CN105367801A - Nanometer / micron particle prepared from UV cured organosilicon, and preparation method and application thereof - Google Patents
Nanometer / micron particle prepared from UV cured organosilicon, and preparation method and application thereof Download PDFInfo
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- CN105367801A CN105367801A CN201510888398.1A CN201510888398A CN105367801A CN 105367801 A CN105367801 A CN 105367801A CN 201510888398 A CN201510888398 A CN 201510888398A CN 105367801 A CN105367801 A CN 105367801A
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- 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
- C08G77/42—Block-or graft-polymers containing polysiloxane sequences
- C08G77/44—Block-or graft-polymers containing polysiloxane sequences containing only polysiloxane sequences
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L63/00—Compositions of epoxy resins; Compositions of derivatives of epoxy resins
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
- C08L67/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L75/00—Compositions of polyureas or polyurethanes; Compositions of derivatives of such polymers
- C08L75/04—Polyurethanes
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Abstract
The invention relates to the technical field of organic silicon particle manufacturing, and in particular to a nanometer / micron particle prepared from UV cured organosilicon, and a preparation method and application thereof. The preparation method includes the following steps: evenly mixing UV curable organosilicon and a photoinitiator as an oil phase, and evenly mixing contain water containing an insulator as an aqueous phase; adding the oil phase into the aqueous phase and conducting emulsion shear to obtain an emulsion with target particle size; introducing UV light for irradiation curing on the emulsion; and then drying to obtain organosilicon nanometer / micron particles. The water after particle filter can be recycled; the production process does not produce wastewater, and is environmentally friendly; and particle size and distribution are controlled by a direct method, which has the advantages of accurate control and the excellent reproducibility; and the quality of the products can be easily and stably controlled.
Description
Technical field
The present invention relates to organosilicon particle manufacturing technology field, be specifically related to nano/micrometre particle prepared by a kind of UV cured silicone and preparation method thereof, and adopt the application as light diffusion particle, material toughner etc. of the organosilicon particle prepared in this way.
Background technology
The preparation of current organosilicon micron or nanoparticle mainly by carrying out condensation by adding alkali after organosilane hydrolysis completely, and then generates nanometer or the positive spherical particle of micron order, more after filtration, dried preparation.The particles size and distribution of spheroidal particle can only carry out Indirect method by silane and the ratio of water and the additional proportion of alkali, and fluctuation is very large, time especially batch turnout is larger, is unfavorable for stability contorting.And, a large amount of waste water containing low concentration methanol can be produced in production process, produce 1 ton of finished product under normal circumstances and can produce 15-20 ton waste water, if these waste water directly discharge, pollution index exceeds standard, poison environment, if carry out distillation process, very uneconomical again.Above-mentioned preparation method's production cycle is tediously long simultaneously, and usual 1 production cycle needs 8-10 hour, is unfavorable for enhancing productivity.
Summary of the invention
In order to solve the problems of the technologies described above, an object of the present invention is to provide a kind of UV cured silicone to prepare the method for nano/micrometre particle, the water filtering out particle in this preparation method can recycle, waste water can not be produced in production process, friendly to environment environmental protection, and particle diameter and distribution adopt direct method to control, accurately, repeatability is excellent, and quality product is easy to stability contorting.
For realizing above-mentioned technical purpose, the present invention adopts following technical scheme:
UV cured silicone prepares the method for nano/micrometre particle, the UV-curable organosilicon with UV curing characteristic is comprised the steps: to mix as oil phase with suitable light trigger, water containing separant is mixed as aqueous phase, oil phase is joined in aqueous phase and carry out emulsification shearing, after emulsion to the particle diameter expected and distribution (target grain size), introduce UV (UV-light) and irradiations solidification carried out to emulsion, more after filtration, oven dry or direct gas flow, spraying dry obtain organic silicon nano/micron particle; Wherein,
The weight content of described light trigger is described UV-curable organosilyl 2 ~ 10%;
The weight content of described separant is 1 ~ 10% of described water; Described separant can adopt inorganic powder separant or nonionogenic tenside;
The weight content of described oil phase is 1 ~ 80% of described aqueous phase.
As preferably, described UV-curable organosilicon is any one in acrylate based polysiloxane, epoxy group(ing) polysiloxane, vinyl ether based polysiloxane or styryl polysiloxane, or the mixture of vinyl polysiloxane and sulfydryl polysiloxane.
As preferably, described light trigger is can well compatible, the light trigger that easily stirs with described UV-curable organosilicon.
Be described UV-curable organosilicon with the mixture of acrylate based polysiloxane, epoxy group(ing) polysiloxane, vinyl ether based polysiloxane, vinyl polysiloxane and sulfydryl polysiloxane, styryl polysiloxane respectively below, introduce the preparation method of organic silicon nano of the present invention or micro-size particles.
1. the preparation of free radical type UV cured acrylate based polysiloxane nanometer, micro-size particles:
in formula, R ' is-CH2-chain;
Reaction principle:
The free radical initiating methacrylates base generation radical polymerization that light trigger produces under uv illumination, macromolecular chain increases, and viscosity increases gradually, until become solid by liquid.
Concrete grammar:
In the said structure acrylate based polysiloxane of polymerization degree n=10 ~ 1000, the light trigger adding 2 ~ 10% mixes as oil phase, light trigger prioritizing selection and acrylate based polysiloxane consistency good, easily to stir and without the liquid type of xanthochromia, such as: α, α-diethoxy acetophenone, 2-hydroxy-2-methyl-phenyl-acetone-1, benzoyl formiate, 2, 4, 6-trimethylbenzoyl-oxyethyl group-phenyl phosphine oxide etc., and especially select smell lower, do not move, the more macromolecular photoinitiator of color inhibition, such as: KIP1502-hydroxy-2-methyl-1-(4-methyl ethylene-phenyl) acetone, macromole diphenyl ketone photo initiator OmnipolBP, macromole thioxanthone photo initiator OmnipolTX, macromole alpha-alcohol ketone photoinitiator Irgacure127, macromole benzoyl formic acid ester initiators Irgacure754, macromole acyl group phosphine oxygen light trigger etc., the isomeric alcohol polyethenoxy ether of 1 ~ 10% will be contained, secondary alcohol Soxylat A 25-7, the water of the nonionogenic tensides such as alkylphenol polyoxyethylene is as aqueous phase, oil phase is joined in aqueous phase, the ratio of oil phase in aqueous phase is 1 ~ 80%, with homogenizer, high-speed shearing emulsion machine, tubular type mulser, the equipment such as resonant wedge whistle formula mulser or ultrasonic emulsification machine carry out emulsification, prepare median size the emulsion of 0.01 μm ~ 100 μm, introduce UV-irradiation 1 second ~ 30 minutes, filter, dry or directly use pneumatic drier, the dry emulsion of spray-drier, obtain organic silicon nano, micro-size particles.
2. the preparation of cationic UV cured epoxy based polysiloxane nanometer, micro-size particles:
Reaction principle:
Under uv illumination, cation light initiator generation series of decomposition reacts, and produces super strong proton acid or Lewis acid, these super strong proton acid and Lewis acid can cause the ring-opening polymerization of epoxide group, form chainpropagation, viscosity increases gradually, until become solid by liquid.
Concrete grammar:
In the said structure epoxy group(ing) polysiloxane of polymerization degree n=10 ~ 1000, the light trigger adding 2 ~ 10% mixes as oil phase, that light trigger is selected is good with epoxy group(ing) polysiloxane consistency, easily to stir and to steam insensitive macromole cation light initiator class, such as: macromole salt compounded of iodine light trigger CD-1012, macromole sulfonium salt photoinitiator initiator Uvacure1590, macromole sulfonium salt photoinitiator initiator Esacure1187 etc., the isomeric alcohol polyethenoxy ether of 1 ~ 10% will be contained, secondary alcohol Soxylat A 25-7, the water of the nonionogenic tensides such as alkylphenol polyoxyethylene is as aqueous phase, oil phase is joined in aqueous phase, the ratio of oil phase in aqueous phase is 1 ~ 80%, with homogenizer, high-speed shearing emulsion machine, tubular type mulser, resonant wedge whistle formula mulser, the equipment such as ultrasonic emulsification machine carry out emulsification, prepare median size the emulsion of 0.1 μm ~ 60 μm, introduce UV-irradiation 1 second ~ 30 minutes, filter, dry or directly use pneumatic drier, spray-drier is dry, obtain organic silicon nano, micro-size particles.
3. cationic UV solidifies the preparation of vinyl ether based polysiloxane nanometer, micro-size particles:
in formula, R is-CH2-chain;
Reaction principle:
Under uv illumination, cation light initiator generation series of decomposition reacts, produce super acids and free radical, these super acids cause the spike of cationoid polymerisation, cationoid polymerisation and the radical polymerization of vinyl ether group is caused together with free radical, form chainpropagation, viscosity increases gradually, until become solid by liquid.
Concrete grammar:
In the said structure vinyl ether based polysiloxane of polymerization degree n=10 ~ 1000, the light trigger adding 2 ~ 10% mixes as oil phase, that light trigger is selected is good with vinyl ether based polysiloxane consistency, easily to stir and to steam insensitive macromole cation light initiator class, such as: macromole salt compounded of iodine light trigger CD-1012, macromole sulfonium salt photoinitiator initiator Uvacure1590, macromole sulfonium salt photoinitiator initiator Esacure1187 etc., the isomeric alcohol polyethenoxy ether of 1 ~ 10% will be contained, secondary alcohol Soxylat A 25-7, the water of the nonionogenic tensides such as alkylphenol polyoxyethylene is as aqueous phase, oil phase is joined in aqueous phase, the ratio of oil phase in aqueous phase is 1 ~ 80%, with homogenizer, high-speed shearing emulsion machine, tubular type mulser, resonant wedge whistle formula mulser, the equipment such as ultrasonic emulsification machine carry out emulsification, prepare median size the emulsion of 0.1 μm ~ 60 μm, introduce UV-irradiation 1 second ~ 30 minutes, filter, dry or directly use pneumatic drier, spray-drier is dry, obtain organic silicon nano, micro-size particles.
4. the preparation of sulfydryl polysiloxane and vinyl polysiloxane nanometer, micro-size particles:
Reaction principle:
Sulfydryl UV irradiate and light trigger effect under, can rapidly with vinyl generation addition reaction, thus cause macromolecular chain growth, viscosity increase, until become solid by liquid.
Concrete grammar:
Will containing at least 2 end sulfydryls or side sulfydryl, the polymerization degree is the polysiloxane of n=10 ~ 10000 and contains at least 2 end-vinyls or side vinyl, the polymerization degree is the polysiloxane of n=10 ~ 10000, to wait sulfydryl-vinyl mixed in molar ratio and the light trigger benzoin dimethylether adding mixture weight 2% mixes as oil phase, the isomeric alcohol polyethenoxy ether of 1 ~ 10% will be contained, secondary alcohol Soxylat A 25-7, the water of the nonionogenic tensides such as alkylphenol polyoxyethylene is as aqueous phase, oil phase is joined in aqueous phase, the ratio of oil phase in aqueous phase is 1 ~ 80%, with homogenizer, high-speed shearing emulsion machine, tubular type mulser, resonant wedge whistle formula mulser, the equipment such as ultrasonic emulsification machine carry out emulsification, prepare median size the emulsion of 0.1 μm ~ 60 μm, introduce UV-irradiation 1 second ~ 30 minutes, filter, dry or directly use pneumatic drier, spray-drier is dry, obtain organic silicon nano, micro-size particles.
5. free radical type UV solidifies the preparation of styryl polysiloxane nanometer, micro-size particles:
n=1 ~ 10 in formula;
Reaction principle:
The free radical that light trigger produces under uv illumination causes styryl generation radical polymerization, and macromolecular chain increases, and viscosity increases gradually, until become solid by liquid.
Concrete grammar:
In the said structure styryl polysiloxane of polymerization degree n 2=10 ~ 10000, the light trigger adding 2 ~ 10% mixes as oil phase, light trigger prioritizing selection and styryl polysiloxane consistency good, easily to stir and without the liquid type of xanthochromia, such as: α, α-diethoxy acetophenone, 2-hydroxy-2-methyl-phenyl-acetone-1, benzoyl formiate, 2, 4, 6-trimethylbenzoyl-oxyethyl group-phenyl phosphine oxide etc., and especially select smell lower, do not move, the more macromolecular photoinitiator of color inhibition, such as: KIP1502-hydroxy-2-methyl-1-(4-methyl ethylene-phenyl) acetone, macromole diphenyl ketone photo initiator OmnipolBP, macromole thioxanthone photo initiator OmnipolTX, macromole alpha-alcohol ketone photoinitiator Irgacure127, macromole benzoyl formic acid ester initiators Irgacure754, macromole acyl group phosphine oxygen light trigger etc., the isomeric alcohol polyethenoxy ether of 1 ~ 10% will be contained, secondary alcohol Soxylat A 25-7, the water of the nonionogenic tensides such as alkylphenol polyoxyethylene is as aqueous phase, oil phase is joined in aqueous phase, the ratio of oil phase in aqueous phase is 1 ~ 80%, with homogenizer, high-speed shearing emulsion machine, tubular type mulser, the equipment such as resonant wedge whistle formula mulser or ultrasonic emulsification machine carry out emulsification, prepare median size the emulsion of 0.01 μm ~ 100 μm, introduce UV-irradiation 1 second ~ 30 minutes, filter, dry or directly use pneumatic drier, the dry emulsion of spray-drier, obtain organic silicon nano, micro-size particles.
The inventive method has at least following beneficial effect: compared with silane hydrolyzate general at present, condensation process, (1) this processing method filter out the water of particle can recycle, whole process can not produce waste water, therefore without the need to wastewater treatment, friendly to environment environmental protection; (2) particle diameter and distribution adopt direct method to control, precise control, repeatability excellence, and quality product is easy to stability contorting; (3) production cycle is very short, and suitable shearing device generally can complete the shearing needing particle diameter in 0.5 hour, and UV set time the longest be also no more than 30 minutes, short only has the several seconds.The whole production cycle is no more than at most 2 hours.
Another object of the present invention is to provide a kind of organic silicon nano/micron particle adopting the above method to be prepared from.
Another object of the present invention is to provide organic silicon nano/micron particle of adopting aforesaid method to prepare as the application of toughner, stress relief agent, light diffusing agent, anti-wear agent and antiblocking agent.
Accompanying drawing explanation
The following drawings is only intended to schematically illustrate the present invention and explain, not delimit the scope of the invention.Wherein:
Fig. 1 is production technological process of the present invention;
Embodiment
Below in conjunction with drawings and Examples, set forth the present invention further.In the following detailed description, the mode only by illustrating describes some one exemplary embodiment of the present invention.Accompanying drawing is illustrative with being described in essence, instead of for limiting the protection domain of claim.
Please refer to Fig. 1, the UV-curable organosilicon with UV curing characteristic is mixed as oil phase with light trigger, water containing separant is mixed as aqueous phase, oil phase is joined in aqueous phase carry out emulsification be trimmed to obtain expect particle diameter and distribution (target grain size) after, introduce UV (UV-light) and carry out irradiation solidification, again after filtration, dry or direct gas flow, spraying dry, obtained nano level or micron order organosilicon particle.
Embodiment 1
The preparation of acrylate-based organic silicon nano level particle:
in formula, R ' is-CH2-chain;
In the said structure acrylate based polysiloxane of polymerization degree n=50, add the light trigger α of 3.5%, α-diethoxy acetophenone mixes as oil phase, using the water of isomerous tridecanol polyoxyethylene ether nonionogenic tenside containing 10% as aqueous phase, oil phase is joined in aqueous phase, the ratio of oil phase in aqueous phase is 50%, under the rotating speed of 1400 revs/min, shearing 25 minutes is carried out with high-speed shearing emulsion machine, prepare the emulsion of median size at 400nm, introduce UV-irradiation 10 minutes, filter, dry acquisition organic silicon nano level particle.
Embodiment 2
The preparation of epoxy silicones micro-size particles:
In the said structure epoxy group(ing) polysiloxane of polymerization degree n=200, the light trigger macromole salt compounded of iodine light trigger CD-1012 adding 2% mixes as oil phase; Using the water of secondary alcohol polyoxyethylene ether nonionic surfactant containing 2.5% as aqueous phase, oil phase is joined in aqueous phase, the ratio of oil phase in aqueous phase is 60%, with tubular type mulser emulsification 20 minutes, prepare median size the emulsion of 1.5 μm, introduce UV-irradiation 15 minutes, directly obtain organosilicon micro-size particles with pneumatic drier drying.
Embodiment 3
The preparation of vinyl ether group organosilicon micro-size particles:
in formula, R is-CH2-chain;
In the said structure vinyl ether based polysiloxane of polymerization degree n=230, the light trigger macromole sulfonium salt photoinitiator initiator Esacure1187 adding 3% mixes as oil phase, using the water of alkylphenol polyoxyethylene nonionogenic tenside containing 7% as aqueous phase, oil phase is joined in aqueous phase, the ratio of oil phase in aqueous phase is 65%, with homogenizer emulsification 25 minutes, prepare median size the emulsion of 2.0 μm, introduce UV-irradiation 30 minutes, filter, dry acquisition organosilicon micro-size particles.
Embodiment 4
Sulfydryl polysiloxane and vinylsiloxane share prepares nano level organosilicon particle:
Will containing 2 end sulfydryls, the polymerization degree is the polysiloxane of n=45 and contains 2 side vinyl, the polymerization degree is the polysiloxane of n=50, to wait sulfydryl-vinyl mixed in molar ratio and the light trigger benzoin dimethylether adding mixture weight 2% mixes as oil phase, using the water of secondary alcohol polyoxyethylene ether nonionic surfactant containing 10% as aqueous phase, oil phase is joined in aqueous phase, the ratio of oil phase in aqueous phase is 50%, emulsification is carried out with resonant wedge whistle formula mulser, prepare the emulsion of median size at 180nm, introduce UV-irradiation 15 minutes, directly obtain organic silicon nano particle with spray-drier drying.
Embodiment 5
The preparation of styryl organosilicon micro-size particles:
At n=3, in the said structure styryl polysiloxane of polymerization degree n 2=130, add the light trigger α of 5%, α-diethoxy acetophenone mixes as oil phase, using the water of isomeric alcohol polyethenoxy ether nonionogenic tenside containing 2.5% as aqueous phase, oil phase is joined in aqueous phase, the ratio of oil phase in aqueous phase is 70%, emulsification is carried out with tubular type mulser, prepare median size the emulsion of 1.7 μm, introduce UV-irradiation 20 minutes, filter, dry acquisition organosilicon micro-size particles.
Embodiment 6
Application as toughner: median size 400nm prepared by embodiment 1, containing acrylate-based organic silicon nano particle, part by weight with 5% joins in 30% fiber glass reinforced PBT (polybutylene terephthalate), under the prerequisite that tensile strength, flexural strength remain unchanged substantially, cantilever beam impact strength is from 9kj/m
2bring up to 12kj/m
2.
Embodiment 7
Application as stress relief agent: the organosilicon micron particle of median size prepared by embodiment 2 1.5 μm containing epoxy group(ing), only join in special formulation EMC (epoxy molding plastic) with the part by weight of 1%, thermal expansivity and modulus have the reduction of more than 10%, thus significantly can reduce the internal stress of EMC.
Embodiment 8
Application as light diffusing agent: the organosilicon particle of median size prepared by embodiment 3 2.0 microns, weight ratio with 1.2% joins in PC (polycarbonate) sheet material of 0.8 mm of thickness, mist degree reaches while 93%, transmittance remains on more than 86%, integrated optical excellent effect, is suitable as LED light diffusion material and liquid-crystal display light diffusing sheet.
Embodiment 9
Application as anti-wear agent: nano level organosilicon particle prepared by embodiment 4, weight ratio with 0.1 ~ 0.3% joins in hide finishes, coating or ink, or joining in Synthetic Leather with the ratio of 1%, remarkable enhancing is added the wear-resisting, resistance to of material and is hung performance.
Embodiment 10
Application as antiblocking agent: the phenyl organosilicon particle of median size prepared by embodiment 5 1.7 microns, only join in PET (polyethylene terephthalate) film of 0.02 mm of thickness with the weight ratio of 0.5%, effectively can prevent the adhesion between film.
The foregoing is only the schematic embodiment of the present invention, and be not used to limit scope of the present invention.Any those skilled in the art, equivalent variations done under the prerequisite not departing from design of the present invention and principle and amendment, all should belong to the scope of protection of the invention.
Claims (10)
1.UV cured silicone prepares the method for nano/micrometre particle, it is characterized in that, UV-curable organosilicon is comprised the steps: to mix as oil phase with light trigger, water containing separant is mixed as aqueous phase, oil phase is joined in aqueous phase and carry out emulsification shearing, obtain after there is the emulsion of target grain size, introduce UV-light and irradiation solidification is carried out to emulsion, then dry obtained organic silicon nano/micron particle; Wherein,
The weight content of described light trigger is described UV-curable organosilyl 2 ~ 10%;
The weight content of described separant is 1 ~ 10% of described water;
The weight content of described oil phase is 1 ~ 80% of described aqueous phase.
2. UV cured silicone as claimed in claim 1 prepares the method for nano/micrometre particle, it is characterized in that: described UV-curable organosilicon is any one in acrylate based polysiloxane, epoxy group(ing) polysiloxane, vinyl ether based polysiloxane or styryl polysiloxane, or the mixture of vinyl polysiloxane and sulfydryl polysiloxane.
3. UV cured silicone as claimed in claim 2 prepares the method for nano/micrometre particle, it is characterized in that: described light trigger is light trigger that can be compatible with described UV-curable organosilicon.
4. UV cured silicone as claimed in claim 3 prepares the method for nano/micrometre particle, it is characterized in that: described light trigger is α, α-diethoxy acetophenone, 2-hydroxy-2-methyl-phenyl-acetone-1, benzoyl formiate, 2,4,6-trimethylbenzoyl-oxyethyl group-phenyl phosphine oxide, 2-hydroxy-2-methyl-1-(4-methyl ethylene-phenyl) acetone, benzoin dimethylether;
Or,
Described light trigger is macromolecular photoinitiator, and described macromolecular photoinitiator is the mixture of one or more arbitrary proportions in macromole diphenyl ketone photo initiator, macromole thioxanthone photo initiator, macromole alpha-alcohol ketone photoinitiator, macromole benzoyl formic acid ester initiators, macromole acyl group phosphine oxygen light trigger;
Or,
Described light trigger is macromole cation light initiator, and described macromole cation light initiator is macromole salt compounded of iodine light trigger or macromole sulfonium salt photoinitiator initiator.
5. organic silicon nano/micron particle, is characterized in that: described organic silicon nano/micron particle adopts the method for claim 1 to be prepared from.
6. organic silicon nano/micron particle is as the application of toughner, it is characterized in that: described organic silicon nano/micron particle is organic silicon nano/micron particle according to claim 5.
7. organic silicon nano/micron particle is as the application of stress relief agent, it is characterized in that: described organic silicon nano/micron particle is organic silicon nano/micron particle according to claim 5.
8. organic silicon nano/micron particle is as the application of light diffusing agent, it is characterized in that: described organic silicon nano/micron particle is organic silicon nano/micron particle according to claim 5.
9. organic silicon nano/micron particle is as the application of anti-wear agent, it is characterized in that: described organic silicon nano/micron particle is organic silicon nano/micron particle according to claim 5.
10. organic silicon nano/micron particle is as the application of antiblocking agent, it is characterized in that: described organic silicon nano/micron particle is organic silicon nano/micron particle according to claim 5.
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110256959A (en) * | 2019-05-21 | 2019-09-20 | 郝建强 | UV curable silicone release agent |
| CN111405940A (en) * | 2017-12-21 | 2020-07-10 | 可泰克斯公司 | Submicron emulsions |
| CN113969102A (en) * | 2021-10-15 | 2022-01-25 | 广东希贵光固化材料有限公司 | Cationic photo-curing UV release agent |
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| JPH0395268A (en) * | 1989-09-08 | 1991-04-19 | Shin Etsu Chem Co Ltd | Solid spherical silicon particulate and its production |
| CN1330097A (en) * | 2000-06-15 | 2002-01-09 | 中国石油化工股份有限公司 | Fully sulfurized silicon rubber powder and its preparing process |
| CN104046350A (en) * | 2013-03-15 | 2014-09-17 | 广州熵能创新材料股份有限公司 | Fluorescent microsphere and preparation method and application thereof |
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Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0395268A (en) * | 1989-09-08 | 1991-04-19 | Shin Etsu Chem Co Ltd | Solid spherical silicon particulate and its production |
| CN1330097A (en) * | 2000-06-15 | 2002-01-09 | 中国石油化工股份有限公司 | Fully sulfurized silicon rubber powder and its preparing process |
| CN104046350A (en) * | 2013-03-15 | 2014-09-17 | 广州熵能创新材料股份有限公司 | Fluorescent microsphere and preparation method and application thereof |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111405940A (en) * | 2017-12-21 | 2020-07-10 | 可泰克斯公司 | Submicron emulsions |
| CN110256959A (en) * | 2019-05-21 | 2019-09-20 | 郝建强 | UV curable silicone release agent |
| CN113969102A (en) * | 2021-10-15 | 2022-01-25 | 广东希贵光固化材料有限公司 | Cationic photo-curing UV release agent |
| CN113969102B (en) * | 2021-10-15 | 2022-11-22 | 广东希贵光固化材料有限公司 | Cationic photo-curing UV release agent |
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