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WO2008149469A1 - Film de fines particules de fluor de type à motifs et procédé de fabrication associé - Google Patents

Film de fines particules de fluor de type à motifs et procédé de fabrication associé Download PDF

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Publication number
WO2008149469A1
WO2008149469A1 PCT/JP2007/061945 JP2007061945W WO2008149469A1 WO 2008149469 A1 WO2008149469 A1 WO 2008149469A1 JP 2007061945 W JP2007061945 W JP 2007061945W WO 2008149469 A1 WO2008149469 A1 WO 2008149469A1
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Prior art keywords
fluor
fine particle
film
pattern
organic film
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Kazufumi Ogawa
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    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B82—NANOTECHNOLOGY
    • B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
    • B82Y20/00—Nanooptics, e.g. quantum optics or photonic crystals
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B82—NANOTECHNOLOGY
    • B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
    • B82Y30/00—Nanotechnology for materials or surface science, e.g. nanocomposites
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
    • C09K11/08—Luminescent, e.g. electroluminescent, chemiluminescent materials containing inorganic luminescent materials
    • C09K11/61—Luminescent, e.g. electroluminescent, chemiluminescent materials containing inorganic luminescent materials containing fluorine, chlorine, bromine, iodine or unspecified halogen elements
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K50/00—Organic light-emitting devices
    • H10K50/10—OLEDs or polymer light-emitting diodes [PLED]
    • H10K50/11—OLEDs or polymer light-emitting diodes [PLED] characterised by the electroluminescent [EL] layers
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K2102/00—Constructional details relating to the organic devices covered by this subclass
    • H10K2102/301—Details of OLEDs
    • H10K2102/331—Nanoparticles used in non-emissive layers, e.g. in packaging layer

Definitions

  • the present invention relates to a pattern-like monolayer fluor fine particle film, a pattern-like layered fluor fine particle film and a manufacturing method thereof. More specifically, the present invention relates to the pattern-like monolayer fluor fine particle film, the pattern-like layered fluor fine particle film, which are made by using fluor fine particles, of which surface is gave with hot-reactivity or photoreactivity or radical reactivity or ion reactivity, and a manufacturing method thereof and a display device and a television, which use the film and the method.
  • "fluor fine particle film” includes an inorganic fluor fine particle film, an organic fluor fine particle film or an organic-inorganic hybrid fluor fine particle film.
  • the fluor fine particle film mentioned here includes so-called EL film.
  • LB Langmuir-Blodgett
  • CA chemical adsorption
  • Patent document 1 Japanese Published Unexamined Patent Application No. 2001-323387.
  • a covering film (pattern-like monolayer fluor fine particle film) having even thickness in a molecular size level, which is made by arranging only a monolayer of fluor fine particles on an arbitrary base material surface
  • the covering film (pattern-like layered fluor fine particle films) made by layering a plurality of layers of the film, which is made by arranging fluor fine particles as only a monolayer, in a pattern-like shape, and the manufacturing method thereof have not been yet developed and provided.
  • the present invention aims to provide, the covering film (pattern-like monolayer fluor fine particle film) having even thickness in the molecular size level, which is made by arranging only a single layer of fluor fine particles on the arbitrary base material surface in the pattern-like form, the covering film (pattern-like layered fluor fine particle films) made by layering the plurality of layers of the film, which is made by arranging fluor fine particles only as the monolayer, and the manufacturing method thereof and a display device and a television, which use the film and the method.
  • the covering film pattern-like monolayer fluor fine particle film having even thickness in the molecular size level, which is made by arranging only a single layer of fluor fine particles on the arbitrary base material surface in the pattern-like form
  • the covering film (pattern-like layered fluor fine particle films) made by layering the plurality of layers of the film, which is made by arranging fluor fine particles only as the monolayer, and the manufacturing method thereof and a display device and a television, which use the film
  • a first invention provided as means for solving the problem is a pattern-like monolayer fluor fine particle film having a covalent bond of a film of a monolayer of a fluor fine particle formed selectively on a surface of a base material to a first organic film formed selectively on the surface of the base material, through a second organic film formed on the surface of the fluor fine particle.
  • a second invention according to the first invention is the pattern-like monolayer fluor fine particle film according to claim 1 , wherein the first organic film formed on the surface of the base material and the second organic film formed on the surface of the fluor fine particle are different from each other.
  • a third invention according to the first invention is the pattern-like monolayer fluor fine particle film, wherein the covalent bond is a -N-C- bond formed by a reaction of an epoxy group and an imino group.
  • a fourth invention according to the first and the second invention is the pattern-like monolayer fluor fine particle film, wherein the first organic film formed on the surface of the base material and the second organic film formed on the surface of the fluor fine particle are constituted from a monomolecular film.
  • a fifth invention according to the first invention is the pattern-like monolayer fluor fine particle film, wherein a reactive group of the second organic film located in the surface of the fluor fine particle other than the covalent bond part is inactivated or a third nonreactive organic film bound to the second organic film is formed.
  • a sixth invention is a manufacturing method for the pattern-like monolayer fluor fine particle film, comprising: a step of forming a first reactive organic film on the surface of the base material by contacting the surface of the base material with a chemical adsorption solution prepared by blending at least a first alkoxysilane compound and a silanol condensation catalyst and a nonaqueous organic solvent to react an alkoxysilane compound to the surface of the base material; a step of processing the first reactive organic film to make a predetermined pattern; a step of forming a second reactive organic film on the surface of the fluor fine particle by dispersing the fluor fine particle in chemical adsorption solution prepared by blending at least a second alkoxysilane compound and the silanol condensation catalyst and the nonaqueous organic solvent to react the alkoxysilane compound to the surface of the fluor fine particle; a step of contacting, for a selective reaction, the fluor fine particle covered with the second reactive organic film to the surface of the base material having the
  • a seventh invention according to sixth invention is the manufacturing method for the pattern-like layered fluor fine particle film, comprising: the step of forming the first reactive organic film on the surface of the base material by contacting the surface of the base material with the chemical adsorption solution prepared by blending at least the first alkoxysilane compound and the silanol condensation catalyst and the nonaqueous organic solvent to react an alkoxysilane compound to the surface of the base material and a step of forming the second reactive organic film on the surface of the fluor fine particle by dispersing the fluor fine particle in chemical adsorption solution prepared by blending at least the second alkoxysilane compound and the silanol condensation catalyst and the nonaqueous organic solvent to react the alkoxysilane compound to the surface of the fluor fine particle, followed by washing each of the base material and the surface of the fluor fine particle with an organic solvent to form a first and second reactive monomolecular films having the covalent bond to the base material and the surface of the fluor fine particle.
  • An eighth invention according to sixth invention is the manufacturing method for the pattern-like monolayer fluor fine particle film, wherein the first reactive organic film contains an epoxy group and the second reactive organic film contains an imino group.
  • a ninth invention according to seventh invention is the manufacturing method for the pattern-like monolayer fluor fine particle film according to claim 7, wherein the first reactive monomolecular film contains an epoxy group and the second reactive monomolecular film contains an imino group.
  • a tenth invention according to sixth invention is the manufacturing method for the pattern-like monolayer fluor fine particle film, wherein following the step of washing and removing the fluor fine particle covered with an excessive second reactive organic film, a step is carried out for inactivating a reactive group of the second organic film located in the surface of the fluor fine particle other than the covalent bond part or binding a third nonreactive organic film to the second organic film located on the surface of the fluor fine particle other than the covalent bond part.
  • An eleventh invention is a pattern-like layered fluor fine particle film, wherein the fluor fine particle films layered as stratification selectively on the surface of the base material has the covalent bond between layers through an organic covering film formed on the surface of the fluor fine particle.
  • a twelfth invention according to eleventh invention is the pattern-like layered fluor fine particle film, wherein the first organic film is selectively formed on the surface of the base material and the fluor fine particle film having the second organic film and the fluor fine particle film having the third organic film are layered alternately via the first organic film.
  • a thirteenth invention according to twelfth invention is the pattern-like layered fluor fine particle film, wherein a part of the first, second, and third organic film react each other to form the covalent bond.
  • a fourteenth invention according to thirteenth invention is the pattern-like layered fluor fine particle film, wherein the covalent bond is the -N-C- bond formed by the reaction of the epoxy group to the imino group.
  • a fifteenth invention according to fourteenth invention is the pattern-like monolayer fluor fine particle film, wherein a reactive group of the organic film located on the surface of the fluor fine particle on an outermost surface is inactivated or a fourth nonreactive organic film bound to the organic film on the surface of the fluor fine particle on the outermost surface is formed.
  • a sixteenth invention is a manufacturing method for the pattern-like layered fluor fine particle film comprising: the step of forming the first reactive organic film on the surface of the base material by contacting the surface of the base material with the chemical adsorption solution prepared by blending at least the first alkoxysilane compound and the silanol condensation catalyst and the nonaqueous organic solvent to react the alkoxysilane compound to the surface of the base material; the step of processing the first reactive organic film to make the predetermined pattern; the step of forming the second reactive organic film on the surface of the first fluor fine particle by dispersing the first fluor fine particle in chemical adsorption solution prepared by blending at least the second alkoxysilane compound and the silanol condensation catalyst and the nonaqueous organic solvent to react the alkoxysilane compound to the surface of the fluor fine particle; the step of contacting the first fluor fine particle covered with the second reactive organic film to the surface of the base material having the first reactive organic film formed thereon; the step of washing and removing the
  • a seventeenth invention according to sixteenth invention is the manufacturing method for the pattern-like layered fluor fine particle film, wherein the first reactive organic film is identical to the third reactive organic film.
  • a eighteenth invention according to sixteenth invention is the manufacturing method for the pattern-like layered fluor fine particle film of a multilayer structure, wherein, following the step of forming the second pattern-like monolayer fluor fine particle film, similarly, the step of forming the first pattern-like monolayer fluor fine particle film and the step of forming the second pattern-like monolayer fluor fine particle film are repeated.
  • a nineteenth invention according to sixteenth invention is the manufacturing method for the pattern-like layered fluor fine particle film, wherein, following the step of forming the first to third reactive organic films, for each of their steps, the surfaces of the base material or the fluor fine particle are washed with the organic solvent to form the first to third reactive monomolecular films having the covalent bond to the surface of the base material and the fluor fine particle.
  • a twentieth invention according to sixteenth invention is the manufacturing method for the pattern-like layered fluor fine particle film, wherein the first and third reactive organic films contain the epoxy group and the second reactive organic film contains the imino group.
  • a twenty-first invention according to sixth and sixteenth invention is the manufacturing method for the pattern-like monolayer fluor fine particle film and the pattern-like layered fluor fine particle film, wherein, replacing the silanol condensation catalyst with a ketimine compound or an organic acid, aldimine compound, enamine compound, oxazolidine compound, and aminoalkyl alkoxy silane compound are used.
  • a twenty-second invention according to sixth and sixteenth invention is the manufacturing method for the pattern-like monolayer fluor fine particle film and the pattern-like layered fluor fine particle film, wherein the silanol condensation catalyst is blended with ketimine compound or at least one selected from an organic acid, aldimine compound, enamine compound, oxazolidine compound, and aminoalkyl alkoxy silane compound for use as a promoter.
  • a twenty-third invention is a display device, wherein a film of a single layer of the pattern-like fluor fine particle formed selectively in a pixel portion of a device has the covalent bond to the first organic film formed selectively on the surface of the base material via the second organic film formed on the surface of the fluor fine particle.
  • a twenty-fourth invention is a display device, wherein a plurality of layers of the pattern-like fluor fine particle film formed selectively in the pixel portion of the device has the covalent bond to each other between layers via the organic film formed on the surface of the fluor fine particle.
  • a twenty-fifth invention according to twenty-third and twenty- fourth inventions is the display device, wherein each of the pattern-like fluor fine particle film contains a red, blue, or green luminescent fluor fine particle.
  • a twenty-sixth invention is a television using the display device, wherein the film of the single layer of the pattern-like fluor fine particle formed selectively in the pixel portion of a device has the covalent bond to the first organic film formed selectively on the surface of the base material via the second organic film formed on the surface of the fluor fine particle.
  • a twenty-seventh invention is the television using the display device, wherein the plurality of layers of the pattern-like fluor fine particle film formed selectively in the pixel portion of the device has the covalent bond to each other between layers via the organic film formed on the surface of the fluor fine particle.
  • the present invention aims to provide the pattern-like monolayer fluor fine particle film, wherein the monolayer film of the fluor fine particle, which is formed selectively on the surface of the base material, has the mutual covalent bond to the first organic film, which is formed selectively on the surface of the base material, through the second organic film formed on the surface of the fluor fine particle, by a step of forming a first reactive organic film on the surface of the base material by contacting the surface of the base material with a chemical adsorption solution prepared by blending at least a first alkoxysilane compound and a silanol condensation catalyst and a nonaqueous organic solvent to react an alkoxysilane compound to the surface of the base material, a step of processing the first reactive organic film to make a predetermined pattern, a step of forming a second reactive organic film on the surface of the fluor fine particle by dispersing the fluor fine particle in chemical adsorption solution prepared by blending at least a second alkoxysilane compound and the silanol condensation
  • Difference between the first organic film formed on the surface of the base material and the second organic film formed on the surface of the fluor fine particle is preferable for preparing the monolayer fluor fine particle film by selectively reacting the first organic film formed on the surface of the base material to the second organic film formed on the surface of the fluor fine particle.
  • the covalent bond made by -N-C bond formed by the reaction of the epoxy group to the imino group is preferable for obtaining a stable adhesive force.
  • the first organic film formed on the surface of the base material and the second organic film formed on the surface of the fluor fine particle, which are constituted by monomolecular film, is preferable for making a binder component least.
  • the inactivated reactive group of the second organic film located on the surface of the fluor fine particle other than the covalent bond part or the third nonreactive organic film formed by binding to the second organic film is preferable for preparing a plurality of places of the pattern-like monolayer fluor fine particle film on an identical base material.
  • the binder component least that, following a step of forming a first reactive organic film on the surface of the base material by contacting the surface of the base material with a chemical adsorption solution prepared by blending at least a first alkoxysilane compound and a silanol condensation catalyst and a nonaqueous organic solvent to react an alkoxysilane compound to the surface of the base material and a step of forming a second reactive organic film on the surface of the fluor fine particle by dispersing the fluor fine particle in chemical adsorption solution prepared by blending at least a second alkoxysilane compound and the silanol condensation catalyst and the nonaqueous organic solvent to react the alkoxysilane compound to the surface of the fluor fine particle, washing each of the surface of the base material and the surface of the fluor fine particle with an organic solvent to form a first and second reactive monomolecular films having the covalent bond to the surface of the base material and the surface of the fluor fine particle.
  • containing an epoxy group in the first reactive organic film and containing an imino group in the second reactive organic film are preferable for reacting selectively the organic film on the surface of the fine particle to the organic film on the surface of the base material.
  • conducting the step of inactivating the reactive group of the second organic film located on the surface of the fluor fine particle other than the covalent bond part or binding the third nonreactive organic film to the second organic film located on the surface of the fluor fine particle other than the covalent bond part is preferable for preparing the plurality of pattern-like monolayer fluor fine particle film to the surface of the identical base material.
  • the present invention aims to provide the pattern-like layered fluor fine particle film having the covalent bond of the fluor fine particle film, which is made by layering selectively on the surface of the base material in stratification, between each other layer through the organic film formed on the surface of the fluor fine particle by: the step of forming the first reactive organic film on the surface of the base material by contacting the surface of the base material with the chemical adsorption solution prepared by blending at least the first alkoxysilane compound and the silanol condensation catalyst and the nonaqueous organic solvent to react the alkoxysilane compound to the surface of the base material; the step of processing the first reactive organic film to make the predetermined pattern; the step of forming the second reactive organic film on the surface of the first fluor fine particle by dispersing the first fluor fine particle in chemical adsorption solution prepared by blending at least the second alkoxysilane compound and the silanol condensation catalyst and the nonaqueous organic solvent to react the alkoxysilane compound to the surface of the fluor
  • the first reactive organic film which is formed selectively on the surface of the base material, and the fluor fine particle film having the second organic film and the fluor fine particle film having the third organic film, which are alternately layered via the first organic film, are preferable for improving antiremoval strength of the pattern-like layered fluor fine particle film.
  • the covalent bond made by reaction of a part of the first, second, and third organic films to each other is preferable for layering the pattern-like fluor fine particle film.
  • the covalent bond made by -N-C bond formed by the reaction of the epoxy group to the imino group is preferable for obtaining the stable adhesive force.
  • the inactivated reactive group of the organic film located on the surface of the fluor fine particle located on the outermost surface or the fourth nonreactive organic film formed by binding to the organic film located on the surface of the fluor fine particle located on the outermost surface is preferable for preparing the plurality of places of the pattern-like monolayer fluor fine particle film on the identical base material.
  • the first reactive organic film identical to the third reactive organic film is preferable for simplifying manufacturing steps.
  • step of forming the second pattern-like monolayer fluor fine particle film similarly, repeating the step of forming the first pattern-like monolayer fluor fine particle film and the step of forming the second pattern-like monolayer fluor fine particle film is preferable for thickening a thickness of the layered fine particle film.
  • the step of forming the first to third reactive organic films each, washing the surface of the base material or the fluor fine particle with the organic solvent to form the first to third reactive monomolecular films having the covalent bond to the surface of the base material and the fluor fine particle is preferable for making the binder component least.
  • the first and the third reactive organic films containing the epoxy group and the second reactive organic film containing the imino group is preferable for making the organic film on the fine particle react selectively to the organic film to the surface of the base material.
  • ketimine compound or the organic acid, aldimine compound, enamine compound, oxazolidine compound, and aminoalkyl alkoxy silane compound is preferable for shortening the time for fabricating the covering film.
  • ketimine compound or at least one selected from the organic acid, aldimine compound, enamine compound, oxazolidine compound, and aminoalkyl alkoxy silane compound is preferable for shortening further the time for fabricating the covering film.
  • the present invention provides essentially a display device, in which the single layer of the pattern-like fluor fine particle film formed selectively on a pixel portion of the device has the covalent bond to the first organic film, which is formed selectively on the surface of the base material, via the second organic film formed on the surface of the fluor fine particle.
  • the present invention provides essentially the display device, in which the plurality of the pattern-like fluor fine particle films selectively layered on the pixel portion of the device have covalent bonds between their layers via the organic film formed on the surface of the fluor fine particle.
  • each of the pattern-like fluor fine particle films containing the red, blue, or green luminescent fluor fine particle is preferable for providing the display device capable of color display.
  • the present invention provides essentially a television using the display device, in which the film of the pattern-like fluor fine particle selectively and singly formed on the pixel portion of the device has the covalent bond to the first organic film formed selectively on the surface of the base material via the second organic film formed on the surface of the fluor fine particle.
  • the plurality of the pattern-like fluor fine particle films, which is selectively layered on the pixel portion of the device has the covalent bonds between their layers via the organic film formed on the surface of the fluor fine particle, is preferable for providing the television using the display device excellent in reliability.
  • each of the pattern-like fluor fine particle films containing the red, blue, or green luminescent fluor fine particle is preferable for providing the television capable of color display.
  • the covering film (the pattern-like monolayer fluor fine particle film) made by the pattern-like arrangement of only one layer of fluor fine particles on a surface of the arbitrary base material and having an even thickness in a particle size level; the covering film (the pattern-like layered fluor fine particle film) made by layering the plurality of films made by arranging only one layer of fluor fine particles; manufacturing methods thereof; and the display device and the television using them.
  • FIG. 1 is a conceptual rendering made by enlarging the reaction of the surface of the TFT array base material in the first example according to the present invention to a molecular level
  • 1A is a figure of the surface before the reaction
  • 1B the figure after the monomolecular film containing the epoxy group was formed
  • 1C the figure after the monomolecular film containing the amino group was formed.
  • Fig. 2 is the conceptual rendering made by enlarging the reaction of the surface of the red zinc sulfate fluor fine particle in the second example according to the present invention to the molecular level
  • 2A is the figure of the surface of the red zinc sulfate fluor fine particle before the reaction
  • 2B the figure after the monomolecular film containing the epoxy group was formed
  • 2C the figure after the monomolecular film containing the amino group was formed.
  • Fig. 3 is the conceptual rendering made by enlarging the reaction of the surface of the glass base material in the third and fourth examples according to the present invention to the molecular level
  • 3A shows the figure of the surface of the base material formed as the pattern-like monolayer red zinc sulfate fluor fine particle film
  • 3B shows the figure of the surface of the base material, on which two layers of the pattern-like monolayer red zinc sulfate fluor fine particle film were formed.
  • Fig. 4 is a conceptual figure, which is enlarged to a molecular level, showing the reaction of the surface of the glass base material, on which the TFT array mentioned in the fifth example according to the present invention has been formed, 4A a sectional conceptual figure of the surface of the base material after the organic film on the surface of the red pattern-like zinc sulfate layered fluor fine particle film is inactivated, 4B the sectional conceptual figure of the surface of the base material, on which the green pattern-like zinc sulfate layered fluor fine particle film has been formed, and 4C the sectional conceptual figure of the surface of the base material, on which the green pattern-like zinc sulfate layered fluor fine particle film has been formed.
  • the present invention provides the pattern-like layered fluor fine particle film having the covalent bond of fluor fine particles, which is made by layering on the surface of the base material in stratification, between each other layer through the organic film, which is formed on the surface of the fluor fine particle, and a high performance display device and the television using the pattern-like layered fluor fine particle film by: the step of forming the first reactive organic film on the surface of the base material by contacting at least the surface of the base material with the chemical adsorption solution prepared by blending the first alkoxysilane compound and the silanol condensation catalyst and the nonaqueous organic solvent to react the alkoxysilane compound to the surface of the base material; the step of processing the first reactive organic film to make the predetermined pattern; the step of forming the second reactive organic film on the surface of the first fluor fine particle by dispersing the first fluor fine particle in chemical adsorption solution prepared by blending at least the second alkoxysilane compound and the silanol condensation
  • the pattern-like monolayer fluor fine particle film made by the pattern-like arrangement of only one layer of fluor fine particles on a surface of the arbitrary base material and having an even thickness in a particle size level
  • the pattern-like layered fluor fine particle film made by layering the plurality of films made by arranging only one layer of fluor fine particles; manufacturing methods for them; and manufacturing the high performance display device and the television using them at the low cost.
  • norganic fluor fine particle, organic fluor fine particle, and organic-inorganic hybrid fluor fine particle film can be used.
  • a zinc sulfate-based fluor fine particle film will be described below as the typical example.
  • a functional group such as the epoxy group having reactivity in a functional site and a drug containing an alkoxy silyl group, which is exemplified by the drug shown by the following formula (chemical formula 1 ,) in the other terminal were weighed to make 99 weight percent each, and, as a silanol condensation catalyst, dibutyltin diacetylacetonate, for example, is weighed to make about 1 weight percent. All these drugs were dissolved in a silicon solvent, for example, hexamethyl disiloxane solvent to make about 1 weight percent concentration (preferable concentration of the chemical adsorbent solution ranges from about 0.5 to 3%) to prepare a chemical adsorbent solution. [Chemical formula 1]
  • glass base material 1 was soaked in this adsorbent solution to react in normal air (relative humidity 45%) for 2 hours.
  • the surface of the glass base material 1 contains many hydroxyl group 2 (Fig. 1A) and, thus, -Si (OCH 3 ) of the chemical adsorbent makes dealcohol reaction (in this case, deCH 3 OH) to the hydroxyl group in the presence of the silanol condensation catalyst to make a bond shown in the following formula (chemical formula 2) resulting in formation of a chemical adsorption monomolecular film 3, which contains the epoxy group chemically bonded to the surface across all the surface of glass base material 1 , in the film thickness of about 1 nanometer.
  • chemical formula 2 O O O -
  • This covering film is very thin in the thickness of a nanometer order and, hence, did not cause a loss of transparency of the glass base material.
  • an excimer laser and a mask are used for selective irradiation (e.g., irradiating the monomolecular film other than the portion predetermined for forming a red EL layer.) of an unnecessary portion on the surface of the base material to remove the reactive monomolecular film by abrasion
  • a cation-based polymerization initiator such as IRGACURE 250 made by Ciba Specialty Chemicals was applied to the surface of the epoxy-covering film by diluting with methylethyl ketone to open selectively the epoxy group as shown in Fig. 1 D for polymerization by exposing selectively to a far ultraviolet ray resulting in pattern-like inactivation.
  • IRGACURE 250 made by Ciba Specialty Chemicals
  • anhydrous a red zinc sulfate fluor (ZnS: Mn) fine particle 11 with an about 10 nm size was prepared and dried well.
  • a functional group such as the epoxy group or an imino group, which has reactivity in a functional site, and a drug containing an alkoxy silyl group, which is exemplified by the drug shown by the formula (chemical formula 1) or the following formula (chemical formula 3)
  • acetic acid being the organic acid, for example, is weighed to make about 1 weight percent.
  • Anhydrous red zinc sulfate fluor fine particle 11 was mixed with this adsorbent solution, stirred, and reacted in normal air (relative humidity 45%) for about 2 hours.
  • the surface of the anhydrous red zinc sulfate fluor fine particle contains many hydroxyl groups 12 (Fig. 2A) and, thus, -Si (OCH 3 ) group of the chemical adsorbent makes dealcohol (in this case, deCH 3 OH) reaction to the hydroxyl groups in the presence of the acetic acid as the organic acid to make the bond shown in the formula (chemical formula 2) or the following formula (chemical formula 4) resulting in formation of the chemical adsorption monomolecular film 13
  • the second reactive organic film or the third reactive organic film which contains the epoxy group chemically bonded to the surface across all the surface of the red zinc sulfate fluor fine particle, or the chemical adsorption film 14 (the third reactive organic film or the second reactive organic film), which contains the amino group, in the film thickness of about 1 nanometer (Fig. 2B, 2C).
  • the amino group contains the imino group and other substances containing the imino group other than the amino group includes a pyrrole derivative and imidazol derivative.
  • using a ketimine derivative allows easily introducing the amino group by hydrolysis following formation of the covering film.
  • This covering film having the film thickness is very thin on the nanometer level and, therefore, showed no loss of the particle size.
  • red zinc sulfate fluor fine particle 23 which was covered with the chemical adsorption monomolecular film having the amino group, was applied to the surface of glass base material 22, which was covered selectively with ITO electrodes formed of chemical adsorption monomolecular film 21 having the epoxy group, by dispersing in alcohol and heated at 100 0 C.
  • the amino group on the surface of the red zinc sulfate fluor fine particle contacting to the epoxy group on the surface of the glass base material was added by the reaction shown in the following formula (chemical formula 5) to make selectively the bond of the red zinc sulfate fluor fine particle to the glass base material via two monomolecular films.
  • evaporating alcohol by irradiating of an ultrasonic wave allowed improving the evenness of film thickness of the covering film.
  • the thickness of pattern-like monolayer red zinc sulfate fluor fine particle film is about 10 nm and showed very good evenness.
  • Example 4 in addition, in case of desiring to make the thickness of the red zinc sulfate fluor fine particle film thicker to improve a light emitting performance, following Example 3, in the state of pattern-like arrangement of only one layer of the red zinc sulfate fluor fine particle covered with the chemical adsorption monomolecular film having amino groups having the covalent bond, red zinc sulfate fluor fine particle 25, which was covered with the chemical adsorption monomolecular film having the epoxy group, was applied to the surface of glass base material, on which the pattern-like monolayer red zinc sulfate fluor fine particle film 24 was formed having the even thickness in the particle size level, by dispersing in alcohol and heated at 100 0 C.
  • the surface of the base material was again washed with alcohol to wash out for removing the red zinc sulfate fluor fine particle covered with the chemical adsorption monomolecular film having excessive and unreacted epoxy groups.
  • the pattern-like layered red zinc sulfate fluor fine particle film 26 of a double layer stricture was formed having the even thickness in the particle size level (Fig. 3B).
  • the pattern-like zinc sulfate fluor fine particle film expressing an another luminescent color was formed by the following steps according to Example 4: the amino group or the epoxy group on the surface of the particle of the outermost surface of the layered films of the red zinc sulfate fluor fine particle film having the patterned multilayer structure, or the TFT array, was soaked into a chemical adsorption agent containing no any active functional group, e.
  • adsorption solution a chemical adsorption agent (hereinafter called as adsorption solution) prepared by dissolving CH 3 CH 2 -CH 2 SiCI 3 , in a nonaqueous solvent (for example, dehydrated nonane) in a concentration of about 0.1 weight percent, in a dry atmosphere (relative humidity was preferably 30 or smaller percents) for reaction.
  • adsorption solution a chemical adsorption agent prepared by dissolving CH 3 CH 2 -CH 2 SiCI 3 , in a nonaqueous solvent (for example, dehydrated nonane) in a concentration of about 0.1 weight percent, in a dry atmosphere (relative humidity was preferably 30 or smaller percents) for reaction.
  • the epoxy group or the imino group contained in the organic film on the outermost surface of the layered films of the red zinc sulfate fluor fine particle film having the patterned multilayer structure made a dehydrochlorination reaction to generate a bond shown in the following formula (Chemical formula 6 or 7)
  • CH 3 CH 3 group is inactive to the epoxy group or the imino group and, therefore, no layering is carried out in the subsequent layering steps.
  • the pattern-like organic film containing the epoxy group is newly formed in the portion, in which the red layering films have not been formed, by the method similar to that of Example 1 followed by Examples 3 and 4 were operated to form the layered films 28 of the fluor fine particle film such as a pattern-like green zinc sulfate fluor fine particle (ZnS: Tb) film expressing the second luminescent color resulting in an inactivated surface (Fig. 4B).
  • the fluor fine particle film such as a pattern-like green zinc sulfate fluor fine particle (ZnS: Tb) film expressing the second luminescent color resulting in an inactivated surface (Fig. 4B).
  • (CH 2 OCH)- group represents the functional group expressed by the following formula (Chemical formula 8) and (CH 2 CHOCH (CH 2 ) 2 ) CH- group represents the functional group expressed by the following formula (Chemical formula 9).
  • Example 5 CH 3 CH 2 CH 2 Si(CH 3 ) 2 CI was used. On the other hand, additionally to the substances described above, the following substances (21) to (28) were also usable. (2I) CH 3 CH 2 Si(CHs) 2 CI (22) CH 3 (CH 2 ) 4 Si(CH 3 ) 2 CI
  • usable silanol condensation catalysts include a metal salt of a carboxylic acid, the metal salt of a carboxylic acid ester, polymer of the metal salt of the carboxylic acid, a chelate of the metal salt of the carboxylic acid, titanic acid ester, and chelates of the titanic acid ester.
  • Usable solvents for a film formation solution were an organic chlorine-based solvent containing no water, hydrocarbon-based solvent, or carbon fluoride-based solvent, and silicone-based solvent, or a mixture thereof.
  • a boiling point of the solvent ranges preferably from about 50° to 25O 0 C.
  • alcohol-based solvents such as methanol, ethanol, and propanol or the mixture thereof could be used.
  • Specifically usable solvents include a chlorosilane-based nonaqueous petroleum naphtha, solvent naphtha, petroleum ether, petroleum benzine, isoparaffin, normal paraffin, decalin, industrial gasoline, nonane, decane, kerosine, dimethyl silicone, phenyl silicone, alkyl denatured silicone, polyether silicone, and dimethyl formamide.
  • Carbon fluoride-based solvents include freon-based solvent, Frorinate (made by Sumitomo 3M Limited), and Afrude (Asahi Glass Co. made.). These may be singly used as the pattern-like monolayer and, if they are blended well, may be used in a combination of two or more kinds.
  • the organic chlorine-based solvent such as chloroform may be added.
  • silanol condensation catalysts as described above were replaced for use by the ketimine compound or the organic acid, the aldimine compound, enamine compound, oxazolidine compound, and aminoalkyl alkoxy silane compound, a process time could be shorten to make a half to 2/ 3 of the time necessary for the same concentration.
  • silanol condensation catalyst by mixing (a range from 1 : 9 to 9: 1 can be applied, but normally around 1 : 1 is preferable) with the ketimine compound or the organic acid, the aldimine compound, enamine compound, oxazolidine compound, and aminoalkyl alkoxy silane compound can make the process time short several-fold (up to about 30 minutes) resulting in shortening of the time for making the film up to several-fold decrease.
  • dibutyltin oxide being the silanol catalyst was replaced by Japan Epoxy Resin Co. made H3 being the ketimine compound under the same condition. Almost same result was obtained except that the reaction time became short to about 1 hour.
  • the ketimine compound or the organic acid, the aldimine compound, enamine compound, oxazolidine compound, and aminoaikyl alkoxy silane compound has a higher activity than that of the silanol condensation catalyst. Furthermore, it was observed that using one of the ketimine compound or the organic acid, the aldimine compound, enamine compound, oxazolidine compound, and aminoalkyl alkoxy silane compound by mixing with the silanol condensation catalyst shows further higher activity.
  • usable ketimine compounds are not specially restricted, but include, for example, 2,5,8-triaza-1 ,8-nonadiene,
  • Usable organic acids are not specially restricted, but include, for example, formic acid, or acetic acid, propionic acid, butyric acid, and malonic acid and showed the almost same effect.
  • the glass base material, on which the TFT array used for the EL display has been formed, and the red, blue, and green luminescent fluor fine particles were described as examples.
  • the present invention can be applied to any occasions, when the fluor is needed to apply in a pattern.

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Abstract

A l'aide de la fine particule de fluor, sans perte de la fonction inhérente d'une variété de fines particules de fluor, on obtient les effets suivants: un film de couverture (le film de fines particules de fluor monocouche de type à motifs) constitué par le système de type à motifs d'une seule couche de fines particules de fluor sur une surface du matériau de base arbitraire et présentant une épaisseur uniforme au niveau de la taille des particules; le film de couverture (le film de fines particules de fluor stratifié de type à motifs) constitué par stratification de la pluralité de films constitués par disposition d'une seule couche de fines particules de fluor. L'invention concerne un procédé de fabrication dudit film; ainsi que le dispositif d'affichage et la télévision faisant appel audit film et audit procédé.
PCT/JP2007/061945 2007-06-07 2007-06-07 Film de fines particules de fluor de type à motifs et procédé de fabrication associé Ceased WO2008149469A1 (fr)

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Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6221151A (ja) * 1985-07-19 1987-01-29 Matsushita Electric Ind Co Ltd パタ−ン形成方法
WO2006008987A1 (fr) * 2004-07-15 2006-01-26 Idemitsu Kosan Co., Ltd. Écran électroluminescent organique
JP2007118276A (ja) * 2005-10-26 2007-05-17 Kagawa Univ 単層微粒子膜と累積微粒子膜およびそれらの製造方法。

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6221151A (ja) * 1985-07-19 1987-01-29 Matsushita Electric Ind Co Ltd パタ−ン形成方法
WO2006008987A1 (fr) * 2004-07-15 2006-01-26 Idemitsu Kosan Co., Ltd. Écran électroluminescent organique
JP2007118276A (ja) * 2005-10-26 2007-05-17 Kagawa Univ 単層微粒子膜と累積微粒子膜およびそれらの製造方法。

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