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WO2018124826A1 - Compositions de revêtement susceptible de ne former qu'une faible incurvation et film fabriqué à partir de celles-ci - Google Patents

Compositions de revêtement susceptible de ne former qu'une faible incurvation et film fabriqué à partir de celles-ci Download PDF

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Publication number
WO2018124826A1
WO2018124826A1 PCT/KR2017/015766 KR2017015766W WO2018124826A1 WO 2018124826 A1 WO2018124826 A1 WO 2018124826A1 KR 2017015766 W KR2017015766 W KR 2017015766W WO 2018124826 A1 WO2018124826 A1 WO 2018124826A1
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Prior art keywords
group
coating composition
organic compound
formula
resin
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Ceased
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PCT/KR2017/015766
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English (en)
Korean (ko)
Inventor
민지홍
김두식
최지식
최승석
신규순
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Dongjin Semichem Co Ltd
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Dongjin Semichem Co Ltd
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Priority to JP2019535941A priority Critical patent/JP7100038B2/ja
Priority to CN201780081547.0A priority patent/CN110121537B/zh
Publication of WO2018124826A1 publication Critical patent/WO2018124826A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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    • C—CHEMISTRY; METALLURGY
    • 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
    • C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
    • C08J7/04—Coating
    • C08J7/043—Improving the adhesiveness of the coatings per se, e.g. forming primers
    • 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
    • C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40—Additives
    • C09D7/60—Additives non-macromolecular
    • C09D7/63—Additives non-macromolecular organic
    • C—CHEMISTRY; METALLURGY
    • 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
    • C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
    • C08J5/18—Manufacture of films or sheets
    • C—CHEMISTRY; METALLURGY
    • 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
    • C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
    • C08J7/04—Coating
    • C—CHEMISTRY; METALLURGY
    • 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
    • C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
    • C08J7/04—Coating
    • C08J7/046—Forming abrasion-resistant coatings; Forming surface-hardening coatings
    • 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
    • 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
    • C09D163/00—Coating compositions based on epoxy resins; Coating compositions based on derivatives of epoxy resins
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D183/00—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Coating compositions based on derivatives of such polymers
    • C09D183/04—Polysiloxanes
    • C09D183/06—Polysiloxanes containing silicon bound to oxygen-containing groups
    • 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
    • C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40—Additives
    • 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
    • C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40—Additives
    • C09D7/65—Additives macromolecular

Definitions

  • the present invention relates to a coating composition capable of low curl implementation and a film prepared therefrom, and more particularly, to a coating composition capable of performing low curl including a polyfunctional organic compound and a film prepared therefrom. will be.
  • polymer plastic substrates such as polyethylene terephthalate (PET), polycarbonate (PC), polymethyl methacrylate (PMMA) and polyimide (PI) are being applied. Due to the lack of chemical resistance, there is a problem that the scratches, abrasion, hardness and the like compared to the glass is weak.
  • a general hard coating composition is composed of a resin containing a photocurable functional group such as (meth) acrylate or epoxy, a curing agent and an additive, and after coating on a polymer plastic substrate and undergoing a curing process, a coating layer having properties such as hardness and abrasion resistance may be formed. It can be formed, which can be applied as a protective substrate of the display.
  • a photocurable functional group such as (meth) acrylate or epoxy
  • a curing agent and an additive after coating on a polymer plastic substrate and undergoing a curing process, a coating layer having properties such as hardness and abrasion resistance may be formed. It can be formed, which can be applied as a protective substrate of the display.
  • Such photo-curable hard coating compositions based on (meth) acrylates or epoxy groups provide improved hardness, but it is difficult to realize high hardness at the glass level. Has difficulty in its practical application.
  • By applying a thick coating layer can realize high hardness properties, but the thicker the coating layer becomes more difficult since the curl occurs due to shrinkage during curing becomes more difficult.
  • Korean Patent Application No. 10-2008-0114104 discloses a photocurable (meth) acrylate oligomer, a multi-pipe manufactured by the reaction of a polyester polyol containing 2 to 40 hydroxyl groups and a polyfunctional (meth) acrylate monomer.
  • a hard coating composition consisting of a functional (meth) acrylate monomer, a photopolymerization initiator and a residual amount of solvent was prepared to form a coating layer to improve curl, it is difficult to control curl due to shrinkage during curing due to the properties of (meth) acrylate. There is this.
  • the coating film using the same may be an optical film, a protective film, or a plastic for electronic products. It can be usefully applied to various other products.
  • an object of the present invention is to provide a coating composition and a film prepared therefrom that can be implemented low-cal including a polyfunctional organic compound.
  • the present invention to achieve the above object is a resin composition; And a polyfunctional organic compound including an alcohol group, a thiol group, or a carboxyl group, wherein the polyfunctional organic compound provides 1 to 100 parts by weight based on 100 parts by weight of the resin composition.
  • the multifunctional organic compound may include a compound of Formula 1 below:
  • k is an integer from 1 to 4,
  • R and R ' are each independently an alkyl group having 1 to 20 carbon atoms, an alcohol group connected to an alkyl group having 1 to 20 carbon atoms, a thiol group connected to an alkyl group having 1 to 20 carbon atoms, a carboxyl group connected to an alkyl group having 1 to 20 carbon atoms, and an alcohol group , A thiol group, or a carboxyl group,
  • X is a linking group derived from Formula 2, Formula 3, Formula 4 or Formula 5:
  • n, o, x and y are each independently an integer from 1 to 10,000.
  • the polyfunctional organic compound including the alcohol group, thiol group or carboxyl group may have a molecular weight of 100 to 1,000,000.
  • the resin composition may include an epoxy or acrylic resin, or may include a silsesquioxane resin.
  • the silsesquioxane resin may be a cage silsesquioxane, a ladder silsesquioxane, a random silsesquioxane, or a mixture thereof.
  • the coating composition may further comprise one or more of a cationic initiator, a radical initiator or a solvent initiated by light or heat.
  • the present invention also provides a film wherein the coating composition is coated on a substrate and cured.
  • the film may have an average value of 5 mm or less with four corners spaced apart from the bottom on an A4 size basis.
  • the present invention can prepare a coating composition capable of low curl implementation including a polyfunctional organic compound including an alcohol group, a thiol group or a carboxyl group.
  • the present invention can be used to produce a film with less occurrence of curl using the coating composition, it can be usefully applied to various products other than optical films, protective films, electronic products such as display panels and plastics.
  • composition of the present invention can be applied to a plastic substrate having a flexible and high hardness properties that can replace the protective glass substrate of a display substrate such as LCD, OLED.
  • FIG. 1 is a view showing that the film produced according to the present invention forms a low curl compared to the conventional film.
  • composition of the present invention is cured, an organic compound having an alcohol group, a thiol group, or a carboxyl group forms a crosslink to perform a three-dimensional buffer function.
  • the coating composition of the present invention includes a resin composition; and a polyfunctional organic compound including an alcohol group, a thiol group, or a carboxyl group, and the polyfunctional organic compound includes 1 part by weight to 100 parts by weight based on 100 parts by weight of the resin composition.
  • the content of the polyfunctional organic compound containing the alcohol group, the thiol group or the carboxyl group is less than 1 part by weight, it is difficult to expect the effect of curl control, the content of the polyfunctional organic compound including the alcohol group, thiol group or carboxyl group If it exceeds 100 parts by weight, the degree of curing may be inferior and the curing properties of the coating layer may be incomplete.
  • the multifunctional organic compound may include a compound of Formula 1 below:
  • k is an integer from 1 to 4,
  • R and R ' are each independently an alkyl group having 1 to 20 carbon atoms, an alcohol group connected to an alkyl group having 1 to 20 carbon atoms, a thiol group connected to an alkyl group having 1 to 20 carbon atoms, a carboxyl group connected to an alkyl group having 1 to 20 carbon atoms, and an alcohol group , A thiol group, or a carboxyl group,
  • X is a linking group derived from Formula 2, Formula 3, Formula 4 or Formula 5:
  • n, o, x and y are each independently an integer from 1 to 10,000.
  • the polyfunctional organic compound including the alcohol group, thiol group or carboxyl group may have a molecular weight of 100 to 1,000,000.
  • the polyfunctional organic compound may be polyester polyol, polycarbonate polyol, polyethylene glycol, polypropylene glycol, polycaprotaxone polyol, polytetramethylene glycol, tetramethyltrimethylol, glycerin , Pentaerythritol tetraalcohol, dipentaerythritol hexaalcohol, polyacrylate polyol, polyvinyl alcohol, and one selected from the group consisting of polyols derived therefrom.
  • the polyfunctional organic compound when the polyfunctional organic compound contains a thiol group, the polyfunctional organic compound may be 1,2-ethanedithiol, butanedithiol, 1,3-propanedithiol, or 1,2-ethanedithiol.
  • the polyfunctional organic compound when the polyfunctional organic compound contains a carboxyl group, the polyfunctional organic compound is naphthalene 1,8-dicarboxylic acid, biphenyl-4,4'-dicarboxylic acid, 2,2'-bipyridine- 4,4'-dicarboxylic acid, pyrrolidine-2,4-dicarboxylic acid, 4,5-imidazoledicarboxylic acid, 1,2,3,4-cyclopentanetetracarboxylic dianhydride It may be at least one selected from the group consisting of pyridine-2,5-dicarboxylate and diphenyl-4,4'-dicarboxylate.
  • the resin composition may include an epoxy or acrylic organic resin, or may include a silsesquioxane resin, and specifically, may include a silsesquioxane resin.
  • Epoxy-based organic resin of the resin composition may be used as long as it has two or more epoxy groups in one molecule, for example, alicyclic epoxy, bisphenol A and F type epoxy, phenol novolak type epoxy, naphthalene type epoxy, Biphenyl type epoxy, cyclopentadiene type epoxy, etc. are illustrated. Among these, an alicyclic epoxy and a phenol novolak-type epoxy are preferable for compatibility with a multifunctional organic compound and curing properties.
  • the acryl-based organic resin may be any of 2 to 12 functional acrylic organic resins having two or more acrylic groups in one molecule, and 3 to 6 functional acrylic resins for controlling the degree of curing and curling of the cured product.
  • Organic resins are preferred.
  • the acrylic organic resin means not only acrylate but also methacrylate or a derivative in which a substituent is introduced into acrylate or methacrylate, and examples thereof include trimethylolpropane triacrylate, trimethylolpropaneethoxy triacrylate, Glycerin propoxylated triacrylate, pentaerythritol tetraacrylate, dipentaerythritol hexaacrylate, etc. are mentioned.
  • the silsesquioxane resin may be, for example, cage type silsesquioxane, ladder type silsesquioxane, random type silsesquioxane or a mixture thereof, and specifically, the structure of Formula 6 It may be a ladder type silsesquioxane having:
  • Each R ′ 1 is independently an alkyl group of C 1 to C 5 ,
  • Each R 11 is independently hydrogen; heavy hydrogen; halogen; Amine group; Epoxy groups; Cyclohexyl epoxy group; (Meth) acryl group; Thiol group; Isocyanate group; Nitrile group; Nitro group; Or a phenyl group; C 1 to C 40 alkyl group or C 2 to C 40 which is unsubstituted or substituted with hydrogen, deuterium, halogen, amine group, epoxy group, (meth) acryl group, thiol group, isocyanate group, nitrile group, nitro group or phenyl group Alkenyl group or C 1 to C 40 alkoxy group or C 3 to C 40 cycloalkyl group or C 3 to C 40 heterocycloalkyl group or C 6 to C 40 aryl group or C 3 to C 40 heteroaryl group or C 3 to C 40 aralkyl group or C 3 to C 40 aryloxy group or C 3 to C 40 arylsilol group,
  • Z is an integer from 1 to 100,000.
  • the silsesquioxane resin of the formula (6) usable in the present invention may be a ladder-type silsesquioxane resin, and the prior art, for example, Korean Patent Application No. 10-2015-0031865 or Korea Silsesquioxane resins, which may be prepared by patent application 10-2013-0163607, are also available.
  • the silsesquioxane composite polymer of the present invention may be adjusted to 1 to 99.9% condensation in order to secure excellent storage stability to obtain a wide range of applications. That is, the content of alkoxy groups bonded to Si at the terminal and center can be controlled from 50% to 0.01% with respect to the bonding groups of the entire polymer.
  • the weight average molecular weight of the silsesquioxane composite polymer according to the present invention may be 1,000 to 1,000,000, specifically 5,000 to 100,000, and more specifically 7,000 to 50,000. In this case, the processability and physical properties of the silsesquioxane can be improved simultaneously.
  • the resin composition may further include one or more of a cationic initiator, a radical initiator or a solvent initiated by light or heat commonly used in the art, and optionally, a curing agent, a plasticizer, a sunscreen, Additives such as other functional additives may be further included to improve curability, heat resistance, UV blocking, plasticizing effect, and the like.
  • a photoinitiator may be used specifically, and may be included in an amount of 0.1 to 20 parts by weight based on 100 parts by weight of a resin, for example, a total weight of silsesquioxane resin.
  • photoinitiators conventionally used in the art may be used, and iron-arene complex compounds, aromatic diazonium salts, aromatic iodonium salts, aromatic sulfonium salts, pyridinium salts, and aluminum complexes / silyl
  • At least one cationic polymerization initiator selected from the group consisting of ethers or at least one radical polymerization initiator selected from the group consisting of acetophenones, benzoin, acylfocipine oxides, titanocenes, benzophenones and thioxanthones initiators have.
  • the solvent usable in the present invention can be used without limitation so long as it is an organic solvent commonly used in the art, for example, alcohol solvents such as methanol, ethanol, isopropyl alcohol, butanol, 2-methoxyethanol, Alkoxy alcohol solvents such as 2-ethoxyethanol, 1-methoxy-2-propanol, 2-isopropoxyethanol, acetone, methyl ethyl ketone, methyl isobutyl ketone, methyl propyl ketone, ketone solvents such as cyclohexanone , Propylene glycol monopropyl ether, propylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether, ethylene glycol, monobutyl ether, diethylene glycol monomethyl ether, diethyl glycol monoethyl ether, diethyl glycol mono Ethers such as propyl ether, diethyl glycol monobutyl
  • the solvent may be included so that the solids content of the coating composition is 30% to 70% by weight.
  • the present invention also provides a film wherein the coating composition is coated on a substrate and cured.
  • the film may be prepared by coating the coating composition on a substrate and then curing by light irradiation.
  • the polyfunctional organic compound-resin formed by crosslinking of a photocurable resin with an organic compound having an alcohol, a thiol, and a carboxylic acid group the polyfunctional organic compound is intermolecular by covalent bonds in a cured material.
  • the film obtained by applying the coating composition to the substrate by the method proposed in the present invention can be coated by easily adjusting the bending strength of the coating layer according to the degree of warpage of the substrate, and the curling of the substrate is remarkably small with only one side coating.
  • the coating layer can be formed.
  • the average value of curls with four corners spaced from the bottom on the basis of A4 size may be 5 mm or less.
  • the curl was placed in a flat place A4 size coating film, the average value of the height of the four corner ends spaced from the plane as the curl value.
  • the effect of lowering curl by the coating composition of the present invention can be expected without limiting the substrate.
  • a plastic film known as a substrate of a conventional optical coating film may be applied.
  • the plastic film may be appropriately selected from transparent or translucent according to a use, and may be, for example, polyethylene terephthalate or polybutyl.
  • Polyester films such as lenterephthalate and polyethylene naphthalate, polyethylene film, polypropylene film, cellophane, diacetyl cellulose film, triacetyl cellulose film, acetyl cellulose butyrate film, polyvinyl chloride film, polyvinylidene chloride film, poly Vinyl alcohol film, ethylene-vinyl acetate copolymer film, polystyrene film, polycarbonate film, polymethyl methacrylate film, polymethylpentene film, polysulfone film, polyetheretherketone film, polyethersulfone film, polyetherimide film , Polyimi Film, fluorine resin film, polyamide film, acrylic resin film, norbornene-based resin film, cycloolefin resin film and the like can be used.
  • the thickness of the coating composition of the present invention can be arbitrarily adjusted according to the substrate, for example, can be formed to a thickness of 1 ⁇ m to 100 ⁇ m or less, less curl occurs even in a thick thickness of 50 ⁇ m or more process application and product application This is easy. From the viewpoint of effectively suppressing the curl phenomenon, the thickness may be 100 ⁇ m or less, and more specifically, 20 to 80 ⁇ m.
  • the curl of the final coating film may be adjusted to 5 mm or less.
  • the curl of the coating film may have an average value of four corners of 3 mm or less based on A4, and a thickness of 0.188 mm.
  • the curl of the coating film may have an average value of four corners of 2 mm or less on the basis of A4, and a polymethyl meta of 0.3 mm in thickness.
  • the curl of the coating film may have an average value of four corners of 2 mm or less based on A4, and a triacetyl cellulose (TAC) having a thickness of 0.1 mm.
  • TAC triacetyl cellulose
  • the curl of the coating film may have an average value of four corners of 4 mm or less based on A4.
  • the coating composition may be applied on the plastic substrate film by a bar coating method, a knife coating method, a roll coating method, a blade coating method, a die coating method, a gravure coating method, a spin coating method and the like.
  • mercury, metal halides, LEDs, and the like may be used as the light source of the ultraviolet lamp, and light having a wavelength of 250 to 400 nm may be used for curing the coating composition.
  • the coating composition according to the present invention comprises a polyfunctional organic compound comprising an alcohol group, a thiol group or a carboxyl group, a silsesquioxane resin, a photoinitiator and a solvent, so that the coating composition may Due to the buffering action, curing shrinkage can be alleviated to significantly reduce the occurrence of curl, and the hardness of the film can be improved.
  • TMAH tetramethylammonium hydroxide
  • KOH potassium hydroxide
  • Si-OH functional group was confirmed through IR analysis (3,200 cm-1), and the molecular weight was measured, it was confirmed that the produced silsesquioxane resin had a molecular weight in terms of styrene styrene.
  • silsesquioxane resin obtained in Preparation Example 1 100 parts by weight of the silsesquioxane resin obtained in Preparation Example 1, 2.2 parts by weight of a photoinitiator (trade name: Synasia, PI-6976), 0.22 parts by weight of a silicone-based leveling additive (trade name: BYK, BYK-378), a polyhydric alcohol 1 part by weight of the organic compound (trade name: Daicel, PCL-305) and 101 parts by weight of 2-isopropyl alcohol were mixed to prepare a coating composition.
  • a photoinitiator trade name: Synasia, PI-6976
  • silicone-based leveling additive trade name: BYK, BYK-378
  • a polyhydric alcohol 1 part by weight of the organic compound trade name: Daicel, PCL-305
  • the coating composition was applied onto a polycarbonate substrate having a thickness of 0.3 mm and dried and cured so that the final coating had a thickness of 30 ⁇ m.
  • a coating composition and a coating film were prepared in the same manner as in Example 1, except that 50 parts by weight of the alcohol organic composite (trade name: Daicel, PCL-305) was used instead of 1 part by weight.
  • the alcohol organic composite trade name: Daicel, PCL-305
  • a coating composition and a coating film were prepared in the same manner as in Example 1, except that 100 parts by weight of the alcohol organic composite (trade name: Daicel, PCL-305) was used instead of 1 part by weight.
  • the alcohol organic composite trade name: Daicel, PCL-305
  • a coating composition and a coating film were prepared in the same manner and composition as in Example 1, except that the thiol organic compound (Showa Denko, KarenzMT PE1) was used instead of the alcohol organic compound.
  • a coating composition and a coating film were prepared in the same manner and composition as in Example 2, except that thiol organic composite (Showa Denko, KarenzMT PE1) was used instead of the alcohol organic composite.
  • a coating composition and a coating film were prepared in the same manner and in the same manner as in Example 3 except that a thiol organic compound (Showa Denko, KarenzMT PE1) was used instead of the alcohol organic compound.
  • a thiol organic compound Showa Denko, KarenzMT PE1
  • the coating composition was prepared in the same manner as in Example 3 except that trimethylolpropane triacrylate was used instead of the silsesquioxane resin obtained in Preparation Example 1, and IRGACURE-184 was used instead of PI-6976 as a photoinitiator. Coating film was prepared.
  • a coating composition and a coating film were prepared in the same manner as in Example 1, except that 0.5 parts by weight of the alcohol organic composite (trade name: Daicel, PCL-305) was used instead of 1 part by weight.
  • the alcohol organic composite trade name: Daicel, PCL-305
  • a coating composition and a coating film were prepared in the same manner as in Example 1, except that 110 parts by weight of the alcohol organic compound (trade name: Daicel, PCL-305) was used instead of 1 part by weight.
  • the alcohol organic compound trade name: Daicel, PCL-305
  • the hardness of the coated film was measured by applying a load of 1 kg at a 45 degree angle.
  • produced once or less after measuring 5 times for each pencil hardness was made into the pencil hardness of the said coating film.
  • the coating film according to the present invention not only has excellent pencil hardness and adhesion as the content of the polyfunctional organic compound increases, and is significantly lower than that of the comparative example that does not include the polyfunctional organic compound. It can be seen that the curl. In addition, in the case of Comparative Example 2 in which the content of the polyfunctional organic compound exceeds the range of the present invention, it can be seen that the curl is very low but the hardness is not suitable for use as a coating composition.

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Abstract

La présente invention concerne une composition de revêtement susceptible de ne former qu'une faible incurvation et un film fabriqué à partir de celle-ci et, spécifiquement, une composition de revêtement capable de réduire l'incurvation d'une couche de revêtement, en particulier, en comprenant une composition de résine et un composé organique multifonctionnel contenant un groupe alcool, un groupe thiol ou un groupe carboxyle, et un film fabriqué à partir de celle-ci.
PCT/KR2017/015766 2016-12-30 2017-12-29 Compositions de revêtement susceptible de ne former qu'une faible incurvation et film fabriqué à partir de celles-ci Ceased WO2018124826A1 (fr)

Priority Applications (2)

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JP2019535941A JP7100038B2 (ja) 2016-12-30 2017-12-29 低カールの実現が可能なコーティング組成物およびこれから製造されるフィルム
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