WO2018212475A2 - 광학 투명 레진 및 이를 이용하여 형성된 전자 소자 - Google Patents
광학 투명 레진 및 이를 이용하여 형성된 전자 소자 Download PDFInfo
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- WO2018212475A2 WO2018212475A2 PCT/KR2018/004720 KR2018004720W WO2018212475A2 WO 2018212475 A2 WO2018212475 A2 WO 2018212475A2 KR 2018004720 W KR2018004720 W KR 2018004720W WO 2018212475 A2 WO2018212475 A2 WO 2018212475A2
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/42—Block-or graft-polymers containing polysiloxane sequences
- C08G77/442—Block-or graft-polymers containing polysiloxane sequences containing vinyl polymer sequences
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/14—Polysiloxanes containing silicon bound to oxygen-containing groups
- C08G77/18—Polysiloxanes containing silicon bound to oxygen-containing groups to alkoxy or aryloxy groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/80—Siloxanes having aromatic substituents, e.g. phenyl side groups
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/20—Polysiloxanes containing silicon bound to unsaturated aliphatic groups
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
- C08K5/0025—Crosslinking or vulcanising agents; including accelerators
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/54—Silicon-containing compounds
- C08K5/541—Silicon-containing compounds containing oxygen
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/54—Silicon-containing compounds
- C08K5/541—Silicon-containing compounds containing oxygen
- C08K5/5415—Silicon-containing compounds containing oxygen containing at least one Si—O bond
- C08K5/5419—Silicon-containing compounds containing oxygen containing at least one Si—O bond containing at least one Si—C bond
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L83/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
- C08L83/04—Polysiloxanes
- C08L83/06—Polysiloxanes containing silicon bound to oxygen-containing groups
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D183/00—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Coating compositions based on derivatives of such polymers
- C09D183/04—Polysiloxanes
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
- C09J183/00—Adhesives based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Adhesives based on derivatives of such polymers
- C09J183/10—Block or graft copolymers containing polysiloxane sequences
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2201/00—Properties
- C08L2201/10—Transparent films; Clear coatings; Transparent materials
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2203/00—Applications
- C08L2203/20—Applications use in electrical or conductive gadgets
Definitions
- the present invention relates to an optically transparent resin and an electronic device formed using the same.
- a matrix of a plurality of pixels each composed of a semiconductor layer, a phosphor layer, or a light emitting layer constituting an active element is usually arranged between a pair of substrates having at least one light transmittance such as glass. It has a display area (image display part) arrange
- the thin image display apparatus which interposed the resin composition between the protection part and the image display part is manufactured.
- the curable resin composition used thermosetting or ultraviolet curing resins are used.
- the touch method has become one of the important input methods in the modern society, and thus the touch screen panel (TSP) is gradually expanding its area.
- TSP touch screen panel
- the iPhone with capacitive touch in 2007, the growth of smart phones and tablet PCs has led to a rapid increase in demand.
- the demand for notebooks and all-in-one PCs has increased.
- the TSP is increasingly used as an input device for various devices that are needed in schools, offices, and homes. It is expected to increase.
- TSPs depending on the driving method, but nowadays, most of the most demanding personal electronic devices adopt the capacitive method. Therefore, research and development of optical adhesive materials with the required properties for manufacturing the capacitive TSP are actively conducted. It is becoming.
- the TSP has a structure in which a transparent electrode and a display module are positioned under the cover window. Initially, the TSP used an air gap between the cover window and the electrode.
- the full lamination method (or direct bonding method) filled with the adhesive material is a general trend.
- Optical adhesive materials used to bond each layer in the full lamination structure can be roughly divided into optical clear adhesive (OCA) of transparent double-sided tape type and optical clear resin (OCR, LOCA) of transparent liquid type. have.
- OCA optical clear adhesive
- OCR, LOCA optical clear resin
- the term optical clear means that the transmittance of the material itself is 90% or more, and refers to a very transparent state.
- Polymers used as optical adhesive materials include acrylic, silicone, and urethane, but have excellent transparency, easy to design, and fast curing through UV (ultraviolet). In terms of phosphorus, acrylic polymers that have advantages are most used. Silicone-based polymers have excellent heat resistance, and urethane-based materials have their advantages because they can control their physical properties by combining soft and hard segments.
- Optical adhesive materials not only adhere each component layer to each other but also have advantages in terms of image quality improvement.
- the light from the backlight unit is reflected by the refractive index difference between the air layer and the film layer, causing some loss, which results in a blurry image as a whole, leading to deterioration of image quality.
- the air gap when the air gap is filled with the optical adhesive material, the difference in refractive index between the film layer and the adhesive material is reduced, so that the light loss from the backlight unit is also reduced, so that a clear and bright image can be expressed, thereby improving visibility.
- the filling (gap filling) of the adhesive material due to the filling (gap filling) of the adhesive material has an advantage in the vibration resistance, impact resistance.
- the conventional ultraviolet curable acrylic resin composition causes deformation in the image display part due to internal stress caused by shrinkage during curing. Display defects and unevenness may occur due to disorientation of materials or the like, which has become a problem in recent years. Moreover, when the hardened
- An object of the present invention is to provide an optical transparent resin and an electronic device formed using the same, which have an advantage of suppressing shrinkage during curing, not discoloring under long-term aging conditions, and having a small elastic modulus variation due to temperature change.
- the refractive index of the optically transparent resin is 1.41 to 1.55 to provide an optically transparent resin.
- R1 to R4 are the same as or different from each other, and each independently hydrogen, an alkyl group, an alkenyl group, an aryl group, a glycidyl group, an isocyanate group, a hydroxy group, a carboxyl group, a vinyl group, an acrylate group, a methacrylate group, an epoxide ( epoxide group, cyclic ether group, sulfide group, acetal group, lactone group, amide group, alkylaryl group, alkylglycidyl group, alkylisocyanate group, alkylhydroxy group, An alkyl carboxyl group, an alkyl vinyl group, an alkyl acrylate group, an alkyl methacrylate group, an alkyl cyclic ether group, an alkyl sulfide group, an alkyl acetal group, an alkyl lactone group and an alkylamide group,
- a: b: c: d: e is the weight ratio, (0 to 60): (0 to 60): (70 to 450): (0 to 60): (1 to 20).
- another exemplary embodiment of the present invention provides an electronic device formed using the optical transparent resin.
- the optically transparent resin according to an exemplary embodiment of the present invention is not only excellent in durability but also excellent in light transparency by including the polyorganosiloxane resin represented by Chemical Formula 1.
- the optical transparent resin according to an embodiment of the present invention is characterized by having a faster photocuring speed than the conventional silicon material.
- the present invention is to provide a UV-curable silicone resin composition and the electronic device formed using the same has the advantage that the shrinkage during curing is suppressed, do not discolor in long-term aging conditions and the elastic modulus fluctuation range is small due to temperature changes.
- Optical transparent resin 1) a polyorganosiloxane represented by Formula 1, and 2) at least one photoinitiator, the refractive index of the optical transparent resin is characterized in that the refractive index is 1.41 to 1.55. It is done.
- a resin having two oxygen atoms bonded to one silicon atom in a silicone resin is called a D-type silicone resin
- a resin having three oxygen atoms bonded to one silicon atom in a silicone resin is T.
- the resin having one oxygen atom bonded to one silicon atom in the silicone resin is called -type silicone resin
- the resin having M oxygen atom bonded to one silicon atom in the silicone resin is 4
- Q-type silicone resin Conventionally, D-type silicone resins or T-type silicone resins have been used alone, or D-type silicone resins and T-type silicone resins have been mixed and used.
- the silicone resin, such as Chemical Formula 1, according to the present invention is not a mixture of conventional D-type silicone resin and T-type silicone resin, but is conventionally silicone-containing resin including D-type and T-type in silicone resin. It is different from silicone type resin.
- the silicone resin by simultaneously including the D-type and T-type in the silicone resin, it is possible to obtain the appropriate strength of the adhesive layer, it is characterized in that the shrinkage during the curing process of the optical transparent resin.
- (R1SiO 3/2) is a T-type of the above-mentioned formula (I), to be derived from the formula (2).
- (R2SiO 3/2) b is a T-type of the above-mentioned formula (I), to be derived from the formula (3).
- the of the formula 1 (R3 2 SiO 2/2 ) c is a D-type, to be derived from the formula (4).
- (R4SiO 3/2) d is a T-type of the above-mentioned formula (I), to be derived from the formula (5).
- R1 to R4 are the same as defined in Formula 1.
- R1 and R3 of Formulas 2 and 4 may each independently be an alkyl group.
- the alkyl group may be straight or branched chain, carbon number is not particularly limited, but is preferably 1 to 30. Specific examples include methyl group, ethyl group, propyl group, n-propyl group, isopropyl group, butyl group, n-butyl group, isobutyl group, tert-butyl group, sec-butyl group, 1-methyl-butyl group, 1- Ethyl-butyl, pentyl, n-pentyl, isopentyl, neopentyl, tert-pentyl, hexyl, n-hexyl, 1-methylpentyl, 2-methylpentyl, 4-methyl- 2-pentyl group, 3,3-dimethylbutyl group, 2-ethylbutyl group, heptyl group, n-heptyl group, 1-methylhexyl group, cyclopentylmethyl group, cyclohexylmethyl group
- R2 of Formula 3 may be an acrylate group, a methacrylate group, an alkyl acrylate group or an alkyl methacrylate group.
- R4 of Chemical Formula 5 may be an aryl group.
- the aryl group may be monocyclic or polycyclic, and the carbon number is not particularly limited, but preferably 6 to 30 carbon atoms. Specific examples may include a phenyl group, biphenyl group, terphenyl group, naphthyl group, triphenylenyl group, anthracenyl group, phenanthryl group, pyrenyl group, perylenyl group, chrysenyl group, fluorenyl group, and the like. It doesn't happen.
- a: b: c: d: e is a weight ratio, (0 to 60): (0 to 60): (70 to 450): (0 to 60): (1 to 20), b / (a + b + c + d + e) may range from 0.001 to 0.05, and d / (a + b + c + d + e) may range from 0.05 to 0.5. From the viewpoint of obtaining good curability, b / (a + b + c + d + e) preferably has a range of 0.001 to 0.05, and more preferably 0.005 to 0.03.
- d / (a + b + c + d + e) has a range of 0.05-0.5.
- mura and the like may occur due to deformation of the panel due to an increase in the modulus and disorder in the alignment of the liquid crystal material.
- the weight average molecular weight of the polyorganosiloxane resin may be 100 to 1,000,000, and may be 1,000 to 500,000, but is not limited thereto.
- the photoinitiator is thermally inert, but is excited to receive light to generate free radicals, which gives excitation energy to the siloxane to initiate the curing reaction by ultraviolet curing.
- the photoinitiator is an aromatic hydrocarbon, acetophenone and its derivatives, benzophenone and its derivatives, o-benzoyl benzoic acid esters, benzoin, benzoin ether and its derivatives, chianthone and its derivatives, gispyrd compounds, and quinone compounds from the viewpoint of reactivity.
- halogenated hydrocarbons and amines, organic peroxides, and the like, and compounds or organic peroxides containing a substituted or unsubstituted benzoyl group are more preferable from the viewpoint of compatibility with silicon and stability.
- 1,2-octanedione 1- [4- (phenylthio)-, 2- (O-benzoyl oxime)], ethanone, 1- [9-ethyl-6- (2-methylbenzoyl) -9 H- Carbazol-3-yl]-, 1- (O-acetyloxime).
- the photoinitiator may be used in the form of a mixture dissolved in monomers known in the art in terms of compatibility with the resin.
- the monomer may include an acrylate monomer, a methacrylate monomer, a siloxane monomer, and the like, but are not limited thereto.
- the content of the polyorganosiloxane resin may be 60 wt% to 99 wt% based on the total weight of the optical transparent resin, but is not limited thereto.
- the content of the photoinitiator mixture may be 1% by weight to 40% by weight based on the total weight of the optically transparent resin, but is not limited thereto.
- the content of the photoinitiator mixture is less than 1% by weight based on the total weight of the optically transparent resin, the number of active radicals that promote curing is small, which may cause a problem that curing does not proceed even when irradiated with strong ultraviolet rays, and exceeds 40% by weight. In this case, outgas is generated at a temperature of less than 100 ° C. after curing, which may shorten the life of the electronic device.
- the refractive index is characterized in that 1.41 to 1.55.
- the refractive index is a ratio between the speed of light in a vacuum and the speed of light in a material, and means the ratio of the angle of incidence of the light to the material and the angle of refraction.
- the optically transparent resin is an intermediate resin that bonds a glass or plastic cover to each other. If the refractive index difference between the interfaces is large, optical loss due to the reflection of the interface is generated.
- glass used has a refractive index of 1.5 and PC / PMMA has a level of 1.59. Therefore, it is necessary to apply a material having a small refractive index with each interface.
- the optically transparent resin according to the exemplary embodiment of the present invention preferably has a refractive index of 1.41 to 1.55.
- the said refractive index exceeds 1.55, it may be Brittle and generate a crack etc. during a thermal shock test, and also there may be a problem in reliability, such as a raise of the yellowing index by heat and light.
- the refractive index may be measured at 25 ° C. and 590 nm wavelength using an Abbe refractometer.
- the optically transparent resin according to one embodiment of the present invention may further include an adhesion promoter.
- the adhesion promoter may use a silicone compound or a silane compound including at least one hydrolysable functional group such as methoxy, ethoxy, or the like. More specifically, the adhesion promoter may include aminoalkoxysilane, polymeric silane, polymeric organosilane, organofunctional silane, vinyl ether urethane silane.
- silane glycidoxypropyltrimethoxysilane, (meth) acrylate silane, (meth) acrylate silane, acryloxypropyltrimethoxysilane, acryloxypropylmethyl-dimethoxysilane -dimethoxysilane, methacrylopropyl-trimethoxysilane, methacrylopropylmethyl-dimethoxysilane, etc. may be used, but is not limited thereto.
- the optically transparent resin according to the exemplary embodiment of the present invention may include a polyorganosiloxane resin represented by Formula 1, the photoinitiator mixture, and the adhesion promoter.
- a polyorganosiloxane resin represented by Formula 1 the photoinitiator mixture, and the adhesion promoter.
- the content of the polyorganosiloxane resin is 60% to 95% by weight
- the content of the photoinitiator mixture is 1% to 30% by weight
- the content of the adhesion promoter is 0.5 weight percent to 10 weight percent.
- Optical transparent resin according to an exemplary embodiment of the present invention may further include a monomer known in the art in order to control the curing rate of the silicone resin material.
- the monomer may include an acrylate monomer, a methacrylate monomer, a siloxane monomer, and the like, but are not limited thereto.
- the monomers include triethylolpropane ethoxy triacrylate, t-butyl (meth) acrylate, 1,5-pentanediol di (meth) acrylate, N, N-diethylaminoethyl (meth) acrylate, Ethylene glycol di (meth) acrylate, 1,4-butanediol di (meth) acrylate, diethylene glycol di (meth) acrylate, hexamethylene glycol di (meth) acrylate, 1,3-propanediol di (meth) ) Acrylate, decamethylene glycol di (meth) acrylate, 1,4-cyclohexanediol di (meth) acrylate, 2,2-dimethylolpropane di (meth) acrylate, glycerol di (meth) acrylate, Tripropylene glycol di (meth) acrylate, glycerol tri (meth
- optically transparent resin according to an exemplary embodiment of the present invention may include one or more types of silicone-based resin series in terms of modulus control and adhesion improvement.
- the silicone resin is one or more silicone resins selected from the group consisting of MQ resins, MDQ resins, MT resins, MDT resins, MDTQ resins, DQ resins, DTQ resins and TQ resins from the viewpoint of adhesiveness and economical efficiency. And a mercapto group), and at least one silicone resin-based adhesion improving agent selected from the group consisting of MQ resin, MDQ resin, MDT resin and MDTQ resin from fluidity and ease of synthesis is more preferable. MQ resin is more preferable at the point of adhesive height and structure control.
- the MQ resin described above may include a silicone-based resin represented by the following formula (6).
- Each R 5 is independently a substituted or unsubstituted hydrocarbon
- h + i 1 and h and i are each not zero.
- R5 of Chemical Formula 6 may be an alkyl group or an aryl group.
- the content of the silicone resin represented by Formula 6 may be greater than 0 and 15 wt% or less based on the total weight of the optical transparent resin.
- the optically transparent resin according to an exemplary embodiment of the present application may include one or more additives such as a stress regulator, a viscosity regulator, a curing agent, a dispersant, a stabilizer, a radical stabilizer, and the like. These additives can be used individually or in mixture of 2 or more types.
- the electronic device is characterized in that it is formed using the optical transparent resin.
- the optical transparent resin according to the present invention has excellent adhesiveness and flexibility, high initial transmittance, and high heat / light transparency, the optical transparent resin can be particularly suitably used for optical-related components or display-related components. More specifically, it can be used for bonding to various flat panel displays, such as a liquid crystal panel, and it is especially suitable as a bonding material in large display manufacture.
- Methyltrimethoxysilane (0.147 mol%, CAS # 1185-55-3), Phenyltrimethoxysilane (0.076 mol%, CAS # 2996-92-1), Methacryloxypropyltrimethoxysilane (Methacryloxypropyltrimethoxysilane, 0.05 mol%, CAS # 2530-85-0), Hexamethyldisiloxane (0.049 mol%, CAS # 107-46-0), Dimethyldimethoxysilane, 0.341 mol%, CAS # 1112 -39-6) was mixed at room temperature for 30 minutes, and then reacted at 120 ° C for 4 hours in the presence of Sulfuric Acid (0.001 mol%) catalyst. Thereafter, the mixture was washed with diluted NaOH aqueous solution, neutralized with Acetic acid (CAS # 64-19-7), and stripped to obtain a final polymer resin A1.
- Polymer resin A2 was obtained in the same manner as in Synthesis Example 1 except that 0.10 mol% of methacryloxypropyltrimethoxysilane was applied in Synthesis Example 1.
- Polymer resin A3 was obtained in the same manner as in Synthesis Example 1 except that 0.15 mol% of methacryloxypropyltrimethoxysilane was applied in Synthesis Example 1.
- the optically transparent resin according to the present invention was prepared by blending in the following steps.
- PI Mixture is a bis (2,4,6-trimethylbenzoyl) -phenylphosphine oxide (Bis (2,4) in a 1L stirrer equipped with a temperature raising / reducing degassing apparatus in a yellow room where foreign matter management in the air is performed.
- the optically transparent resin according to the present invention was prepared by blending the components shown in Table 1 below. More specifically, the polymer resin and the adhesion promoter were added to a 5L universal mixing stirrer equipped with a degassing apparatus in a room where foreign matter management in the air was carried out, and the mixture was uniformly mixed at low speed for 30 minutes at room temperature. Thereafter, in order to suppress the reaction by light, a photoinitiator mixture and other additives were added in a yellow room, uniformly mixed and degassed at low speed for 30 minutes, and then manufactured by filtration using a membrane filter of 10 ⁇ m or less. In Table 1, the contents are all wt%.
- Refractive index It measured on 25 degreeC conditions and 590 nm wavelength using the Abbe refractometer.
- test piece was produced by predetermined ultraviolet irradiation at 100 mW / cm 2 using the metal halide lamp, and the hardness of the hardened
- a sample having a thickness of 180 ⁇ m was prepared by irradiating predetermined ultraviolet rays at 100 mW / cm 2 using a Shimadzu UV-Vis Spectrometer and a metal halide lamp, and measured using the above equipment.
- the storage elastic modulus (G ') value was obtained by irradiating UV in the UVA wavelength band using an optical rheometer (Photo Rheomiter, omni cure).
- Mura When Mura does not occur during panel operation test by actually bonding to a 10-inch display panel, it is marked as OK, and when it appears, NG.
- Glass / Glass bonding specimens for durability testing are prepared, and the specimens are kept under the following conditions (high temperature (85 °C, 500hrs), high temperature and humidity (85 °C / 85% RH, 500hrs), thermal shock (-40 °C ⁇ 85 °C, 30min) , 500cycle) and QUV (340nm, 300hrs), and then YI (yellowing index) and appearance change were checked. In the case described as OK.
- the optically transparent resin according to an exemplary embodiment of the present invention includes a polyorganosiloxane resin represented by Chemical Formula 1, and thus has a faster photocuring rate and a good light yellowing index than the material to which the merkato type of Comparative Example 1 is applied. I could confirm that.
- a polyorganosiloxane resin represented by Chemical Formula 1 represented by Chemical Formula 1
- it has a fast photocuring rate and a relatively low curing shrinkage and modulus, so that the yellowing index in long-term aging conditions It is confirmed that the reliability in thermal shock conditions is also excellent due to the low elastic modulus variation due to the temperature change.
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Abstract
Description
Claims (10)
Priority Applications (5)
Application Number | Priority Date | Filing Date | Title |
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JP2019559285A JP2020520395A (ja) | 2017-05-16 | 2018-04-24 | 光学透明レジンおよびこれを用いて形成された電子素子 |
US16/614,288 US20210155758A1 (en) | 2017-05-16 | 2018-04-24 | Optical transparent resin and electronic element formed using same |
AU2018270565A AU2018270565B2 (en) | 2017-05-16 | 2018-04-24 | Optical transparent resin and electronic element formed using same |
EP18803076.1A EP3626762A4 (en) | 2017-05-16 | 2018-04-24 | OPTICAL TRANSPARENT RESIN AND ELECTRONIC ELEMENT FORMED USING IT |
CN201880028654.1A CN110621724A (zh) | 2017-05-16 | 2018-04-24 | 光学透明树脂和使用其形成的电子元件 |
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KR20170060421 | 2017-05-16 | ||
KR10-2017-0060421 | 2017-05-16 |
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WO2018212475A2 true WO2018212475A2 (ko) | 2018-11-22 |
WO2018212475A3 WO2018212475A3 (ko) | 2019-04-11 |
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PCT/KR2018/004720 WO2018212475A2 (ko) | 2017-05-16 | 2018-04-24 | 광학 투명 레진 및 이를 이용하여 형성된 전자 소자 |
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US (1) | US20210155758A1 (ko) |
EP (1) | EP3626762A4 (ko) |
JP (1) | JP2020520395A (ko) |
KR (1) | KR20180125880A (ko) |
CN (1) | CN110621724A (ko) |
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KR102315376B1 (ko) * | 2021-03-16 | 2021-10-20 | 모멘티브퍼포먼스머티리얼스코리아 주식회사 | 실리콘계 조성물 및 이의 경화물 |
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JPH0641467A (ja) * | 1992-07-24 | 1994-02-15 | Shin Etsu Chem Co Ltd | 紫外線硬化性コーティング組成物及び保護皮膜 |
JP4651935B2 (ja) * | 2003-12-10 | 2011-03-16 | 東レ・ダウコーニング株式会社 | 活性エネルギー線硬化型オルガノポリシロキサン樹脂組成物、光伝送部材および光伝送部材の製造方法 |
CN1968992B (zh) * | 2004-07-16 | 2010-12-22 | 陶氏康宁公司 | 辐射敏感的有机硅树脂组合物 |
JP5015571B2 (ja) * | 2006-01-12 | 2012-08-29 | 信越化学工業株式会社 | 発光ダイオード素子用紫外線硬化型シリコーン組成物 |
US20130158148A1 (en) * | 2010-08-13 | 2013-06-20 | Asahi Kasei E-Materials Corporation | Photosensitive silicone resin composition |
KR101911694B1 (ko) * | 2013-08-29 | 2018-10-25 | 다우 코닝 도레이 캄파니 리미티드 | 경화성 실리콘 조성물, 그의 경화물, 및 광반도체 장치 |
CN103755964B (zh) * | 2013-12-27 | 2016-03-30 | 深圳市安品有机硅材料有限公司 | 聚硅氧烷增粘树脂及其制备方法 |
JP2016000768A (ja) * | 2014-06-11 | 2016-01-07 | 三菱化学株式会社 | 縮合硬化型シリコーン樹脂、硬化性シリコーン樹脂組成物、及び半導体デバイス用部材 |
CN105315675A (zh) * | 2014-06-20 | 2016-02-10 | 上海交通大学 | 紫外光固化组合物 |
JP2018511157A (ja) * | 2015-01-29 | 2018-04-19 | モメンティブ・パフォーマンス・マテリアルズ・コリア・カンパニー・リミテッドMomentive Performance Materials Korea Co.,Ltd | 有機電子素子封止材用組成物およびこれを用いて形成された封止材 |
US9771459B2 (en) * | 2015-02-25 | 2017-09-26 | Momentive Performance Materials Inc. | Curable siloxane compositions |
CN104877139A (zh) * | 2015-05-14 | 2015-09-02 | 深圳新宙邦科技股份有限公司 | 一种led封装胶用增粘剂及其制备方法 |
JP6481647B2 (ja) * | 2016-03-22 | 2019-03-13 | 信越化学工業株式会社 | 紫外線硬化性シリコーン組成物、その硬化物、及び該組成物からなる光学素子封止材、並びに該光学素子封止材により封止された光学素子 |
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EP3626762A2 (en) | 2020-03-25 |
US20210155758A1 (en) | 2021-05-27 |
WO2018212475A3 (ko) | 2019-04-11 |
CN110621724A (zh) | 2019-12-27 |
AU2018270565A1 (en) | 2019-11-07 |
TW201900736A (zh) | 2019-01-01 |
EP3626762A4 (en) | 2021-01-20 |
KR20180125880A (ko) | 2018-11-26 |
AU2018270565B2 (en) | 2020-12-24 |
JP2020520395A (ja) | 2020-07-09 |
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