WO2022050421A1 - インクジェット塗布用及びled保護用硬化性組成物、ledモジュール、ledモジュールの製造方法及びled表示装置 - Google Patents

インクジェット塗布用及びled保護用硬化性組成物、ledモジュール、ledモジュールの製造方法及びled表示装置 Download PDF

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WO2022050421A1
WO2022050421A1 PCT/JP2021/032806 JP2021032806W WO2022050421A1 WO 2022050421 A1 WO2022050421 A1 WO 2022050421A1 JP 2021032806 W JP2021032806 W JP 2021032806W WO 2022050421 A1 WO2022050421 A1 WO 2022050421A1
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Prior art keywords
led
curable composition
meth
polyfunctional
acrylate compound
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PCT/JP2021/032806
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English (en)
French (fr)
Japanese (ja)
Inventor
満 谷川
貴志 渡邉
倫久 上田
孝徳 井上
満帆 黒須
義人 藤田
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Sekisui Chemical Co Ltd
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Sekisui Chemical Co Ltd
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Priority to JP2022547005A priority Critical patent/JPWO2022050421A1/ja
Priority to CN202180054780.6A priority patent/CN116018693A/zh
Priority to KR1020237003533A priority patent/KR20230062541A/ko
Publication of WO2022050421A1 publication Critical patent/WO2022050421A1/ja
Anticipated expiration legal-status Critical
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    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F222/00Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides, or nitriles thereof
    • C08F222/10Esters
    • C08F222/1006Esters of polyhydric alcohols or polyhydric phenols
    • C08F222/102Esters of polyhydric alcohols or polyhydric phenols of dialcohols, e.g. ethylene glycol di(meth)acrylate or 1,4-butanediol dimethacrylate
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10Esters
    • C08F220/26Esters containing oxygen in addition to the carboxy oxygen
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10Esters
    • C08F220/26Esters containing oxygen in addition to the carboxy oxygen
    • C08F220/30Esters containing oxygen in addition to the carboxy oxygen containing aromatic rings in the alcohol moiety
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F222/00Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides, or nitriles thereof
    • C08F222/10Esters
    • C08F222/1006Esters of polyhydric alcohols or polyhydric phenols
    • C08F222/102Esters of polyhydric alcohols or polyhydric phenols of dialcohols, e.g. ethylene glycol di(meth)acrylate or 1,4-butanediol dimethacrylate
    • C08F222/1025Esters of polyhydric alcohols or polyhydric phenols of dialcohols, e.g. ethylene glycol di(meth)acrylate or 1,4-butanediol dimethacrylate of aromatic dialcohols
    • GPHYSICS
    • G09EDUCATION; CRYPTOGRAPHY; DISPLAY; ADVERTISING; SEALS
    • G09FDISPLAYING; ADVERTISING; SIGNS; LABELS OR NAME-PLATES; SEALS
    • G09F9/00Indicating arrangements for variable information in which the information is built-up on a support by selection or combination of individual elements
    • GPHYSICS
    • G09EDUCATION; CRYPTOGRAPHY; DISPLAY; ADVERTISING; SEALS
    • G09FDISPLAYING; ADVERTISING; SIGNS; LABELS OR NAME-PLATES; SEALS
    • G09F9/00Indicating arrangements for variable information in which the information is built-up on a support by selection or combination of individual elements
    • G09F9/30Indicating arrangements for variable information in which the information is built-up on a support by selection or combination of individual elements in which the desired character or characters are formed by combining individual elements
    • GPHYSICS
    • G09EDUCATION; CRYPTOGRAPHY; DISPLAY; ADVERTISING; SEALS
    • G09FDISPLAYING; ADVERTISING; SIGNS; LABELS OR NAME-PLATES; SEALS
    • G09F9/00Indicating arrangements for variable information in which the information is built-up on a support by selection or combination of individual elements
    • G09F9/30Indicating arrangements for variable information in which the information is built-up on a support by selection or combination of individual elements in which the desired character or characters are formed by combining individual elements
    • G09F9/33Indicating arrangements for variable information in which the information is built-up on a support by selection or combination of individual elements in which the desired character or characters are formed by combining individual elements being semiconductor devices, e.g. diodes
    • GPHYSICS
    • G09EDUCATION; CRYPTOGRAPHY; DISPLAY; ADVERTISING; SEALS
    • G09FDISPLAYING; ADVERTISING; SIGNS; LABELS OR NAME-PLATES; SEALS
    • G09F9/00Indicating arrangements for variable information in which the information is built-up on a support by selection or combination of individual elements
    • G09F9/40Indicating arrangements for variable information in which the information is built-up on a support by selection or combination of individual elements in which the desired character is selected from a number of characters arranged one beside the other, e.g. on a common carrier plate
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10HINORGANIC LIGHT-EMITTING SEMICONDUCTOR DEVICES HAVING POTENTIAL BARRIERS
    • H10H20/00Individual inorganic light-emitting semiconductor devices having potential barriers, e.g. light-emitting diodes [LED]
    • H10H20/80Constructional details
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10HINORGANIC LIGHT-EMITTING SEMICONDUCTOR DEVICES HAVING POTENTIAL BARRIERS
    • H10H20/00Individual inorganic light-emitting semiconductor devices having potential barriers, e.g. light-emitting diodes [LED]
    • H10H20/80Constructional details
    • H10H20/85Packages
    • H10H20/852Encapsulations
    • H10H20/854Encapsulations characterised by their material, e.g. epoxy or silicone resins
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10WGENERIC PACKAGES, INTERCONNECTIONS, CONNECTORS OR OTHER CONSTRUCTIONAL DETAILS OF DEVICES COVERED BY CLASS H10
    • H10W74/00Encapsulations, e.g. protective coatings
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10WGENERIC PACKAGES, INTERCONNECTIONS, CONNECTORS OR OTHER CONSTRUCTIONAL DETAILS OF DEVICES COVERED BY CLASS H10
    • H10W90/00Package configurations

Definitions

  • the present invention relates to an inkjet coating and LED protection curable composition used by coating by an inkjet method and used for protecting a light emitting diode (LED).
  • the present invention also relates to an LED module using the curable composition for inkjet coating and LED protection, a method for manufacturing the LED module, and an LED display device.
  • LED Light emitting diode
  • an LED package in which a lead frame and an LED chip are arranged on a substrate and the lead frame and the LED chip are sealed with a resin is widely used.
  • the LED package include a cannonball type LED package and a surface mount type (SMD) LED package.
  • a large-scale display device there is known a display device in which a plurality of the above LED packages are arranged to produce a small module, and then the modules are connected to each other.
  • LEDs can be turned on in red, blue, green, etc. to display.
  • COB Chip on Board
  • COG Chip On Glass
  • Patent Document 1 As a sealant for an LED chip used in a COB type display device, Patent Document 1 below describes the following (i) and (ii) in the elemental composition percentage of the surface of a silicone material by X-ray photoelectron spectroscopy (ESCA). ) Satisfy at least one of the above.
  • the elemental composition percentage of the carbon atom is 50.0 to 70.0 atom%.
  • the ratio (C / Si) of the elemental composition percentage of the carbon atom to the elemental composition percentage of the silicon atom is 2.0 to 5.
  • Patent Document 2 contains (A) acid anhydride, (B) a liquid compound having a cyclic ether group, (C) a photoreactive diluent, and (D) a photopolymerization initiator, and has a viscosity.
  • a photocurable / thermosetting composition for inkjet which has a temperature of 150 mPa ⁇ s or less at 25 ° C., is disclosed.
  • a small molecule polymerizable compound (so-called reactive diluent) is used as a diluent in order to reduce the viscosity. Therefore, there is a problem that the curing shrinkage becomes large, there is a problem that the substrate warps, and there is a problem that the adhesiveness between the LED protective layer and the substrate becomes low. Further, when an LED module is manufactured by using the composition as described in Patent Document 2 as a protective material for an LED chip, and a plurality of the LED modules are connected to each other, a large LED display device is manufactured. The display quality of the connected part of the LED may deteriorate.
  • the present inventors have found that in the conventional curable composition, the substrate warps after curing and the adhesiveness between the LED protective layer and the substrate becomes low due to the large shrinkage during curing. Further, the present inventors, when the conventional curable composition is applied, dripping occurs at the edge portion of the coated material, and the shape of the edge portion of the obtained LED module deteriorates, so that the LED module It was found that the display quality of the connected part deteriorates.
  • An object of the present invention is that when the curable composition is applied to at least one of the gaps between a plurality of LED chips and the upper part of the plurality of LED chips by an inkjet method in order to form an LED protective layer, the edge portion of the coating material is formed. It is an object of the present invention to provide a curable composition for inkjet coating and for LED protection, which can maintain a good shape. Further, an object of the present invention is to improve the surface flatness of the LED protective layer after forming the LED protective layer, suppress the warp of the substrate, and enhance the adhesiveness between the substrate and the LED protective layer. It is an object of the present invention to provide a curable composition for inkjet coating and for LED protection. Another object of the present invention is to provide an LED module, a method for manufacturing an LED module, and an LED display device using the curable composition for inkjet coating and LED protection.
  • a broad aspect of the present invention has a first polyfunctional (meth) acrylate compound having a plurality of (meth) acryloyl groups and an aliphatic cyclic skeleton, and a plurality of (meth) acryloyl groups. It contains a second polyfunctional (meth) acrylate compound having an alkylene oxide skeleton and a photopolymerization initiator, and has a viscosity at 25 ° C. of 80 mPa ⁇ s or more and 2000 mPa ⁇ s or less, for inkjet coating and LED protection.
  • a curable composition for use (hereinafter, may be referred to as a curable composition) is provided.
  • the first polyfunctional (meth) acrylate compound has a dicyclopentadiene skeleton.
  • the second polyfunctional (meth) acrylate compound has a bisphenol skeleton.
  • the curable composition is irradiated with light having a wavelength of 365 nm for 1 second at an illuminance of 1000 mW / cm 2 for 1 second to obtain a cured product having a thickness of 50 ⁇ m.
  • the total light transmittance of the object is 90% or more.
  • the glass transition temperature of the homopolymer of the first polyfunctional (meth) acrylate compound is 100 ° C. or higher.
  • the glass transition temperature of the homopolymer of the second polyfunctional (meth) acrylate compound is 50 ° C. or lower.
  • the content of the first polyfunctional (meth) acrylate compound in 100% by weight of the curable composition is 10% by weight or more and 70% by weight or less. be.
  • the content of the second polyfunctional (meth) acrylate compound in 100% by weight of the curable composition is 15% by weight or more and 75% by weight or less. be.
  • the content of the second polyfunctional (meth) acrylate compound is 50 with respect to 100 parts by weight of the first polyfunctional (meth) acrylate compound. It is 100 parts by weight or more and 130 parts by weight or less.
  • the substrate comprises a substrate having a plurality of LED chips on the upper surface, and an LED protective layer arranged at least one of a gap between the plurality of LED chips and an upper portion of the plurality of LED chips.
  • An LED module is provided in which the LED protective layer is a cured product of the curable composition described above.
  • the gaps between the plurality of LED chips and at least one of the upper portions of the plurality of LED chips are covered with the above-mentioned curing for inkjet coating and LED protection.
  • the coating step of applying the sex composition by an inkjet method and the applied curable composition for inkjet coating and LED protection are irradiated with light to cure the curable composition for inkjet coating and LED protection. Therefore, a method for manufacturing an LED module is provided, which comprises a gap between the plurality of LED chips and a curing step for forming an LED protective layer arranged on at least one of the upper portions of the plurality of LED chips.
  • a plurality of LED modules are provided, and the plurality of the LED modules are connected to each other.
  • the LED module is a gap between a substrate having a plurality of LED chips on the upper surface and the plurality of the LED chips.
  • an LED display device comprising an LED protective layer arranged on at least one of the upper portions of the LED chip, and in the LED module, the LED protective layer is a cured product of the above-mentioned curable composition. Will be done.
  • the curable composition according to the present invention contains a plurality of (meth) acrylate compounds and a photopolymerization initiator.
  • the curable composition according to the present invention has a first polyfunctional (meth) acrylate compound having a plurality of (meth) acryloyl groups and an aliphatic cyclic skeleton, and a plurality of (meth) acryloyl groups. , And a second polyfunctional (meth) acrylate compound having an alkylene oxide skeleton.
  • the viscosity of the curable composition according to the present invention at 25 ° C. is 80 mPa ⁇ s or more and 2000 mPa ⁇ s or less.
  • the curable composition when the curable composition is applied to at least one of the gaps between the plurality of LED chips and the upper part of the plurality of LED chips by an inkjet method in order to form the LED protective layer.
  • the shape of the edge portion of the coating material can be kept good.
  • the surface flatness of the LED protective layer is enhanced, the warpage of the substrate is suppressed, and the substrate and the LED protective layer are combined.
  • the adhesiveness of the LED can be enhanced.
  • FIG. 1 is a cross-sectional view schematically showing an LED module obtained by using the curable composition for inkjet coating and LED protection according to the embodiment of the present invention.
  • FIG. 2 is a partial cutaway sectional view schematically showing an LED display device obtained by using the curable composition for inkjet coating and LED protection according to the embodiment of the present invention.
  • the curable composition for inkjet coating and LED protection according to the present invention (hereinafter, may be referred to as a curable composition) is used for inkjet coating.
  • the curable composition according to the present invention is used to protect a light emitting diode (LED).
  • the curable composition according to the present invention contains the following components (A) to (C).
  • the viscosity of the curable composition according to the present invention at 25 ° C. is 80 mPa ⁇ s or more and 2000 mPa ⁇ s or less.
  • the curable composition as described in Patent Document 2 described above has a problem that the substrate is warped and a problem that the adhesiveness between the LED protective layer and the substrate is lowered.
  • an LED module is manufactured by using the composition as described in Patent Document 2 as a protective material for an LED chip, and a plurality of the LED modules are connected to each other, a large LED display device is manufactured. The display quality of the connected part of the LED may deteriorate.
  • the present inventors have found that in a conventional curable composition, the substrate warps after curing due to a large shrinkage during curing, and the adhesiveness between the LED protective layer and the substrate is lowered.
  • the present inventors have found that when the conventional curable composition is applied, dripping occurs at the edge portion of the coated material, and the shape of the edge portion of the obtained LED module deteriorates. As a result, it was found that the display quality of the connected portion of the LED module deteriorates.
  • the curable composition using only the material having a low glass transition temperature and the cured product thereof have a luminous intensity after the high temperature and high humidity test. The problem of lowering occurs.
  • the curable composition when the curable composition is applied to at least one of the gaps between the plurality of LED chips and the upper part of the plurality of LED chips by an inkjet method in order to form the LED protective layer.
  • the shape of the edge portion of the coating material can be kept good. In the present invention, it is possible to make it difficult for irregularities to be formed on the surface of the coated material. Further, in the present invention, it is possible to prevent a decrease in the thickness of the edge portion of the coating material, prevent the edge portion of the coating material from being chipped, and for example, the shape of the edge portion of the coating material can be brought close to a right angle.
  • the surface flatness of the LED protective layer is enhanced, the warpage of the substrate is suppressed, and the substrate and the LED protective layer are combined.
  • the adhesiveness of the LED can be enhanced.
  • the present invention since it is possible to prevent the edge portion of the LED protective layer from being chipped, it is possible to improve the display quality of the LED module and the LED display device. Further, when a plurality of LED modules are connected to obtain a large-sized LED display device, the connected portion of the LED modules can be made inconspicuous.
  • the present invention it is possible to improve the luminous intensity retention of the LED module and the LED display device on which the LED protective layer is formed after the high temperature and high humidity test.
  • the curable composition can be applied by an inkjet method.
  • the curable composition can be satisfactorily applied to the gaps between the LED chips on the substrate body and the upper part of the LED chips by the inkjet method.
  • An inkjet device is used when applying the curable composition by an inkjet method.
  • the inkjet device has an inkjet head.
  • the inkjet head has an inkjet nozzle.
  • the curable composition is used to protect the LED chip.
  • the curable composition is suitably used for forming an LED protective layer.
  • the curable composition is suitably used for forming a protective layer for protecting the LED chip.
  • the LED protective layer formed by the curable composition is arranged in at least one of the gap between the LED chips on the substrate body and the upper portion of the LED chips, so that the LED chips can be satisfactorily protected.
  • the curable composition is suitably used for forming an LED protective layer in a gap between LED chips on a substrate body and on an upper portion of the LED chip.
  • the curable composition may be used to form an LED protective layer in the gaps between the LED chips on the substrate body, and may be used to form an LED protective layer on top of the LED chips on the substrate body. It is also good.
  • the curable composition may be used to form an LED protective layer in both the gap between the LED chips on the substrate body and the upper part of the LED chips on the substrate body.
  • the curable composition is particularly preferably used for LED modules in the COB method or the COG method.
  • the curable composition is preferably used as a sealing agent for LED chips. It is more preferable that the curable composition is used as an LED chip encapsulant in an LED module in a COB method or a COG method.
  • the curable composition is liquid at 25 ° C.
  • the liquid also includes a paste.
  • the viscosity ( ⁇ 25) of the curable composition at 25 ° C. is 80 mPa ⁇ s or more and 2000 mPa ⁇ s or less.
  • the viscosity ( ⁇ 25) can be appropriately adjusted depending on the type and amount of the compounding component.
  • the viscosity ( ⁇ 25) is preferably 150 mPa ⁇ s or more, more preferably 300 mPa ⁇ s or more, further preferably 400 mPa ⁇ s or more, particularly preferably 500 mPa ⁇ s or more, preferably 1500 mPa ⁇ s or less, more preferably 1500 mPa ⁇ s or less. It is 1200 mPa ⁇ s or less, more preferably 1000 mPa ⁇ s or less.
  • the viscosity ( ⁇ 25) is at least the above lower limit and at least the above upper limit, the curable composition can be applied even more satisfactorily by the inkjet method.
  • the viscosity ( ⁇ 25) is at least the above lower limit and at least the above upper limit, it is possible to make it difficult for irregularities to be formed on the surface of the coated material when the curable composition is applied onto the substrate by an inkjet method. .. Further, when the viscosity ( ⁇ 25) is at least the above lower limit and at least the above upper limit, the shape of the edge portion of the coated material can be maintained even better. As a result, it is possible to form an LED protective layer having a better shape of the edge portion.
  • the viscosity ( ⁇ 25) is at least the above lower limit and at least the above upper limit, the stickiness of the surface of the curable composition can be suppressed, so that it is possible to prevent powder such as dust from adhering to the surface. can.
  • the viscosity ( ⁇ 25) can be measured at 25 ° C. and 1 rpm using, for example, an E-type viscometer (“TVE22L” manufactured by Toki Sangyo Co., Ltd.).
  • the glass transition temperature (Tg) of the curable composition is preferably 25 ° C. or higher, more preferably 60 ° C. or higher, preferably 200 ° C. or lower, and more preferably 170 ° C. or lower.
  • Tg glass transition temperature
  • the glass transition temperature can be measured at a heating rate of 10 ° C./min using a differential scanning calorimeter in accordance with JIS-K7121.
  • Examples of the differential scanning calorimeter include "DSC7020” manufactured by Hitachi High-Tech Science Corporation.
  • an LED protective layer for protecting the LED so as to be in contact with the LED chip, it is possible to suppress a decrease in the amount of transmitted light of the LED light. As a result, the display of the LED module and the LED display device can be improved, and the power consumption can be reduced.
  • the visible light transmittance at a thickness of 200 ⁇ m of the curable composition is preferably 60% or more. , More preferably 90% or more, still more preferably 95% or more, and particularly preferably 99% or more.
  • the upper limit of the visible light transmittance is not particularly limited.
  • the visible light transmittance may be 100%.
  • the visible light transmittance at a thickness of 200 ⁇ m of the curable composition can be in the above-mentioned preferable range depending on the selection of the material.
  • the visible light transmittance can be measured as follows.
  • the visible light transmittance at a wavelength of 380 nm to 780 nm of the curable composition is measured in accordance with JIS R3211: 1998.
  • the curable composition is irradiated with light having a wavelength of 365 nm at an illuminance of 1000 mW / cm 2 for 1 second to obtain a cured product X having a thickness of 50 ⁇ m (integrated light amount 1000 mJ / cm 2 ).
  • the total light transmittance of the cured product X is preferably 60% or more, more preferably 80. % Or more, more preferably 90% or more, and particularly preferably 95% or more.
  • the upper limit of the total light transmittance is not particularly limited.
  • the total light transmittance may be 100%.
  • the total light transmittance of the cured product X can be set in the above-mentioned preferable range depending on the selection of the material.
  • the curable composition may be cured under the condition of irradiating the curable composition with light having a wavelength of 365 nm for 1 second at an illuminance of 1000 mW / cm 2 , and the curable composition may be cured under other conditions.
  • the composition may be cured.
  • the total light transmittance of the cured product X can be measured as follows.
  • the total light transmittance of the cured product X is measured in accordance with JIS K7361-1.
  • (meth) acrylate means one or both of "acrylate” and “methacrylate”.
  • the curable composition comprises a first polyfunctional (meth) acrylate compound (A) having a plurality of (meth) acryloyl groups and having an aliphatic cyclic skeleton.
  • the first polyfunctional (meth) acrylate compound (A) may be a bifunctional (meth) acrylate compound or a bifunctional or higher functional (meth) acrylate compound, or may be a trifunctional (meth) acrylate compound. ) It may be an acrylate compound, or it may be a trifunctional or higher functional (meth) acrylate compound.
  • the functional number corresponds to the number of (meth) acryloyl groups.
  • the first polyfunctional (meth) acrylate compound (A) only one kind may be used, or two or more kinds may be used in combination.
  • bifunctional (meth) acrylate compound having an aliphatic cyclic skeleton examples include ethoxylated cyclohexanemethanol di (meth) acrylate, tricyclodecandi (meth) acrylate, 1,3-adamantandiol di (meth) acrylate and Examples thereof include propoxylated cyclohexane methanol di (meth) acrylate.
  • Examples of the trifunctional (meth) acrylate compound having an aliphatic cyclic skeleton include pentaerythritol triacrylate-isophorone diisocyanate-urethane prepolymer and the like.
  • the first polyfunctional (meth) acrylate compound (A) preferably has a dicyclopentadiene skeleton.
  • the double bond portion of dicyclopentadiene may react.
  • the dicyclopentadiene skeleton in the first polyfunctional (meth) acrylate compound (A) may be a skeleton represented by the following formula (1).
  • the right end and the left end are binding sites for other groups.
  • the first polyfunctional (meth) acrylate compound (A) preferably contains ethoxylated cyclohexanemethanol di (meth) acrylate or tricyclodecanedimethanol di (meth) acrylate, and tricyclodecanedimethanol di (meth) acrylate. ) It is more preferable to contain acrylate.
  • the first polyfunctional (meth) acrylate compound (A) preferably contains ethoxylated cyclohexanemethanol di (meth) acrylate or tricyclodecanedimethanol diacrylate, and may contain tricyclodecanedimethanol diacrylate. More preferred.
  • the tricyclodecanedimethanol di (meth) acrylate has a skeleton represented by the above formula (1). Further, from the viewpoint of more effectively suppressing the warp of the substrate, the first polyfunctional (meth) acrylate compound (A) preferably has a tricyclodecane skeleton.
  • the glass transition temperature (Tg) of the homopolymer of the first polyfunctional (meth) acrylate compound (A) is preferably 100 ° C. or higher, more preferably 150 ° C. or higher, still more preferably 190 ° C. or higher, and is preferable. Is 250 ° C. or lower, more preferably 220 ° C. or lower.
  • Tg glass transition temperature
  • the glass transition temperature of the homopolymer of the first polyfunctional (meth) acrylate compound (A) is not less than the above lower limit and not more than the above upper limit, it is easy to improve the adhesiveness between the substrate and the LED protective layer. Further, it is possible to improve the light intensity retention after the high temperature and high humidity test.
  • the glass transition temperature of the homopolymer of the first polyfunctional (meth) acrylate compound (A) and the glass transition temperature of the homopolymer of the second polyfunctional (meth) acrylate compound (B) described later are respectively.
  • the glass transition temperature can be measured at a heating rate of 10 ° C./min using a differential scanning calorimeter in accordance with JIS-K7121.
  • Examples of the differential scanning calorimeter include "DSC7020” manufactured by Hitachi High-Tech Science Corporation.
  • the content of the first polyfunctional (meth) acrylate compound (A) in 100% by weight of the curable composition is preferably 10% by weight or more, more preferably 20% by weight or more, and preferably 70% by weight. % Or less, more preferably 60% by weight or less.
  • the content of the first polyfunctional (meth) acrylate compound (A) is not less than the above lower limit and not more than the above upper limit, the luminosity retention after the high temperature and high humidity test can be improved.
  • the content of the second polyfunctional (meth) acrylate compound (A) is not less than the above lower limit and not more than the above upper limit, the viscosity of the curable composition at 25 ° C. is adjusted to the above preferable range.
  • the curable composition can be applied even more satisfactorily by the inkjet method.
  • the curable composition comprises a second polyfunctional (meth) acrylate compound (B) having a plurality of (meth) acryloyl groups and having an alkylene oxide skeleton.
  • the second polyfunctional (meth) acrylate compound (B) has a plurality of (meth) acryloyl groups, and has a polyfunctional (meth) skeleton and an aliphatic cyclic skeleton and an alkylene oxide skeleton. ) It shall not contain acrylate compounds.
  • the polyfunctional (meth) acrylate compound having a plurality of (meth) acryloyl groups and having an aliphatic cyclic skeleton and an alkylene oxide skeleton is the first polyfunctional (meth) acrylate compound (A). are categorized.
  • the "alkylene oxide skeleton” refers to a skeleton derived from a glycol-based material such as ethylene glycol (EG), propylene glycol (PG), or tetramethylene glycol (TMG).
  • a glycol-based material such as ethylene glycol (EG), propylene glycol (PG), or tetramethylene glycol (TMG).
  • the "alkylene oxide skeleton” preferably shows a skeleton in which a glycol-based material has reacted, and preferably shows a skeleton in which a glycol-based material has polymerized.
  • Examples of the alkylene oxide skeleton include a skeleton represented by the following formula (11).
  • examples of R include an alkylene group having 1 to 4 carbon atoms.
  • examples of the alkylene group having 1 to 4 carbon atoms include CH 2 group, CH 2 CH 2 group, CH 2 CH 2 CH 2 group, CH 2 (CH 3 ) CH group, and CH 2 CH 2 CH 2 CH 2 group. And so on.
  • the alkylene group has preferably 2 or more carbon atoms, and preferably 3 or less carbon atoms.
  • the number of carbon atoms of the alkylene group may be 2 or 3.
  • n is preferably 1 or more, more preferably 2 or more, still more preferably 4 or more, preferably 12 or less, and more preferably 9 or less.
  • the curable composition contains the second polyfunctional (meth) acrylate compound (B), the warp of the substrate can be suppressed after the formation of the LED protective layer, and the substrate and the LED are protected. Adhesion to the layer can be enhanced.
  • the second polyfunctional (meth) acrylate compound (B) may be a bifunctional (meth) acrylate compound or a bifunctional or higher functional (meth) acrylate compound, or may be a trifunctional (meth) acrylate compound. ) It may be an acrylate compound, a trifunctional or higher functional (meth) acrylate compound, or a tetrafunctional (meth) acrylate compound.
  • the second polyfunctional (meth) acrylate compound (B) may be a tetrafunctional or higher functional (meth) acrylate compound.
  • the functional number corresponds to the number of (meth) acryloyl groups.
  • As the second polyfunctional (meth) acrylate compound (B) only one kind may be used, or two or more kinds may be used in combination.
  • bifunctional (meth) acrylate compound having an alkylene oxide skeleton examples include polyethylene glycol di (meth) acrylate, polypropylene glycol diacrylate, ethylene glycol di (meth) acrylate, and ethylene oxide-modified bisphenol A di (meth) acrylate. And propylene oxide-modified bisphenol A di (meth) acrylate and the like.
  • Examples of the trifunctional (meth) acrylate compound having an alkylene oxide skeleton include alkylene oxide-modified tri (meth) acrylate of trimethylolpropane.
  • alkylene oxide constituting the alkylene oxide skeleton examples include ethylene oxide, propylene oxide, butylene oxide, and tetrahydrofuran.
  • An alkylene oxide skeleton can be formed by reacting with an alkylene oxide.
  • the alkylene oxide is preferably ethylene oxide or propylene oxide.
  • the second polyfunctional (meth) acrylate compound (B) is an ethylene oxide skeleton or propylene. It is preferable to have an oxide skeleton. From the viewpoint of more effectively suppressing the warp of the substrate and further enhancing the adhesiveness between the substrate and the LED protective layer, the second polyfunctional (meth) acrylate compound (B) has a polyalkylene oxide skeleton.
  • the alkylene oxide polymerizes in the second polyfunctional (meth) acrylate compound (B). It is preferable to have a skeleton in which ethylene oxide is polymerized, and it is more preferable to have a skeleton in which ethylene oxide is polymerized or a skeleton in which propylene oxide is polymerized.
  • polyfunctional (meth) acrylate compound having an ethylene oxide skeleton examples include ethylene oxide-modified bisphenol A di (meth) acrylate.
  • Examples of the polyfunctional (meth) acrylate compound having a propylene oxide skeleton include propylene oxide-modified bisphenol A di (meth) acrylate and propylene glycol di (meth) acrylate.
  • the second polyfunctional (meth) acrylate compound (B) preferably has a bisphenol skeleton.
  • the polyfunctional (meth) acrylate compound having an alkylene oxide skeleton and a bisphenol skeleton include ethylene oxide-modified bisphenol A di (meth) acrylate.
  • the ethylene oxide-modified bisphenol A di (meth) acrylate is a polyfunctional (meth) acrylate compound having an ethylene oxide skeleton and a bisphenol skeleton.
  • the second polyfunctional (meth) acrylate compound (B) is ethylene oxide-modified bisphenol A. It preferably contains di (meth) acrylate.
  • the glass transition temperature (Tg) of the homopolymer of the second polyfunctional (meth) acrylate compound (B) is preferably ⁇ 50 ° C. or higher, more preferably ⁇ 40 ° C. or higher, still more preferably ⁇ 30 ° C. or higher. Yes, preferably 50 ° C. or lower, more preferably 40 ° C. or lower.
  • the content of the second polyfunctional (meth) acrylate compound (B) in 100% by weight of the curable composition is preferably 15% by weight or more, more preferably 20% by weight or more, still more preferably 30% by weight.
  • the above is preferably 75% by weight or less, more preferably 70% by weight or less, still more preferably 60% by weight or less.
  • the viscosity of the curable composition at 25 ° C. is adjusted to the above preferable range.
  • the curable composition can be applied even more satisfactorily by the inkjet method.
  • the content of the second polyfunctional (meth) acrylate compound (B) is preferably 50 parts by weight or more, more preferably 50 parts by weight, based on 100 parts by weight of the first polyfunctional (meth) acrylate compound (A). It is 60 parts by weight or more, preferably 130 parts by weight or less, and more preferably 120 parts by weight or less.
  • the content of the second polyfunctional (meth) acrylate compound (B) is not less than the above lower limit and not more than the above upper limit, the warpage of the substrate can be suppressed more effectively, and the substrate and the LED protective layer can be suppressed. Adhesion with and can be further enhanced.
  • the total content of the first polyfunctional (meth) acrylate compound (A) and the second polyfunctional (meth) acrylate compound (B) in 100% by weight of the curable composition is preferably 50% by weight. % Or more, more preferably 70% by weight or more, preferably 95% by weight or less, more preferably 90% by weight or less.
  • the photocurability is improved. It is excellent, and the shape of the edge portion is maintained even better.
  • the curable composition contains the photopolymerization initiator (C).
  • the curable composition contains the photopolymerization initiator (C)
  • the curable composition can be cured by irradiation with light.
  • Examples of the photopolymerization initiator (C) include a photoradical polymerization initiator, a photocationic polymerization initiator and the like.
  • the photopolymerization initiator (C) is preferably a photoradical polymerization initiator. Only one kind of the photopolymerization initiator (C) may be used, or two or more kinds thereof may be used in combination.
  • the photoradical polymerization initiator is a compound for initiating a radical polymerization reaction by generating radicals by irradiation with light.
  • the photoradical polymerization initiator include benzoin compounds such as benzoin, benzoin methyl ether, benzoin ethyl ether, and benzoin isopropyl ether; alkylphenone compounds such as 1-hydroxycyclohexylphenylketone and 2-hydroxy-2-methylpropiophenone; Acetphenone compounds such as acetophenone, 2,2-dimethoxy-2-phenylacetophenone, 2,2-diethoxy-2-phenylacetophenone, 1,1-dichloroacetophenone; 2-methyl-1- [4- (methylthio) phenyl]- 2-Morphorinopropane-1-one, 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) -butane-1-one, 2-benzyl-2-dimethylamino-1-
  • the photopolymerization initiator (C) is phenylbis (2,4,6-trimethylbenzoyl) phosphinoxide, 2-dimethylamino-2-[(4-methylphenyl) methyl] -1- [4- (4- (4-). (Morphorinyl) phenyl] 1-butanone, 2-hydroxy-2-methylpropiophenone or 1-hydroxycyclohexylphenylketone is preferably contained.
  • the photopolymerization initiator (C) more preferably contains 1-hydroxycyclohexylphenylketone.
  • a photopolymerization initiator may be used together with the photoradical polymerization initiator.
  • the photopolymerization initiator include N, N-dimethylaminobenzoic acid ethyl ester, N, N-dimethylaminobenzoic acid isoamyl ester, pentyl-4-dimethylaminobenzoate, triethylamine, triethanolamine and the like.
  • Other photopolymerization initiation aids may be used. Only one kind of the above-mentioned photopolymerization initiation aid may be used, or two or more kinds thereof may be used in combination.
  • a titanocene compound such as CGI-784 (manufactured by Ciba Specialty Chemicals), which has absorption in the visible light region, may be used to promote the photoreaction.
  • photocationic polymerization initiator examples include sulfonium salts, iodonium salts, metallocene compounds, benzointosylates and the like. Only one kind of the photocationic polymerization initiator may be used, or two or more kinds thereof may be used in combination.
  • the content of the photopolymerization initiator (C) in 100% by weight of the curable composition is preferably 5% by weight or more, more preferably 8% by weight or more, preferably 15% by weight or less, and more preferably. It is 12% by weight or less.
  • the content of the photopolymerization initiator (C) is at least the above lower limit and at least the above upper limit, the shape of the edge portion can be maintained even better, and the luminous intensity retention rate after the high temperature and high humidity test is further enhanced. be able to.
  • the content of the photopolymerization initiator (C) with respect to a total of 100 parts by weight of the first polyfunctional (meth) acrylate compound (A) and the second polyfunctional (meth) acrylate compound (B). Is preferably 6 parts by weight or more, more preferably 10 parts by weight or more.
  • the content of the photopolymerization initiator (C) with respect to a total of 100 parts by weight of the first polyfunctional (meth) acrylate compound (A) and the second polyfunctional (meth) acrylate compound (B). Is preferably 18 parts by weight or less, more preferably 14 parts by weight or less.
  • the content of the photopolymerization initiator (C) is at least the above lower limit and at least the above upper limit, the shape of the edge portion can be maintained even better, and the luminous intensity retention rate after the high temperature and high humidity test is further enhanced. be able to.
  • the curable composition includes a colorant, a filler, a defoaming agent, a curing agent, a curing accelerator, a mold release agent, a surface treatment agent, a flame retardant, a viscosity modifier, a dispersant, a dispersion aid, and a surface modifier.
  • Plasticizer, antibacterial agent, antifungal agent, leveling agent, stabilizer, coupling agent, anti-sagging agent, phosphor and the like may be contained.
  • the filler examples include titanium oxide, silica, calcium oxide and the like.
  • the content of the filler in 100% by weight of the curable composition is preferably 0.1% by weight or more, more preferably 1.0% by weight or more, preferably 5.0% by weight or less, more preferably. Is 3.0% by weight or less.
  • dispersant examples include alkylammonium salts and high molecular weight copolymers.
  • the content of the dispersant in 100% by weight of the curable composition is preferably 0.1% by weight or more, more preferably 0.5% by weight or more, preferably 4.0% by weight or less, more preferably. Is 2.0% by weight or less.
  • the curable composition comprises a third polyfunctional (meth) acrylate compound other than the first polyfunctional (meth) acrylate compound (A) and the second polyfunctional (meth) acrylate compound (B). It may be included.
  • Examples of the third polyfunctional (meth) acrylate compound include 1,6-hexanediol di (meth) acrylate, 1,9-nonanediol di (meth) acrylate, dipropylene glycol di (meth) acrylate, and pentaerythritol tri.
  • the LED module according to the present invention includes a substrate having a plurality of LED chips on the upper surface and an LED protective layer arranged on the substrate.
  • the LED protective layer is arranged in at least one of the gaps between the plurality of LED chips and the upper part of the plurality of LED chips.
  • the LED protective layer may be arranged only in the gaps of the plurality of LED chips, may be arranged only in the upper part of the plurality of LED chips, and may be arranged only in the gaps of the plurality of LED chips. And may be arranged on the top of the plurality of LED chips.
  • the LED protective layer is arranged in the gap between the plurality of LED chips and above the plurality of LED chips.
  • the LED protective layer is a cured product of the above-mentioned curable composition.
  • the curable composition described above is formed in a gap between the plurality of LED chips and at least one of the upper portions of the plurality of LED chips. Is provided with a coating process of coating by an LED method.
  • the applied curable composition is irradiated with light to cure the curable composition, and the gaps between the plurality of LED chips and the plurality of LED chips are formed. It comprises a curing step of forming an LED protective layer disposed on at least one of the tops.
  • the surface flatness of the LED protective layer can be improved and the shape of the edge portion of the LED module can be kept good.
  • the warp of the substrate can be suppressed, and the adhesiveness between the substrate and the LED protective layer can be improved.
  • FIG. 1 is a cross-sectional view schematically showing an LED module obtained by using the curable composition for inkjet coating and LED protection according to the embodiment of the present invention.
  • the LED module 1 shown in FIG. 1 includes an LED protective layer 11.
  • the LED protective layer 11 is formed of the curable composition, and is a cured product of the curable composition.
  • the curable composition contains the first polyfunctional (meth) acrylate compound (A), the second polyfunctional (meth) acrylate compound (B), and the photopolymerization initiator (C).
  • the curable composition has a specific viscosity.
  • the LED module 1 has an LED protective layer 11 and a substrate 12.
  • the substrate 12 includes a substrate main body 12A, a plurality of LED chips 12B, and a plurality of electrodes 12C.
  • a substrate 12 having an LED chip 12B on the upper surface is used.
  • the LED chip 12B is mounted on the substrate main body 12A via the electrode 12C.
  • a plurality of LED chips 12B are arranged side by side at intervals.
  • a plurality of LED chips 12B are arranged on the substrate main body 12A.
  • the LED protective layer 11 is formed so as to cover the gaps between the plurality of LED chips 12B arranged on the substrate main body 12A and the upper part of the plurality of LED chips 12B. The side surface and the upper surface of the LED chip 12B are covered with the LED protective layer 11.
  • the LED chip may be a red LED chip, a blue LED chip, a green LED chip, or a combination of these LED chips.
  • the number of the LED chips per substrate is preferably 10,000 or more, more preferably 20,000 or more, preferably 80,000 or less, and more preferably 60,000 or less.
  • the curable composition is ejected from the inkjet head of the inkjet device.
  • the applied curable composition can be irradiated with light to cure the curable composition to form an LED protective layer.
  • the light source used for photocuring the curable composition include an irradiation device that emits active energy rays such as ultraviolet rays or visible light.
  • the light source include an ultra-high pressure mercury lamp, a Deep UV lamp, a high pressure mercury lamp, a low pressure mercury lamp, a metal halide lamp, and an excimer laser. These light sources are appropriately selected according to the photosensitive wavelength of the constituents of the curable composition.
  • the irradiation energy of light is appropriately selected depending on the desired layer thickness or the constituent components of the curable composition.
  • the irradiation energy of light is generally in the range of 10 mJ / cm 2 to 3000 mJ / cm 2 .
  • the entire applied curable composition may be irradiated with light to form an LED protective layer. ..
  • the applied curable composition may be irradiated with light to form an LED protective layer.
  • the curable composition may be applied and light irradiation may be performed a plurality of times.
  • the coating step may be performed only once in the thickness direction of the substrate so that the curable compositions do not overlap in the thickness direction of the substrate.
  • the coating step may be performed a plurality of times in the thickness direction of the substrate so that the curable compositions overlap in the thickness direction of the substrate.
  • the thickness of the LED protective layer can be increased by performing the coating step a plurality of times in the thickness direction of the substrate so that the curable composition overlaps in the thickness direction of the substrate.
  • the thickness of the LED protective layer on the upper part of the LED chip is preferably 10 ⁇ m or more, more preferably 20 ⁇ m or more, and preferably 20 ⁇ m or more. It is 100 ⁇ m or less, more preferably 80 ⁇ m or less.
  • the shape of the LED module is not particularly limited.
  • the shape of the LED module may be a round shape, a rectangular shape, or a triangular shape.
  • the LED display device includes a plurality of the above-mentioned LED modules.
  • a plurality of the above-mentioned LED modules are connected.
  • the LED display device according to the present invention is provided with the above configuration, it is possible to suppress a decrease in the amount of transmitted light of the LED light. As a result, the display of the LED display device can be improved and the power consumption can be reduced.
  • FIG. 2 is a partial cutaway sectional view schematically showing an LED display device obtained by using the curable composition for inkjet coating and LED protection according to the embodiment of the present invention.
  • the LED display device 21 shown in FIG. 2 includes a plurality of LED modules 1.
  • a plurality of LED modules 1 are connected.
  • a plurality of LED modules 1 are connected on the side surface.
  • a plurality of LED modules 1 are connected side by side in the left-right direction.
  • a plurality of LED modules 1 may be connected side by side in the front-back direction. In this case, the LED display device 21 can be increased in size.
  • the electrodes 12C on the substrate main body 12A are electrically connected to each other in the LED module 1 to be connected.
  • Examples of a method of connecting the above LED modules to obtain an LED display device include a method of arranging a plurality of manufactured modules.
  • Examples of the method of connecting the LED modules include a method of using an adhesive, a method of using a connecting tool, and a method of fitting side-by-side LED modules.
  • the number of connected LED modules is preferably 3 or more, more preferably 5 or more. When the number of the LED modules is equal to or greater than the above lower limit, the LED display device can be further increased in size. In the LED display device, the number of connected LED modules is preferably 35 or less, more preferably 30 or less. When the number of the LED modules is not more than the upper limit, the weight of the LED display device can be reduced.
  • the shape of the LED display device is not particularly limited.
  • the shape of the LED display device may be a round shape, a rectangular shape, or a triangular shape. By connecting a plurality of LED modules, LED display devices having various shapes can be obtained.
  • polyfunctional (meth) acrylate compounds third polyfunctional (meth) acrylate compounds other than the first and second polyfunctional (meth) acrylate compounds (A) and (B): 1,6-Hexanediol diacrylate (“Viscoat # 230” manufactured by Osaka Organic Chemical Industry Co., Ltd., glass transition temperature of homopolymer: 105 ° C.)
  • Titanium oxide (“TTO-55 (E)” manufactured by Ishihara Sangyo Co., Ltd.)
  • Examples 1 to 19 and Comparative Examples 1 to 8 The components shown in Tables 1 to 6 below were blended in the blending amounts (unit: parts by weight) shown in Tables 1 to 6 below to obtain a curable composition.
  • Viscosity of the curable composition at 25 ° C. ( ⁇ 25) The viscosity ( ⁇ 25) of the obtained curable composition at 25 ° C. was measured. The viscosity ( ⁇ 25) was measured using an E-type viscometer (“TVE22L” manufactured by Toki Sangyo Co., Ltd.) under the conditions of 25 ° C. and 1 rpm.
  • E-type viscometer (“TVE22L” manufactured by Toki Sangyo Co., Ltd.)
  • the curable composition can be continuously discharged from the head for 10 hours or more.
  • the curable composition can be continuously discharged from the head for 10 hours or more, but only during 10 hours of continuous discharge.
  • the curable composition can be continuously discharged from the head, but cannot be continuously discharged for 10 hours or more.
  • the curable composition is not discharged at the initial stage of being discharged from the head. Is possible
  • the obtained curable composition was placed in a quartz cell having an optical path length of 0.5 mm so as to have a thickness of 200 ⁇ m.
  • the visible light transmittance of the curable composition at a thickness of 200 ⁇ m was measured using a spectrophotometer (“U-4100” manufactured by Hitachi High-Tech) at a wavelength of 380 nm to 780 nm in accordance with JIS R3211: 1998.
  • the visible light transmittance of the curable composition was determined according to the following criteria.
  • Visible light transmittance is 95% or more in the entire region of wavelength 380 nm to 780 nm
  • Visible light transmittance is 90% or more in all regions of wavelength 380 nm to 780 nm that does not correspond to ⁇
  • Wavelength Visible light transmittance is less than 90% in at least a part of the region from 380 nm to 780 nm.
  • Warp is less than 300 ⁇ m ⁇ : Warp is 300 ⁇ m or more and less than 600 ⁇ m ⁇ : Warp is 600 ⁇ m or more-: Judgment is not possible because inkjet ejection is not possible.
  • the curable composition is ejected from the inkjet head of a piezo inkjet printer equipped with an ultraviolet irradiation device, and cured by ultraviolet irradiation.
  • a cured product having a thickness of 150 ⁇ m was prepared. Cuts were made in the obtained cured product in the vertical and horizontal directions at 1 mm intervals to prepare 100 squares.
  • the adhesiveness between the substrate and the protective layer was judged according to the following criteria.
  • Luminosity retention after high temperature and high humidity test A substrate was prepared on which three blue light emitting elements having a main emission peak of 460 nm were mounted on the substrate main body. On the substrate, ejection of the obtained curable composition from an inkjet head of a piezo inkjet printer equipped with an ultraviolet irradiation device and curing by ultraviolet irradiation are repeated to prepare a cured product having a thickness of 150 ⁇ m. , Obtained an LED display device.
  • the initial luminous intensity of the obtained LED display device was measured using "OL770" manufactured by Optronic Laboratories. After that, the LED display device was placed in a high-temperature and high-humidity oven at 85 ° C. and 85 RH% with three light-emitting elements simultaneously emitting light at 20 mA, and after a 100-hour high-temperature and high-humidity test and after a 300-hour high-temperature and high-humidity test. Luminous intensity was measured. After the test, the rate of decrease in luminous intensity from the initial luminous intensity was determined. The luminosity retention after the high temperature and high humidity test was judged according to the following criteria.
  • Luminous intensity reduction rate is less than 3%
  • Luminous intensity reduction rate is 3% or more and less than 10%
  • Luminous intensity reduction rate is 10% or more and less than 40%
  • Luminous intensity reduction rate is 40% or more-: Inkjet ejection is not possible Therefore, it is impossible to judge
  • LED module 11 ... LED protective layer 12 ... Board 12A ... Board body 12B . LED chip 12C . Electrode 21 ... LED display device

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Cited By (1)

* Cited by examiner, † Cited by third party
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Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2006328188A (ja) * 2005-05-25 2006-12-07 Kyocera Chemical Corp 光半導体用樹脂組成物および光半導体装置
JP2015019012A (ja) * 2013-07-12 2015-01-29 パナソニック株式会社 半導体装置の製造方法とそれに使用される半導体封止用アクリル樹脂組成物
JP2016523450A (ja) * 2013-06-18 2016-08-08 ルクスビュー テクノロジー コーポレイション 波長変換層を有するledディスプレイ
US20170145249A1 (en) * 2015-11-25 2017-05-25 Samsung Display Co., Ltd. Organic film forming composition and electronic apparatus comprising a cured product thereof
JP2017098263A (ja) * 2017-01-11 2017-06-01 日本化薬株式会社 エネルギー線硬化型樹脂組成物及びその硬化物
JP2018111792A (ja) * 2016-10-07 2018-07-19 パナソニックIpマネジメント株式会社 紫外線硬化性樹脂組成物、有機el発光装置の製造方法及び有機el発光装置
JP2019108548A (ja) * 2019-02-06 2019-07-04 日立化成株式会社 アクリル樹脂組成物及び電子部品
WO2019230697A1 (ja) * 2018-05-31 2019-12-05 パナソニックIpマネジメント株式会社 紫外線硬化性樹脂組成物、発光装置の製造方法及び発光装置
JP2020136546A (ja) * 2019-02-21 2020-08-31 パナソニックIpマネジメント株式会社 封止用材料、積層シート、硬化物、半導体装置、及び半導体装置の製造方法

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP4290510B2 (ja) 2003-08-22 2009-07-08 太陽インキ製造株式会社 インクジェット用光硬化性・熱硬化性組成物とそれを用いたプリント配線板
JP6707369B2 (ja) 2015-03-30 2020-06-10 ダウ・東レ株式会社 シリコーン材料、硬化性シリコーン組成物、および光デバイス

Patent Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2006328188A (ja) * 2005-05-25 2006-12-07 Kyocera Chemical Corp 光半導体用樹脂組成物および光半導体装置
JP2016523450A (ja) * 2013-06-18 2016-08-08 ルクスビュー テクノロジー コーポレイション 波長変換層を有するledディスプレイ
JP2015019012A (ja) * 2013-07-12 2015-01-29 パナソニック株式会社 半導体装置の製造方法とそれに使用される半導体封止用アクリル樹脂組成物
US20170145249A1 (en) * 2015-11-25 2017-05-25 Samsung Display Co., Ltd. Organic film forming composition and electronic apparatus comprising a cured product thereof
JP2018111792A (ja) * 2016-10-07 2018-07-19 パナソニックIpマネジメント株式会社 紫外線硬化性樹脂組成物、有機el発光装置の製造方法及び有機el発光装置
JP2017098263A (ja) * 2017-01-11 2017-06-01 日本化薬株式会社 エネルギー線硬化型樹脂組成物及びその硬化物
WO2019230697A1 (ja) * 2018-05-31 2019-12-05 パナソニックIpマネジメント株式会社 紫外線硬化性樹脂組成物、発光装置の製造方法及び発光装置
JP2019108548A (ja) * 2019-02-06 2019-07-04 日立化成株式会社 アクリル樹脂組成物及び電子部品
JP2020136546A (ja) * 2019-02-21 2020-08-31 パナソニックIpマネジメント株式会社 封止用材料、積層シート、硬化物、半導体装置、及び半導体装置の製造方法

Cited By (2)

* Cited by examiner, † Cited by third party
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JP2025126423A (ja) * 2024-02-19 2025-08-29 デンカ株式会社 組成物、硬化体、および、表示装置
JP7849401B2 (ja) 2024-02-19 2026-04-21 デンカ株式会社 組成物、硬化体、および、表示装置

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