WO2012165350A1 - 樹脂組成物 - Google Patents
樹脂組成物 Download PDFInfo
- Publication number
- WO2012165350A1 WO2012165350A1 PCT/JP2012/063535 JP2012063535W WO2012165350A1 WO 2012165350 A1 WO2012165350 A1 WO 2012165350A1 JP 2012063535 W JP2012063535 W JP 2012063535W WO 2012165350 A1 WO2012165350 A1 WO 2012165350A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- group
- component
- resin composition
- compound
- composition according
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Ceased
Links
- QMFJIJFIHIDENY-UHFFFAOYSA-N CC1=CC=CCC1 Chemical compound CC1=CC=CCC1 QMFJIJFIHIDENY-UHFFFAOYSA-N 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F20/00—Homopolymers and copolymers 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
- C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
- C08F20/10—Esters
- C08F20/26—Esters containing oxygen in addition to the carboxy oxygen
- C08F20/30—Esters containing oxygen in addition to the carboxy oxygen containing aromatic rings in the alcohol moiety
-
- 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
- C09D133/00—Coating compositions based on homopolymers or copolymers 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 only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
- C09D133/04—Homopolymers or copolymers of esters
- C09D133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
- C09D133/08—Homopolymers or copolymers of acrylic acid esters
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B17/00—Layered products essentially comprising sheet glass, or glass, slag, or like fibres
- B32B17/06—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material
- B32B17/10—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin
- B32B17/10005—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing
- B32B17/10009—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing characterized by the number, the constitution or treatment of glass sheets
- B32B17/10018—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing characterized by the number, the constitution or treatment of glass sheets comprising only one glass sheet
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B17/00—Layered products essentially comprising sheet glass, or glass, slag, or like fibres
- B32B17/06—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material
- B32B17/10—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin
- B32B17/10005—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing
- B32B17/1055—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing characterized by the resin layer, i.e. interlayer
- B32B17/10697—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing characterized by the resin layer, i.e. interlayer being cross-linked
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B17/00—Layered products essentially comprising sheet glass, or glass, slag, or like fibres
- B32B17/06—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material
- B32B17/10—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin
- B32B17/10005—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing
- B32B17/1055—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing characterized by the resin layer, i.e. interlayer
- B32B17/10788—Layered products essentially comprising sheet glass, or glass, slag, or like fibres comprising glass as the main or only constituent of a layer, next to another layer of a specific material of synthetic resin laminated safety glass or glazing characterized by the resin layer, i.e. interlayer containing ethylene vinylacetate
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B27/00—Layered products comprising a layer of synthetic resin
- B32B27/36—Layered products comprising a layer of synthetic resin comprising polyesters
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L61/00—Compositions of condensation polymers of aldehydes or ketones; Compositions of derivatives of such polymers
- C08L61/20—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
- C08L61/26—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with heterocyclic compounds
- C08L61/28—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with heterocyclic compounds with melamine
-
- 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
- C09D161/00—Coating compositions based on condensation polymers of aldehydes or ketones; Coating compositions based on derivatives of such polymers
- C09D161/20—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
- C09D161/26—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with heterocyclic compounds
- C09D161/28—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with heterocyclic compounds with melamine
-
- 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
- C09D4/00—Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16
-
- 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
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/006—Anti-reflective coatings
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10F—INORGANIC SEMICONDUCTOR DEVICES SENSITIVE TO INFRARED RADIATION, LIGHT, ELECTROMAGNETIC RADIATION OF SHORTER WAVELENGTH OR CORPUSCULAR RADIATION
- H10F19/00—Integrated devices, or assemblies of multiple devices, comprising at least one photovoltaic cell covered by group H10F10/00, e.g. photovoltaic modules
- H10F19/80—Encapsulations or containers for integrated devices, or assemblies of multiple devices, having photovoltaic cells
- H10F19/804—Materials of encapsulations
-
- 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
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E10/00—Energy generation through renewable energy sources
- Y02E10/50—Photovoltaic [PV] energy
Definitions
- the present invention relates to a resin composition, and more particularly to a resin composition that is excellent in light resistance and can form a cured film having high transparency and a high refractive index.
- plastic materials with a high refractive index have made significant progress in optical articles, and studies on spectacle lenses, Fresnel lenses, lenticular lenses, aspherical lenses, optical disks, optical fibers, optical waveguides, and the like have been actively conducted.
- transparent resins are frequently used for optical electronic materials such as antireflection coating agents for liquid crystal displays, transparent coating agents for solar cells, light emitting diodes, and light receiving portions of CCDs and CMOS sensors.
- optical electronic materials such as antireflection coating agents for liquid crystal displays, transparent coating agents for solar cells, light emitting diodes, and light receiving portions of CCDs and CMOS sensors.
- a high refractive index is often required for improving light extraction efficiency and light collection.
- acrylic resins, urethane resins, or epoxy resins are used as transparent resins having a high refractive index.
- conventional transparent resins although mechanical properties can be controlled to some extent by techniques such as cross-linking, special techniques are required to enhance optical properties, particularly the refractive index. .
- Patent Documents 1 and 2 propose a technique in which a large amount of heavy atoms such as bromine and sulfur are bonded to an organic resin to improve the refractive index.
- Patent Documents 3 and 4 propose a method in which inorganic oxide fine particles having a high refractive index are dispersed in an organic resin to improve the refractive index.
- the obtained organic resin is unstable with respect to heat and light, so that there is a problem that it is likely to cause deterioration such as discoloration during long-term use.
- the methods of Patent Documents 3 and 4 also have problems in the long-term storage stability of the obtained fine particle dispersed resin, and a large amount of dispersion is required to improve the dispersion stability of the inorganic oxide fine particles in the resin. Since a stabilizer is required, there is a problem that it becomes difficult to balance the refractive index and dispersion stability.
- the present invention has been made in view of such circumstances, and a cured film having excellent light resistance, high transparency and high refractive index can be obtained without using heavy atoms or inorganic oxide fine particles.
- An object is to provide a resin composition that can be formed.
- the present inventor has obtained an ethylene glycol compound having at least one acrylic moiety and having an aromatic group substituted with an organic group or an aromatic group of a condensed ring as a resin. It was found that by blending in the composition, a cured film having excellent light resistance, high transparency and high refractive index was obtained from the resin composition, and the present invention was completed.
- this invention is a composition containing the following (A) component, (B) component, and (C) component as 1st viewpoint, Comprising: By heating this composition at 150 degreeC or more after film forming , And a resin composition exhibiting a refractive index of 1.65 or more.
- Component An aromatic group having at least one acrylic moiety and substituted with an organic group Or an ethylene glycol compound (C) component having an aromatic group of a condensed ring: an acid compound having a pKa of 2 or less
- the aromatic group substituted with the organic group of the component (B) is substituted with an organic group It is related with the resin composition as described in a 1st viewpoint which is a carbon monocyclic aromatic group.
- the present invention relates to the resin composition according to the second aspect, wherein the carbon monocyclic aromatic group substituted with the organic group of the component (B) is a phenyl group substituted with a phenyl group.
- the present invention relates to the resin composition according to the first aspect, wherein the aromatic group of the condensed ring of the component (B) is a naphthyl group, an anthryl group, a phenanthryl group, or a pyrenyl group.
- the ethylene glycol compound of the said (B) component is related with the resin composition as described in a 3rd viewpoint which is a compound represented by following formula (1).
- R 1 represents a hydrogen atom or a methyl group
- m represents a natural number.
- the present invention relates to the resin composition according to the fifth aspect, wherein m is 10 or less.
- the present invention relates to the resin composition according to any one of the first to sixth aspects, wherein the triazine compound of the component (A) is a compound having an aromatic group.
- the present invention relates to the resin composition according to any one of the first aspect to the seventh aspect, wherein the acid compound of the component (C) is a sulfonic acid compound.
- the present invention relates to the resin composition according to the eighth aspect, in which the sulfonic acid compound is a compound represented by the following formula (2) or formula (3).
- R 2 to R 9 are each independently a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, a haloalkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, halogen, Atom, nitro group, formyl group, cyano group, carboxyl group, phosphonyl group, sulfonyl group, phenyl group optionally substituted with W, naphthyl group optionally substituted with W, optionally substituted with W Represents a thienyl group or a furyl group optionally substituted by W;
- W is an alkyl group having 1 to 10 carbon atoms, a haloalkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a
- the present invention relates to the resin composition according to the ninth aspect, wherein the compound represented by the formula (2) is tosylic acid.
- the solvent contains at least one solvent selected from the group consisting of alcohols having 4 or more carbon atoms or alkyl esters having 4 or more carbon atoms. It is related with the resin composition of any one among 10 viewpoints.
- the resin according to any one of the first aspect to the eleventh aspect containing 100 parts by mass of the component (A) at a ratio of 300 parts by mass or less. Relates to the composition.
- the resin according to any one of the first to twelfth aspects containing the component (C) at a ratio of 10 parts by mass or less with respect to 100 parts by mass of the component (A). Relates to the composition.
- the (D) component is contained at a ratio of 0.1 part by mass or more with respect to the total mass part of the (A) component, the (B) component, and the (C) component. It relates to the resin composition according to any one of the viewpoints to the thirteenth aspect.
- the present invention relates to the resin composition according to any one of the first aspect to the fourteenth aspect, which further contains an adhesive having a silyl group as the component (E).
- the present invention relates to an electronic component having the cured film described in the sixteenth aspect.
- the resin composition of the present invention can form a cured film having excellent light resistance, high transparency and high refractive index.
- FIG. 1 is a diagram showing the measurement results of transmittance before and after the light resistance test in Example 1.
- FIG. 2 is a diagram showing the measurement results of the refractive index before and after the light resistance test in Example 1.
- the present invention is a composition containing the following component (A), component (B) and component (C), and the composition is heated at 150 ° C. or higher after film formation, whereby a refractive index of 1.65 or higher. It is related with the resin composition which expresses a rate.
- Component An aromatic group having at least one acrylic moiety and substituted with an organic group Or an ethylene glycol compound (C) component having a condensed ring aromatic group: an acid compound having a pKa of 2 or less
- the component (A) of the present invention is a triazine compound having at least two nitrogen atoms substituted with a hydroxymethyl group and / or an alkoxymethyl group.
- Examples of these triazine compounds having at least two nitrogen atoms substituted with a hydroxymethyl group and / or an alkoxymethyl group include melamine compounds having a nitrogen atom substituted with a hydroxymethyl group or an alkoxymethyl group or both, and And benzoguanamine compounds having a nitrogen atom substituted with a hydroxymethylhydroxymethyl group or an alkoxymethyl group or both.
- the melamine compound and benzoguanamine compound having a nitrogen atom substituted with a hydroxymethyl group can be obtained by, for example, reacting melamine / benzoguanamine with formalin in boiling water to perform hydroxymethylation. And the melamine compound and benzoguanamine compound which have the nitrogen atom substituted by the alkoxymethyl group are obtained by making the alcohol, such as methanol, ethanol, isopropyl alcohol, and normal hexanol, react with the melamine / benzoguanamine compound previously substituted with hydroxymethyl. .
- the melamine compound and benzoguanamine compound substituted with these hydroxymethyl groups and / or alkoxymethyl groups are available as commercial products.
- Examples of the melamine compounds include Cymel 300, Cymel 303, Cymel 325, and Cymel 725, manufactured by Nippon Cytec Industries Co., Ltd., Nicalak MW-30M, MW-30, manufactured by Sanwa Chemical Co., Ltd. MW-30HM, Nicarac MW-390, Nicarac MW-100LM (above, methoxymethylated melamine compound); Cymel 370, Simel 701 (above, methylated methoxymethylated melamine compound) manufactured by Nihon Cytec Industries, Ltd.
- benzoguanamine compound examples include Cymel 1123 (methoxymethylated ethoxymethylated benzoguanamine compound) manufactured by Nippon Cytec Industries, Ltd .; Cymel 1123-10, Mycoat 30 (above, methoxymethylated butoxymethylated benzoguanamine) Compound); the same Mycoat 105, the same Mycoat 106 (above, methoxymethylated benzoguanamine compound); the same Cymel 1128 (butoxymethylated benzoguanamine compound); and the same Mycoat 102 (methylated methoxymethylated benzoguanamine compound).
- the component (B) of the present invention is an ethylene glycol compound having at least one acrylic moiety and having an aromatic group substituted with an organic group or a condensed ring aromatic group.
- the aromatic group substituted with an organic group includes not only an aromatic group substituted with an organic group but also a heteroaromatic group substituted with an organic group.
- the aromatic group of the condensed ring includes not only the aromatic group of the condensed ring but also the heteroaromatic group of the condensed ring.
- Examples of the aromatic group substituted with the organic group include a phenyl group substituted with a phenyl group, a pyrrolyl group substituted with a phenyl group, an indolyl group substituted with a phenyl group, and a thienyl group substituted with a phenyl group.
- Phosphoryl group substituted with phenyl group pyrazolyl group substituted with phenyl group, oxazolyl group substituted with phenyl group, imidazolyl group substituted with phenyl group, thiazolyl group substituted with phenyl group, substituted with phenyl group Isooxazolyl groups, pyridinyl groups substituted with phenyl groups, pyrazinyl groups substituted with phenyl groups, pyridazinyl groups substituted with phenyl groups, and triazinyl groups substituted with phenyl groups, but are not limited thereto It is not a thing.
- the aromatic group substituted with an organic group is preferably a carbon monocyclic aromatic group substituted with an organic group, and a phenyl group substituted with a phenyl group is particularly preferred from the viewpoint of availability.
- the aromatic group of the condensed ring include naphthyl group, anthryl group, phenanthryl group or pyrenyl group, benzofuranyl group, isobenzofuranyl group, isoindolyl group, benzothiophenyl group, benzophosphoryl group, benzoimidazolyl group, Examples include, but are not limited to, a prill group, an indazolyl group, a benzoxazolyl group, a benzoisoxazolyl group, a benzothiazolyl group, and a benzoimidazolyl group.
- the aromatic group of the condensed ring is preferably a naphthyl group, anthryl group, phenanthryl group, or pyren
- the ethylene glycol compound as the component (B) is preferably a compound represented by the following formula (1).
- R 1 represents a hydrogen atom or a methyl group
- m represents a natural number.
- m is preferably 10 or less.
- the ethylene glycol compound which is (B) component in the resin composition of this invention is 300 mass parts or less with respect to 100 mass parts of said (A) component, From the characteristic of the film
- pKa is 2 or less acid compound>
- the component (C) of the present invention is an acid compound having a pKa of 2 or less.
- An acid compound may use only 1 type and can also be used in combination of 2 or more type.
- the acid compound examples include sulfonic acid compounds such as p-toluenesulfonic acid (also referred to as tosylic acid), trifluoromethanesulfonic acid, and pyridinium-p-toluenesulfonate, sulfosalicylic acid, trifluoroacetic acid, fumaric acid, and maleic acid.
- sulfonic acid compounds such as p-toluenesulfonic acid (also referred to as tosylic acid), trifluoromethanesulfonic acid, and pyridinium-p-toluenesulfonate, sulfosalicylic acid, trifluoroacetic acid, fumaric acid, and maleic acid.
- carboxylic acid compounds such as Among these, a sulfonic acid compound is preferable, and a sulfonic acid compound represented by the following formula (2) or formula (3) is particularly preferable.
- R 2 to R 9 are each independently a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, a haloalkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, halogen, Atom, nitro group, formyl group, cyano group, carboxyl group, phosphonyl group, sulfonyl group, phenyl group optionally substituted with W, naphthyl group optionally substituted with W, optionally substituted with W Represents a thienyl group or a furyl group optionally substituted by W;
- W is an alkyl group having 1 to 10 carbon atoms, a haloalkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, a hydroxy group, a halogen atom, a nitro group, a formyl group, a cyano group, or a carboxyl group. Represents. )
- p-toluenesulfonic acid also referred to as tosylic acid
- tosylic acid is particularly preferable.
- content of the acid compound which is (C) component in the resin composition of this invention it is 10 mass parts or less with respect to 100 mass parts of said (A) component, Preferably it is 5 mass from the characteristic of the film
- the resin composition of the present invention may contain, as component (D), a solvent that is at least one selected from the group consisting of alcohols having 4 or more carbon atoms or alkyl esters having 4 or more carbon atoms.
- a solvent may use only 1 type and can also be used in combination of 2 or more type.
- solvent examples include butyl cellosolve, propylene glycol monomethyl ether, propylene glycol monomethyl ether acetate, dipropylene glycol monomethyl ether, ⁇ -butyrolactone, n-butanol, sec-butanol, t-butanol, methoxymethylpentanol, and methyl cellosolve.
- Ethyl cellosolve methyl cellosolve acetate, ethyl cellosolve acetate, butyl carbitol, butyl carbitol acetate, ethyl carbitol, ethyl carbitol acetate, ethylene glycol monoisopropyl ether, ethylene glycol monobutyl ether, dipropylene glycol monoacetate monomethyl ether, Dipropylene glycol monoethyl ether, dipropylene glycol Monoacetate monoethyl ether, dipropylene glycol monopropyl ether, dipropylene glycol monoacetate monopropyl ether, 2-ethoxyethanol, 2-butoxyethanol, methyl lactate, ethyl lactate, butyl lactate, methyl acetate, ethyl acetate, n acetate -Butyl, hexyl acetate, methyl 2-hydroxyisobutyrate, propylene glycol mono
- content of the solvent which is (D) component in the resin composition of this invention it is 0.1 mass part or more with respect to the total mass part of said (A) component, (B) component, and (C) component. is there.
- the resin composition of the present invention may further contain an adhesive having a silyl group as the component (E).
- the adhesive include vinyltrimethoxysilane, vinyltriethoxysilane, 2- (3,4-epoxycyclohexyl) ethyltrimethoxysilane, 3-glycidoxypropylmethyldimethoxysilane, 3-glycidoxypropyltri Methoxysilane, 3-glycidoxypropylmethyldiethoxysilane, 3-glycidoxypropyltriethoxysilane, p-styryltrimethoxysilane, 3-methacryloxypropylmethyldimethoxysilane, 3-methacryloxypropyltrimethoxysilane, 3 -Methacryloxypropylmethyldiethoxysilane, 3-methacryloxypropyltriethoxysilane, 3-acryloxypropyltrimethoxysilane, N
- the addition amount thereof is preferably less than 10 parts by mass with respect to 100 parts by mass of the component (A), and more preferably 5 parts by mass from the viewpoint of storage stability. It is as follows.
- surfactants can be added to the resin composition of the present invention.
- the surfactant include polyoxyethylene lauryl ether, polyoxyethylene stearyl ether, polyoxyethylene cetyl ether, polyoxyethylene alkyl ethers such as polyoxyethylene oleyl ether, polyoxyethylene octylphenol ether, and polyoxyethylene nonylphenol.
- Polyoxyethylene alkyl allyl ethers such as ether, polyoxyethylene / polyoxypropylene block copolymers, sorbitan monolaurate, sorbitan monopalmitate, sorbitan monostearate, sorbitan monooleate, sorbitan trioleate, sorbitan tristearate
- Sorbitan fatty acid esters such as polyoxyethylene sorbitan monolaurate, polyoxyethylene
- Nonionic surfactants such as polyoxyethylene sorbitan fatty acid esters such as rubitan monopalmitate, polyoxyethylene sorbitan monostearate, polyoxyethylene sorbitan trioleate, polyoxyethylene sorbitan tristearate, Ftop EF301, EF303 , EF352 (manufactured by Gemco Co., Ltd.
- the resin composition of the present invention can be applied as a material for various silicon solar cells that have been conventionally proposed.
- Solar cells are usually composed of a transparent electrode (front electrode) -photoelectric conversion layer-back electrode, and a panel material on which the solar cell is mounted, that is, an ethylene-vinyl acetate copolymer resin that seals the cell module. It is comprised from sealing materials, such as (EVA), and the surface glass (tempered glass) and protective film (back sheet) which protect a cell module and a sealing material.
- sealing materials such as (EVA)
- EVA ethylene-vinyl acetate copolymer resin
- back sheet which protect a cell module and a sealing material.
- each component constituting the solar cell that is, solar cell (back electrode, photoelectric conversion layer, transparent electrode), sealing material, surface glass, protective film, and various electrode protective materials, Various things proposed so far can be used.
- the electrode surface coating film is formed by applying the resin composition of the present invention on the surface of the transparent electrode of the solar battery cell. Then, a tempered glass, a sealing material, a solar battery cell (electrode surface coating film, a transparent electrode, a photoelectric conversion layer, a back electrode), a sealing material, and a back sheet are laminated in this order to manufacture a solar battery.
- PGMEA propylene glycol monomethyl ether acetate
- PGME propylene glycol monomethyl ether
- HBM methyl 2-hydroxyisobutyrate
- NMP N-methylpyrrolidone
- CHN cyclohexanone
- EL ethyl lactate
- HA hexyl acetate
- PTA p-toluenesulfonic acid
- FTX-212P Neos Co., Ltd.
- FTX-220P Neos Co., Ltd.
- Example 1 The varnish 1 produced above was applied on a silicon substrate and quartz glass and cured at 180 ° C. for 10 minutes to produce coating films of 0.3 ⁇ m and 1.0 ⁇ m, respectively. Thereafter, the transmittance and refractive index were measured before and after the light resistance test, and changes in the transmittance and refractive index before and after the test were confirmed (FIGS. 1 and 2). As a result, the transmittance was maintained at a high transparency of 97.4% to 98.6%. Further, the refractive index remained at 1.66. For this reason, a large change could not be confirmed.
- the varnishes 10 and 11 produced above were applied onto a silicon substrate and quartz glass and cured at 180 ° C. for 10 minutes to produce a coating film of 0.3 ⁇ m. Then, as a result of measuring a refractive index, 1.64 and 1.59 were shown (comparative examples 1 and 2). For this reason, the refractive index fell because the acrylic part increased.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Wood Science & Technology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Polymerisation Methods In General (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Photovoltaic Devices (AREA)
Abstract
Description
しかし、従来の透明性樹脂では、架橋等の手法によって、機械的物性を制御することはある程度可能であるものの、光学特性、特に屈折率に関しては、それを高めるために特殊な技術を必要としていた。
また、特許文献3及び4では、高屈折率の無機酸化物微粒子を有機樹脂に分散させてその屈折率を向上させる手法が提案されている。
一方、特許文献3及び4の手法でも、得られた微粒子分散樹脂の長期保存安定性などに問題があり、また、無機酸化物微粒子の樹脂中での分散安定性を改善するために多量の分散安定剤を必要とすることから、屈折率と分散安定性とのバランスをとるのが困難になるなどの課題があった。
(A)成分:ヒドロキシメチル基及び/又はアルコキシメチル基で置換された少なくとも2つの窒素原子を有するトリアジン化合物
(B)成分:少なくとも1つのアクリル部位を持ち、かつ有機基で置換された芳香族基又は縮合環の芳香族基を有するエチレングリコール化合物
(C)成分:pKaが2以下の酸化合物
第2観点として、前記(B)成分の有機基で置換された芳香族基が有機基で置換された炭素単環の芳香族基である、第1観点に記載の樹脂組成物に関する。
第3観点として、前記(B)成分の有機基で置換された炭素単環の芳香族基がフェニル基で置換されたフェニル基である、第2観点に記載の樹脂組成物に関する。
第4観点として、前記(B)成分の縮合環の芳香族基がナフチル基、アントリル基、フェナントリル基又はピレニル基である、第1観点に記載の樹脂組成物に関する。
第5観点として、前記(B)成分のエチレングリコール化合物が下記式(1)で表される化合物である、第3観点に記載の樹脂組成物に関する。
第6観点として、前記mが10以下である、第5観点に記載の樹脂組成物に関する。
第7観点として、前記(A)成分のトリアジン化合物が芳香族基を有する化合物である、第1観点乃至第6観点のいずれか1項に記載の樹脂組成物に関する。
第8観点として、前記(C)成分の酸化合物がスルホン酸化合物である、第1観点乃至第7観点のいずれか1項に記載の樹脂組成物に関する。
第9観点として、前記スルホン酸化合物が下記式(2)又は式(3)で表される化合物である、第8観点に記載の樹脂組成物に関する。
Wは、炭素原子数1乃至10のアルキル基、炭素原子数1乃至10のハロアルキル基、炭素原子数1乃至10のアルコキシ基、ヒドロキシ基、ハロゲン原子、ニトロ基、ホルミル基、シアノ基又はカルボキシル基を表す。)
第10観点として、前記式(2)で表される化合物がトシル酸である、第9観点に記載の樹脂組成物に関する。
第11観点として、(D)成分として、炭素原子を4個以上有するアルコール又は炭素原子を4個以上有するアルキルエステルからなる群より選ばれる少なくとも1種である溶剤を含有する、第1観点乃至第10観点のうちいずれか1項に記載の樹脂組成物に関する。
第12観点として、前記(A)成分100質量部に対して、前記(B)成分を300質量部以下の割合で含有する、第1観点乃至第11観点のうちいずれか1項に記載の樹脂組成物に関する。
第13観点として、前記(A)成分100質量部に対して、前記(C)成分を10質量部以下の割合で含有する、第1観点乃至第12観点のうちいずれか1項に記載の樹脂組成物に関する。
第14観点として、前記(A)成分、前記(B)成分及び前記(C)成分の合計質量部に対して、前記(D)成分を0.1質量部以上の割合で含有する、第11観点乃至第13観点のうちいずれか1項に記載の樹脂組成物に関する。
第15観点として、さらに(E)成分として、シリル基を有する密着剤を含有する、第1観点乃至第14観点のうちいずれか1項に記載の樹脂組成物に関する。
第16観点として、第1観点乃至第15観点のうちいずれか1項に記載の樹脂組成物から得られる硬化膜に関する。
第17観点として、第16観点に記載の硬化膜を透明電極の表面上に被覆してなる太陽電池に関する。
第18観点として、第16観点に記載の硬化膜を有する電子部品に関する。
(A)成分:ヒドロキシメチル基及び/又はアルコキシメチル基で置換された少なくとも2つの窒素原子を有するトリアジン化合物
(B)成分:少なくとも1つのアクリル部位を持ち、かつ有機基で置換された芳香族基又は縮合環の芳香族基を有するエチレングリコール化合物
(C)成分:pKaが2以下の酸化合物
本発明の(A)成分はヒドロキシメチル基及び/又はアルコキシメチル基で置換された少なくとも2つの窒素原子を有するトリアジン化合物である。
これらヒドロキシメチル基及び/又はアルコキシメチル基で置換された少なくとも2つの窒素原子を有するトリアジン化合物の例としては、ヒドロキシメチル基又はアルコキシメチル基又はその両方で置換された窒素原子を有するメラミン化合物、及び、ヒドロキシメチルヒドロキシメチル基又はアルコキシメチル基又はその両方で置換された窒素原子を有するベンゾグアナミン化合物を挙げることができる。
これらヒドロキシメチル基及び/又はアルコキシメチル基で置換されたメラミン化合物及びベンゾグアナミン化合物は、市販品として入手可能である。上記メラミン化合物の例としては、日本サイテックインダストリーズ(株)製 サイメル(Cymel)300、同サイメル303、同サイメル325、同サイメル725、(株)三和ケミカル製 ニカラックMW-30M、同MW-30、同MW-30HM、同ニカラックMW-390、同ニカラックMW-100LM(以上、メトキシメチル化メラミン化合物);日本サイテックインダストリーズ(株)製 サイメル370、同サイメル701(以上、メチル化メトキシメチル化メラミン化合物);同サイメル266、同サイメル285、同サイメル212(以上、メトキシメチル化ブトキシメチル化メラミン化合物);同サイメル272、同サイメル202(以上、メチル化メトキシメチル化メラミン化合物);同サイメル238(メトキシメチル化イソブトキシメチル化メラミン化合物);日本サイテックインダストリーズ(株)製 マイコート506(ブトキシメチル化メラミン化合物)が挙げられる。また、上記ベンゾグアナミン化合物の例としては、日本サイテックインダストリーズ(株)製 サイメル1123(メトキシメチル化エトキシメチル化ベンゾグアナミン化合物);同サイメル1123-10、同マイコート30(以上、メトキシメチル化ブトキシメチル化ベンゾグアナミン化合物);同マイコート105、同マイコート106(以上、メトキシメチル化ベンゾグアナミン化合物);同サイメル1128(ブトキシメチル化ベンゾグアナミン化合物);同マイコート102(メチル化メトキシメチル化ベンゾグアナミン化合物)が挙げられる。
本発明の(B)成分は少なくとも1つのアクリル部位を持ち、かつ有機基で置換された芳香族基又は縮合環の芳香族基を有するエチレングリコール化合物である。
なお、本発明では、有機基で置換された芳香族基には、有機基で置換された芳香族基だけでなく、有機基で置換された複素芳香族基も含まれる。また、本発明では、縮合環の芳香族基には、縮合環の芳香族基だけでなく、縮合環の複素芳香族基も含まれる。
上記有機基で置換された芳香族基の例としては、フェニル基で置換されたフェニル基、フェニル基で置換されたピロリル基、フェニル基で置換されたインドリル基、フェニル基で置換されたチエニル基、フェニル基で置換されたホスホリル基、フェニル基で置換されたピラゾリル基、フェニル基で置換されたオキサゾリル基、フェニル基で置換されたイミダゾリル基、フェニル基で置換されたチアゾリル基、フェニル基で置換されたイソオキゾリル基、フェニル基で置換されたピリジニル基、フェニル基で置換されたピラジニル基、フェニル基で置換されたピリダジニル基、フェニル基で置換されたトリアジニル基が挙げられるが、これに制限されるものではない。
これらのうち、有機基で置換された芳香族基としては、有機基で置換された炭素単環の芳香族基が好ましく、入手性の観点から、特にフェニル基で置換されたフェニル基が好ましい。
また、上記縮合環の芳香族基の例としては、ナフチル基、アントリル基、フェナントリル基又はピレニル基、ベンゾフラニル基、イソベンゾフラニル基、イソインドリル基、ベンゾチオフェニル基、ベンゾホスホリル基、ベンゾイミダゾリル基、プリル基、インダゾリル基、ベンゾオキサゾリル基、ベンゾイソオキサゾリル基、ベンゾチアゾリル基、ベンゾイミダゾリル基等が挙げられるが、これに制限されるものではない。
これらのうち、縮合環の芳香族基としては、入手性の観点から、ナフチル基、アントリル基、フェナントリル基又はピレニル基が好ましい。
本発明の(C)成分はpKaが2以下の酸化合物である。
本発明において、酸解離定数pKaは、酸性化合物を水溶液中に溶解させた、酸解離定数(Ka)を、式 pKa=log10Ka で表したものである。
酸化合物は、一種のみを使用してもよく、また二種以上を組み合わせて使用することもできる。
Wは、炭素原子数1乃至10のアルキル基、炭素原子数1乃至10のハロアルキル基、炭素原子数1乃至10のアルコキシ基、ヒドロキシ基、ハロゲン原子、ニトロ基、ホルミル基、シアノ基又はカルボキシル基を表す。)
本発明の樹脂組成物は、(D)成分として炭素原子を4個以上有するアルコール又は炭素原子を4個以上有するアルキルエステルからなる群より選ばれる少なくとも1種である溶剤を含有してもよい。
溶剤は、一種のみを使用してもよく、また二種以上を組み合わせて使用することもできる。
本発明の樹脂組成物は、上記成分に加えて、更に(E)成分としてシリル基を有する密着剤を含有していてもよい。
上記密着剤としては、例えば、ビニルトリメトキシシラン、ビニルトリエトキシシラン、2-(3,4-エポキシシクロヘキシル)エチルトリメトキシシラン、3-グリシドキシプロピルメチルジメトキシシラン、3-グリシドキシプロピルトリメトキシシラン、3-グリシドキシプロピルメチルジエトキシシラン、3-グリシドキシプロピルトリエトキシシラン、p-スチリルトリメトキシシラン、3-メタクリロキシプロピルメチルジメトキシシラン、3-メタクリロキシプロピルトリメトキシシラン、3-メタクリロキシプロピルメチルジエトキシシラン、3-メタクリロキシプロピルトリエトキシシラン、3-アクリロキシプロピルトリメトキシシラン、N-2-(アミノエチル)-3-アミノプロピルメチルジメトキシシラン、N-2-(アミノエチル)-3-アミノプロピルトリメトキシシラン、N-2-(アミノエチル)-3-アミノプロピルトリエトキシシラン、3-アミノプロピルトリメトキシシラン、3-アミノプロピルトリエトキシシラン、N-フェニル-3-アミノプロピルトリメトキシシラン、3-ウレイドプロピルトリエトキシシラン、3-クロロプロピルトリメトキシシラン、3-メルカプトプロピルメチルジメトキシシラン、3-メルカプトプロピルトリメトキシシラン、ビス(トリエトキシシリルプロピル)テトラスルフィド、3-イソシアネートプロピルトリエトキシシラン、3-アミノプロピルジエトキシメチルシラン等が挙げられる。
本発明の樹脂組成物には、その他慣用の添加剤、例えば界面活性剤等を添加できる。
前記界面活性剤としては、例えばポリオキシエチレンラウリルエーテル、ポリオキシエチレンステアリルエーテル、ポリオキシエチレンセチルエーテル、ポリオキシエチレンオレイルエーテル等のポリオキシエチレンアルキルエーテル類、ポリオキシエチレンオクチルフェノールエーテル、ポリオキシエチレンノニルフェノールエーテル等のポリオキシエチレンアルキルアリルエーテル類、ポリオキシエチレン・ポリオキシプロピレンブロックコポリマー類、ソルビタンモノラウレート、ソルビタンモノパルミテート、ソルビタンモノステアレート、ソルビタンモノオレエート、ソルビタントリオレエート、ソルビタントリステアレート等のソルビタン脂肪酸エステル類、ポリオキシエチレンソルビタンモノラウレート、ポリオキシエチレンソルビタンモノパルミテート、ポリオキシエチレンソルビタンモノステアレート、ポリオキシエチレンソルビタントリオレエート、ポリオキシエチレンソルビタントリステアレート等のポリオキシエチレンソルビタン脂肪酸エステル類等のノニオン系界面活性剤、エフトップEF301、EF303、EF352(株式会社ジェムコ(旧(株)トーケムプロダクツ)製)、メガファックF171、F173、R-30(DIC株式会社(旧大日本インキ化学工業(株))製)、フロラードFC430、FC431(住友スリーエム(株)製)、アサヒガードAG710、サーフロンS-382、SC101、SC102、SC103、SC104、SC105、SC106(旭硝子(株)製)等のフッ素系界面活性剤、オルガノシロキサンポリマーKP341(信越化学工業(株)製)等を挙げることができる。
これらの界面活性剤の配合量は、本発明の樹脂組成物の全成分中、通常0.2質量%以下、好ましくは0.1質量%以下である。これらの界面活性剤は単独で添加してもよいし、また2種以上の組合せで添加することもできる。
本発明の樹脂組成物は、従来提案されている種々のシリコン系太陽電池の材料として適用可能である。
なお太陽電池は、通常、透明電極(表面電極)-光電変換層-裏面電極から構成される太陽電池セルと、それを搭載するパネル材、すなわち、セルモジュールを封止するエチレン酢酸ビニル共重合樹脂(EVA)などの封止材と、セルモジュール及び封止材を保護する表面ガラス(強化ガラス)及び保護フィルム(バックシート)より構成される。
本発明においては、太陽電池を構成する各構成成分、すなわち、太陽電池セル(裏面電極、光電変換層、透明電極)、封止材、表面ガラス、及び保護フィルム、並びに各種電極保護材料については、これまでに提案されている種々のものを使用可能である。
実際には、本発明の樹脂組成物を太陽電池セルの透明電極の表面上に塗布することにより、電極表面被覆膜を形成する。そして強化ガラス-封止材-太陽電池セル(電極表面被覆膜-透明電極-光電変換層-裏面電極)-封止材-バックシートの順に積層し、太陽電池を製造する。
[実施例で用いる略記号]
以下の実施例で用いる略記号の意味は、次のとおりである。
<モノマー・架橋材>
Cymel 1123:日本サイテックインダストリーズ(株)製 メラミン系化合物(メトキシメチル化ベンゾグアナミン化合物)
A-len-10:新中村化学工業(株)製 アクリル系化合物(エトキシ化O-フェニルフェノールアクリレート)
A-TMM-3LM-N:新中村化学工業(株)製 アクリル系化合物(ペンタエリスリトールトリアクリレート(トリエステル57%))
<有機溶剤>
PGMEA:プロピレングリコールモノメチルエーテルアセテート
PGME:プロピレングリコールモノメチルエーテル
HBM:2-ヒドロキシイソ酪酸メチル
NMP:N-メチルピロリドン
CHN:シクロヘキサノン
EL:乳酸エチル
HA:酢酸ヘキシル
<酸化合物>
PTA:p-トルエンスルホン酸
<界面活性剤>
FTX-212P:(株)ネオス製
FTX-220P:(株)ネオス製
ミカサ(株)製 スピンコータ1H-DX2を用いて基板に対し、樹脂組成物を塗布した。
[透過率測定]
(株)島津製作所製 自記分光光度計UV-3100PCを用いて測定した。なお、400nmでの透過率について記載する。
[屈折率測定]
ジェー・エー・ウーラム・ジャパン(株)製 高速分光エリプソメーター M-2000を用いて測定した。なお、633nmでの屈折率について記載する。
[耐光性試験]
(株)東洋精機製作所製 アトラス・ウエザオメータCi4000を使用した。なお、測定条件として、波キセノンアークランプで、60w/m2(波長300-400nm)50時間とし、温度はブラックパネルで63±3度した。
HBM 40.1gに、p-トルエンスルホン酸(トシル酸)0.15gを溶解させた100mLナスフラスコにCymel 1123 5.00g、A-len-10 5.00gと界面活性剤0.0002gを加え、室温(およそ25℃)で3時間以上攪拌して均一な溶液とすることにより、樹脂組成物を得た。得られた溶液は無色透明であった。
次の表1に示す組成に従い、(A)成分:メラミン系化合物、(B)成分:アクリル系化合物、(C)成分:酸化合物、(D)成分:有機溶剤、並びに界面活性剤0.0002gを混合し、室温(およそ25℃)で3時間以上攪拌して均一な溶液とすることにより、樹脂組成物を得た。各成分と界面活性剤の種類について記載する。
上記で作製したワニス1をシリコン基板と石英ガラス上に塗布し、180度10分キュアすることで、それぞれ0.3μmと1.0μmの塗布膜を作製した。その後、耐光性試験前後で透過率と屈折率測定を行い、試験前後の透過率と屈折率の変化を確認した(図1、図2)。その結果、透過率は、97.4%から98.6%と高透明性を維持した。また、屈折率は、1.66のままであった。このため、大きな変化は確認できなかった。
上記表1で作製したワニスをSi基板にてスピンコータに塗布し、表2に示すキュア条件で製膜後、屈折率を測定した。
Claims (18)
- 下記(A)成分、(B)成分及び(C)成分を含有する組成物であって、該組成物を製膜後150℃以上で加熱することにより、1.65以上の屈折率を発現する樹脂組成物。
(A)成分:ヒドロキシメチル基及び/又はアルコキシメチル基で置換された少なくとも2つの窒素原子を有するトリアジン化合物
(B)成分:少なくとも1つのアクリル部位を持ち、かつ有機基で置換された芳香族基又は縮合環の芳香族基を有するエチレングリコール化合物
(C)成分:pKaが2以下の酸化合物 - 前記(B)成分の有機基で置換された芳香族基が有機基で置換された炭素単環の芳香族基である、請求項1に記載の樹脂組成物。
- 前記(B)成分の有機基で置換された炭素単環の芳香族基がフェニル基で置換されたフェニル基である、請求項2に記載の樹脂組成物。
- 前記(B)成分の縮合環の芳香族基がナフチル基、アントリル基、フェナントリル基又はピレニル基である、請求項1に記載の樹脂組成物。
- 前記mが10以下である、請求項5に記載の樹脂組成物。
- 前記(A)成分のトリアジン化合物が芳香族基を有する化合物である、請求項1乃至請求項6のいずれか1項に記載の樹脂組成物。
- 前記(C)成分の酸化合物がスルホン酸化合物である、請求項1乃至請求項7のいずれか1項に記載の樹脂組成物。
- 前記スルホン酸化合物が下記式(2)又は式(3)で表される化合物である、請求項8に記載の樹脂組成物。
(式中、R2乃至R9は、それぞれ独立して、水素原子、炭素原子数1乃至10のアルキル基、炭素原子数1乃至10のハロアルキル基、炭素原子数1乃至10のアルコキシ基、ハロゲン原子、ニトロ基、ホルミル基、シアノ基、カルボキシル基、ホスホニル基、スルホニル基、Wで置換されていてもよいフェニル基、Wで置換されていてもよいナフチル基、Wで置換されていてもよいチエニル基又はWで置換されていてもよいフリル基を表し、
Wは、炭素原子数1乃至10のアルキル基、炭素原子数1乃至10のハロアルキル基、炭素原子数1乃至10のアルコキシ基、ヒドロキシ基、ハロゲン原子、ニトロ基、ホルミル基、シアノ基又はカルボキシル基を表す。) - 前記式(2)で表される化合物がトシル酸である、請求項9に記載の樹脂組成物。
- (D)成分として、炭素原子を4個以上有するアルコール又は炭素原子を4個以上有するアルキルエステルからなる群より選ばれる少なくとも1種である溶剤を含有する、請求項1乃至請求項10のうちいずれか1項に記載の樹脂組成物。
- 前記(A)成分100質量部に対して、前記(B)成分を300質量部以下の割合で含有する、請求項1乃至請求項11のうちいずれか1項に記載の樹脂組成物。
- 前記(A)成分100質量部に対して、前記(C)成分を10質量部以下の割合で含有する、請求項1乃至請求項12のうちいずれか1項に記載の樹脂組成物。
- 前記(A)成分、前記(B)成分及び前記(C)成分の合計質量部に対して、前記(D)成分を0.1質量部以上の割合で含有する、請求項11乃至請求項13のうちいずれか1項に記載の樹脂組成物。
- さらに(E)成分として、シリル基を有する密着剤を含有する、請求項1乃至請求項14のうちいずれか1項に記載の樹脂組成物。
- 請求項1乃至請求項15のうちいずれか1項に記載の樹脂組成物から得られる硬化膜。
- 請求項16に記載の硬化膜を透明電極の表面上に被覆してなる太陽電池。
- 請求項16に記載の硬化膜を有する電子部品。
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2013518062A JP5880891B2 (ja) | 2011-05-27 | 2012-05-25 | 樹脂組成物 |
| CN201280033947.1A CN103649213B (zh) | 2011-05-27 | 2012-05-25 | 树脂组合物 |
| US14/118,121 US20140116505A1 (en) | 2011-05-27 | 2012-05-25 | Resin composition |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2011-118949 | 2011-05-27 | ||
| JP2011118949 | 2011-05-27 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO2012165350A1 true WO2012165350A1 (ja) | 2012-12-06 |
Family
ID=47259206
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/JP2012/063535 Ceased WO2012165350A1 (ja) | 2011-05-27 | 2012-05-25 | 樹脂組成物 |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US20140116505A1 (ja) |
| JP (1) | JP5880891B2 (ja) |
| CN (1) | CN103649213B (ja) |
| TW (1) | TW201311802A (ja) |
| WO (1) | WO2012165350A1 (ja) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2017508307A (ja) * | 2014-01-27 | 2017-03-23 | ユッチンソン | 電気エネルギー貯蔵システムのための、保護導電層を含むコレクタを有する電極および対応する製造方法 |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2003049037A (ja) * | 2001-08-09 | 2003-02-21 | Nippon Kayaku Co Ltd | コーティング用高屈折率樹脂組成物およびその硬化物 |
| JP2007277456A (ja) * | 2006-04-10 | 2007-10-25 | Sony Chemical & Information Device Corp | 硬化性樹脂組成物 |
| JP2008120980A (ja) * | 2006-11-15 | 2008-05-29 | Sony Chemical & Information Device Corp | 封止樹脂組成物及び発光素子 |
| JP2012047921A (ja) * | 2010-08-26 | 2012-03-08 | Nippon Shokubai Co Ltd | レンズ用硬化性樹脂組成物、硬化物及びレンズ |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE1008947A3 (nl) * | 1994-12-01 | 1996-10-01 | Dsm Nv | Werkwijze voor de bereiding van condensatieproducten van melamine. |
| US8053159B2 (en) * | 2003-11-18 | 2011-11-08 | Honeywell International Inc. | Antireflective coatings for via fill and photolithography applications and methods of preparation thereof |
| US20100092894A1 (en) * | 2008-10-14 | 2010-04-15 | Weihong Liu | Bottom Antireflective Coating Compositions |
| JP5583375B2 (ja) * | 2009-09-08 | 2014-09-03 | 富士フイルム株式会社 | 水性インク組成物および画像形成方法 |
-
2012
- 2012-05-25 WO PCT/JP2012/063535 patent/WO2012165350A1/ja not_active Ceased
- 2012-05-25 JP JP2013518062A patent/JP5880891B2/ja not_active Expired - Fee Related
- 2012-05-25 TW TW101118772A patent/TW201311802A/zh unknown
- 2012-05-25 US US14/118,121 patent/US20140116505A1/en not_active Abandoned
- 2012-05-25 CN CN201280033947.1A patent/CN103649213B/zh not_active Expired - Fee Related
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2003049037A (ja) * | 2001-08-09 | 2003-02-21 | Nippon Kayaku Co Ltd | コーティング用高屈折率樹脂組成物およびその硬化物 |
| JP2007277456A (ja) * | 2006-04-10 | 2007-10-25 | Sony Chemical & Information Device Corp | 硬化性樹脂組成物 |
| JP2008120980A (ja) * | 2006-11-15 | 2008-05-29 | Sony Chemical & Information Device Corp | 封止樹脂組成物及び発光素子 |
| JP2012047921A (ja) * | 2010-08-26 | 2012-03-08 | Nippon Shokubai Co Ltd | レンズ用硬化性樹脂組成物、硬化物及びレンズ |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2017508307A (ja) * | 2014-01-27 | 2017-03-23 | ユッチンソン | 電気エネルギー貯蔵システムのための、保護導電層を含むコレクタを有する電極および対応する製造方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| CN103649213A (zh) | 2014-03-19 |
| JP5880891B2 (ja) | 2016-03-09 |
| TW201311802A (zh) | 2013-03-16 |
| CN103649213B (zh) | 2016-02-03 |
| JPWO2012165350A1 (ja) | 2015-02-23 |
| US20140116505A1 (en) | 2014-05-01 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| TWI450932B (zh) | 矽氧烷樹脂組成物及使用它之觸控面板用保護膜 | |
| US11046867B2 (en) | Coating composition for enhancing light transmittance and coating layer formed therefrom | |
| KR102244973B1 (ko) | 저굴절율 막형성용 조성물 | |
| KR20100117581A (ko) | 실록산계 수지 조성물 | |
| US20180017722A1 (en) | Infrared cut filter and solid-state imaging device | |
| TW201510026A (zh) | 硬化性組成物、硬化膜、近紅外線截止濾波器、照相機模組及照相機模組的製造方法 | |
| US11781038B2 (en) | Color conversion panel and manufacturing method thereof | |
| TW201710362A (zh) | 近紅外線吸收組成物、近紅外線截止濾波器、近紅外線截止濾波器的製造方法、固體攝像元件、相機模組及圖像顯示裝置 | |
| Huang et al. | Copolymerization strategy to prepare polymethyl methacrylate-based copolymer with broad-band ultraviolet shielding and luminescent down-shifting properties | |
| TWI830746B (zh) | 組成物、膜、透鏡、固體攝像元件、化合物 | |
| JP5880891B2 (ja) | 樹脂組成物 | |
| KR101998228B1 (ko) | 감광성 수지 조성물, 그로부터 형성된 경화막, 및 상기 경화막을 갖는 소자 | |
| KR102808661B1 (ko) | 경화성 조성물, 상기 경화성 조성물의 제조 방법, 상기 경화성 조성물의 경화물, 상기 경화물의 제조 방법 및 상기 경화물을 포함한 장치 | |
| JP6237986B2 (ja) | 固体撮像素子用高屈折率膜形成組成物 | |
| WO2022224699A1 (ja) | 樹脂組成物、硬化物、電子部品、2成分キット及び硬化物の製造方法 | |
| JP5804283B2 (ja) | 膜形成材料 | |
| TWI523869B (zh) | 膜形成材料 | |
| CN105899615B (zh) | 组合物、液晶取向处理剂、液晶取向膜和液晶表示元件 | |
| KR102167370B1 (ko) | 실리콘 수지 및 그 제조방법 | |
| JP2008115219A (ja) | 固体撮像素子用硬化性組成物及びそれを用いた固体撮像素子 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 121 | Ep: the epo has been informed by wipo that ep was designated in this application |
Ref document number: 12792945 Country of ref document: EP Kind code of ref document: A1 |
|
| ENP | Entry into the national phase |
Ref document number: 2013518062 Country of ref document: JP Kind code of ref document: A |
|
| NENP | Non-entry into the national phase |
Ref country code: DE |
|
| WWE | Wipo information: entry into national phase |
Ref document number: 14118121 Country of ref document: US |
|
| 122 | Ep: pct application non-entry in european phase |
Ref document number: 12792945 Country of ref document: EP Kind code of ref document: A1 |







