CN102553502A - Preparation device and preparation method for electronic ink microcapsule - Google Patents
Preparation device and preparation method for electronic ink microcapsule Download PDFInfo
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Abstract
The invention discloses a preparation device and a preparation method for an electronic ink microcapsule and belongs to the technical field of ink. Capsule core particles and capsule wall solution are simultaneously sprayed from different passages of the device respectively, and a capsule wall collides with the capsule core particles and is absorbed on the surfaces of the capsule core particles to form a layer of uniform and compact coating, so that the microcapsule is obtained. The defects of complex process, long synthetic time, uneven capsule particle size distribution, uneasiness in control, and the like of the traditional preparation method are overcome by the preparation device and the preparation method provided by the invention. The preparation method is simple in technical step, low in pollution and high in yield; and required equipment is convenient to operate simply and low in cost. The particle size of the microcapsule prepared by the method is uniform and is 10 to 100 microns generally. High-quality products are provided for the mass application of a microcapsule display material.
Description
Technical field
The present invention relates to a kind of preparation facilities and preparation method of electron ink microcapsule, belong to the electronic ink technologies field.
Background technology
In recent years, the electric ink demonstration receives extensive concern as a kind of novel Display Technique.Electron ink microcapsule is that the electrophoresis disclosing solution that includes electrophoresis particle and decentralized medium is wrapped in the microcapsules, under electric field action, makes pigment particles in microcapsules, realize electrophoresis showed.Microcapsules have suppressed electrophoresis particle greater than the reunion in the capsule range scale, deposition, have improved the stability of electrophoresis disclosing solution, have prolonged service life.Compare with popular now cathode ray tube (CRT), liquid crystal display Display Techniques such as (LCD), electric ink has contrast height, wide visual angle, low price, low-power consumption, stable state demonstration, thin thickness, can realize advantage such as flexible demonstration.
The preparing electronic ink microcapsule of public reported mainly comprises interfacial polymerization, situ aggregation method and complex coacervation etc. at present.It is granules of pigments that people such as the Zhao Xiao of Northwestern Polytechnical University roc disclose with stearylamine modification phthalocyanine green in Chinese invention patent ZL02139591.8; Tetrachloro-ethylene is a solvent; Span-80 is a surfactant; Urea formaldehyde resin is the wall material, and adopting situ aggregation method to prepare green, particle diameter is the microcapsules of 30～80 microns sizes; People such as Zhao Xiaopeng also disclose in Chinese invention patent ZL2139592.6 and ZL2139478.4 with situ aggregation method and have prepared blue electron ink microcapsule and white electron ink microcapsule; The Li Xiang of University Of Tianjin is high disclose use complex coacervation prepare the wall material as carboxyl butyronitrile/gelatin and Arabic gum, particle diameter in the method for 50～120 microns black and white electron ink microcapsule (Chinese publication number: 101850229A).
People such as Foris also mention in United States Patent (USP) (Capsule manufacture, US 4001140) and adopt a step situ aggregation method is wall material electron gain ink micro capsule with the urea formaldehyde resin.
In order to improve the contrast of display degree, require the microcapsules particle diameter littler and even, the electrophoresis particle content that comprises in the microcapsules is even as far as possible.Yet technological parameter and operating condition have very big influence to clad ratio, surface topography and the particle diameter distribution etc. of microcapsules in the existing method; The repeatability of product is not strong; The microcapsules particle diameter of particularly making is uneven, need sieve through classification, and it is lower to make efficient.Therefore invent a kind of simple, microcapsule preparation method and device that size is controlled, have important significance for theories and using value.
Summary of the invention
The purpose of this invention is to provide a kind of method and apparatus for preparing electron ink microcapsule, show to realize high-contrast and high-resolution electric ink.
Electron ink microcapsule is made up of cyst wall and capsule-core, and cyst material is a high molecular polymer, and capsule-core is an electrophoresis disclosing solution, and electrophoresis disclosing solution is made up of electrophoresis particle, decentralized medium and dispersant.The wall material is made up of high molecular polymer and auxiliary agent.Preparation method provided by the invention; Utilize a kind of device to spray capsule-core drop and capsule wall solution simultaneously respectively from different passages, cyst wall and capsule-core drop bump, and cyst wall is adsorbed on the capsule-core particle surface; Form the clad of one deck even compact, thereby obtain microcapsules.
Described device leaves passage by pipe 10 forming sleeves in an outer tube 9 and between inner and outer pipe, on sleeve pipe one end outer tube, be provided with continuous phase inlet tube 8, and pipe is provided with decentralized photo inlet tube 7 in the same end; Be axially arranged with continuous phase outlet 11 at sleeve pipe other end outer tube; Tubular axis is to being provided with decentralized photo outlet 12 in the same end; Interior pipe exit sleeve is in the outer tube outlet; Be provided with passage between interior pipe outlet and the outer tube outlet, and radially be provided with a gas pulses tube connector 14 and be connected with a gas pulse device at outer tube 9 outlets, the gas pulses tube connector is positioned at below the pipe outlet.。Diameter of inner pipe is 5～100 microns, and interior pipe outlet diameter is 1～50 micron; Outer tube diameter is 20～200 microns, and outer tube outlet diameter is 10～100 microns; Outer tube exports the whereabouts that a gas pulse device that 14 places connect is used for controlling the microcapsules drop; Inner and outer pipe is preferably metal tube, and interior pipe surfaces externally and internally is the shiny surface through polishing with outer pipe internal surface.
The present invention utilizes the preparation facilities of above-mentioned electron ink microcapsule to prepare the method for electron ink microcapsule, and concrete preparation process and condition are following:
(1) preparation electrophoresis disclosing solution.
(2) under the normal temperature, in solid content is 10%～60% the high molecular polymer aqueous solution, add auxiliary agent, amount of auxiliary is 0.1%～5% of a polymer quality, stirs 5～10min, is mixed with capsule wall solution.
(3) under the normal temperature; Electrophoresis disclosing solution gets into interior pipe from the decentralized photo inlet tube 7 of said apparatus; Macromolecule polymer solution gets into outer tube from the continuous phase inlet tube 8 of said apparatus; The volume flow ratio of electrophoresis disclosing solution and macromolecule polymer solution was preferably 1: 1 in 1: 1～1: 40～and 1: 20, the flow of pipe was preferably 0.1～40L/hr in electrophoresis disclosing solution fed, and Polymer Solution is preferably 1～100L/hr through the flow of outer tube.Can adopt centrifugal pump, peristaltic pump or measuring pump to attach flowmeter conditioned reaction solution charge velocity;
(4) open gas pulse device, the microcapsules drop is dropped in the hydrophobicity feeder, and be heating and curing and obtain the microcapsules product.
High molecular polymer described in above-mentioned (2) step can be used the hydrophilic macromolecule resin; Like acrylic compounds, polyurethane, polyamide, polystyrene, polyvinyl alcohol, polyvinylpyrrolidone, polyoxyethylene, gelatin, Arabic gum, carboxymethyl cellulose, methylcellulose, carboxyethyl cellulose etc., can be one or more mixture wherein.
Auxiliary agent described in above-mentioned (2) step can be Bi Ke antifoaming agent BYK-022 and BYK-028, Bi Ke wetting agent BYK-346, ROHM AND HAAS thickener RM-8W; Isocyanate-based curing agent JF9000 of water-base epoxy and JF9001, DPG butyl ether, diethylene glycol butyl ether; Butyl glycol ether, diethylene glycol ether, ROHM AND HAAS levelling agent RM2020; Dimethyl silicone polymer, the mixture of one or more in the γ glycidyl ether oxygen propyl methyl diethylsilane.
Electrophoresis disclosing solution adopts the preparation method of prior art to prepare, as: may further comprise the steps:
(1) with pigment dissolved in solvent, be mixed with the solution of 1g/L～10g/L; Modifier is joined in the anti-solvent deionized water, fully dissolve, be mixed with the solution of 0.1g/L～10g/L; Under room temperature, stirring condition, pigment solution is joined in the modifier solution, it is 1～25: 1 that the amount of adding makes the mass ratio of modifier and pigment, reaction 15～35min;
(2) in the suspension that (1) step obtains, add decentralized medium, the pigment solution volume ratio in its addition and (1) step is 1～3: 1, continues under stirring condition reaction 10～20min;
(3) mixing material that (2) step is obtained leaves standstill 10～30min layering, gets the decentralized medium layer, adds dispersant, stirs 20～30min, promptly obtains electrophoresis disclosing solution.
The described pigment of above-mentioned electrophoresis showed liquid and preparation method thereof (1) step is phthalocyanine blue, Ying Lilan, benzidine yellow G-R, red, the permanent violet RL of solid orange RL, benzidine yellow G, iron oxide red, phthalocyanine green, the purple 4R of quinacridone, naphthol green B, medium chrome yellow, permanent yellow HR, quinacridone, red, everbright fast blue lake BO, sun-proof barba hispanica or toluidine red, titanium dioxide, carbon black etc. forever.
Solvent described in above-mentioned electrophoresis showed liquid and preparation method thereof (1) step is the concentrated sulfuric acid, perhaps is a kind of in the following solvent or their mixture: ethanol, dimethyl sulfoxide (DMSO) (DMSO), oxolane, acetone.But be not limited to above-mentioned solvent.
Modifier is described in above-mentioned electrophoresis showed liquid and preparation method thereof (1) step: one or both mixtures in neopelex, polyethylene glycol, triethanolamine soap, lauryl sodium sulfate, lauryl diethanol amine, DTAC, fatty diglycollic amide, cocoyl sodium isethionate, polyoxyethylate amide, PVAC polyvinylalcohol-124, polyoxy alkylene fatty acid ester, sorbitan mono-laurate, dodecyl trimethyl ammonium acetate, softex kw, polysorbas20, Aerosol OT, stearyl dimethyl benzyl ammonium chloride, polysorbate60, polyvinylpyrrolidone, the alkyl hydroximic acid, consumption are 0.5～15 times of pigment mass;
The decentralized medium of the electrophoresis disclosing solution described in above-mentioned electrophoresis showed liquid and preparation method thereof (2) step is: a kind of in carbon tetrachloride, tetrachloro-ethylene, toluene, xylenes, trichloroethanes, cyclohexane, the styrene or their mixture;
Dispersant described in above-mentioned electrophoresis showed liquid and preparation method thereof (3) step is: UV681, CH-6, CH-2B, CH-13E, CH-8, CH-7, Span-85, Span-20, SL919, SL5170, SL5134, SL5401, SL6270, HP-1220, HP-1400, HP-1460, HP-1510, WB-3060, WB-3050, WB-18000A, Dispers 650, Dispers 655, Span80 or Dispers 710, its consumption are 0.05～5 times of electrophoresis particle quality;
The invention effect:
For the uniform microcapsules of prepared sizes, the present invention proposes with the traditional Forced Mixing device of a kind of special device replacement, carry out the new approaches that microcapsules coat.This device has the design feature of micropore, because the pore diameter range of micropore is at micron order, reactant can generate the little drop suitable with the aperture during through micropore under the pressure differential effect, thereby has effectively increased the contact area between reactant.Through changing the conditions such as flow velocity of pore size, pressure differential, material liquid, can change little drop yardstick and diffusion rate easily, and then control microcosmic troubled water and reaction speed, make finally that particle diameter is controlled, the microcapsules of even particle size distribution.
Electrophoresis particle of the present invention is through the granules of pigments after the surface treatment; Can be recrystallized to pigment through anti-solvent recrystallization method; Obtain the less pigment particles of particle diameter, in the process of recrystallization, add modifier and improve the dispersion stabilization of pigment particles and improve charging property simultaneously.Method of the present invention has solved that complex process, generated time that the traditional preparation process method exists are long, capsule grain diameter skewness and shortcoming such as wayward.Processing step of the present invention is simple, and equipment needed thereby is easy and simple to handle and cost is low, pollution is little, productive rate is high.The microcapsules particle diameter that utilizes this technology to make is even, and particle diameter is generally at 10～100 microns, and the particle diameter of microcapsules can be controlled through the charging rate of conditioned reaction material liquid.The present invention will be the large-scale application of microcapsules display material, and the product of satisfactory high-quality is provided.
Description of drawings
Fig. 1: device schematic flow sheet of the present invention
Fig. 2: the microscope figure of the embodiment of the invention 1 product
Fig. 3: the microscope figure of the embodiment of the invention 4 products
Among Fig. 1, manage liquid outlet opening, 11 outer tube liquid outlet openings, 13 product feeders in pipe, 9 outer tubes, 12 in pipe liquid inlet opening, the 8 outer tube liquid inlet openings, 10 in 1 and 3 centrifugal pumps, 2 and 4 reservoirs, 5 and 6 spinner flowmeters, 7; 14 nitrogen inlet, 15 Gas controllers, 16 pressure-reducing valves, 17 nitrogen cylinders.
The specific embodiment
The device flow chart is seen Fig. 1, and pipe in electrophoresis disclosing solution is supplied with from reservoir 2 by centrifugal pump 1 is in pipe 10 in charging aperture 7 injections; Capsule wall solution is then supplied with outer tube by centrifugal pump 3 from reservoir 4, is injected in the outer tube 9 by charging aperture 8.The feed rate of two strands of liquid by the demonstration of spinner flowmeter 5,6, can be controlled through the rotating speed of regulating centrifugal pump 1,3 respectively.After managing 10 in electrophoresis disclosing solution is injected by interior pipe liquid inlet opening 7; Get in the outer tube 11 via interior pipe outlet 12; And fully collide in the exit passageway 11 of outer tube from the capsule wall solution that outer tube charging aperture 8 injects outer tubes with another strand; Cyst wall is adsorbed on the capsule-core particle surface, forms the clad of one deck even compact.Contain a large amount of nitrogen in the nitrogen cylinder 17, nitrogen feeds the outer tube liquid outlet opening 11 from nitrogen inlet 14 through magnetic valve 15 after pressure-reducing valve 16 decompressions, and nitrogen blows out the drop that forms, thereby obtains microcapsules.Nitrogen feeds with fixing frequency discontinuity, and frequency is regulated control by magnetic valve 15.The charging rate of two strands of material liquids can be controlled through the rotating speed of regulating centrifugal pump, and the charging rate of adjusting material liquid also can reach the purpose of regulation and control product particle diameter.
Embodiment 1
The 3g toluidine red is dissolved in the 500mL concentrated sulfuric acid, stir toluidine red solution.100mL alkyl hydroximic acid is dissolved in the 10L water, toluidine red solution slowly is added dropwise in the aqueous solution, behind the reaction 20min, add carbon tetrachloride, standing demix behind the reaction 10min takes off layer under 20 ℃ of stirring conditions, promptly obtains red electrophoresis and shows liquid.Cyst material is selected gelatin and carboxymethyl cellulose preparation for use, and compound concentration is 2.5% aqueous gelatin solution and carboxymethyl cellulose aqueous solution respectively, gets the 5L aqueous gelatin solution; Stir with 600r/min under 40 ℃, be heated to preset temperature after, add the SDS of 1.3g/L; Stirring 30min, is 2.5% carboxymethyl cellulose aqueous solution to wherein adding 1L1 concentration then, stirs 30min; Add an amount of acetate, regulate the pH value to 3.5-3.8.Respectively red electrophoresis is shown that liquid and capsule wall solution feed inner and outer pipes; Red electrophoresis liquid injects in the annular micro passage reaction through centrifugal pump 1 manages; In the pipe 10, gelatin-cmc soln injects outer tube 9 through centrifugal pump 3 through outer tube charging aperture 8 in interior pipe charging aperture 7 gets into; Two solution feed flows can show according to spinner flowmeter 5,6 respectively, control through the rotating speed of regulating centrifugal pump 1,3.Wherein the red electrophoresis flow quantity is 1L/hr, and polymer flow rate is 3L/hr, and two strands of solution contact at interior pipe liquid outlet opening 12 places, pipe solution in outer tube solution coats after outer tube liquid outlet opening 11 blow out by nitrogen.Microcapsules drip on the feeder 13, obtain particle diameter after being heating and curing at the red electron ink microcapsule of 50～60 μ m.
With the 5g toluidine red, be dissolved in the 1L oxolane; Measuring 100mLSpan-80 joins in the 20L deionized water.Under the stirring at room condition, add 800mL tetrachloro-ethylene and 250mL cyclohexane after being added drop-wise in the aqueous solution reaction 15min to toluidine red-tetrahydrofuran solution, continue stirring 10min, leave standstill 10min then, take off layer.Add 5g dispersant UV681, the normal temperature lower magnetic force stirs 30min, obtains red electrophoresis and shows liquid.Cyst material adopts aqueous polyurethane JF4015, solid content 33 ± 1%, and stirring condition adds 0.5% curing agent JF9001 down, stirs 10-15min to mixing.Respectively red electrophoresis is shown that liquid and capsule wall solution feed inner and outer pipes, control red electrophoresis flow quantity is 1L/hr, and the aqueous polyurethane flow is 5L/hr.Identical among other methods of operating and the embodiment 1, obtain red electron ink microcapsule.
With the 4g red, be dissolved in the 1L dimethyl sulfoxide (DMSO); Measure 100mL alkyl hydroximic acid and add in the 200mL ethanol, treat that it dissolves fully after, add in the 20L deionized water.Under room temperature, stirring condition, red-dimethyl sulphoxide solution is added drop-wise to and reacts 15min in the water, adds 1L tetrachloro-ethylene and 300mL isopropyl alcohol then, stirs the back standing demix, takes off layer, adds 3.5g CH-6 stirring and obtains red electrophoresis demonstration liquid.Cyst material adopts aqueous transparent polyurethane JF4015, and solid content is 33 ± 1%, and stirring condition adds 0.5% left and right sides curing agent JF9001 down, stirs 10-15min to mixing.Respectively red electrophoresis is shown that liquid and capsule wall solution feed inner and outer pipes, the control red electrophoresis shows that the feed rate of liquid is 1L/hr, and the feed rate of polyurethane is 5L/hr.Identical among other methods of operating and the embodiment 1, obtain red electron ink microcapsule.
Embodiment 4
The 4g phthalocyanine blue is dissolved in the 1L concentrated sulfuric acid (mass concentration is 98%); Take by weighing 30gSDS, join in the mixed liquor of 10L water and 10L isopropyl alcohol and stir, 25 ℃ of bath temperatures, mixing speed is 800rpm; Phthalocyanine blue-concentrated sulfuric acid solution is added drop-wise in the mixed liquor of water and isopropyl alcohol, stirs 30min and obtains suspension; Get the 1L tetrachloro-ethylene and join in the suspension, behind the stirring 20min, standing demix takes off a layer solution, adds 12gTween20, stirs 60min, obtains blue electrophoresis and shows liquid.1L blue electrophoresis demonstration liquid is put into reservoir 2, and water-borne acrylic resin JF1615 (solid content the is 41%) dispersion that 5L is contained 1% curing agent JF-9000 is put into reservoir 4.The control blue electrophoresis shows that the feed rate of liquid is 1L/hr, and the feed rate of acrylic dispersion is 3L/hr.Identical among other methods of operating and the embodiment 1, obtain the blue electron ink microcapsule of particle diameter at 40～50 μ m.
The 4g phthalocyanine green is dissolved in the 500mL concentrated sulfuric acid (mass concentration is 98%); Take by weighing 16gCTAB and 4gPVP, join in the mixed liquor of 5L water and 5L isopropyl alcohol, 25 ℃ of control bath temperatures, mixing speed is 900rpm; Phthalocyanine green-concentrated sulfuric acid solution is added drop-wise in the mixed liquor of water and isopropyl alcohol, stirs 30min and obtains suspension; Get the 800mL tetrachloro-ethylene and join in the suspension, stir 20min; Standing demix takes off a layer solution, adds 12gSpan80, stirs 60min, and sonicated 10min obtains the green liquid that shows.The green electrophoresis disclosing solution of 1L is put into reservoir 2; With the 5L solid content is 41%; Ethylene glycol content is that 12.5% water-borne acrylic resin JF1015 dispersion is put into reservoir 4, and the feed rate of controlling green electrophoresis disclosing solution is 1L/hr, and the feed rate of acrylic dispersion is 3L/hr; Identical among other methods of operating and the embodiment 1, obtain the environment-friendly electronic ink micro capsule.
Claims (8)
1. the preparation facilities of an electron ink microcapsule; It is characterized in that described device is managed forming sleeves by in an outer tube and one, between inner and outer pipe, leaves passage; On sleeve pipe one end outer tube, be provided with the continuous phase inlet tube, pipe is provided with the decentralized photo inlet tube in the same end; Be axially arranged with the continuous phase outlet at sleeve pipe other end outer tube; Tubular axis is to being provided with the decentralized photo outlet in the same end; Interior pipe exit sleeve is in the outer tube outlet; Be provided with passage between interior pipe outlet and the outer tube outlet, and radially be provided with a gas pulses tube connector and be connected with a gas pulse device at the outer tube outlet, the gas pulses tube connector is positioned at below the pipe outlet.
2. the preparation facilities of a kind of electron ink microcapsule of claim 1 is characterized in that, diameter of inner pipe is 5～100 microns, and interior pipe outlet diameter is 1～50 micron; Outer tube diameter is 20～200 microns, and outer tube outlet diameter is 10～100 microns.
3. the preparation facilities of a kind of electron ink microcapsule of claim 1 is characterized in that, inner and outer pipe is preferably metal tube, and interior pipe surfaces externally and internally is the shiny surface through polishing with outer pipe internal surface.
4. utilize the preparation facilities of a kind of electron ink microcapsule of claim 1 to prepare the method for electron ink microcapsule, it is characterized in that, may further comprise the steps:
(1) preparation electrophoresis disclosing solution;
(2) under the normal temperature, in solid content is 10%～60% the high molecular polymer aqueous solution, add auxiliary agent, amount of auxiliary is 0.1%～5% of a polymer quality, stirs 5～10min, is mixed with capsule wall solution;
(3) under the normal temperature; Electrophoresis disclosing solution gets into interior pipe from the decentralized photo inlet tube of said apparatus; Macromolecule polymer solution gets into outer tube from the continuous phase inlet tube of said apparatus; The volume flow ratio of electrophoresis disclosing solution and macromolecule polymer solution 1: 1～1: 40, the flow of pipe was 0.1～40L/hr in electrophoresis disclosing solution fed, Polymer Solution is 1～100L/hr through the flow of outer tube;
(4) open gas pulse device, the microcapsules drop is dropped in the hydrophobicity feeder, and be heating and curing and obtain the microcapsules product.
5. according to the method for claim 4, it is characterized in that, the volume flow ratio of electrophoresis disclosing solution and macromolecule polymer solution is preferably 1: 1～and 1: 20.
6. according to the method for claim 4, it is characterized in that the high molecular polymer described in the step (2) is the hydrophilic macromolecule resin.
7. according to the method for claim 6; It is characterized in that the preferred acrylic compounds of hydrophilic macromolecule resin, polyurethane, polyamide, polystyrene, polyvinyl alcohol, polyvinylpyrrolidone, polyoxyethylene, gelatin, Arabic gum, carboxymethyl cellulose, methylcellulose, carboxyethyl cellulose one or more mixture wherein.
8. according to the method for claim 4, it is characterized in that auxiliary agent preferred Bi Ke antifoaming agent BYK-022 and the BYK-028 described in the step (2); Bi Ke wetting agent BYK-346, ROHM AND HAAS thickener RM-8W, isocyanate-based curing agent JF9000 of water-base epoxy and JF9001; The DPG butyl ether, diethylene glycol butyl ether, butyl glycol ether; Diethylene glycol ether; ROHM AND HAAS levelling agent RM2020, dimethyl silicone polymer, the mixture of one or more in the γ glycidyl ether oxygen propyl methyl diethylsilane.
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| CN103246122A (en) * | 2013-05-07 | 2013-08-14 | 京东方科技集团股份有限公司 | Electronic ink capsule manufacturing equipment and method |
| CN107175055A (en) * | 2017-06-28 | 2017-09-19 | 常州麒通国际贸易有限公司 | A kind of electron ink microcapsule and preparation method thereof |
| CN108543503A (en) * | 2018-05-10 | 2018-09-18 | 上海理工大学 | A kind of microcapsules generating means |
| CN113980575A (en) * | 2021-09-23 | 2022-01-28 | 枣阳市润图化工有限责任公司 | Water-soluble electrophoretic paint with uniform coating film and strong adhesive force |
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| CN101530769A (en) * | 2009-03-09 | 2009-09-16 | 浙江大学 | Method for preparing electronic ink microcapsule |
| CN101609239A (en) * | 2009-06-11 | 2009-12-23 | 浙江大学 | A kind of organosilicon preparing electronic ink microcapsule that contains |
| CN101711966A (en) * | 2009-12-22 | 2010-05-26 | 浙江大学 | Method for preparing fluorine-containing electronic ink microcapsule |
| CN101819368A (en) * | 2010-04-21 | 2010-09-01 | 天津大学 | Red and white electronic ink microcapsule and preparation method thereof |
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| US20060220269A1 (en) * | 2005-03-29 | 2006-10-05 | Yasuko Noritomi | Method for manufacturing multiple-phase particle and apparatus for manufacturing multiple-phase particle |
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| CN101609239A (en) * | 2009-06-11 | 2009-12-23 | 浙江大学 | A kind of organosilicon preparing electronic ink microcapsule that contains |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN103246122A (en) * | 2013-05-07 | 2013-08-14 | 京东方科技集团股份有限公司 | Electronic ink capsule manufacturing equipment and method |
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| CN107175055A (en) * | 2017-06-28 | 2017-09-19 | 常州麒通国际贸易有限公司 | A kind of electron ink microcapsule and preparation method thereof |
| CN108543503A (en) * | 2018-05-10 | 2018-09-18 | 上海理工大学 | A kind of microcapsules generating means |
| CN113980575A (en) * | 2021-09-23 | 2022-01-28 | 枣阳市润图化工有限责任公司 | Water-soluble electrophoretic paint with uniform coating film and strong adhesive force |
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Application publication date: 20120711 |