USRE46318E1 - Colored fluids for electrowetting, electrofluidic, and electrophoretic technologies - Google Patents

Colored fluids for electrowetting, electrofluidic, and electrophoretic technologies Download PDF

Info

Publication number
USRE46318E1
USRE46318E1 US14/279,466 US201014279466A USRE46318E US RE46318 E1 USRE46318 E1 US RE46318E1 US 201014279466 A US201014279466 A US 201014279466A US RE46318 E USRE46318 E US RE46318E
Authority
US
United States
Prior art keywords
colored fluid
pigment
fluid
colored
polar solvent
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.)
Active, expires
Application number
US14/279,466
Other languages
English (en)
Inventor
Jason C. Heikenfeld
Russell Schwartz
Lisa Clapp
April Milarcik
Stanislav G. Vilner
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Sun Chemical Corp
Original Assignee
Sun Chemical Corp
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Sun Chemical Corp filed Critical Sun Chemical Corp
Priority to US14/279,466 priority Critical patent/USRE46318E1/en
Assigned to SUN CHEMICAL CORPORATION reassignment SUN CHEMICAL CORPORATION ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: SCHWARTZ, RUSSEL J., CLAPP, LISA, MILARCIK, APRIL, VILNER, STANISLAV G., HEIKENFELD, JASON
Application granted granted Critical
Publication of USRE46318E1 publication Critical patent/USRE46318E1/en
Active legal-status Critical Current
Adjusted expiration legal-status Critical

Links

Images

Classifications

    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B26/00—Optical devices or arrangements for the control of light using movable or deformable optical elements
    • G02B26/004—Optical devices or arrangements for the control of light using movable or deformable optical elements based on a displacement or a deformation of a fluid
    • G02B26/005—Optical devices or arrangements for the control of light using movable or deformable optical elements based on a displacement or a deformation of a fluid based on electrowetting
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
    • C09B67/0071—Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
    • C09B67/0084—Dispersions of dyes
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
    • C09B67/0071—Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
    • C09B67/0084—Dispersions of dyes
    • C09B67/0085—Non common dispersing agents
    • C09B67/009—Non common dispersing agents polymeric dispersing agent

Definitions

  • the present invention relates generally to the field of electrowetting, and more specifically to colored fluids for electrowetting, electrofluidic, or electrophoretic devices, and to electrowetting, electrofluidic, and electrophoretic devices.
  • Electrowetting has become an attractive modulation scheme for a variety of optical applications due in part to a desirable combination of high brightness and contrast ratio, a large viewing angle, and a fast switching speed.
  • the power consumption of electrowetting displays is relatively low because they do not require front or backlighting.
  • electrowetting has been used to provide optical switches for fiber optics, optical shutters or filters for cameras and guidance systems, optical pickup devices, optical waveguide materials, and video display pixels.
  • electrowetting describes the effects of an electric field on the contact angle of a liquid with a hydrophobic surface. With an electric field, the liquid distributes over, or wets, a surface that initially repels the liquid resulting in a change in the spectral properties of a device. When the electric field is removed, the contact angle increases and the liquid contracts into an area whereby the spectral properties are returned to the initial state.
  • Colored immiscible fluids are an indispensible part of electrofluidic and electrowetting devices, where reproduction of visual information and effects are required for the application.
  • Conventional electrowetting devices typically have a colored oil that forms a film over an insulating fluoropolymer. This colored oil film imparts a visible color to the device.
  • a voltage is applied between a water layer situated above the oil film and an electrode beneath the insulating fluoropolymer, the oil film is disrupted as water electrowets the surface. The disrupted oil film no longer provides color to the device. Once the voltage is removed, the oil preferentially wets the insulating fluoropolymer, the oil film is reformed, and the color is again evident.
  • the colorant can be a dye or a pigment.
  • dyes have been the colorant of choice for various digital applications such as inkjet inks, color filters, and electrowetting devices.
  • Dyes however have certain disadvantages including poor light and weather fastness. Other disadvantages include high cost, especially for purified forms, inadequate solubility in non-polar solvents, low resistance to bleed, and/or a lack of opacity.
  • organic pigments have been finding increased utility in recent years for due to desirable light fastness and resistance to solvents and bleed.
  • Such applications include, for example, inks for writing instruments, in which water or oil-soluble dyes have been used as coloring agents; and colorants for plastics, in which oil-soluble dyes have been used as highly transparent colorants.
  • pigments as coloring agents for LCD color filters, toners, and ink jet inks.
  • the embodiments of the invention provide colored fluids for an electrowetting, electrofluidic, or an electrophoretic device.
  • the colored fluid includes at least one non-aqueous polar solvent having (a) a dynamic viscosity of 0.1 cP to 50 cP at 25° C., (b) a surface tension of 25 dynes/cm to 55 dynes/cm at 25° C., and (c) an electrowetting relative response of 40% to 80%.
  • the colored fluid further includes at least one colorant selected from a pigment and/or a dye.
  • the colored fluid defines a colored polar fluid.
  • the colored fluid includes at least one non-polar solvent and at least one organic colorant selected from a pigment and/or a dye.
  • the colored fluid is black in color, has a conductivity from 0 pS/cm to 5 pS/cm, and a dielectric constant less than 3.
  • the colored fluid defines a colored non-polar fluid.
  • a pixel for a display which includes a reservoir and a colored fluid in the reservoir.
  • the colored fluid includes at least one non-polar solvent and at least one organic colorant selected from a pigment and/or a dye.
  • the colored fluid is black in color, has a conductivity from 0 pS/cm to 5 pS/cm, and has a dielectric constant less than 3.
  • a plurality of charged particles is suspended within the colored fluid.
  • a plurality of electrodes is configured to apply a potential difference effective to cause the charged particles to move within the color fluid relative to at least one of the electrodes.
  • a pixel for a display includes a reservoir and a colored fluid in the reservoir, which includes at least one non-aqueous polar solvent having (a) a dynamic viscosity of 0.1 cP to 50 cP at 25° C., (b) a surface tension of 25 dynes/cm to 55 dynes/cm at 25° C., and (c) an electrowetting relative response of 40% to 80%, and at least one colorant selected from a pigment and/or a dye.
  • a plurality of electrodes is configured to apply a potential difference effective to move the colored fluid relative to at least one of the electrodes.
  • a pixel for a display in still another embodiment, includes a reservoir and a colored fluid in the reservoir, which includes at least one non-polar solvent and at least one organic colorant selected from a pigment and/or a dye.
  • the colored fluid is black in color, has a conductivity from 0 pS/cm to 5 pS/cm, and has a dielectric constant less than 3.
  • a polar fluid is also in the reservoir and occupies a volume within the reservoir not occupied by the colored fluid.
  • a plurality of electrodes is configured to apply a potential difference effective to move the polar fluid relative to at least one of the electrodes such that the movement of the polar fluid changes a shape of the colored fluid.
  • the use of such colored fluids in display technologies offers improvements in durability, and provides higher levels of chroma in the dispersed state and an ability to achieve higher contrast ratios through pigment selection.
  • the colored fluids can also provide fast switching speeds, low power consumption, and greater device durability.
  • FIG. 1A is a diagrammatic cross-sectional view of an electrowetting device operating as a display pixel in accordance with an embodiment of the invention
  • FIG. 1B is a diagrammatic cross-sectional view of the electrowetting device of FIG. 1A in which the display state of the pixel is altered;
  • FIG. 2A is a diagrammatic cross-sectional view of an electrowetting device operating as a display pixel in accordance with an embodiment of the invention
  • FIG. 2B is a diagrammatic cross-sectional view of the electrowetting device of FIG. 1 A 2A in which the display state of the pixel is altered;
  • FIG. 3A is a diagrammatic cross-sectional view of an electrowetting device operating as a display pixel in accordance with an embodiment of the invention
  • FIG. 3B is a diagrammatic cross-sectional view of the electrowetting device of FIG. 3A in which the display state of the pixel is being altered;
  • FIG. 3C is a diagrammatic cross-sectional view of the electrowetting device of FIG. 3 C 3A in which the display state of the pixel is altered;
  • FIG. 4A is a diagrammatic cross-sectional view of an electrophoretic device operating as a display pixel in accordance with an embodiment of the invention.
  • FIG. 4B is a diagrammatic cross-sectional view of the electrophoretic device of FIG. 4A in which the display state of the pixel is altered.
  • Electrowetting devices are typically composed of hydrophobic dielectrics and electrodes, and may include other hydrophilic surfaces.
  • the substrates and connected features are exposed to a polar and/or a non-polar fluid, preferably in a liquid form.
  • the colored fluid can generally include at least one non-aqueous polar solvent, at least one colorant, which may be a pigment and/or a dye, and optionally a dispersant, a synergist, a surfactant, a resin, a polymer, a biocide, other additives known in the art, or any combination thereof
  • the colored fluid defines a colored polar fluid.
  • the modifier “non-aqueous” in non-aqueous polar solvent is intended to exclude water from the potential list of polar solvents.
  • the colored fluid is devoid of a non-polar solvent.
  • the colored fluid can generally include at least one non-polar solvent, at least one colorant, which may be a pigment and/or a dye, and optionally a dispersant, a synergist, a surfactant, other additives known in the art, or any combination thereof.
  • the colored fluid defines a colored non-polar fluid.
  • the colored fluid is black in color.
  • the colored fluid, which includes the non-polar solvent is devoid of a resin and/or a polar solvent.
  • the non-aqueous polar solvent of the invention may be an individual solvent or any combination of two or more solvents.
  • Non-limiting examples of the non-aqueous polar solvent include glycols, alcohols, polyols, ethers, esters, ketones, acetals, ketals, lactones, carbonates, lactams, urethanes (carbamates), ureas, pyrrolidines, pyrrolidones, sulfones, sulfoxides, amides, primary, secondary, tertiary, or quaternary amines, imines, nitriles, carboxylic acids, aldehydes, halogenated, thio, or nitro compounds, and any mixtures thereof.
  • the non-aqueous polar solvent is a lactone, a carbonate, or a glycol selected from 1,2-propylene glycol, 1,3-propylene glycol, 1,4-butylene glycol, diethylene glycol, or dipropylene glycol.
  • the non-aqueous polar solvent also can contain one, two or multiple identical or various described functional groups in their molecule that can be of an aliphatic, aromatic, alicyclic, and/or heterocyclic nature.
  • non-aqueous polar solvent can be described by one or more of the following formulas:
  • R and R 1 independently are H, a C 1 -C 12 alkane (Alk), an aryl (Ar), an alkane aryl, or O(RR 1 O) n H;
  • Non-limiting specific examples of non-aqueous polar solvents are 1,2-propylene glycol, 1,3-propylene glycol, 1,4-butylene glycol, diethylene glycol, dipropylene glycole, ethylene carbonate, propylene carbonate, 1,2-butylene carbonate, 1,2-cyclohexane carbonate, glycerine carbonate, dimethyl carbonate, diethyl carbonate, acetophenone, pyridine, dimethyl malonate, diacetone alcohol, hydroxypropyl carbamate, beta-hydroxyethyl carbamate, N-methyl formamide, N-methyl acetamide, dimethylsulfoxide, sulfolane, 2-pyrrolidone, N-methyl-2-pyrrolidone, N-cyclohexyl-2-pyrrolidone, acetonyl acetone, cyclohexanone, ethyl acetoacetate, ethyl-L-lactate, pyrrole, N-
  • the selected non-aqueous polar solvents may also exhibit a dielectric constant equal to or greater than 10 at 25° C. In another example, the dielectric constant is equal to or greater than 25 at 25° C.
  • the non-aqueous polar solvents should also have a surface tension of 25 dynes/cm to 55 dynes/cm at 25° C.
  • the dynamic viscosity of the non-aqueous polar solvent should be less than 100 cP at 25° C. In another example, the dynamic viscosity is from 0.1 cP to 50 cP at 25° C. In yet another example, the dynamic viscosity is from 0.5 cP to 50 cP at 25° C.
  • the non-aqueous polar solvent also should demonstrate an electrowetting relative response (EWRR) to direct or alternating current of 30V in the range of 40-80%.
  • a suitable procedure for measurement of contact angles is described in Balaji Raj et al., “Ion and Liquid Dependent Dielectric Failure in Electrowetting Systems”, Langmuir
  • the colored fluid includes at least one non-aqueous polar solvent having (a) a dynamic viscosity of 0.1 cP to 50 cP at 25° C., (b) a surface tension of 25 dynes/cm to 55 dynes/cm at 25° C., and (c) an electrowetting relative response of 40% to 80%; and at least one colorant selected from a pigment and/or a dye.
  • the pigment that is included in the colored fluid having the non-aqueous polar solvent can be any organic pigment including, but not limited to, an azo, a metal complex, benzimidazolone, azomethine, methine, anthraquinone, phthalocyanine, perinone, perylene, diketopyrrolopyrrole, indigo, thioindigo, dioxazine, isoindoline, isoindolinone, iminoisoindoline, iminoisoindolinone, quinacridone, flavanthrone, indanthrone, anthrapyrimidine, quinophthalone, isoviolanthrone, or pyranthrone pigments.
  • an azo a metal complex
  • benzimidazolone azomethine
  • methine methine
  • anthraquinone phthalocyanine
  • perinone perylene
  • diketopyrrolopyrrole indig
  • Non-limiting specific examples of the organic pigments are C.I. Pigment Black 1,2, 3, 31, and 32; C.I. Pigment Green 7, 36, 37, 47, 54, and 58; C.I. Pigment Blue 15:1, 15:2, 15:3, 15:4, 15:6, 16, 21, 22, 60, 64, 65, 75, and 76; C.I. Pigment Violet 19, 23, 29, 31, 33, and 37; C.I.
  • the organic pigment is selected from C.I. Pigment Black 1, 31, and 32; C.I. Pigment Green 7, 36, 37; C.I. Pigment Blue 15:1, 15:2, 15:3, 15:4, 15:6, 16, 60, and 64; C.I. Pigment Violet 19, 23, and 29; C.I.
  • the pigment that is included in the colored fluid having the non-aqueous polar solvent also may be any inorganic pigment, such as carbon black, metal oxide, mixed metal oxide, sulfide, or sulfate.
  • inorganic pigments include titanium dioxide, zinc oxide, iron oxide, antimony yellow, lead chromate, lead chromate sulfate, lead molybdate, ultramarine blue, cobalt blue, manganese blue, chrome oxide green, hydrated chrome oxide green, cobalt green, metal sulfides, cadmium sulfoselenides, zinc ferrite, bismuth vanadate, and derivatives and any combinations thereof.
  • inorganic pigments are C.I.
  • Pigment Black 6, 7, 9, 11, 12, 14, 15, 22, 26, 27, 28, 29, 30, 33, 34 and 35 C.I. Pigment Green 18, 20, 21, and 22; C.I. Pigment Blue 27, 30, and 73; C.I. Pigment Red 265 and 275; C.I. Pigment Yellow 38, 40, 53, 119, 157,158, 160, 161, 162, and 184; C.I. Pigment White 4, 5, 6, 6:1, 7, 8, 9, 10, 12, 13, 14, 15, 18, 18:1, 19, 21, 22, 23, 24, 25, 26, 27, 28, 32, 33, and 36.
  • the inorganic pigment is selected from C.I. Pigment Black 6, 7, 9, 11, 12, 14, 15, 22, 26, 27, 28, 29, 30, 33, 34, and 35 or C.I. Pigment White 4, 5, 6, 6:1, 7, 18, 18:1, 26, 28 and 32.
  • the pigment that is included in the colored fluid having the non-aqueous polar solvent can also be any known extender, for example oxide, carbonate, sulfate, sulfide, or phosphate, and can be synthetic or mineral.
  • extenders include calcium carbonate, blanc fixe, mica, kaolin, clay, silica, and the like.
  • the pigment can also be any mixture, complex, or solid solution of two or more organic, inorganic pigments, and extenders.
  • the pigment that is included in the colored fluid having the non-aqueous polar solvent may also be a dispersed particulate material that is non-soluble in the application media.
  • the dispersed particulate material may be a low molecular weight compound, oligomer, polymer, co-polymer, grafted co-polymer, cross-linked polymer, cured polymer, polymer containing polar anionic or cationic groups in the form of insoluble salts with organic and/or inorganic cations and/or anions, or with other polymers or oligomers with opposite charged groups.
  • the pigment can also be any mixture, solid solution, or product of additional intermolecular reaction or coordination of said low molecular weight compounds, oligomers, and polymers.
  • Non-limiting examples of the aforementioned pigments include melamine or alkylene bis-melamine, vinyl polymer and co-polymers, for example, polyalkylene (polyethylene, polypropylene, polybutylene, polyisobutylene, polyisoprene), polystyrene, polyacrylate (polymethacrylates, polyalkyl/aryl acrylate and methacrylate), polyacrylonitrile, polyvinyl halogenide (polyvinyl chloride, polyvinyl fluoride, polyvinyl bromine), polyvinylidene halogenides, polyvinyl alcohols, polyvinyl acetate, polyvinylpirrolidone, polyvinyl butyral, polyvinyl naphthalene, polyvinyl carbazole, polyamide, polyimide, polyester, polyether, polycarbonate, polyester carbonate, polyacetal, polyurethane, polyurea, polysulfone, poly(ether sulfone), poly
  • the pigment that is included in the colored fluid having the non-aqueous polar solvent can also include an encapsulated organic pigment, inorganic pigment, extender, or dye. Encapsulation may be done by any method known in the art, including, for example, physical adsorption and/or precipitation of resin, oligomer, or polymer on pigment surface, coacervation, or polymerization of monomers or oligomers in the presence of pigment particles with or without cross-linking or curing. Polymerization can be realized through any known mechanism of polymerization, such as chain polymerization, condensative chain polymerization, polycondensation, and poly-addition (Pure &App/. Chem., Vol. 66, No. 12, pp.
  • Non-limiting examples of pre-made polymers or polymers synthesized from monomers in the presence of pigment particles that can be used for encapsulation are vinyl polymers and co-polymers, such as polyalkylene (polyethylene, polypropylene, polybutylene, polyisobutylene, polyisoprene), polystyrene, polyacrylate (polymethacrylates, polyalkyl/aryl acrylate and methacrylate), polyacrylonitrile, polyvinyl halogenide (polyvinyl chloride, polyvinyl fluoride, polyvinyl bromine), polyvinylidene halogenides, polyvinyl alcohols, polyvinyl acetate, polyvinylpirrolidone, polyvinyl butyral, polyvinyl naphthalene, polyvinyl carbazole, polyamide, polyimide, polyester, polyether, polycarbonate, polyester carbonate, polyacetal, polyurethane, polyurea,
  • the polymer for encapsulation can be any natural or synthetic linear, branched, block, random, comb, grafted, dendritic polymer or co-polymer.
  • one or more natural or synthetic resins can be used for encapsulation, including, but not limited to, rosin, modified rosin, rosin condensates with maleic anhydride and other unsaturated compounds, gums, alkyds, acrylates and its condensates with maleic anhydride, melamine aldehyde, phenol aldehyde, urea aldehyde, epoxy, polyurethane, acetal, phenolics.
  • Encapsulation can include any combination of polymer, oligomer, and resin.
  • the pigment that is included in the colored fluid having the non-aqueous polar solvent also can include a surface modified pigment, such as made by method of chemical modification by covalently attaching (grafting) ionic, nonionic, oligomeric, or polymeric groups to the pigment surface.
  • modifying groups are carboxy, sulfo, arylcarboxy, arylsulfo, phosphate, hydroxy, primary, secondary, tertiary, and quaternary amines, heterocyclic amines, diamines, triamines, polyamines, nitrile, polyalkylene, polyalkyleneoxides, polyester-groups, and any combinations thereof.
  • This group includes self-dispersed pigments. With self-dispersed pigments, the colored fluid can be devoid of a dispersant, for example. In one example, the colored fluid consists of a non-aqueous polar solvent and a self-dispersed pigment.
  • the pigment may also be a shell type product with inorganic nuclei and organic shell and vice versa.
  • the dye that is included in the colored fluid having the non-aqueous polar solvent can be any conventional dye including, for example, direct, acid, basic (cationic), reactive, vat, sulfur, solvent, food, mordant, fluorescent, natural, and disperse dye, or any combination thereof. It can be also a complex of any anionic dye with any cationic dye.
  • the dye that is included in the colored fluid having the non-aqueous polar solvent can also be a modified, oligomeric, or polymeric dye.
  • a modified dye can include a conventional or specially synthesized dye having one or multiple additional functional groups connected directly or through linking groups to one chromophore by means of covalent or ionic bonds with total molecular weight lower than 1,500.
  • Modified dye can also be a complex of two or more dyes connected to each other through covalent, ionic, or hydrogen bonds. These dyes can or cannot have additional substituting groups, and can carry opposite charges and connect to each other directly or have the same charge and be connected through a third non-colored component having an opposite charge.
  • An oligomeric dye can include a compound having at least one chromophore attached to one or multiple chains directly or through linking groups by means of covalent or ionic bonds with total molecular weight in a range 1,500-5,000.
  • a polymeric dye can include a compound having at least one chromophore attached to one or multiple chains directly or through linking groups by means of covalent or ionic bonds with total molecular weight higher than 5,000.
  • the dye that is included in the colored fluid having the non-aqueous polar solvent also can include a chromophore such as an azo or azo condensed, a metal complex, benzimidazolones, azomethines, methines such as cyanines, azacarbocyanines, enamines, hemicyanines, streptocyanines, styryls, zeromethines, mono-, di-, tri-, and tetraazamethine; caratenoids, arylmethane such as diarylmethanes and triarylmethanes; xanthenes, thioxanthenes, flavanoids, stilbenes, coumarins, acridenes, fluorenes, fluorones, benzodifuranones, formazans, pyrazoles, thiazoles, azines, diazines, oxazines, dioxazines, triphenodioxaz
  • Modified, oligomeric, and polymeric dyes for the colored fluids having the non-aqueous polar solvent can contain any type of one or multiple linking groups.
  • Non-limiting examples of linking groups are sulfo-, sulfamido-, carboxy-, carboxamido-, urea-, thiourea-, urethane-, azo-, keto-, oxy-, oxyalkyl-, thio-, amino-, aminoalkyl-, phosphato-, monohalotriazolo-, dihalotriazolo-, vinyl sulfono-, phenylamino sulfono-group, or any combination thereof.
  • Non-limiting examples of functional groups are alkyl, polyalkyl, alkylene glycol, polyalkylene glycol, alkylaryl, polyethylenimine, polyester, polyurethane, polyhaloalkyl, polyepoxy, polyurea, polyamide, polyacryl, polystyrene, polycarbonate, and any random or block copolymers thereof, and any combinations thereof.
  • the dye may also be utilized as a colorant, a shader, for pigment surface modification to disperse and stabilize pigment particles in the fluid, for improvement of rheological properties, and/or for adjustment of interfacial tension and conductivity of the fluid.
  • the surfactant that is included in the colored fluid having the non-aqueous polar solvent can be an anionic, cationic, catanionic, zwitterionic (amphoteric), non-ionic, or any combinations thereof
  • Non-limiting examples include sulfonates, phosphonates, polyethylene oxides, polypropylene oxides, polybutylene oxides containing any functional groups, and block and random co-polymers thereof alkyl, aryl, and alkylaryl amines such as primary, secondary, tertiary, and quaternary amines and polyamines; pyrrolidones, naphthalene condensates, alkynes, carboxylic acids, alcohols, polyols, and any combinations thereof
  • the surfactant can be synthetic or natural.
  • the surfactant may be used for colloid stabilization of pigment particles in fluid, to lower interfacial tension and thereby decrease the voltage required to cause electrowetting, and/or to increase conductivity of the fluid.
  • the synergist that is included in the colored fluid having the non-aqueous polar solvent can be, for example, sulfonic acid, metal salt of sulfonic acid, salt of sulfonic acid with primary, secondary, tertiary, and quaternary amines; sulfonamide, phthalimidomethyl, arylmethyl, alkyl amines, carboxylic acids, salts, amides and esters of carboxylic acids; carbonyl, amidomethyl, alkylaminomethyl, arylalkyloxy, phenylthio and phenylamino derivatives of azo, metal complex, benzimidazolone, azomethine, methane, anthraquinone, phthalocyanine, perinone, perylene, diketopyrrolopyrrole, indigo, thioindigo, dioxazine, isoindoline, isoindolinone, iminoisoindoline
  • the synergist can also be any direct, acid, basic (cationic), reactive, vat, sulfur, solvent, food, mordant, natural, and disperse dye, derivatives, or any combination thereof It can be also a complex of any anionic dye with any cationic dye.
  • the synergist may be used for pigment surface modification to stabilize pigment particles in the fluid, to improve rheological properties, to decrease interfacial tension, and/or to increase conductivity of the fluid.
  • the dispersant that is included in the colored fluid having the non-aqueous polar solvent can be selected from the following classes: anionic, cationic, zwitterionic (amphoteric), and non-ionic polymers or oligomers that are block, random, comb, grafted, dendritic polymers or co-polymers selected from the group of polyalkylene oxides such as polyethylene oxide, polypropylene oxide, or polybutylene oxide; polyamide, polyester, polyacrylate, polyethylenimine, polyether amine, polyvinyl alcohol, polyvinylacetate, polyvinylpyrrolidone, polyvinyloxazolidone, polyvinylmethyloxazolidone, polystyrene, polyepoxide, polyurethane, polyurea, polyvinyl halogen.
  • anionic, cationic, zwitterionic (amphoteric) and non-ionic polymers or oligomers that are block, random, comb, grafted, dendriti
  • the dispersants can be used individually or in combination with other dispersants, surfactants, and synergists.
  • Non-limiting examples of certain commercially available dispersants are Solsperse® (available from Noveon), Tegosperse® (available from Evonik), EFKA® (available from BASF), and Disperbyk® (available from BYK Chemie).
  • the resin that is included in the colored fluid having the non-aqueous polar solvent can include an individual natural or synthetic resin, such as rosin and modified rosin, rosin condensates with maleic anhydride and other unsaturated compounds, gums, alkyds, acrylates, melamine aldehyde, phenol aldehyde, urea aldehyde, epoxy, polyurethane, acetal, phenolics, or any combination thereof
  • an individual natural or synthetic resin such as rosin and modified rosin, rosin condensates with maleic anhydride and other unsaturated compounds, gums, alkyds, acrylates, melamine aldehyde, phenol aldehyde, urea aldehyde, epoxy, polyurethane, acetal, phenolics, or any combination thereof
  • the polymer that is included in the colored fluid having the non-aqueous polar solvent can include a natural or synthetic linear, branched, block, random, comb, grafted, dendritic polymer or co-polymer selected from polyalkylene oxides, such as polyethylene oxide, polypropylene oxide, or polybutylene oxide; polyamide, polyester, polyacrylate, polyethylenimine, polyether amine, polyvinylalcohol, polyvinylacetate, polyvinylpyrrolidone, polyvinyloxazolidone, polyvinylmethyloxazolidone, polystyrene, polyepoxide, polyurethane, polyurea, polyvinyl halogen, or any combination thereof.
  • polyalkylene oxides such as polyethylene oxide, polypropylene oxide, or polybutylene oxide
  • the polymer can contain one or multiple groups including sulfo-, sulfamido-, carboxy-, carboxamido-, urea-, thiourea-, urethane-, azo-, keto-, oxy-, oxyalkyl-, thio-, amino-, aminoalkyl-, phosphato-, monohalotriazolo-, dihalotriazolo-, vinyl sulfono-, phenylamino sulfono-, alkyl, polyalkyl, alkylene glycol, alkylaryl, halogen, alkyl and/or aryl halogen, or any combination thereof.
  • the colored fluid includes a non-aqueous polar solvent, a self-dispersed pigment and/or a dye, and is devoid of at least a surfactant, a dispersant, and a resin.
  • the colored fluid can include at least one organic or inorganic pigment stabilized in a non-aqueous polar fluid with a surfactant, a synergist, or a dispersant.
  • the colored fluids including the non-aqueous polar solvent may further include other additives, such as those described in PCT/US2008/076168, filed Sep. 12, 2008, and entitled “Electrofluidic Devices, Visual Displays, and Methods for Making and Operating Such Electrofluidic Devices”, the contents of which is incorporated by reference herein in its entirety. Biocides and defoamers may also be added.
  • the non-aqueous polar solvent may be in the range of from about 60.0 wt % to 99.9 wt %, based on the total weight of the colored fluid. In another example, the non-aqueous polar solvent may be in the range of from about 80.0 wt % to 99 wt %.
  • the pigment content of the colored fluid having the non-aqueous polar solvent may be in the range from about 0 wt % to about 40 wt %, based on the total weight of the colored fluid. In one example, the pigment content is in the range from about 0.1 wt % to about 40 wt %, based on the total weight of the colored fluid.
  • the pigment content is in the range from about 1 wt % to about 20 wt %, based on the total weight of the colored fluid. Pigment concentrations below 0.1 wt % will usually not provide the desired color intensity, and above 40 wt % will usually result in inadequate rheological behavior.
  • the colored fluid having the non-aqueous polar solvent may include dye from 0 wt % up to about 80 wt % based on the total weight of the colored fluid. In another example, dye content of the colored fluid may be in the range from about 0.1% by weight to about 50% by weight based on the total weight of the colored fluid.
  • the colored fluid having the non-aqueous polar solvent also can include from 0 wt % up to about 200 wt % dispersant by weight of the pigment in the fluid.
  • the colored fluid can include from 0.1 wt % up to about 80 wt % dispersant by weight of the pigment in the fluid.
  • the colored fluid also can include from 0 wt % up to about 30 wt % synergist by weight of the pigment.
  • the colored fluid can include from 0 wt % to 12 wt % synergist by weight of the pigment.
  • the colored fluid can include from 0.1 wt % to 12 wt % synergist by weight of the pigment.
  • the colored fluid also can include from 0 wt % up to about 200 wt % surfactant, resin, and/or polymer by weight of the pigment in the fluid.
  • the colored fluid can include from 0 wt % to 10 wt % surfactant.
  • the colored fluid can include from 0.1 wt % up to about 10 wt % surfactant.
  • the colored fluid can include from 0 wt % to 80 wt % resin and/or polymer by weight of the pigment.
  • the colored fluid can include from 0.1 wt % up to about 80 wt % resin and/or polymer.
  • the colored fluid also can include from 0 wt % to 5 wt % defoamer and/or biocide, by weight of the colorant. In yet another example, the colored fluid can include from 0.1 wt % to 5 wt % defoamer and/or biocide, by weight of the colorant.
  • the colored fluid having the non-aqueous polar solvent can exhibit colloidal stability from about ⁇ 40° C. to about 80° C. and may have a conductivity greater than about 5 ⁇ S/cm. In another example, the colored fluid has a conductivity greater than about 5 ⁇ S/cm up to about 500 ⁇ S/cm. In still another example, the colored fluid has a conductivity from 15 ⁇ S/cm up to 100 ⁇ S/cm. In yet another example, the colored fluid has a conductivity greater than about 20 ⁇ S/cm.
  • the colored fluid having the non-aqueous polar solvent should have a surface tension of 10 dynes/cm to 55 dynes/cm at 25° C. In another example, the surface tension is 25 dynes/cm to 55 dynes/cm at 25° C.
  • the dynamic viscosity of the colored fluid having the non-aqueous polar solvent should be less than 1000 cP at 25° C. In another example, the dynamic viscosity is from 0.1 cP to 500 cP at 25° C. In still another example, the dynamic viscosity is from 0.5 cP to 100 cP at 25° C.
  • the EWRR of the colored fluid is in the range of 10-80%. In another example, the range is 40-80%.
  • the non-polar solvent can include a linear or branched alkane, such as dodecane and tetradecane, arylalkane, a fatty acid, an alcohol, aromatic or alicyclic hydrocarbon, a heterocyclic compound, a halogenated hydrocarbon, polymer or oligomer based on Si or Ge, such as silicone oil, cyclic siloxane, or combinations thereof.
  • the non-polar solvent also may be a gas instead of a liquid.
  • the colorants for the colored fluid having the non-polar solvent can include organic pigments, dyes, such as vat and disperse dyes, or any combination thereof.
  • Non-limiting examples of colorants include those belonging to the following classes of compounds: azo, azine, benzimidazolone, azomethine, methine, anthraquinone, arylaminoquinone, phthalocyanine, perinone, diketopyrrolopyrrole, indigo, thio-indigo, dioxazine, isoindoline, isoindolinone, iminoisoindoline, iminoisoindolinone, quinacridone, flavanthrone, indanthrone, indanthren, indole-thianaphthene, anthanthrone, anthrapyrimidine, perylene, quinophthalone, violanthrone, isoviolanthrone, violanthrene, pyranthron
  • colorants are C.I. Pigment Black 1,2, 3, 31, and 32; C.I. Pigment Green 7, 36, 37, 47, 54, and 58; C.I. Pigment Blue 15:1, 15:2, 15:3, 15:4, 15:6, 16, 21, 22, 60, 64, 65, 75, and 76; C.I. Pigment Violet 19, 23, 29, 31, 33, and 37; C.I.
  • the colored fluid with the non-polar solvent defines a black colored fluid.
  • the colorant can be specifically selected so as to provide the black colored fluid.
  • Carbon black, such as C.I. Pigment Black 7, and certain other inorganic pigments are not suitable for the non-polar fluid of the current invention due to high conductivity.
  • a black colored fluid having the non-polar solvent may be prepared with an individual organic colorant or a combination of two or more non-conductive colorants, as indicated above.
  • a black colored fluid includes a blend of C.I. Pigment Blue 15:3, C.I. Pigment Orange 5, and C.I. Pigment Violet 23.
  • the colorant is non-conductive or generally non-conductive in nature.
  • the surfactant, synergist, dispersant, and other additives for the colored fluid having the non-polar solvent should be non-ionic in nature and not increase the conductivity of the colored fluid.
  • the colorants, surfactants, synergists, dispersants, and other additives incorporated into the colored fluid having the non-polar solvent also should not be influenced by the application of an electric field, so as to move through the fluid by electrophoresis or dielectrophoresis.
  • the colorants, surfactants, synergists, dispersants, and other additives incorporated into the colored fluid having the non-polar solvent are influenced by the application of an electric field, so as to move through the fluid by electrophoresis or dielectrophoresis.
  • Non-limiting examples of suitable surfactants are polyalkylene glycols and their derivatives.
  • suitable dispersants are polyamides, polyesters, polyacrylates, polyvinyloxazolidones, polystyrenes, polyepoxides, polyurethanes, and polyvinyl halogens.
  • Non-limiting examples of commercially available dispersants are Solsperse® (Noveon), Tegosperse® (Evonik), EFKA® (BASF), and Disperbyk® (BYK Chemie).
  • the pigment content of the colored fluid having the non-polar solvent may be in the range from about 0 wt % to about 40 wt %, based on the total weight of the colored fluid. In one example, the pigment content is in the range from about 0.1 wt % to about 40 wt %, based on the total weight of the colored fluid. In another example, the pigment content is in the range from about 1 wt % to about 20 wt %, based on the total weight of the colored fluid. Pigment concentrations below 0.1 wt % will usually not provide the desired color intensity, and above 40 wt % will usually result in inadequate rheological behavior.
  • the colored fluid having the non-polar solvent may include dye from 0 wt % up to about 80 wt % based on the total weight of the colored fluid.
  • dye content of the colored fluid may be in the range from about 0.1% by weight to about 50% by weight based on the total weight of the colored fluid.
  • the colored fluid having the non-polar solvent also can include from 0 wt % up to about 200 wt % dispersant by weight of the pigment in the fluid.
  • the colored fluid can include from 0.1 wt % up to about 200 wt % dispersant by weight of the pigment in the fluid.
  • the colored fluid also can include from 0 wt % up to about 30 wt % synergist by weight of the pigment and from 0 wt % up to about 200 wt % surfactant and/or polymer by weight of the pigment in the fluid.
  • the colored fluid having the non-polar solvent should have a surface tension that is less than 25 dynes/cm at 25° C. In another example, the surface tension is from 10 dynes/cm to 25 dynes/cm at 25° C.
  • the dynamic viscosity of the colored fluid having the non-polar solvent should be less than 1000 cP at 25° C. In another example, the dynamic viscosity is from 0.1 cP to 500 cP at 25° C. In still another example, the dynamic viscosity is from 0.5 cP to 100 cP at 25° C.
  • the colored fluid having the non-polar solvent also may exhibit colloidal stability from about ⁇ 40° C. to about 80° C. and may have a dielectric constant less than 3. In another example, the dielectric constant is from 1 to 3.
  • the conductivity of the colored fluid having the non-polar solvent may be in a range of 0 pS/cm to 5 pS/cm. In another example, the colored fluid has a conductivity in a range of 0 pS/cm to 1 pS/cm.
  • a low conductivity provides higher performance with faster switching speeds and less fouling of the surfaces of the device. The lower conductivity also retains the contact angle more effectively when the charge is applied. Whereas, for materials that increase the conductivity, the colored fluid tends to relax while voltage is still applied, which is exhibited by a decrease in contact angle or a prohibition of electrowetting altogether.
  • a plurality of colored fluids is combined together.
  • a colored fluid having a non-aqueous polar solvent and a pigment and/or dye may be combined with a colored fluid having a non-polar solvent and a pigment and/or dye, with each including additional optional components as discussed above.
  • the colored fluids having the non-polar solvent should not be miscible with the colored fluids having the non-aqueous polar solvent, and should not form a stable emulsion therewith.
  • the non-polar solvent should have a cross-solubility level with the non-aqueous polar solvent that is less than about 10%. In one example, the cross-solubility is less than about 1%.
  • the interfacial tension between the non-aqueous polar solvent and the non-polar solvent may be about 2 to about 55 dynes/cm. In another example, the interfacial tension between the non-aqueous polar solvent and the non-polar solvent may be about 5 to about 55 dynes/cm. If the non-polar solvent is a gas, the interfacial tension can be about 10 dynes/cm to about 55 dynes/cm. In another example, if the non-polar solvent is a gas, the interfacial tension can be about 15 dynes/cm to about 55 dynes/cm.
  • the non-polar solvent also can have an interfacial tension value with deionized water of about 2 dynes/cm to about 60 dynes/cm.
  • the pigment particles that are included in the colored fluids can have a mean weight diameter ranging from about 10 nm to 5000 nm, based on dynamic light scattering particle size analysis. In one example, the mean weight diameter ranges from about 20 nm to 500 nm.
  • the pigment can provide a color saturation corresponding to a minimum Maxwell triangle of (0.3; 0.4), (0.4; 0.3), (0.3; 0.3) as depicted on a 1931 CIE Chromaticity diagram.
  • a desirable attribute of the colored fluids is stability of the fluid over a desired period of time for a given device. Stability can be characterized by operability of the device in general, particle size distribution, rheological properties (e.g., viscosity), color, etc.
  • the colored fluids do not foul the surface of the hydrophobic or hydrophilic features of the device.
  • fouling is meant to include a negative phenomena by which components in the colored fluid, for example pigment particles, polymers, and other components of the fluid remain (adhere to the surface) on the hydrophobic and/or hydrophilic features when the fluid undergoes movement or switching in such a manner as to cause interference with clarity or intended device performance.
  • the colored fluid is capable of dosing and switching without fouling.
  • the components can be premixed in a vessel equipped with a high-speed stirrer with rotation velocity in a range of 500-12,000 RPM.
  • the mixture may then be milled utilizing known milling equipment, such as but not limited to a rotating ball mill, vibration mill, agitated horizontal or vertical media mill, basket mill, rotor/stator type machines, or attritors.
  • the mixture may be milled by batch operation or by way of recirculation and/or discrete pass.
  • Any known type and size of media can be employed, for example, glass, ceramics, sand, polymeric, and metal media with sizes in a range from 30 ⁇ m to about 10 cm.
  • Typical mills include those manufactured by Eiger, Netzsch, Buhler, Premier, Chicago Boiler, Drais, Union Process, etc.
  • the colored fluids may be produced on batch process equipment, such as a rotating ball mill or an agitated ball mill.
  • the former is typified by those provided by Paul-O-Abbe; the latter is typified by those supplied by Union Process.
  • Media size for either may range in size as noted above, and media shape may be circular, regular, irregular, or a mixture thereof.
  • the colored fluids may also be prepared on any high-energy disperser with a shear mechanism, such as an IKA Works, Baker-Perkins, etc., sigma blade mixer.
  • the colored fluids may optionally be filtered and/or centrifuged to remove large pigment particles, broken media, or contaminants. Other methods of preparation known in the art can also be employed. In one embodiment, concentrated colorant dispersion (mill base) of the colored fluid is first made followed by admixing of all other needed components to form the final colored fluid.
  • Particle size distribution is determined using NanotracTM 250, NPA 250 (Microtrac, Inc.) and MicrotracTM UPA (Microtrac, Inc.).
  • a stability test is performed by placing a sample of the colored fluid in a closed container for four weeks at 25° C.
  • the colored fluid is considered color stable if the colorant does not fall out of solution, which is determined visually.
  • the colorant remains desirably homogeneously dispersed within the colored fluid for the duration of the test.
  • Interfacial tension for colored fluids having either non-aqueous polar and non polar solvents is measured using a drop tensiometer IFT TrackerTM (Teclis).
  • the tensiometer uses drop shape analysis to calculate surface tension or interfacial tension where drop shape is determined by the forces of surface tension and gravity acting on the drop. Either a pendant drop or a rising drop configuration is used; the configuration is determined by the specific gravities and optical characteristics of fluids.
  • colored fluids having non-aqueous polar solvents are tested for electrowetting capability by evaluating change in contact angle on a hydrophobic dielectric and electrode substrate with voltage application.
  • SnO 2 In 2 O 3 coated glass is covered with 1.2-1.3 ⁇ m Parylene C dielectric and about 100 nm Cytonix Fluoropel 1601V hydrophobic fluoropolymer as the ambient.
  • indium tin oxide (ITO) coated glass can be covered with about 100 nm Al 2 O 3 and about 50 nm Asahi Cytop CTL-809M hydrophobic fluoropolymer.
  • a conductive wire attached at one point to the ITO layer of the substrate serves as the ground electrode.
  • the substrate is submerged in a transparent non-polar solvent and a drop of colored fluid having a non-aqueous polar fluid is placed on the surface.
  • Stepwise voltage in a range of ⁇ 30V to 30V is supplied to the drop through a tungsten cat whisker probe and the contact angle of the drop at each voltage is recorded and calculated using VCA Optima software program (AST Products). See Balaji Raj et al., “Ion and Liquid Dependent Dielectric Failure in Electrowetting Systems”, Langmuir
  • the electrical conductivity for colored fluids having the non-polar solvent is measured at 25° C. using a Scientifica 627 Conductivity Meter (Princeton Instruments).
  • the dielectric constant is measured at 25° C. using a Scientifica 870 Liquid Dielectric Constant Meter (Princeton Instruments).
  • Electrowetting performance for colored fluids having the non-polar solvent is evaluated by observing change in contact angle for a drop of the colored fluid in deionized water on a hydrophobic dielectric and electrode substrate with voltage application.
  • SnO 2 :In 2 O 3 coated glass is covered with 1 ⁇ m Parylene C dielectric and about 100 nm Cytonix Fluoropel 1601V hydrophobic fluoropolymer.
  • This substrate includes a feature of designated height which provides a gap where the colored fluid may be placed when used in combination with a second substrate.
  • Deionized water is placed on the bottom, hydrophobic substrate, which is then covered with a top substrate of SnO 2 :In 2 O 3 coated glass.
  • a drop of the colored fluid is injected into the gap so that it contacts the hydrophobic bottom substrate. Alternating or direct current voltage is applied to the water and movement of the non-polar fluid is observed. Desirable performance is indicated by an increase in contact angle of the colored fluid on the hydrophobic surface and a corresponding decrease in surface area thereof when voltage is applied, and a return to initial contact angle and surface area when voltage is removed.
  • a premix for dispersion is made at room temperature by homogenizing all components for 30 minutes at 5,000 RPM using a Dispermat high speed mixer (VMA-Getzmann GMBX) with Cowles blade. If milling is required, the premix is milled in a Mini 50 Laboratory Bead Mill M50-VSE-EXP (Eiger Machinery, Inc.) for one hour with 0.8-1.0 mm ceramic media.
  • the fluid is made as described in Example 1 but PG is replaced with propylene carbonate (PC), which is a non-aqueous polar solvent, yielding a cyan colored fluid.
  • PC propylene carbonate
  • the fluid is made as described in Example 1 but Cab-o-Jet® 250C is replaced with Cab-o-Jet® 260M 10% aqueous dispersion of self-dispersed C.I. Pigment Red 122 (available from Cabot). The dark red powder is then ground. 10 parts of the pigment are premixed with 90 parts of propylene carbonate (PC) following by milling the slurry for one hour yielding a magenta colored fluid.
  • PC propylene carbonate
  • a black colored fluid was prepared as in example 11, except that perylene black pigment was replaced with Special Black® 250 (available from Evonik).
  • the conductivity of the black colored fluid was 14.6-20 pS/cm and the dielectric constant was 11-13.3. This fluid was diluted to 1% pigment content and demonstrated poor electrowetting performance.
  • the various embodiments of the colored fluids of the invention may be used to supply coloration in electronic displays that operate by principles of electrowetting, electrofluidics, and/or electrophoresis, in color filters, in inkjet inks, in liquid toners, and in developers.
  • the colored fluids of the embodiments of the invention may be used in a display that operates according to electrowetting principles to create an image.
  • an electrowetting device contains a plurality of individual pixels which are filled with a polar fluid and a non-polar fluid. A voltage applied to, or removed from, each pixel causes movement of the polar fluid and thereby changes the appearance or state of the pixel from, for example, a colored state to a non-colored or transparent state.
  • a representative pixel 10 for use as an electrowetting device in a display is shown as an embodiment of the invention in FIGS. 1A, 1B .
  • a polar fluid 12 including at least one non-aqueous polar solvent and at least one colorant consistent with one of the embodiments of the invention and a non-polar fluid 14 are confined inside a reservoir 16 .
  • the reservoir 16 is disposed between a first electrode 18 and a second electrode 20 .
  • Each of the electrodes 18 , 20 is coated by a respective hydrophobic coating 22 , 24 composed of an insulator, such as a fluoropolymer.
  • the fluids 12 , 14 , electrodes 18 , 20 , and coatings 22 , 24 in the stacked arrangement are supported by substrates 26 , 28 .
  • a voltage source 30 is connected between the electrodes 18 , 20 and is further connected with a control circuit (not shown) for the pixels of the display so that the pixel 10 can be addressed to change display states.
  • Light is supplied to the substrate 26 and directed through the stack of fluids 12 , 14 , electrodes 18 , 20 , coatings 22 , 24 , and substrate 28 to the environment exterior to the pixel 10 .
  • the polar fluid 12 forms a film over the hydrophobic coating 22 such that the pixel 10 has a visual appearance related to the coloration of the film. For example, if the polar fluid 12 is red in color, the light of a red wavelength is observed from the pixel 10 .
  • the color of polar fluid 12 is manifested in the light transmitted through the pixel 10 because of the increased surface area of the polar fluid 12 over the area of hydrophobic coating 22 .
  • the polar fluid 12 When the potential difference is removed as shown in FIG. 1B , the polar fluid 12 responds by changing its shape and, thereby, its contact angle relative to the surface of the hydrophobic coating 22 .
  • the visible coloration of the polar fluid 12 is less apparent in the display state of FIG. 1B because less of the light is transmitted through the polar fluid 12 and, by comparison, more of the light is transmitted through the non-polar fluid 14 .
  • the non-polar fluid 14 which lacks the coloration of the polar fluid 12 , preferentially wets most of the surface area of the hydrophobic coating 22 when the voltage is absent from the electrodes 18 , 20 in FIG. 1B .
  • the non-polar fluid 14 may be non-colored or transparent.
  • 1A, 1B along with contrasting display states of other pixels (not shown) similar to pixel 10 , may be used by the display to generate an image.
  • the polar film 12 will return from the display state of FIG. 1B to the display state of FIG. 1A .
  • the pixel 10 may have various alternative constructions and that the construction shown in FIGS. 1A, 1B may vary.
  • the pixel 10 may be configured such that the applied potential difference causes the polar fluid 12 to form a film as in FIG. 1A and removal of the applied potential difference produces the state of increased contact angle in FIG. 1B .
  • the polar fluid 12 may be moved by the potential difference to a position within the pixel 10 at which the polar fluid 12 is not visible and hidden from an observer.
  • a non-polar fluid 14 which includes at least one non-polar solvent and at least one colorant consistent with one of the embodiments of the invention, may have a coloration that is preferably black and may be used in the display pixel 10 along with the polar fluid 12 to create an image.
  • the black colored non-polar fluid 14 forms a film over the hydrophobic coating 22 as shown in FIG. 2A , which creates a dark, e.g., black, image area.
  • polar fluid 12 will wet the hydrophobic coating 22 , and the non-polar 14 will be moved to, for example, form a droplet characterized by a decreased surface area.
  • the color of the non-polar fluid 14 is confined to a small visible area of the pixel 10 and the appearance of the pixel 10 will primarily reflect the coloration of the polar fluid 12 , which will be non-colored or transparent.
  • the polar fluid 12 of the embodiments of the invention may be used in a pixel 40 of a display in which a droplet of the polar fluid 12 is moved within the pixel 40 from a non-visible position ( FIG. 3A ) to a visible position ( FIG. 3C ). Substrates similar to substrates 26 , 28 are present but are omitted from the views for clarity. The transition of the polar fluid 12 between the non-visible and visible positions is apparent in FIG. 3B .
  • the electrode 18 of pixel 40 is segmented into two discrete electrodes 18 a, 18 b.
  • Electrode 18 a is located in a portion of the pixel 40 for which the polar fluid 12 is hidden and not visible to an observer and electrode 18 b is located in a portion of the pixel 40 for which the polar fluid 12 is visible to an observer due to the transmission of light through the polar fluid 12 .
  • the polar fluid 12 By switching the potential difference applied between the electrodes 18 b, 20 , the polar fluid 12 is moved from the non-visible position (FIG. 2 A 3A) to the visible position ( FIG. 3B ). In the visible position, light is transmitted through the polar fluid 12 and acquires a wavelength that reflects the coloration of the polar fluid 12 . The light, after acquiring the characteristic coloration, is transmitted through the hydrophobic coating 24 and electrode 20 and out of the pixel 40 to an observer. The polar fluid 12 is returned from the visible position ( FIG. 3C ) to the non-visible position ( FIG. 3A ) to re-establish the initial display state by application of a potential difference to electrodes 18 a, 20 .
  • the non-polar fluid 14 of the pixel 40 may be colored in addition to the coloration of the polar fluid 12 .
  • the embodiments of the polar fluid 12 described herein may be used in a device pixel, such as pixel 40 , to improve image contrast.
  • the colored non-polar fluid having a composition consistent with the embodiments of the invention can also be used in an electrophoretic device for a display.
  • the non-polar fluid 14 may be used as the contrasting color for a pixel 50 of single particle type electrophoretic display. Specifically, charged particles 52 are suspended within a volume of non-polar fluid 14 and the pixel 50 has the appearance of the coloration of the non-polar fluid 14 .
  • the charged particles 52 are electrostatically attracted toward at least one of the electrodes 18 , 20 , in this instance electrode 20 as shown in FIG. 4B .
  • the visible appearance of the pixel 50 changes to reflect the coloration of the charged particle 52 due to the change in display state.
  • These two contrasting display states of the pixel 10 shown in FIGS. 4A, 4B along with contrasting display states of other pixels (not shown) similar to pixel 50 , may be used by the display to generate an image.
  • the colored non-polar fluid 14 may be a contrasting color in a dual particle type display.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Physics & Mathematics (AREA)
  • Dispersion Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • General Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Electrochromic Elements, Electrophoresis, Or Variable Reflection Or Absorption Elements (AREA)
  • Mechanical Light Control Or Optical Switches (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Inks, Pencil-Leads, Or Crayons (AREA)
US14/279,466 2009-03-13 2010-03-15 Colored fluids for electrowetting, electrofluidic, and electrophoretic technologies Active 2030-07-22 USRE46318E1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
US14/279,466 USRE46318E1 (en) 2009-03-13 2010-03-15 Colored fluids for electrowetting, electrofluidic, and electrophoretic technologies

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US16011309P 2009-03-13 2009-03-13
US23115609P 2009-08-04 2009-08-04
US13/202,457 US8717663B2 (en) 2009-03-13 2010-03-15 Colored fluids for electrowetting, electrofluidic, and electrophoretic technologies
US14/279,466 USRE46318E1 (en) 2009-03-13 2010-03-15 Colored fluids for electrowetting, electrofluidic, and electrophoretic technologies
PCT/US2010/000767 WO2010104606A1 (en) 2009-03-13 2010-03-15 Colored fluids for electrowetting, electrofluidic, and electrophoretic technologies

Publications (1)

Publication Number Publication Date
USRE46318E1 true USRE46318E1 (en) 2017-02-21

Family

ID=42728646

Family Applications (2)

Application Number Title Priority Date Filing Date
US14/279,466 Active 2030-07-22 USRE46318E1 (en) 2009-03-13 2010-03-15 Colored fluids for electrowetting, electrofluidic, and electrophoretic technologies
US13/202,457 Ceased US8717663B2 (en) 2009-03-13 2010-03-15 Colored fluids for electrowetting, electrofluidic, and electrophoretic technologies

Family Applications After (1)

Application Number Title Priority Date Filing Date
US13/202,457 Ceased US8717663B2 (en) 2009-03-13 2010-03-15 Colored fluids for electrowetting, electrofluidic, and electrophoretic technologies

Country Status (8)

Country Link
US (2) USRE46318E1 (ko)
EP (1) EP2406681B1 (ko)
JP (1) JP5635018B2 (ko)
KR (1) KR20110139258A (ko)
CN (1) CN102369474B (ko)
CA (1) CA2754038A1 (ko)
WO (1) WO2010104606A1 (ko)
ZA (1) ZA201106482B (ko)

Families Citing this family (53)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102369474B (zh) 2009-03-13 2015-05-27 太阳化学公司 用于电润湿、电流体和电泳技术的彩色流体
US8693081B2 (en) 2010-09-30 2014-04-08 University Of Cincinnati Electrofluidic imaging film, devices, and displays, and methods of making and using the same
TWI442087B (zh) 2010-10-27 2014-06-21 Ind Tech Res Inst 電濕潤顯示裝置及其非極性彩色溶液
US20130235445A1 (en) * 2010-11-15 2013-09-12 Sharp Kabushiki Kaisha Display element and electric device that uses the same
EP2652538A4 (en) * 2010-12-16 2017-12-27 Sun Chemical Corporation Colored metalorganic fluids for electrowetting, electrofluidic, and electrophoretic technologies
JP5878356B2 (ja) * 2011-09-30 2016-03-08 富士フイルム株式会社 着色組成物、および画像表示構造
WO2013065485A1 (ja) * 2011-10-31 2013-05-10 Dic株式会社 着色液体、及び分離液状着色組成物
CN103975024B (zh) * 2011-12-15 2018-06-26 富士胶片株式会社 着色组合物和图像显示结构
EP2828341A1 (en) 2012-03-23 2015-01-28 Merck Patent GmbH Particles for electrowetting displays
KR101402946B1 (ko) * 2012-03-28 2014-06-11 한국과학기술원 수직 전극 구조의 전자종이 디스플레이 패널 및 그 제조 방법
JP5806249B2 (ja) * 2012-03-30 2015-11-10 富士フイルム株式会社 光学素子及び画像表示装置
JP6235566B2 (ja) 2012-05-09 2017-11-22 サン・ケミカル・コーポレーション 表面修飾顔料粒子、その調製方法およびその利用
JP5602905B2 (ja) * 2012-05-10 2014-10-08 富士フイルム株式会社 エレクトロウェッティング表示装置及びエレクトロウェッティング表示用染料組成物
EP2850116B1 (en) 2012-05-14 2018-04-18 Merck Patent GmbH Particles for electrophoretic displays
KR102058339B1 (ko) 2012-05-14 2019-12-23 메르크 파텐트 게엠베하 전기영동 디스플레이용 입자
US20150126680A1 (en) 2012-05-14 2015-05-07 Merck Patent Gmbh Particles for electrophoretic displays
WO2013170934A1 (en) 2012-05-14 2013-11-21 Merck Patent Gmbh Particles for electrophoretic displays
WO2013170936A1 (en) 2012-05-14 2013-11-21 Merck Patent Gmbh Particles for electrophoretic displays
US9645416B2 (en) 2012-05-14 2017-05-09 Merck Patent Gmbh Particles for electrophoretic displays
WO2013170938A1 (en) 2012-05-14 2013-11-21 Merck Patent Gmbh Particles for electrophoretic displays
WO2013184507A1 (en) * 2012-06-04 2013-12-12 Owen Research Corporation Electronic display ink having inert pigment particles
JP5587365B2 (ja) * 2012-06-28 2014-09-10 富士フイルム株式会社 エレクトロウェッティング表示装置及びエレクトロウェッティング表示用染料組成物
CA2877353C (en) 2012-06-29 2020-06-09 Johnson & Johnson Vision Care, Inc. Multiple state electroactive ophthalmic device
IN2015DN00328A (ko) 2012-06-29 2015-06-12 Johnson & Johnson Vision Care
JP5602806B2 (ja) * 2012-08-17 2014-10-08 富士フイルム株式会社 エレクトロウェッティング表示装置及びエレクトロウェッティング表示用染料組成物
TWI467229B (zh) * 2012-09-26 2015-01-01 Au Optronics Corp 畫素結構
US10037735B2 (en) * 2012-11-16 2018-07-31 E Ink Corporation Active matrix display with dual driving modes
JP2014106368A (ja) * 2012-11-27 2014-06-09 Fujifilm Corp エレクトロウェッティング表示用染料組成物及びエレクトロウェッティング表示装置
EP2986658A4 (en) * 2013-04-19 2017-03-08 Basf Se Colored charged silsesquioxanes
CN103257445B (zh) * 2013-05-28 2016-01-13 东南大学 一种柔性电润湿显示装置
PL3004981T3 (pl) 2013-05-31 2024-09-09 E Ink Corporation Urządzenie do kontroli słonecznej
WO2014198373A1 (en) 2013-06-12 2014-12-18 Merck Patent Gmbh Particles for electrophoretic displays
US10308744B2 (en) 2013-06-12 2019-06-04 Merck Patent Gmbh Particles for electrophoretic displays
WO2015030798A1 (en) 2013-08-30 2015-03-05 Hewlett-Packard Development Company, L.P. Electronic inks
JP6568522B2 (ja) 2013-12-02 2019-08-28 メルク パテント ゲゼルシャフト ミット ベシュレンクテル ハフツングＭｅｒｃｋ Ｐａｔｅｎｔ Ｇｅｓｅｌｌｓｃｈａｆｔ ｍｉｔ ｂｅｓｃｈｒａｅｎｋｔｅｒ Ｈａｆｔｕｎｇ 黒色ポリマー粒子
CN112961512A (zh) 2013-12-02 2021-06-15 默克专利股份有限公司 彩色或黑色颗粒
JP6343770B2 (ja) * 2014-01-30 2018-06-20 国立大学法人福井大学 界面制御機構及び界面制御方法
EP2947496B1 (en) * 2014-05-20 2018-01-17 Parrot Drones Non-aqueous conductive liquids for liquid lenses
KR102227978B1 (ko) 2014-05-22 2021-03-15 삼성전자주식회사 전기습윤 소자용 유체 및 이를 이용한 전기습윤 소자
JP2016017152A (ja) * 2014-07-09 2016-02-01 株式会社日本触媒 樹脂組成物及びその用途
KR102279240B1 (ko) * 2014-10-29 2021-07-19 삼성전자주식회사 전기습윤 소자용 유체 및 이를 포함한 전기습윤 소자
TWI516520B (zh) 2014-10-31 2016-01-11 財團法人工業技術研究院 波長轉換聚合物、其製法及包含其之波長轉換裝置
EP3234042B1 (en) 2014-12-19 2019-06-19 Merck Patent GmbH Particles for electrophoretic displays
WO2016096085A1 (en) 2014-12-19 2016-06-23 Merck Patent Gmbh Particles for electrophoretic displays
CN110494771B (zh) * 2017-02-08 2022-01-18 巨跃控股有限责任公司 通过介电电泳的光转向和聚焦
CN109629251A (zh) * 2017-10-06 2019-04-16 海宁绿宇纺织科技有限公司 一种适用于分散染料染色的非水介质体系
WO2020070568A1 (en) * 2018-10-01 2020-04-09 Centre For Nano And Soft Matter Sciences A visibility controlling device
CN109627802A (zh) * 2018-11-16 2019-04-16 深圳市国华光电科技有限公司 一种电润湿染料的制备方法和电润湿显示油墨
US11891521B2 (en) 2019-03-18 2024-02-06 Nike, Inc. Colorant solvent system, methods of use, and articles
US11123011B1 (en) 2020-03-23 2021-09-21 Nix, Inc. Wearable systems, devices, and methods for measurement and analysis of body fluids
KR20220005922A (ko) * 2020-07-07 2022-01-14 삼성전자주식회사 디스플레이 모듈 및 그 제조 방법
CN112592462B (zh) * 2020-10-27 2023-04-18 湖南文理学院 一种吩噁嗪基芴与吡咯并吡咯二酮类共聚物光伏材料、制备方法和应用
CN117111288B (zh) * 2023-10-12 2024-03-19 惠科股份有限公司 电润湿显示面板和显示装置

Citations (37)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1993007464A1 (en) 1991-10-08 1993-04-15 Wda Contracts Corporation Surface energy and surface charge meter
US20020185378A1 (en) * 2001-05-15 2002-12-12 Honeyman Charles H. Electrophoretic particles and processes for the production thereof
US6726762B2 (en) 2001-06-28 2004-04-27 Dainichiseika Color & Chemicals Mfg. Co., Ltd. Finely divided pigments and coloring compositions
WO2004068208A1 (en) 2003-01-27 2004-08-12 Koninklijke Philips Electronics N.V. Display device
JP2005193325A (ja) 2004-01-06 2005-07-21 Konica Minolta Medical & Graphic Inc 広幅帯状感光材料の裁断方法及び広幅帯状感光材料用裁断装置
JP2006195190A (ja) 2005-01-13 2006-07-27 Sharp Corp シート状画像表示装置
WO2006129846A1 (ja) 2005-06-03 2006-12-07 Sharp Kabushiki Kaisha 表示素子、及びこれを用いた電気機器
GB2429530A (en) 2005-08-23 2007-02-28 Samsung Electro Mech An electrowetting system
WO2007049196A2 (en) 2005-10-25 2007-05-03 Koninklijke Philips Electronics N.V. Reset circuit for display devices
US20070112189A1 (en) 2003-11-17 2007-05-17 Takuji Ikeda High silica cds-1 zeolite
WO2007064141A1 (en) 2005-11-30 2007-06-07 Image Lab Co., Ltd. Apparatus for emitting electrowetting display
WO2007071904A1 (en) 2005-12-22 2007-06-28 Eastman Kodak Company Display devices
US20070177276A1 (en) 2006-02-01 2007-08-02 Varioptic S.A. Optical electrowetting device
US20070189998A1 (en) 2006-02-13 2007-08-16 Eastman Kodak Company Oil-in-oil emulsions
US20070189999A1 (en) * 2006-02-13 2007-08-16 Eastman Kodak Company Oil-in-oil dispersions stabilized by solid particles and methods of making the same
US20070263306A1 (en) 2004-06-23 2007-11-15 Koninklijke Philips Electronics, N.V. Bi-Stable Electrowetting Optical Element and Driving Method Therefor
JP2007310402A (ja) 2006-05-19 2007-11-29 Xerox Corp 電気泳動ディスプレイ装置
EP1887406A1 (en) 2006-08-08 2008-02-13 Varioptic Use of onium salts in an optical electrowetting device
EP1975214A1 (en) 2007-03-29 2008-10-01 Konica Minolta Holdings, Inc. Ink-jet ink and ink-jet recording method
WO2008128697A1 (en) 2007-04-21 2008-10-30 Advanced Display Technology Ag Use of a fluid mixture for electrowetting in a device
US20080265211A1 (en) 2007-04-30 2008-10-30 Rehman Zia Ur Shipping, handling, and testing fluids for ink dispensing systems
WO2008128691A2 (de) 2007-04-20 2008-10-30 Abi Anlagentechnik-Baumaschinen-Industriebedarf Maschinenfabrik Und Vertriebsgesellschaft Mbh Ausgleich umlaufender wellenschrägstellung
WO2008150668A1 (en) 2007-05-31 2008-12-11 Motorola, Inc. Self illuminating electro wetting display
WO2009002701A2 (en) 2007-06-26 2008-12-31 Motorola, Inc. Portable electronic device having an electro wetting display illuminated by quantum dots
US20090046082A1 (en) * 2003-10-08 2009-02-19 E Ink Corporation Electrowetting displays
WO2009036272A1 (en) 2007-09-12 2009-03-19 University Of Cincinnati Electrofluidic devices, visual displays, and methods for making and operating such electrofluidic devices
US20090191334A1 (en) 2008-01-29 2009-07-30 Motorola, Inc. Forming an electrowetting module having a hydrophilic grid
JP2009199013A (ja) 2008-02-25 2009-09-03 Sony Corp 液体光学素子
US7639355B2 (en) 2007-06-26 2009-12-29 Hewlett-Packard Development Company, L.P. Electric-field-enhancement structure and detection apparatus using same
US7729034B2 (en) 2005-03-25 2010-06-01 Sharp Kabushiki Kaisha Ionic colored liquid and image display apparatus using the same
JP2010173555A (ja) 2009-01-30 2010-08-12 Hitachi Automotive Systems Ltd マスタシリンダ
WO2010104606A1 (en) 2009-03-13 2010-09-16 Sun Chemical Corporation Colored fluids for electrowetting, electrofluidic, and electrophoretic technologies
US7839558B2 (en) 2007-05-25 2010-11-23 Industrial Technology Research Technology Electrowetting display and methods for manufacturing the same
CN102549474A (zh) 2009-08-04 2012-07-04 太阳化学公司 用于电润湿和电流体技术的有色导电流体
US8329067B2 (en) 2006-04-03 2012-12-11 Dai Nippon Printing Co., Ltd. Method of producing color filter and color filter
US8358275B2 (en) 2005-05-23 2013-01-22 Creator Technology B.V. Partially flexible displays device
JP2013506881A (ja) 2009-10-06 2013-02-28 コーニンクレッカ フィリップス エレクトロニクス エヌ ヴィ エレクトロウェッティングデバイス

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7147763B2 (en) * 2002-04-01 2006-12-12 Palo Alto Research Center Incorporated Apparatus and method for using electrostatic force to cause fluid movement
JP2009020270A (ja) * 2007-07-11 2009-01-29 Fuji Xerox Co Ltd 表示媒体、表示装置および表示方法

Patent Citations (69)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1993007464A1 (en) 1991-10-08 1993-04-15 Wda Contracts Corporation Surface energy and surface charge meter
US20020185378A1 (en) * 2001-05-15 2002-12-12 Honeyman Charles H. Electrophoretic particles and processes for the production thereof
US6726762B2 (en) 2001-06-28 2004-04-27 Dainichiseika Color & Chemicals Mfg. Co., Ltd. Finely divided pigments and coloring compositions
WO2004068208A1 (en) 2003-01-27 2004-08-12 Koninklijke Philips Electronics N.V. Display device
US7359108B2 (en) 2003-01-27 2008-04-15 Liquavista B.V. Display device
US20090046082A1 (en) * 2003-10-08 2009-02-19 E Ink Corporation Electrowetting displays
US20070112189A1 (en) 2003-11-17 2007-05-17 Takuji Ikeda High silica cds-1 zeolite
JP2005193325A (ja) 2004-01-06 2005-07-21 Konica Minolta Medical & Graphic Inc 広幅帯状感光材料の裁断方法及び広幅帯状感光材料用裁断装置
US20070263306A1 (en) 2004-06-23 2007-11-15 Koninklijke Philips Electronics, N.V. Bi-Stable Electrowetting Optical Element and Driving Method Therefor
US7548363B2 (en) 2004-06-23 2009-06-16 Koninklijke Philips Electronics N.V. Bi-stable electrowetting optical element and driving method therefor
US20070040982A1 (en) 2005-01-13 2007-02-22 Sharp Kabushiki Kaisha Display device and electric apparatus using the same
US7839555B2 (en) 2005-01-13 2010-11-23 Sharp Kabushiki Kaisha Display device and electric apparatus using the same
JP2006195190A (ja) 2005-01-13 2006-07-27 Sharp Corp シート状画像表示装置
JP4666531B2 (ja) 2005-03-25 2011-04-06 シャープ株式会社 画像表示装置
US7729034B2 (en) 2005-03-25 2010-06-01 Sharp Kabushiki Kaisha Ionic colored liquid and image display apparatus using the same
US8358275B2 (en) 2005-05-23 2013-01-22 Creator Technology B.V. Partially flexible displays device
US8194304B2 (en) 2005-06-03 2012-06-05 Sharp Kabushiki Kaisha Display device and electric apparatus using the same
WO2006129846A1 (ja) 2005-06-03 2006-12-07 Sharp Kabushiki Kaisha 表示素子、及びこれを用いた電気機器
US20090059348A1 (en) * 2005-06-03 2009-03-05 Hiroko Niwano Display device and electric apparatus using the same
JP2008203282A (ja) 2005-06-03 2008-09-04 Sharp Corp 画像表示装置
JP2007058218A (ja) 2005-08-23 2007-03-08 Samsung Electro-Mechanics Co Ltd 駆動特性が安定化された電気湿潤装置
GB2429530A (en) 2005-08-23 2007-02-28 Samsung Electro Mech An electrowetting system
US20070047095A1 (en) 2005-08-23 2007-03-01 Samsung Electro-Mechanics Co., Ltd. Electrowetting system with stable movement
WO2007049196A2 (en) 2005-10-25 2007-05-03 Koninklijke Philips Electronics N.V. Reset circuit for display devices
US8390545B2 (en) 2005-10-25 2013-03-05 Samsung Lcd Netherlands R&D Center B.V. Reset circuit for display devices
WO2007064141A1 (en) 2005-11-30 2007-06-07 Image Lab Co., Ltd. Apparatus for emitting electrowetting display
WO2007071904A1 (en) 2005-12-22 2007-06-28 Eastman Kodak Company Display devices
US7791814B2 (en) 2006-02-01 2010-09-07 Varioptic Optical electrowetting device
WO2007088453A1 (en) 2006-02-01 2007-08-09 Varioptic Optical electrowetting device
US20070177276A1 (en) 2006-02-01 2007-08-02 Varioptic S.A. Optical electrowetting device
JP2009525502A (ja) 2006-02-01 2009-07-09 バリオプテイツク 光学エレクトロウェッティング装置
JP2009526634A (ja) 2006-02-13 2009-07-23 イーストマン コダック カンパニー 油中油型エマルション
US8329761B2 (en) 2006-02-13 2012-12-11 Eastman Kodak Company Oil-in-oil emulsions
WO2007094960A2 (en) 2006-02-13 2007-08-23 Eastman Kodak Company Oil-in-oil emulsions
US20070189999A1 (en) * 2006-02-13 2007-08-16 Eastman Kodak Company Oil-in-oil dispersions stabilized by solid particles and methods of making the same
US20070189998A1 (en) 2006-02-13 2007-08-16 Eastman Kodak Company Oil-in-oil emulsions
US8323392B2 (en) 2006-02-13 2012-12-04 Eastman Kodak Company Oil-in-oil dispersions stabilized by solid particles and methods of making the same
US8329067B2 (en) 2006-04-03 2012-12-11 Dai Nippon Printing Co., Ltd. Method of producing color filter and color filter
US7403325B2 (en) 2006-05-19 2008-07-22 Xerox Corporation Electrophoretic display device
JP2007310402A (ja) 2006-05-19 2007-11-29 Xerox Corp 電気泳動ディスプレイ装置
EP1887406A1 (en) 2006-08-08 2008-02-13 Varioptic Use of onium salts in an optical electrowetting device
JP2008247939A (ja) 2007-03-29 2008-10-16 Konica Minolta Holdings Inc インクジェットインク、及びインクジェット記録方法
EP1975214A1 (en) 2007-03-29 2008-10-01 Konica Minolta Holdings, Inc. Ink-jet ink and ink-jet recording method
WO2008128691A2 (de) 2007-04-20 2008-10-30 Abi Anlagentechnik-Baumaschinen-Industriebedarf Maschinenfabrik Und Vertriebsgesellschaft Mbh Ausgleich umlaufender wellenschrägstellung
US8427753B2 (en) 2007-04-21 2013-04-23 Advanced Display Technology Ag Use of a fluid mixture for electrowetting a device
WO2008128697A1 (en) 2007-04-21 2008-10-30 Advanced Display Technology Ag Use of a fluid mixture for electrowetting in a device
US20080265211A1 (en) 2007-04-30 2008-10-30 Rehman Zia Ur Shipping, handling, and testing fluids for ink dispensing systems
US7839558B2 (en) 2007-05-25 2010-11-23 Industrial Technology Research Technology Electrowetting display and methods for manufacturing the same
US7903061B2 (en) 2007-05-31 2011-03-08 Motorola, Inc. Self illuminating electro wetting display
WO2008150668A1 (en) 2007-05-31 2008-12-11 Motorola, Inc. Self illuminating electro wetting display
US7639355B2 (en) 2007-06-26 2009-12-29 Hewlett-Packard Development Company, L.P. Electric-field-enhancement structure and detection apparatus using same
WO2009002701A2 (en) 2007-06-26 2008-12-31 Motorola, Inc. Portable electronic device having an electro wetting display illuminated by quantum dots
US8264777B2 (en) 2007-06-26 2012-09-11 Qd Vision, Inc. Portable electronic device having an electro wetting display illuminated by quantum dots
WO2009036272A1 (en) 2007-09-12 2009-03-19 University Of Cincinnati Electrofluidic devices, visual displays, and methods for making and operating such electrofluidic devices
US7763314B2 (en) 2008-01-29 2010-07-27 Motorola, Inc. Forming an electrowetting module having a hydrophilic grid
US20090191334A1 (en) 2008-01-29 2009-07-30 Motorola, Inc. Forming an electrowetting module having a hydrophilic grid
JP2009199013A (ja) 2008-02-25 2009-09-03 Sony Corp 液体光学素子
JP2010173555A (ja) 2009-01-30 2010-08-12 Hitachi Automotive Systems Ltd マスタシリンダ
WO2010104606A1 (en) 2009-03-13 2010-09-16 Sun Chemical Corporation Colored fluids for electrowetting, electrofluidic, and electrophoretic technologies
CN102369474A (zh) 2009-03-13 2012-03-07 太阳化学公司 用于电润湿、电流体和电泳技术的彩色流体
ZA201106482B (en) 2009-03-13 2013-03-27 Sun Chemical Corp Colored fluids for electrowetting,electrofluidic,and electrophoretic technologies
US8717663B2 (en) 2009-03-13 2014-05-06 Sun Chemical Corporation Colored fluids for electrowetting, electrofluidic, and electrophoretic technologies
JP5635018B2 (ja) 2009-03-13 2014-12-03 サン ケミカル コーポレイション エレクトロウェッティング、電気流体、および電気泳動技術のための着色流体
ZA201200798B (en) 2009-08-04 2012-10-31 Sun Chemical Corp Colored conductive fluids for electrowetting and electrofluidic technologies
CN102549474A (zh) 2009-08-04 2012-07-04 太阳化学公司 用于电润湿和电流体技术的有色导电流体
US8854714B2 (en) 2009-08-04 2014-10-07 Sun Chemical Corporation Colored conductive fluids for electrowetting and electrofluidic technologies
JP5671026B2 (ja) 2009-08-04 2015-02-18 サン ケミカル コーポレイション エレクトロウェッティング及び電気流体技術用着色導電性流体
KR101504406B1 (ko) 2009-08-04 2015-03-19 썬 케미칼 코포레이션 전기습윤 및 전기유체 기술을 위한 착색된 전도성 유체
JP2013506881A (ja) 2009-10-06 2013-02-28 コーニンクレッカ フィリップス エレクトロニクス エヌ ヴィ エレクトロウェッティングデバイス

Non-Patent Citations (28)

* Cited by examiner, † Cited by third party
Title
Abstract and English Machine Translation of Japanese Patent No. JP 2005-193325.
Abstract and English Machine Translation of Japanese Patent No. JP 2008-203282.
Abstract and English Machine Translation of Japanese Patent No. JP 2010-173555.
Balaji, R., et al., "Ion and Liquid Dependent Dielectric Failure in Electrowetting Systems", Langmuir, 3b2, version 9, Aug. 13, 2009.
Chinese Search Report, First Search, for Application No. 201080043651.9.
English Translation of Chinese Office Action dated Feb. 10, 2014 for Application No. JP 2011-554053.
English Translation of First Office Action for Chinese Application No. CN 2010800116671.
English Translation of Fourth Office Action for Chinese Application No. CN 2010800116671.
English Translation of Second Office Action for Chinese Application No. CN 2010800116671.
English Translation of the Text of the First Office Action for Chinese Publication CN 2010800116671.
English Translation of the Text of the Second Office Action for Chinese Publication CN 2010800116671.
English Translation of Third Office Action for Chinese Application No. CN 2010800116671.
Heinrich Zollinger, "Color Chemistry-Systheses, Properties and Applications of Organic Dyes and Pigments", pp. 241-243, 1987. *
Herberth, "Fluid manipulation by Means of Electrowetting-On-Dielectrics" Dissertation on Doctorate from the Faculty of Applied Sciences at the Albert-Ludwigs University of Freiburg in Breisgau, May 2006, pp. 1-184. Retrieved from the Internet http://www.freidok.uni-freiburg.de/volltexte/2782/pdf/fluid-manipulation-by-means-of-ewod.pdf.
International Preliminary Report on Patentability dated Feb. 7, 2012 for Application No. PCT/US2010/044441.
International Search Report and Written Opinion dated May 14, 2010 for Application No. PCT/US2010/000767.
International Search Report and Written Opinion dated Oct. 1, 2010 for Application No. PCT/US2010/044441.
International Searching Authority, International Search Report and Written Opinion issued in related International application No. PCT/US10/000767 dated May 14, 2010.
Japanese Office Action dated Mar. 17, 2014 for Application No. JP 2012-523734.
Japanese Office Action dated May 30, 2014 for Application No. JP 2011-554053.
Manku, G.S., Theoretical Principles of Inorganic Chemistry, Tata McGraw-Hill, New Delhi, India, pp. 96-105, 1980.
Mita, I., et al., "Basic Classification and Definitions of Polymerization Reactions", Pure & Appl. Chem., vol. 56, No. 12, pp. 2483-2486, 1994.
Non-Final Office Action dated Apr. 10, 2014 for U.S. Appl. No. 13/388,581.
Notice of Allowance dated Jul. 18, 2014 for U.S. Appl. No. 13/388,581.
Notice of Allowance dated Sep. 8, 2014 for U.S. Appl. No. 13/388,581.
Restriction Requirement dated Nov. 25, 2013 for U.S. Appl. No. 13/388,581.
Supplemental European Search Report dated Mar. 15, 2013 for Application No. EP 10751143.
Supplemental European Search Report dated Mar. 19, 2013 for Application No. EP 10807111.

Also Published As

Publication number Publication date
EP2406681A1 (en) 2012-01-18
US8717663B2 (en) 2014-05-06
CA2754038A1 (en) 2010-09-16
US20120092753A1 (en) 2012-04-19
WO2010104606A1 (en) 2010-09-16
EP2406681A4 (en) 2013-05-01
CN102369474B (zh) 2015-05-27
ZA201106482B (en) 2013-03-27
CN102369474A (zh) 2012-03-07
JP5635018B2 (ja) 2014-12-03
EP2406681B1 (en) 2014-09-03
JP2012520485A (ja) 2012-09-06
KR20110139258A (ko) 2011-12-28

Similar Documents

Publication Publication Date Title
USRE46318E1 (en) Colored fluids for electrowetting, electrofluidic, and electrophoretic technologies
EP2513718B1 (en) Colored fluids for electrowetting, electrofluidic, and electrophoretic technologies
US8854714B2 (en) Colored conductive fluids for electrowetting and electrofluidic technologies
US9234101B2 (en) Colorants for metalorganic compounds and their application in electronic display technology
EP2038701B1 (en) Encapsulated dispersions comprising electrophoretically mobile organic colorants
CN101910323B (zh) 疏水性溶剂基颜料配制剂在电子显示器中的用途
US8270063B2 (en) Encapsulated dispersions comprising electrophoretically mobile organic colorants
KR20130137706A (ko) 착색 액체, 및 분리 액상 착색 조성물

Legal Events

Date Code Title Description
AS Assignment

Owner name: SUN CHEMICAL CORPORATION, NEW JERSEY

Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNORS:CLAPP, LISA;HEIKENFELD, JASON;MILARCIK, APRIL;AND OTHERS;SIGNING DATES FROM 20100510 TO 20100607;REEL/FRAME:035609/0165

MAFP Maintenance fee payment

Free format text: PAYMENT OF MAINTENANCE FEE, 4TH YEAR, LARGE ENTITY (ORIGINAL EVENT CODE: M1551)

Year of fee payment: 4

MAFP Maintenance fee payment

Free format text: PAYMENT OF MAINTENANCE FEE, 8TH YEAR, LARGE ENTITY (ORIGINAL EVENT CODE: M1552); ENTITY STATUS OF PATENT OWNER: LARGE ENTITY

Year of fee payment: 8