-04-15 | 2015-07-22 | 天津大学 | Method for preparing monodisperse hybrid silica gel microspheres through self-hydrolysis of methoxy-organosilane |
| CN104788714B (en) * | 2015-04-15 | 2017-07-28 | 天津大学 | The method that methoxy organosilane prepares single dispersing hybridisation silica gel microballoon from hydrolysis |
| CN105889756A (en) * | 2016-04-06 | 2016-08-24 | 中国石油大学(华东) | Pour-point-depressing and viscosity-reducing complexing agent for wax-bearing crude |
| CN105949464A (en) * | 2016-07-12 | 2016-09-21 | 贵州正业工程技术投资有限公司 | Method capable of realizing volume production and used for preparing micron order single-dispersibility polysiloxane microspheres |
| CN105949464B (en) * | 2016-07-12 | 2020-05-19 | 贵州正业龙腾新材料开发有限公司 | Method for preparing micron-sized monodisperse polysiloxane microspheres easy for mass production |
| USD892614S1 (en) | 2018-06-11 | 2020-08-11 | Ecolab Usa Inc. | Cap for container |
| USD903504S1 (en) | 2018-06-11 | 2020-12-01 | Ecolab Usa Inc. | Pouch container |
| CN112038548A (en) * | 2019-09-03 | 2020-12-04 | 李华 | Spherical silicon resin micro powder coating diaphragm, preparation method thereof and application thereof in lithium ion battery |
| CN111286028A (en) * | 2020-02-17 | 2020-06-16 | 湖州五爻硅基材料研究院有限公司 | Preparation method of spherical poly-alkyl siloxane |
| CN111320754B (en) * | 2020-04-17 | 2021-06-25 | 浙江三时纪新材科技有限公司 | Preparation method of spherical polysiloxane |
| CN111320754A (en) * | 2020-04-17 | 2020-06-23 | 湖州五爻硅基材料研究院有限公司 | Preparation method of spherical polysiloxane |
| CN111848206A (en) * | 2020-07-20 | 2020-10-30 | 贵州正业龙腾新材料开发有限公司 | Preparation method of monodisperse micron-sized hollow ceramic microspheres |
| RU208979U1 (en) * | 2021-06-10 | 2022-01-25 | Федеральное государственное бюджетное образовательное учреждение высшего образования "Волгоградский государственный технический университет" (ВолгГТУ) | Contact apparatus with a fixed catalyst bed |
| CN113881050A (en) * | 2021-10-27 | 2022-01-04 | 湖北兴瑞硅材料有限公司 | Preparation method of polymethylsilsesquioxane microspheres |
| CN114181395A (en) * | 2021-11-18 | 2022-03-15 | 山西大学 | Polyorganosiloxane microsphere and preparation method thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| CN101676023B (en) | 2011-10-05 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN101676023B (en) | Method for preparing poly-organic silsesquioxane microsphere | |
| CN102604100B (en) | Preparation method of monodispersity micron-sized polysilicon microspheres | |
| CN101549871B (en) | Preparation method of nanometer silica hollow microspheres | |
| JP3970449B2 (en) | Method for producing spherical polymethylsilsesquioxane fine particles | |
| CN102140250B (en) | Hollow organosilane microsphere with rough surface structure and preparation method thereof | |
| CN102802788B (en) | There is the slurry bed system Fischer-Tropsch catalyst of silica/alumina structural promotor | |
| CN106854368A (en) | Inorganic particle silicone composites, the dispersion comprising compound and solid material and preparation method | |
| CN108602957B (en) | Method for producing spherical polymethylphenylsilsesquioxane particles | |
| CN105254661A (en) | Cage-shaped oligomerization polyhedral silsesquioxane with eight phenolic hydroxyl groups and preparation method thereof | |
| CN101735633A (en) | Functionalized organic/inorganic hybridized asymmetric structure particle and synthesis method thereof | |
| CN103087320B (en) | Preparation method of hydroxyl-terminated polymethylphenyl silicone oil | |
| CN108529659B (en) | Synthesis method of micron-sized barium sulfate microspheres | |
| CN102600773A (en) | Method for preparing shell fluorescent microsphere | |
| CN107998997B (en) | Raspberry-like microsphere, super-hydrophobic coating and preparation method thereof | |
| CN106832754A (en) | A kind of phenol-formaldehyde resin modified material and its application | |
| CN102786643A (en) | Preparation method and application of molecularly imprinted polymer of sulfadiazine for controlled catalytic degradation | |
| CN106477585B (en) | A kind of functional mesoporous silica-base material and its preparation method and application | |
| CN103301792A (en) | Preparation of urea-formaldehyde resin microcapsule pressure-sensitive adhesive by using in-situ polymerization method | |
| CN110125437A (en) | A kind of preparation method of the size tunable gold nano grain of positive charge modification | |
| CN108467046A (en) | A kind of preparation method of monodisperse porous silica gel microball | |
| TWI229094B (en) | Amino resin crosslinked particles and producing process thereof | |
| CN104284915B (en) | Method for producing hardened amino resin particles | |
| CN109265948A (en) | A kind of conduction silicon foams | |
| Guo et al. | Facile route to synthesis and morphology control of anionic waterborne polyurethane hollow microspheres via self-crosslinking reaction | |
| CN109592671A (en) | Graphene quantum dot and its application and the microwave-assisted lower method for preparing graphene quantum dot |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| ASS | Succession or assignment of patent right |
Owner name: CHANGXING SCIENCE-TECHNOLOGY CO., LTD., SHANGHAI Free format text: FORMER OWNER: INST.OF CHEMISTRY, CHINESE ACADEMY OF SCIENCES Effective date: 20111216 |
|
| C41 | Transfer of patent application or patent right or utility model | ||
| COR | Change of bibliographic data |
Free format text: CORRECT: ADDRESS; FROM: 100080 HAIDIAN, BEIJING TO: 200233 XUHUI, SHANGHAI |
|
| TR01 | Transfer of patent right |
Effective date of registration: 20111216 Address after: 200233 No. 1397, Xuhui District, Shanghai, Yishan Road Patentee after: Changxing Science-Technology Co., Ltd., Shanghai Address before: 100080 Haidian District, Zhongguancun, North Street, No. 1, No. 2, Beijing Patentee before: Institute of Chemistry, Chinese Academy of Sciences |
|
| ASS | Succession or assignment of patent right |
Owner name: ETERNAL (CHINA) INVESTMENT CO., LTD. Free format text: FORMER OWNER: CHANGXING SCIENCE-TECHNOLOGY CO., LTD., SHANGHAI Effective date: 20130111 |
|
| C41 | Transfer of patent application or patent right or utility model | ||
| TR01 | Transfer of patent right |
Effective date of registration: 20130111 Address after: 200233 No. 1397, Xuhui District, Shanghai, Yishan Road Patentee after: Changxin (China) Investment Co., Ltd. Address before: 200233 No. 1397, Xuhui District, Shanghai, Yishan Road Patentee before: Changxing Science-Technology Co., Ltd., Shanghai |