CN1506153A - Prepn of blue electronic ink microcapsule - Google Patents
Prepn of blue electronic ink microcapsule Download PDFInfo
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- CN1506153A CN1506153A CNA021395926A CN02139592A CN1506153A CN 1506153 A CN1506153 A CN 1506153A CN A021395926 A CNA021395926 A CN A021395926A CN 02139592 A CN02139592 A CN 02139592A CN 1506153 A CN1506153 A CN 1506153A
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Abstract
The electronic ink microcapsule is constituted via arranging microcapsules with coated electrophoresis display liquid in a plane or curved surface, liquid and particle inside the microcapsule can respond electric field to exhibit different optical property, and the dots with different optical property are served as pixels for display. The electronic ink display material consists of electrophoresis particle, suspension, capsule and matrix. The electronic ink display material of the present invention has capsule wall of amino resin, epoxy resin or other transparent organic polymer with certain mechanical strength; suspension of toluene, vinyl tetrachloride or other organic solvent with low dielectric constant, low viscosity and high boiling point; and electrophoresis particle of surface modified blue pigment or dye. The selected wall material and capsulizing method of the present invention results in high mechanical strength, surface smoothness and yield.
Description
Technical field the present invention relates to a kind of blue electron ink microcapsule and preparation method thereof, being particularly related to blue pigments or dyestuff is electrophoretic particles, low-k, low viscosity, high boiling organic solvent are the electrophoresis base fluid, and polymkeric substance such as urea-formaldehyde resin, polyvinyl acetal, ethyl cellulose are the preparation of the blue electron ink microcapsule of capsule wall material.
The background technology electric ink is the micro encapsulation electrophoretic display technology, and it is that the electrophoresis disclosing solution that will include particulate and electrophoresis base fluid is wrapped in the microcapsule, and micro-capsule is applied electric field to realize electrophoresis showed in micro-capsule.Utilize the demonstration equipment of this fabrication techniques have contrast gradient greatly, with great visual angle, high show lightness, low price, easily realize big plane, high definition, low power consumption, can not power consumption keep that image, thickness are minimum, electromagnetic-radiation-free, can realize advantage such as flexible demonstration.The method of making electronic ink material is mostly used specific equipments such as fluidized powder bed, Wurster device, spray-dryer at present, and cost is higher.We use methods such as situ aggregation method, phase separation method that electrophoretic fluid is realized micro encapsulation, have technology simple, with low cost, equipment do not had advantages such as particular requirement.
Summary of the invention the purpose of this invention is to provide a kind of blue preparing electronic ink microcapsule, and its electrophoretic particles is blue pigments or dyestuff; The electrophoretic fluid base fluid is low-k, low viscosity, high boiling organic solvent; Utilizing the method for physics (phase separation method) and chemistry (situ aggregation method) to wrap up low molecular weight polyethylene, polyester, aminoresin, polyvinyl alcohol etc. on particle carries out surface modification to particle and makes it have the electric charge of certain character; With in-situ polymerization, method such as be separated, be that the wall material carries out micro encapsulation to the electrophoresis showed fluid with polymkeric substance such as urea-formaldehyde resin, polyvinyl acetal, ethyl cellulose.
The wall material of the blue electron ink microcapsule described in the present invention, selection has good light transmittance, certain mechanical strength, certain Young's modulus and be insoluble to the organic high molecular compound of electrophoresis base fluid, known these organic high molecular compounds are such as aldol resin, vibrin, acrylic resin, Resins, epoxy, resol, aminoresin, poly-aminoresin, polyamide resin, polyvinyl alcohol and acetal thereof, polyethylene, polypropylene etc., natural high moleculer eompound is such as Sudan Gum-arabic, gelatin, Mierocrystalline cellulose and derivative etc. thereof can be as the wall materials of blue electron ink microcapsule, preferred aminoresin, polyvinyl acetal, ethyl cellulose.
The technology of preparing of microcapsule has been public technology, can select suitable method to carry out capsular preparation according to the different capsule hearts and wall material.Wall material among the present invention is that urea-formaldehyde resin is selected situ aggregation method, and polyvinyl acetal, ethyl cellulose are selected phase separation method.
The capsule heart among the present invention is that the electrophoresis base fluid is blue pigments/dye granule composition of low-k, low viscosity, high boiling organic solvent and surface modification.Specifiable organic solvent can be alkanes such as nonane, certain herbaceous plants with big flowers alkane, toluene, dimethylbenzene etc., halogenated hydrocarbon such as zellon, tetrafluoroethylene etc., ethers such as hexyl ether, isoamyl oxide, butyl ether etc., ketone such as sym.-diisopropylideneacetone, isophorone etc., ester class such as butyl formate etc. can be one or more combinations.Electrophoretic particles is blue pigments or dyestuff.Optionally pigment and dyestuff have mineral dye and organic synthesis pigment, as ultramarine, barba hispanica, phthalocyanines blue pigments etc.Because these pigment or dyestuff be dispersing property and the charging property the subject of knowledge and the object of knowledge of limit itself in organic solvent, must carry out surface modification treatment to it.The present invention adopts oil-phase separating method or aqueous phase separation method that granules of pigments is carried out the surface and coats polyethylene.
Embodiment
1. granules of pigments surface modification treatment: with low molecular weight polyethylene in stirring and dissolving under the certain temperature in organic solvent, add blue face (dying) material and oiliness tensio-active agent, stir it be uniformly dispersed.Under violent stirring, after wherein add synthermal and contain the water of an amount of anion surfactant, continuing to stir certain hour, cool off with tap water.Can obtain granularity after the separation less than 2 μ m and coated poly blue particle.Also can use poly non-solvent D-loop hexanes such as ether, dehydrated alcohol, acetone,, will be wrapped in and be precipitated out again on the particle because polyethylene is insoluble to these solvents; Perhaps with low molecular weight polyethylene in stirring and dissolving under the certain temperature in organic solvent, add blue face (dying) material and oil phase tensio-active agent, stir it be uniformly dispersed.Slowly cooling because polyethylene is insoluble in these organic solvents at low temperatures, separates out from solution then, be wrapped in granules of pigments around.Perhaps blue face (dying) material is dispersed in the polyvinyl alcohol water solution, stirs certain hour, use the ethanol replacing water then, replace ethanol with zellon again, can obtain wrapping up the particle of polyvinyl alcohol.Also can wrap up urea-formaldehyde resin: the 5 blue face of gram (dying) material are dispersed in the 25ml water with situ aggregation method, the urea-formaldehyde resin performed polymer 3ml of preparation is in addition added in the entry, regulating the pH value with acetic acid and dilute hydrochloric acid is 2～4, react certain hour under the vigorous stirring, taking-up is filtered, washing is dried and got final product.
2. the preparation of electrophoresis liquid: the base fluid of electrophoresis liquid is aforesaid organic solvent, blue face (dying) the material particle that has wrapped up polymkeric substance is joined preparation electrophoresis showed fluid in the base fluid, in order to make particle good dispersion in oil phase, can add oil soluble surfactant such as SPANS0, cetyl trimethylammonium bromide or the like helps its dispersion.
3. the preparation of blue electron ink microcapsule: blue preparing electronic ink microcapsule is the same with the capsule preparation of knowing, and has many methods to select, chemical method such as interfacial polymerization, situ aggregation method; Physico-chemical processes such as complex coacervation, single coacervation, oil-phase separating method, dry bath method, fusing disperse condensation method, powder bed method etc.; Physics method such as pot wrap method, air suspension film forming method, spray method, inclusion complexometry etc.The present invention is following several method preferably, but is not subjected to the restriction of this several method.
A. when cyst wall is urea-formaldehyde resin, its preparation process is: by urea and formaldehyde mole ratio is 1: 1～1: 2 amount of getting, earlier formaldehyde is regulated pH value 7～9 with trolamine, again urea is dissolved in wherein, 60～90 ℃ are reacted 1～2 hour (adding backflow) down, cool off the performed polymer that obtains urea-formaldehyde resin fast with cold water.According to volume ratio 1: 2～30 performed polymer and water are mixed, it is 2～4 that the citric acid-sodium hydroxide that adds pH2～3 is regulated the pH value.The oil soluble electrophoresis disclosing solution is added in the aqueous solution, stirring velocity per minute 100～400 changes, reacted under the room temperature 1～2 hour, slowly be warmed up to 60～90 ℃ and continue reaction 0.5～2 hour, naturally cooling, method separation, washing, drying with filtration, washing or natural subsidence make blue electron ink microcapsule;
B. when cyst wall is polyvinyl acetal, its preparation process is: the polyvinyl alcohol water solution of configuration 0.5～10%, to wherein adding oil soluble electrophoresis liquid (blue particle and electrophoresis base fluid), its ratio is oil soluble electrophoresis liquid/polyvinyl alcohol water solution=1: 1～1: 50.Violent stirring makes its dispersion.Add 20% metabisulfite solution again its generation is separated, after capsule is shaped, add pH and be 1～5 formalin, cyst wall is solidified, after filtration, after the washing, drying, make blue electron ink microcapsule;
C. when cyst wall is ethyl cellulose, its preparation process is: the ethyl cellulose aqueous solution of configuration 1～20%, to wherein adding oil soluble electrophoresis liquid (blue particle and electrophoresis base fluid), its ratio is oil soluble electrophoresis liquid/ethyl cellulose aqueous solution=1: 1～1: 50.Violent stirring makes its dispersion.Add 20% metabisulfite solution again its generation is separated, after capsule is shaped, after filtration, after the washing, drying, make blue electron ink microcapsule.
Embodiment one: the 6mL37% formalin, add trolamine and regulate pH=8.0, add 3g urea and stir and make it dissolving, 85 ℃ of reactions one hour down, cold water cool off performed polymer.Add 20mL water in this performed polymer, stir.
0.5g Phthalocyanine Blue BGS is scattered in behind mill-drying in the hexanaphthene of 20mL, adds the 0.5g low molecular weight polyethylene again, is warmed up to 70 ℃ under the backflow stirring condition, drips two of sorbester p17s, stirs 30 minutes, and polyethylene is fully dissolved.Other gets 250mL water, adds sodium lauryl sulphate 2g, and stirring and dissolving is heated to 70 ℃, and this is slowly joined in the solution of above-mentioned hexanaphthene, and vigorous stirring arrived room temperature at 30 minutes internal cooling after 10 minutes.Filtration, washing, drying, granularity coats the Phthalocyanine Blue BGS granules of pigments less than 2 microns polyethylene.
Get aforementioned the parcel in poly blue pigments particle 100mg and the 18mgSPAN80 adding 3ml zellon, pour in the aforementioned performed polymer aqueous solution after the dispersion down ultrasonic, citric acid-the sodium hydroxide buffer solution that adds 2mLpH=2.0, at room temperature vigorous stirring is warmed up to 70 ℃ of maintenances 1 hour gradually after 60 minutes.Make the capsule that diameter is 20 μ m.
Embodiment two: the polyvinyl alcohol that takes by weighing 2g adds water 50mL, stirring and dissolving, and to wherein adding above-mentioned oil soluble electrophoresis liquid (blue particle and electrophoresis base fluid) 5mL, violent stirring makes its dispersion and emulsion.Add 20% metabisulfite solution again its generation is separated, after capsule is shaped, add the pH that regulates with hydrochloric acid and be 2 formalin, cyst wall is solidified, after filtration, after the washing, drying, make blue electron ink microcapsule;
Embodiment three: the 30mL37% formalin, and add trolamine and regulate pH=7.2, add 15g urea stirring and dissolving, 85 ℃ were reacted one hour down, and the cold water cooling makes performed polymer.Get this performed polymer 10mL and add 30mL water, stir.Other gets aforementioned blue face (dying) material particle 30mg and the 6mgSPAN80 that has wrapped up urea-formaldehyde resin and adds in the 1ml zellon, pour in the aforementioned performed polymer aqueous solution after the dispersion down ultrasonic, citric acid-the sodium hydroxide buffer solution that adds 5mLpH=3.0, at room temperature vigorous stirring is warmed up to 65 ℃ of maintenances 1 hour gradually after 60 minutes.Making diameter is the capsule of 20 μ m～40 μ m.
Embodiment four: take by weighing ethyl cellulose 5g, add water 50mL, stir and make its dissolving.To wherein adding above-mentioned oil soluble electrophoresis liquid (blue particle and electrophoresis base fluid) 3mL, violent stirring makes its dispersion and emulsion.Drip 20% metabisulfite solution its generation is separated, after capsule is shaped, after filtration, after the washing, drying, make blue electron ink microcapsule.
Claims (20)
1. a blue electron ink microcapsule material is made up of cyst wall, electrophoresis base fluid and electrophoretic particles.It is characterized in that: cyst wall is a water white transparency and by the polymkeric substance of certain physical strength and Young's modulus, and the capsule heart is made up of electrophoresis base fluid and the blue particle that is dispersed in wherein.
2. according to the described electron ink microcapsule of claim 1, it is characterized in that: cyst wall is polymkeric substance such as urea-formaldehyde resin, polyvinyl acetal, ethyl cellulose.
3. according to the described electron ink microcapsule of claim 1, it is characterized in that: the electrophoresis base fluid is low-k, low viscosity, high boiling organic solvent, as benzene and homologue thereof, alkane, halogenated alkane, organic ester etc., also can two or more be used.
4. according to the described electron ink microcapsule of claim 1, it is characterized in that: electrophoretic particles is blue pigments or dyestuff.Optionally pigment and dyestuff have mineral dye and organic synthesis pigment, as ultramarine, barba hispanica, phthalocyanines blue pigments.
5. according to the described electron ink microcapsule of claim 1, it is characterized in that: wall thickness is preferably 0.8 μ m～3 μ m between 0.5 μ m～5 μ m.
6. according to the described electron ink microcapsule of claim 1, it is characterized in that: the capsule weight ratio of blue particle and electrophoresis base fluid in the heart is 1: 0.5～1: 500, is preferably 1: 1～1: 100.
7. according to the described electron ink microcapsule of claim 1, it is characterized in that: cyst wall is that urea-formaldehyde resin adopts situ aggregation method to prepare, cyst wall is polyvinyl acetal, ethyl cellulose adopts technology preparations such as phase separation method.
8. according to the described blue preparing electronic ink microcapsule of claim 7, when cyst wall is urea-formaldehyde resin, its preparation process is: by urea and formaldehyde mole ratio is 1: 1～1: 2 amount of getting, earlier formaldehyde is regulated pH value 7～9 with trolamine, again urea is dissolved in wherein, 60～90 ℃ are reacted 1～2 hour (adding backflow) down, cool off the performed polymer that obtains urea-formaldehyde resin fast with cold water, according to volume ratio 1: 2～30 performed polymer and water are mixed, the citric acid one sodium hydroxide adjusting pH value that adds pH2～3 is 2～4, the oil soluble electrophoresis disclosing solution is added in the aqueous solution, stirring velocity per minute 100～400 changes, reacted under the room temperature 1～2 hour, slowly be warmed up to 60～90 ℃ and continue reaction 0.5～2 hour, naturally cooling is with filtering, the method of washing or natural subsidence is separated, washing, drying makes blue electron ink microcapsule.
9. according to the described blue preparing electronic ink microcapsule of claim 7, when cyst wall is polyvinyl acetal, its preparation process is: the polyvinyl alcohol water solution of configuration 0.5～10%, to wherein adding oil soluble electrophoresis liquid (blue particle and electrophoresis base fluid), its ratio is oil soluble electrophoresis liquid/polyvinyl alcohol water solution=1: 1～1: 50.Violent stirring is disperseed it, adds 20% metabisulfite solution again its generation is separated, and after capsule is shaped, adds pH and be 1～5 formalin, and cyst wall is solidified, after filtration, after the washing, drying, make blue electron ink microcapsule.
10. according to the described blue preparing electronic ink microcapsule of claim 7, when cyst wall is ethyl cellulose, its preparation process is: the ethyl cellulose aqueous solution of configuration 1～20%, to wherein adding oil soluble electrophoresis liquid (blue particle and electrophoresis base fluid), its ratio is the basic cellulose aqueous solution in oil soluble electrophoresis liquid/7=1: 1～1: 50.Violent stirring is disperseed it, adds 20% metabisulfite solution again its generation is separated, after capsule is shaped, after filtration, after the washing, drying, make blue electron ink microcapsule.
11. according to the described blue preparing electronic ink microcapsule of claim 7, it is characterized in that: the capsule size of preparation is 5～200 μ m, and preferred size is 10～80 μ m.
12. according to the described electron ink microcapsule of claim 1, it is characterized in that: blue electrophoresis particle employing oil-phase separating method and aqueous phase separation method are carried out the particulate surface treatment makes it have the electric charge of certain character.
13. according to the blue electrophoresis particulate surface treatment of the described electron ink microcapsule of claim 12, what coated is the macromolecular compound with charge property, as low molecular weight polyethylene, polyester, aminoresin, polyvinyl alcohol etc.
14. the blue electrophoresis particulate surface treatment according to the described electron ink microcapsule of claim 12 comprises following step:
A. the oven dry and the grinding of blue pigments (dyestuff);
B. utilize oil-phase separating method or aqueous phase separation method with the surface of polymer overmold such as low molecular weight polyethylene, polyester, aminoresin, polyvinyl alcohol at granules of pigments;
C. utilize the separation and drying of the granules of pigments of aqueous phase separation method coating.
15. blue electrophoresis particulate surface-treated step according to the described electron ink microcapsule of claim 14, it is characterized by: the oven dry of blue pigments or dyestuff can be selected methods such as hot blast oven dry, infrared lamp oven dry for use, suitable bake out temperature is 50～150 ℃, decides on the character of pigment or dyestuff; Grind and adopt ball mill that blue particle is ground to 0.5～2 μ m size.
16. blue electrophoresis particulate surface-treated step according to the described electron ink microcapsule of claim 14, it is characterized by: the selection of the oil phase of oil-phase separating method is decided on the character of coated polymer, can select benzene and homologue, hexanaphthene etc. as coating low molecular weight polyethylene;
17. the blue electrophoresis particulate surface-treated step according to the described electron ink microcapsule of claim 14 is characterized by: select suitable tensio-active agent that pigment, dye granule are dispersed in the organic solvent when aqueous phase separation method coats.Tensio-active agent can use anion surfactant, cats product or nonionogenic tenside, and preferred oil dissolubility nonionogenic tenside is as sorbester p17, sorbester p37 and hexadecyl amine bromide etc.Blue particle, organic solvent and the ratio that coats with superpolymer are 1: 1: 0.01～1: 5: 1.Comprise blue particle, organic solvent and coat and add tensio-active agent and intensively stirred method with the emulsification employing of superpolymer in water.Tensio-active agent preferred anionic tensio-active agent is as Sodium dodecylbenzene sulfonate, sodium lauryl sulphate etc.
18. blue electrophoresis particulate surface-treated step according to the described electron ink microcapsule of claim 14, it is characterized by: blue particle, organic solvent and coating are mixed in proportion with superpolymer, be heated to the solvent temperature of coated polymer, to wherein adding the synthermal water be equivalent to 10～30 times of above-mentioned mixing organic phases and contain 1～5% anion surfactant, violent stirring is disperseed, and progressively cooling forms small coatedparticles.
19. according to the blue electrophoresis particulate surface-treated step of the described electron ink microcapsule of claim 14, blue pigments particle that the aqueous phase separation method obtains adopts distillation under vacuum to go out portion water, spraying drying.
20. according to the described electron ink microcapsule of claim 1, it is characterized in that blue electron ink microcapsule is made display material usefulness, can make electronic paper, indicating meter, billboard etc.
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| CN 02139592 CN100537017C (en) | 2002-12-09 | 2002-12-09 | Preparation of blue electronic ink microcapsule |
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| CN 02139592 CN100537017C (en) | 2002-12-09 | 2002-12-09 | Preparation of blue electronic ink microcapsule |
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| CN100537017C CN100537017C (en) | 2009-09-09 |
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| CN1299816C (en) * | 2005-08-02 | 2007-02-14 | 天津大学 | Yellow electronic ink microcapsule preparation method |
| CN1313196C (en) * | 2005-10-27 | 2007-05-02 | 天津大学 | Prepn process of microcapsule containing Hansa yellow 100 electrophoresis liquid |
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| CN1313196C (en) * | 2005-10-27 | 2007-05-02 | 天津大学 | Prepn process of microcapsule containing Hansa yellow 100 electrophoresis liquid |
| CN100384915C (en) * | 2006-04-27 | 2008-04-30 | 天津大学 | Process for preparing electrophoresis particles of dye-coated polymer for electronic ink |
| US9683113B2 (en) | 2010-08-25 | 2017-06-20 | Hewlett-Packard Development Company, L.P. | Pigment particles containing a vinyl group and encapsulated by a cross-linked polymer |
| CN102059084B (en) * | 2010-12-07 | 2016-05-18 | 江南大学 | A kind of preparation method of the Phthalocyanine Green G Microcapsules with electric field response behavior |
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| CN110436816A (en) * | 2019-07-04 | 2019-11-12 | 滨州学院 | A kind of airfield pavement self repairing agent and its preparation and application based on microbial capsules |
| CN110436816B (en) * | 2019-07-04 | 2021-09-03 | 滨州学院 | Airport pavement self-repairing agent based on microbial capsules and preparation and application thereof |
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