CN114634726A - Organic fluorescent dye composition and display device comprising same - Google Patents
Organic fluorescent dye composition and display device comprising same Download PDFInfo
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- CN114634726A CN114634726A CN202011492480.XA CN202011492480A CN114634726A CN 114634726 A CN114634726 A CN 114634726A CN 202011492480 A CN202011492480 A CN 202011492480A CN 114634726 A CN114634726 A CN 114634726A
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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
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/22—Luminous paints
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- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
- C08J7/04—Coating
- C08J7/0427—Coating with only one layer of a composition containing a polymer binder
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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
- C09D125/00—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 an aromatic carbocyclic ring; Coating compositions based on derivatives of such polymers
- C09D125/02—Homopolymers or copolymers of hydrocarbons
- C09D125/04—Homopolymers or copolymers of styrene
- C09D125/08—Copolymers of styrene
- C09D125/14—Copolymers of styrene with unsaturated esters
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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
- 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
- C09D133/10—Homopolymers or copolymers of methacrylic acid esters
- C09D133/12—Homopolymers or copolymers of methyl methacrylate
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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
- C09D167/00—Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
- C09D167/04—Polyesters derived from hydroxycarboxylic acids, e.g. lactones
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- G—PHYSICS
- G02—OPTICS
- G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
- G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
- G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour
- G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour based on liquid crystals, e.g. single liquid crystal display cells
- G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
- G02F1/1333—Constructional arrangements; Manufacturing methods
- G02F1/1335—Structural association of cells with optical devices, e.g. polarisers or reflectors
- G02F1/1336—Illuminating devices
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2367/00—Characterised by the use of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Derivatives of such polymers
- C08J2367/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
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- C08J2425/00—Characterised by the use of 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 an aromatic carbocyclic ring; Derivatives of such polymers
- C08J2425/02—Homopolymers or copolymers of hydrocarbons
- C08J2425/04—Homopolymers or copolymers of styrene
- C08J2425/14—Homopolymers or copolymers of styrene with unsaturated esters
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- C08J2433/00—Characterised by the use of homopolymers or 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 of salts, anhydrides, esters, amides, imides, or nitriles thereof; Derivatives of such polymers
- C08J2433/04—Characterised by the use of homopolymers or 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 of salts, anhydrides, esters, amides, imides, or nitriles thereof; Derivatives of such polymers esters
- C08J2433/06—Characterised by the use of homopolymers or 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 of salts, anhydrides, esters, amides, imides, or nitriles thereof; Derivatives of such polymers esters of esters containing only carbon, hydrogen, and oxygen, the oxygen atom being present only as part of the carboxyl radical
- C08J2433/10—Homopolymers or copolymers of methacrylic acid esters
- C08J2433/12—Homopolymers or copolymers of methyl methacrylate
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- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2467/00—Characterised by the use of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Derivatives of such polymers
- C08J2467/04—Polyesters derived from hydroxy carboxylic acids, e.g. lactones
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Abstract
The invention provides a composition, which is characterized by comprising a fluorescent dye, a matrix, a resin, an auxiliary agent and a solvent, wherein the matrix has a structure shown in a formula 1:
in the formula 1, A is an aromatic ring of C6-C30 or a heteroaromatic ring of C3-C30. The present invention also provides a backlight conversion film comprising the above composition, a backlight unit comprising the above backlight conversion film, a color filter comprising the above composition, a monomer and a photoinitiator, and a display device comprising the above backlight unit and/or the above color filter.
Description
Technical Field
The present invention relates to an organic fluorescent dye composition having high brightness and color saturation and a display device including the same.
Background
Conventional LCD devices are each equipped with a backlight unit that converts white backlight into a desired target display color together with color filters. The color light emitted by such light emitting devices has limited performance and low luminous efficiency. How to improve the backlight brightness and the light emitting efficiency is a direction that people are always searching for.
Korean patent No. 10-2018-0008219 uses an organic fluorescent dye as a backlight conversion film, and ensures durability of the organic fluorescent dye in the color conversion film by optimizing the value of a residual solvent contained in the color conversion layer. However, when the dye enters a solid state, molecules are closely arranged to cause mutual interference, and fluorescence quenching is generated, so that the fluorescence intensity of the dye is reduced, and therefore, the scheme is not ideal for the light-emitting brightness of a display device. Thus, while over 10 thousand different fluorescent dyes are currently available, few can be mixed and matched in a predictable manner to produce a solid optical material.
Disclosure of Invention
Problems to be solved by the invention
In view of the above problems, there is an urgent need to develop an organic fluorescent dye composition having high brightness and color saturation, which can effectively solve the problem of fluorescence quenching of organic fluorescent dyes, improve the brightness of the cured dyes, enhance the display effect, improve the luminous efficiency, and reduce the process cost.
Means for solving the problems
The inventor of the invention has made extensive research, and finds that the compound with a specific structure is used as a matrix, and is matched with appropriate fluorescent dye, adhesive resin, auxiliary agent and solvent, so that the obtained compound can be used in a backlight unit color conversion film or a color filter in a display device, can obviously improve the brightness and color saturation of a liquid crystal panel, has more advantages in picture quality, energy conservation and environmental protection, solves the problem that quantum dots need a water-proof and oxygen-proof process, and reduces the process and material cost.
The invention provides an organic fluorescent dye composition with high brightness and color saturation, which is characterized by comprising a fluorescent dye, a matrix, a binder resin, an auxiliary agent and a solvent, wherein the matrix has a structure shown in a formula 1:
in the formula 1, A is an aromatic ring of C6-C30 or a heteroaromatic ring of C3-C30.
In the present invention, the expression of Ca to Cb means that the group has carbon atoms a to b, and the carbon atoms do not include the carbon atoms of the substituents unless otherwise specified. In the present invention, the expression of chemical elements includes the concept of chemically identical isotopes, such as the expression of "hydrogen", and also includes the concept of chemically identical "deuterium" and "tritium".
Specific examples of the aromatic ring include benzene ring, naphthalene ring, anthracene ring, phenanthrene ring, and the like. A heteroaryl ring is a heteroaryl ring that contains more than one of O, N, S, Si as a heteroatom. Specific examples of the heteroaromatic ring include a thiophene ring, a furan ring, a pyrrole ring, an imidazole ring, a thiazole ring, an oxazole ring and the like. Both the aromatic ring and the heteroaromatic ring include a single ring and a condensed ring.
The inventors of the present application have found that by using the compound having the above-mentioned specific structure as a matrix, and adding a suitable fluorescent dye, a binder resin, an auxiliary agent and a solvent, the obtained composition can prevent the fluorescent dye from entering a solid state and causing fluorescence quenching due to mutual interference caused by close arrangement of molecules, and thus when the composition is used for a backlight conversion film or a color filter, the display brightness and color saturation can be significantly improved, and the luminous efficiency can be improved.
In the above compound of the present invention, preferably, the fluorescent dye includes one or more selected from the following fluorescent dyes: derivatives based on a BODIPY dye (BODIPY), derivatives based on acridine, derivatives based on xanthene, derivatives based on arylmethane, derivatives based on coumarin, derivatives based on polycyclic aromatic hydrocarbons, derivatives based on polycyclic heteroaromatic, derivatives based on perylene, derivatives based on pyrrole and derivatives based on pyrene; more preferred are BODIPY-based derivatives.
In the above compounds of the present invention, a is preferably one selected from a benzene ring, a pyridine ring, a pyrimidine ring, and a triazine ring; more preferably A is a benzene ring; it is further preferable that three bonds on a in formula 1 are in meta positions, that is, it is further preferable that cyanstar (Cyanostar) has a structure shown in the following formula 2:
by configuring the matrix as described above, the luminance and color saturation of the liquid crystal panel can be further improved.
Among the above compounds of the present invention, the binder resin is preferably a carboxyl group-containing resin; more preferably a homopolymer of a carboxyl group-containing ethylenic monomer or a copolymer thereof with another copolymerizable ethylenically unsaturated monomer; more preferably a (meth) acrylic resin.
In the above compounds of the present invention, the auxiliary is preferably at least one selected from the group consisting of a sensitizer, a curing accelerator, a photocrosslinking agent, a photosensitizer, a dispersion aid, a filler, an adhesion promoter, an antioxidant, an ultraviolet absorber, an anti-flocculant, a thermal polymerization inhibitor, an antifoaming agent, and a surfactant.
In the above-mentioned compounds of the present invention, the solvent is preferably at least one selected from the group consisting of alkylene glycol monoalkyl ethers, alkylene glycol monoalkyl ether acetates, ketones, alkyl lactate esters, aromatic hydrocarbons, and amides.
Another embodiment of the present invention provides a backlight conversion film formed of the above composition, thereby significantly improving display brightness and color saturation.
Yet another embodiment of the present invention provides a backlight unit comprising the above-described backlight conversion film.
In accordance with still another embodiment of the present invention, there is provided a color filter formed of the above-described composition, a monomer and a photoinitiator, thereby significantly improving display brightness and color saturation.
Yet another embodiment of the present invention provides a display device comprising the above-described backlight conversion film and/or the above-described color filter. The display device can obviously improve the display brightness and the color saturation, and has more advantages in picture quality, energy conservation and environmental protection.
Effects of the invention
According to the invention, the organic fluorescent dye composition is used in a backlight conversion film or a color filter of a display device, so that the display brightness and the color saturation can be obviously improved, the luminous efficiency is improved, the process cost is reduced, and the organic fluorescent dye composition has the advantages of picture quality, energy conservation and environmental protection.
Drawings
Fig. 1 is a schematic view of a display device according to an exemplary embodiment of the present description.
Detailed Description
The technical solutions of the present invention will be described in detail below in order to make the technical features, objects, and advantages of the present invention more clearly understood by a reader, but the present invention is not to be construed as limiting the implementable scope of the present invention.
Organic fluorescent dye composition
The invention provides an organic fluorescent dye composition with high brightness and color saturation, which is characterized by comprising a fluorescent dye, a matrix, a binder resin, an auxiliary agent and a solvent.
< organic fluorescent dye >
In one exemplary embodiment of the present specification, as the organic fluorescent dye, a dye that absorbs light selected in the near ultraviolet to visible region and emits light having a wavelength different from that of the absorbed light may be used.
In one exemplary embodiment of the present description, the organic fluorescent dye includes one or more of: BODIPY-based derivatives, acridine-based derivatives, xanthene-based derivatives, arylmethane-based derivatives, coumarin-based derivatives, polycyclic aromatic hydrocarbon-based derivatives, polycyclic heteroaromatic-based derivatives, perylene-based derivatives, pyrrole-based derivatives, and pyrene-based derivatives. Specifically, the organic fluorescent dye includes one or two of the above materials. More specifically, as the organic fluorescent dye, BODIPY-based organic fluorescent dye is used.
< substrate >
In an exemplary embodiment of the present specification, a compound represented by formula 1 is added to an organic fluorescent dye composition as a matrix to improve the brightness of a backlight conversion film or a color filter.
In the formula 1, A is an aromatic ring of C6-C30 or a heteroaromatic ring of C3-C30.
Specifically, a is preferably one selected from a benzene ring, a pyridine ring, a pyrimidine ring, and a triazine ring; more preferably, the three bonds on A in formula 1 are in meta positions; more preferably, the compound is represented by the following formula 2:
the compound represented by formula 2 is Cyanostar. The Cyanostar can be combined with the organic fluorescent dye with positive charges, so that fluorescent molecules can be prevented from interacting when a mixture is solidified, the complete optical characteristics of the mixture are kept, the problem of fluorescence quenching of the fluorescent dye can be greatly reduced, the brightness and the color saturation of the liquid crystal panel can be obviously improved when the Cyanostar is applied to the organic fluorescent dye composition of a backlight conversion film or a color filter, and the Cyanostar has advantages in picture quality, energy conservation and environmental protection.
< Binder resin >
In one exemplary embodiment of the present description, the binder resin is not particularly limited, and can impart advantages such as long-term storage stability, adhesion, coatability, heat resistance, and solvent resistance. The component used may be a carboxyl group-containing acrylic or methacrylic resin.
The binder resin used in the present invention may be a carboxyl group-containing copolymer, particularly a copolymer of one or more carboxyl group-containing ethylenic monomers and other copolymerizable ethylenic unsaturated monomers.
The carboxyl group-containing vinyl monomer can be exemplified by the following: unsaturated monocarboxylic acids such as acrylic acid, methacrylic acid, crotonic acid, α -chloroacrylic acid, ethacrylic acid, and cinnamic acid; unsaturated dicarboxylic acids (anhydrides) such as maleic acid, maleic acid ester, fumaric acid, itaconic acid anhydride, citraconic acid, citraconic anhydride and mesaconic acid, and unsaturated polyvalent carboxylic acids (anhydrides) having a valence of 3 or more. These carboxyl group-containing vinyl monomers may be used alone or in combination of two or more.
Examples of the other copolymerizable ethylenically unsaturated monomer include aromatic vinyl compounds such as styrene, α -methylstyrene, vinyltoluene, vinyl chloride and methoxystyrene; unsaturated carboxylic acid esters such as methyl acrylate, methyl methacrylate, ethyl acrylate, ethyl methacrylate, propyl acrylate, propyl methacrylate, butyl acrylate, butyl methacrylate, 2-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate, benzyl acrylate and benzyl methacrylate, dodecyl methacrylate, tetradecyl methacrylate, hexadecyl methacrylate, stearyl methacrylate, behenyl methacrylate, and arachidyl methacrylate; unsaturated urethane carboxylates such as aminoethyl acrylate, aminoethyl methacrylate, aminopropyl acrylate, and aminopropyl methacrylate; unsaturated carboxylic acid glycidyl esters such as glycidyl acrylate and glycidyl methacrylate; vinyl carboxylates such as vinyl acetate, vinyl propionate, vinyl butyrate and vinyl benzoate; unsaturated ethers such as vinyl methyl ether, vinyl ethyl ether, allyl glycidyl ether and methallyl glycidyl ether; vinyl cyanide compounds such as acrylonitrile, methacrylonitrile, α -chloroacrylonitrile, and vinylidene cyanide; unsaturated amides or unsaturated imides such as acrylamide, methacrylamide, α -chloroacrylamide, N-hydroxyethylacrylamide, N-hydroxyethylmethacrylamide, N-hydroxy N-hydroxyethylmethacrylamide, and maleimide; aliphatic conjugated dienes such as 1, 3-butadiene, isopropene and chloropropene; giant monomers having a monoacryl group or a monomethacryl group at the end of the polymer molecular chain, such as polystyrene, polymethyl acrylate, polymethyl methacrylate, polybutyl acrylate, polybutyl methacrylate, and polysiloxane. These other unsaturated monomers may be used alone or in combination of two or more.
The carboxyl group-containing copolymer is preferably a copolymer of (i) acrylic acid and/or methacrylic acid and (ii) at least one other unsaturated monomer selected from the group consisting of methyl methacrylate, 2-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate, benzyl acrylate, benzyl methacrylate, styrene, polystyrene macromonomer and polymethyl methacrylate macromonomer.
Specific examples of preferred carboxyl group-containing copolymers include: acrylic acid/styrene acrylate copolymer, acrylic acid/styrene acrylate/styrene copolymer, acrylic acid/methyl acrylate/styrene copolymer, acrylic acid/styrene acrylate/polyethylene macromonomer copolymer, acrylic acid/styrene acrylate/polymethyl methacrylate macromonomer copolymer, acrylic acid/methyl acrylate/polyethylene macromonomer copolymer, acrylic acid/methyl acrylate/polymethyl methacrylate macromonomer copolymer, acrylic acid/methyl methacrylate/styrene copolymer, acrylic acid/methyl methacrylate/polyethylene macromonomer copolymer, Acrylic acid/methyl methacrylate/polymethyl methacrylate macromonomer copolymer, acrylic acid/methyl methacrylate/polyethylene macromonomer copolymer, acrylic acid/methyl methacrylate/polymethyl methacrylate macromonomer copolymer, acrylic acid/2-hydroxyethyl methacrylate/methyl methacrylate/polyethylene macromonomer copolymer, acrylic acid/2-hydroxyethyl methacrylate/methyl methacrylate/polymethyl methacrylate macromonomer copolymer, methacrylic acid/methyl acrylate/styrene copolymer, methacrylic acid/methyl acrylate/polyethylene macromonomer copolymer, Methacrylic acid/benzyl acrylate/polymethyl methacrylate macromonomer copolymer, methacrylic acid/methyl acrylate/polyethylene macromonomer copolymer, methacrylic acid/methyl acrylate/polymethyl methacrylate macromonomer copolymer, methacrylic acid/benzyl methacrylate/styrene copolymer, methacrylic acid/methyl methacrylate/polyethylene macromonomer copolymer, methacrylic acid/methyl methacrylate/polymethyl methacrylate macromonomer copolymer, methacrylic acid/methyl methacrylate/polyethylene macromonomer copolymer, methacrylic acid/methyl methacrylate/styrene macromonomer copolymer, methacrylic acid/styrene macromonomer copolymer, methacrylic acid/styrene copolymer, methacrylic acid copolymer, styrene macromonomer copolymer, styrene macromonomer copolymer, and styrene copolymer, methacrylic acid/methyl methacrylate/polymethyl methacrylate macromonomer copolymer, methacrylic acid/2-hydroxyethyl methacrylate/benzyl methacrylate/polyethylene macromonomer copolymer, methacrylic acid/2-hydroxyethyl methacrylate/benzyl methacrylate/polymethyl methacrylate macromonomer copolymer, and the like.
Among these carboxyl group-containing copolymers, particularly preferred are methacrylic acid/benzyl methacrylate copolymer, methacrylic acid/benzyl methacrylate/styrene copolymer, methacrylic acid/methyl methacrylate/styrene copolymer, methacrylic acid/benzyl methacrylate/polyethylene macromonomer copolymer, methacrylic acid/methyl methacrylate macromonomer copolymer, methacrylic acid/2-hydroxyethyl methacrylate/benzyl methacrylate/polyethylene macromonomer copolymer, acrylic acid/methyl methacrylate/styrene macromonomer copolymer, acrylic acid copolymer, methacrylic acid copolymer, and acrylic acid copolymer, Methacrylic acid/2-hydroxyethyl methacrylate/benzyl methacrylate/polymethyl methacrylate macromonomer copolymer.
Surprisingly, by using the binder resin in combination with the specific base material of the present invention, the film forming properties of the composition can be remarkably improved in addition to the advantages of the binder resin itself, such as high long-term storage stability, adhesion, coatability, heat resistance and solvent resistance of the composition.
It should be noted that, here, the expressions like "carboxyl group-containing resin", "carboxyl group-containing homopolymer" mean that the resin or homopolymer, etc. contains the entire "-COOH" group. It is to be noted that derivative groups of carboxyl groups such as ester groups, acid anhydride groups and the like do not belong to the carboxyl groups.
< auxiliary agent >
In an exemplary embodiment of the present description, the composition may be added with various adjuvants as needed. Specific examples thereof include a sensitizer, a curing accelerator, a photocrosslinking agent, a photosensitizer, a dispersion aid, a filler, an adhesion promoter, an antioxidant, an ultraviolet absorber, an antiflocculating agent, a thermal polymerization inhibitor, a defoaming agent, and a surfactant.
< solvent >
In an exemplary embodiment of the present specification, the solvent used may be exemplified by: (poly) alkylene glycol monoalkyl ethers such as ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol n-propyl ether, ethylene glycol mono-n-butyl ether, diethylene glycol mono-ethyl ether, diethylene glycol mono-n-propyl ether, diethylene glycol mono-n-butyl ether, triethylene glycol monomethyl ether, triethylene glycol monoethyl ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol mono-n-propyl ether, propylene glycol mono-n-butyl ether, dipropylene glycol monomethyl ether, dipropylene glycol monoethyl ether, dipropylene glycol mono-n-propyl ether, dipropylene glycol mono-n-butyl ether, tripropylene glycol monomethyl ether, tripropylene glycol monoethyl ether, etc.; (poly) alkylene glycol monoalkyl ether acetates such as ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, diethylene glycol monomethyl ether acetate, diethylene glycol monoethyl ether acetate, propylene glycol monomethyl ether acetate, and propylene glycol monoethyl ether acetate; other ethers such as diethylene glycol dimethyl ether, diethylene glycol methyl ethyl ether, diethylene glycol diethyl ether, and tetrahydrofuran; ketones such as butanone, cyclohexanone, 2-heptanone, and 3-heptanone; alkyl lactate esters such as methyl 2-hydroxypropionate and ethyl 2-hydroxypropionate; ethyl 2-hydroxy-2-methylpropionate, methyl 3-methoxypropionate, ethyl 3-methoxypropionate, methyl 3-ethoxypropionate, ethyl ethoxyacetate, ethyl glycolate, methyl 2-hydroxy-3-methylbutyrate, 3-methyl-3-methoxybutyl acetate, 3-methyl-3-methoxybutyl propionate, ethyl acetate, n-propyl acetate, isopropyl acetate, n-butyl acetate, isobutyl acetate, n-amyl formate, isoamyl acetate, n-butyl propionate, ethyl butyrate, n-propyl butyrate, isopropyl butyrate, n-butyl butyrate, methyl pyruvate, ethyl pyruvate, n-propyl pyruvate, methyl acetoacetate, ethyl acetoacetate, 2-ethyl acetoacetate, and other esters; aromatic hydrocarbons such as toluene and xylene; amides such as N-methylpyrrolidone, N-dimethylformamide and N, N-dimethylacetamide. These solvents may be used alone or in combination of 2 or more.
Among the above solvents, propylene glycol monomethyl ether, ethylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, diethylene glycol dimethyl ether, diethylene glycol methyl ethyl ether, cyclohexanone, and 3-methoxybutyl acetate are preferable in view of solubility and dispersibility, and propylene glycol monomethyl ether acetate and 3-methoxybutyl acetate are particularly preferably used.
Color filter
The invention provides a color filter, which comprises the composition, a monomer and a photoinitiator.
< monomer >
In the present specification, it is also necessary to add a monomer when the composition is used for a color filter. The monomer may be a monofunctional monomer, a polyfunctional monomer, or a combination of both.
As monofunctional monomers, mention may be made of: (meth) acrylamide, methylol (meth) acrylamide, methoxymethyl (meth) acrylamide, ethoxymethyl (meth) acrylamide, propoxymethyl (meth) acrylamide, butoxymethoxymethyl (meth) acrylamide, N-methylol (meth) acrylamide, N-hydroxymethyl (meth) acrylamide, (meth) acrylic acid, fumaric acid, maleic anhydride, itaconic acid, itaconic anhydride, citraconic acid, citraconic anhydride, crotonic acid, 2-acrylamido-2-methylpropanesulfonic acid, tert-butylacrylamide sulfonic acid, methyl (meth) acrylate, ethyl (meth) acrylate, butyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, cyclohexyl (meth) acrylate, 2-hydroxyethyl (meth) acrylate, methyl (meth) acrylate, N-hydroxyhexyl (meth) acrylamide, N-hydroxymethyl (meth) acrylamide, N-hydroxyhexyl (meth) acrylate, N-ethylhexylacrylamide, N-ethylhexylmethacrylate, N-ethylmethacrylate, and a, 2-hydroxypropyl (meth) acrylate, 2-hydroxybutyl (meth) acrylate, 2-phenoxy-2-hydroxypropyl (meth) acrylate, 2- (meth) acryloyloxy-2-hydroxypropyl phthalate, glycerol mono (meth) acrylate, tetrahydrofurfuryl (meth) acrylate, dimethylamino (meth) acrylate, glycidyl (meth) acrylate, 2,2, 2-trifluoroethyl (meth) acrylate, 2,2,3, 3-tetrafluoropropyl (meth) acrylate, a hemi (meth) acrylate of a phthalic acid derivative, and the like. These monofunctional monomers may be used alone or in combination of 2 or more.
As the polyfunctional monomer, there may be mentioned: ethylene glycol di (meth) acrylate, diethylene glycol di (meth) acrylate, tetraethylene glycol di (meth) acrylate, propylene glycol di (meth) acrylate, polypropylene glycol di (meth) acrylate, butanediol di (meth) acrylate, neopentyl glycol di (meth) acrylate, 1, 6-hexanediol di (meth) acrylate, trimethylolpropane tri (meth) acrylate, glycerol di (meth) acrylate, pentaerythritol triacrylate, pentaerythritol tetraacrylate, dipentaerythritol pentaacrylate, dipentaerythritol hexaacrylate, pentaerythritol di (meth) acrylate, pentaerythritol tri (meth) acrylate, pentaerythritol tetra (meth) acrylate, dipentaerythritol penta (meth) acrylate, dipentaerythritol hexa (meth) acrylate, 2, 2-bis (4- (meth) acryloyloxydiethoxyphenyl) propane, 2-bis (4- (meth) acryloyloxypolyethoxyphenyl) propane, 2-hydroxy-3- (meth) acryloyloxypropyl (meth) acrylate, ethylene glycol diglycidyl ether di (meth) acrylate, diglycidyl phthalate di (meth) acrylate, glycerol triacrylate, glycerol polyglycidyl ether poly (meth) acrylate, urethane (meth) acrylate (i.e., benzylidene diisocyanate), a reaction product of trimethylhexamethylene diisocyanate with hexamethylene diisocyanate and 2-hydroxyethyl (meth) acrylate, methylenebis (meth) acrylamide, a salt thereof, a crystalline compound thereof, a crystalline compound, a, Polyfunctional monomers such as (meth) acrylamide methylene ether and condensates of polyhydric alcohols and N-methylol (meth) acrylamide, and triacryloyl formal. These polyfunctional monomers may be used alone or in combination of 2 or more.
< photoinitiator >
In the present specification, a photoinitiator is also added when the composition is used for a color filter. From the viewpoint of polymerization characteristics, initiation efficiency, absorption wavelength, availability, price, and the like, it is preferable to contain at least one compound selected from the group consisting of acetophenone type, benzophenone type, thioxanthone type, and oxime type as the photoinitiator.
Preferred acetophenone compounds in the present invention include diethoxyacetophenone, 2-methyl-2-morpholino-1- (4-methylthiophenyl) propan-1-one, 2-hydroxy-2-methyl-1-phenylpropan-1-one, benzildimethylketal, oligomers of 2-hydroxy-2-methyl-1- [4- (2-hydroxyethoxy) phenyl ] propan-1-one, 1-hydroxycyclohexyl phenyl ketone, 2-hydroxy-2-methyl-1- [4- (1-methylvinyl) phenyl ] propan-1-one, and the like, and more preferably 2-methyl-2-morpholino-1- (4-methylthiophenyl) propan-1-one. In addition, a plurality of acetophenone compounds and other photopolymerization initiators may be used in combination.
Examples of the benzophenone-based compound include benzophenone, methyl benzoylbenzoate, 4-phenylbenzophenone, 4-benzoyl-4 ' -methyldiphenyl sulfide, 3 ', 4,4 ' -tetrakis (t-butylperoxycarbonyl) benzophenone, and 2,4, 6-trimethylbenzophenone.
Examples of the thioxanthone-based compound may be thioxanthone, 2-methylthioxanthone, isopropylthioxanthone, 2, 4-diethylthioxanthone, 2, 4-diisopropylthioxanthone, 2-chlorothioxanthone, and the like.
Examples of the oxime-based compound may be an O-acyloxime-based compound, 2- (O-benzoyloxime) -1- [4- (phenylthio) phenyl ] -1, 2-octanedione, 1- (O-acetyloxime) -1- [ 9-ethyl-6- (2-methylbenzoyl) -9H-carbazol-3-yl ] ethanone, O-ethoxycarbonyl-alpha-oxyamino-1-phenylpropan-1-one, and the like. Specific examples of the O-acyloxime-based compound may be 1, 2-octanedione, 2-dimethylamino-2- (4-methylbenzyl) -1- (4-morpholin-4-yl-phenyl) -butan-1-one, 1- (4-phenylthiophenyl) -butan-1, 2-dione-2-oxime-O-benzoate, 1- (4-phenylthiophenyl) -octa-1, 2-dione-2-oxime-O-benzoate, 1- (4-phenylthiophenyl) -octa-1-one oxime-O-acetate and 1- (4-phenylthiophenyl) -butan-1-one oxime-O-acetate. For example, the photopolymerization initiator of the photosensitive resin composition according to the embodiment may be an oxime-based compound. Commercially available examples of the photopolymerization initiator include, but are not limited to, OXE01 and OXE-02 from Pasteur.
Backlight conversion film and method for producing the same
The above-described backlight conversion film may be manufactured by a method including: coating a composition solution in which an organic fluorescent dye, Cyanostar, a binder resin, an auxiliary and a solvent are dissolved on a base film; the solution coated on the base film is dried.
In one exemplary embodiment of the present specification, with respect to a composition solution in which an organic fluorescent dye, Cyanostar, a binder resin, an auxiliary agent, and a solvent are dissolved, a production method thereof is not particularly limited as long as the above materials are dissolved in the solution.
In an exemplary embodiment of the present specification, a composition solution in which an organic fluorescent dye, Cyanostar, a binder resin, an auxiliary agent and a solvent are dissolved may be produced by the following method: the method includes preparing a first solution by dissolving an organic fluorescent dye and Cyanostar in a solvent, preparing a second solution by dissolving a binder resin and an auxiliary in the solvent, and mixing the first solution and the second solution. When the first solution is mixed with the second solution, it is preferable to uniformly mix these solutions. However, the method is not limited thereto, and a method of simultaneously adding the above-described materials in a solvent, a method of dissolving the organic fluorescent dye and Cyanostar in a solvent and then adding the binder resin and the auxiliary agent thereto, a method of dissolving the binder resin and the auxiliary agent in a solvent and then adding the organic fluorescent dye and Cyanostar thereto, or the like may be used.
When the first solution and the second solution are used, the solvents contained in the respective solutions may also be the same as or different from each other. Even when different solvents are used in the first solution and the second solution, it is preferable that these solvents have compatibility so as to be mixed with each other.
When the fluorescent dye composition is used as a color filter, the monomer and the initiator are dissolved in the second solution.
When used as a color filter, the fluorescent dye composition solution is further subjected to Ultraviolet (UV) exposure, development and thermal curing after drying to form a desired pixel pattern.
As a method of coating the composition solution in which the organic fluorescent dye, Cyanostar, the binder resin, the auxiliary agent and the solvent are dissolved on one surface of the base film, various known methods can be used, a die coater can be used, and various bar coating methods, blade coating methods and the like can be used.
In an exemplary embodiment of the present specification, the drying of the composition solution coated on the base film is performed at 100 ℃ to 200 ℃ for 15 minutes or less. For example, a phosphor-converted film containing a phosphor with an appropriate thickness and a certain concentration on the base film can be obtained by drying the base film in an oven located near the coater in the advancing direction of the base film during the coating process. The drying of the composition solution may be carried out at a temperature more specifically in the range of 130 ℃ to 180 ℃ for 10 minutes to 15 minutes.
Backlight unit
Another exemplary embodiment of the present specification provides a backlight unit including the above color conversion film. The backlight unit may have a backlight unit configuration known in the art, except that the backlight unit includes the backlight conversion film.
Fig. 1 illustrates a structure of a backlight unit according to an exemplary embodiment of the present specification. The backlight conversion film is arranged between the TFT substrate and the backlight source, and the backlight source is a blue light source. The backlight conversion film is divided into two layers of green and red, and a blue light source is converted into high-brightness white light after passing through the two layers of conversion films.
Display device
The display device is not particularly limited, and may be, for example, a TV, a monitor of a computer, a notebook computer, and a mobile phone.
Examples
The present invention is further illustrated by the following examples, but is not limited thereto.
< example 1>
A first solution was prepared by dissolving 4.9 parts by weight of a green fluorescent substance having the following structural formula and 0.1 part by weight of a red fluorescent substance in 90 parts by weight of propylene glycol monomethyl ether acetate as a solvent, and then adding 5 parts by weight of Cyanostar (cyanstar).
A second solution was prepared by dissolving 59.5 parts by weight of an acrylic resin (available from MIWON Commercial) having the following formula 3, 0.5 part by weight of a leveling agent FTX-218 (available from tokyo nova), and 0.5 part by weight of an adhesion promoter dynasyllan GLYMO (available from EVONIK) in 40 parts by weight of propylene glycol monomethyl ether acetate as a solvent.
The weight average molecular weight of formula 3 is 7250 g/mol.
And slowly pouring the second solution into the first solution, and uniformly mixing to obtain the organic fluorescent dye composition solution.
The backlight conversion film was formed by coating the solution on a PET base film having a thickness of 50 μm and then drying the PET base film.
< example 2>
In the same manner as in example 1 except that the acrylic resin of formula 3 was changed to a resin represented by the following formula 4 (available from Daicel Chemical), a backlight conversion film was obtained.
The weight average molecular weight of formula 4 is 6610 g/mol.
< comparative example >
Unlike example 2, only 4.9 parts by weight of the green fluorescent substance and 0.1 part by weight of the red fluorescent substance were dissolved in 95 parts by weight of propylene glycol monomethyl ether acetate as a solvent in the first solution without adding Cyanostar.
The second solution and the method of manufacturing the backlight conversion film were exactly the same as in example 2.
The luminance of the backlight units of examples 1 and 2 and comparative example were measured by a luminance meter, and the results are shown in Table 1.
Evaluation of film-forming properties:
after the fluorescent dye composition was applied to a substrate, the substrate was dried at a temperature of 100 ℃/10min, and the film-forming property was visually observed.
Good: good film forming properties (smooth visual);
x: film forming properties are poor (cracking).
TABLE 1
| Luminance cd/cm2 | Film forming property | |
| Example 1 | 530 | 〇 |
| Example 2 | 510 | × |
| Comparative example | 320 | × |
It is apparent from the results shown in table 1 that the backlight units of examples 1 and 2 had significantly higher luminance than the comparative examples. In addition, since the specific binder resin is used in combination with the matrix in example 1, the film forming performance is better than that in example 2.
The preferred embodiments of the present invention have been described in detail, however, the present invention is not limited to the specific details of the above embodiments, and various simple modifications may be made to the technical solution of the present invention within the technical idea of the present invention, and these simple modifications are within the protective scope of the present invention.
It should be noted that the various features described in the foregoing embodiments may be combined in any suitable manner without contradiction. The invention is not described in detail in order to avoid unnecessary repetition.
In addition, any combination of the various embodiments of the present invention is also possible, and the same should be considered as the disclosure of the present invention as long as it does not depart from the spirit of the present invention.
Claims (10)
1. A composition comprising a fluorescent dye, a matrix, a binder resin, an auxiliary agent and a solvent,
the substrate has a structure represented by formula 1:
in the formula 1, A is an aromatic ring of C6-C30 or a heteroaromatic ring of C3-C30.
2. The composition of claim 1, wherein,
the fluorescent dye comprises more than one selected from the following fluorescent dyes: derivatives based on a BODIPY dye, derivatives based on acridine, derivatives based on xanthene, derivatives based on arylmethane, derivatives based on coumarin, derivatives based on polycyclic aromatic hydrocarbons, derivatives based on polycyclic heteroaromatic compounds, derivatives based on perylene, derivatives based on pyrrole and derivatives based on pyrene;
derivatives based on the BODIPY dyes are preferred.
3. The composition of claim 1, wherein,
a is selected from one of benzene ring, pyridine ring, pyrimidine ring and triazine ring;
preferably A is a benzene ring;
it is further preferred that the matrix has a structure represented by formula 2:
4. the composition of claim 1, wherein the binder resin is a carboxyl-containing resin;
preferably a homopolymer of a carboxyl group-containing ethylenic monomer or a copolymer thereof with another copolymerizable ethylenically unsaturated monomer;
more preferably a (meth) acrylic resin.
5. The composition according to claim 1, wherein the auxiliary agent is one or more selected from the group consisting of a sensitizer, a curing accelerator, a photocrosslinking agent, a photosensitizer, a dispersion aid, a filler, an adhesion promoter, an antioxidant, an ultraviolet absorber, an antiflocculating agent, a thermal polymerization inhibitor, an antifoaming agent, and a surfactant.
6. The composition according to claim 1, wherein the solvent is one or more selected from the group consisting of alkylene glycol monoalkyl ethers, alkylene glycol monoalkyl ether acetates, ketones, alkyl lactate esters, aromatic hydrocarbons, and amides.
7. A backlight conversion film formed from the composition according to any one of claims 1 to 6.
8. A backlight unit comprising the backlight conversion film of claim 7.
9. A color filter comprising the composition according to any one of claims 1 to 6, a monomer and a photoinitiator.
10. A display device comprising the backlight unit according to claim 8 and/or the color filter according to claim 9.
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| CN102566265A (en) * | 2010-12-27 | 2012-07-11 | 第一毛织株式会社 | Photosensitive resin composition and color filter using the same |
| US20150376122A1 (en) * | 2013-02-13 | 2015-12-31 | Indiana University Research And Technology Corporation | Poly-Cyanostilbene Macrocycles |
| CN105467758A (en) * | 2014-09-26 | 2016-04-06 | 东友精细化工有限公司 | Self emission type photosensitive resin composition and display device comprising color conversion layer prepared thereby |
| WO2019177917A1 (en) * | 2018-03-10 | 2019-09-19 | Indiana University Research And Technology Corporation | Color matched and bright fluorescent materials composed of small-molecule ionic lattices |
| KR20200114552A (en) * | 2019-03-29 | 2020-10-07 | 동우 화인켐 주식회사 | Self emission type photosensitive resin composition, color filter comprising color conversion layer using the same and display device |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102566265A (en) * | 2010-12-27 | 2012-07-11 | 第一毛织株式会社 | Photosensitive resin composition and color filter using the same |
| US20150376122A1 (en) * | 2013-02-13 | 2015-12-31 | Indiana University Research And Technology Corporation | Poly-Cyanostilbene Macrocycles |
| CN105467758A (en) * | 2014-09-26 | 2016-04-06 | 东友精细化工有限公司 | Self emission type photosensitive resin composition and display device comprising color conversion layer prepared thereby |
| WO2019177917A1 (en) * | 2018-03-10 | 2019-09-19 | Indiana University Research And Technology Corporation | Color matched and bright fluorescent materials composed of small-molecule ionic lattices |
| KR20200114552A (en) * | 2019-03-29 | 2020-10-07 | 동우 화인켐 주식회사 | Self emission type photosensitive resin composition, color filter comprising color conversion layer using the same and display device |
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