WO2026029567A1 - Composition de revêtement comprenant un copolymère et procédé pour sa préparation - Google Patents

Composition de revêtement comprenant un copolymère et procédé pour sa préparation

Info

Publication number
WO2026029567A1
WO2026029567A1 PCT/KR2025/011349 KR2025011349W WO2026029567A1 WO 2026029567 A1 WO2026029567 A1 WO 2026029567A1 KR 2025011349 W KR2025011349 W KR 2025011349W WO 2026029567 A1 WO2026029567 A1 WO 2026029567A1
Authority
WO
WIPO (PCT)
Prior art keywords
copolymer
polybasic acid
paint composition
present disclosure
unsaturated polybasic
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.)
Pending
Application number
PCT/KR2025/011349
Other languages
English (en)
Korean (ko)
Inventor
정현정
황한규
김의용
유승현
이원기
조병기
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Samsung Electronics Co Ltd
DPI Co Ltd
Original Assignee
Samsung Electronics Co Ltd
DPI Co Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Priority claimed from KR1020240150910A external-priority patent/KR20260018654A/ko
Application filed by Samsung Electronics Co Ltd, DPI Co Ltd filed Critical Samsung Electronics Co Ltd
Publication of WO2026029567A1 publication Critical patent/WO2026029567A1/fr
Pending legal-status Critical Current
Anticipated expiration legal-status Critical

Links

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
    • C08F299/00—Macromolecular compounds obtained by interreacting polymers involving only carbon-to-carbon unsaturated bond reactions, in the absence of non-macromolecular monomers
    • 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
    • C08F299/00—Macromolecular compounds obtained by interreacting polymers involving only carbon-to-carbon unsaturated bond reactions, in the absence of non-macromolecular monomers
    • C08F299/02—Macromolecular compounds obtained by interreacting polymers involving only carbon-to-carbon unsaturated bond reactions, in the absence of non-macromolecular monomers from unsaturated polycondensates
    • C08F299/04—Macromolecular compounds obtained by interreacting polymers involving only carbon-to-carbon unsaturated bond reactions, in the absence of non-macromolecular monomers from unsaturated polycondensates from polyesters
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
    • C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
    • C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
    • C08G63/52—Polycarboxylic acids or polyhydroxy compounds in which at least one of the two components contains aliphatic unsaturation
    • C08G63/54—Polycarboxylic acids or polyhydroxy compounds in which at least one of the two components contains aliphatic unsaturation the acids or hydroxy compounds containing carbocyclic rings
    • C08G63/547—Hydroxy compounds containing aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/42—Block-or graft-polymers containing polysiloxane sequences
    • C08G77/445—Block-or graft-polymers containing polysiloxane sequences containing polyester sequences
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L1/00—Compositions of cellulose, modified cellulose or cellulose derivatives
    • C08L1/08—Cellulose derivatives
    • C08L1/10—Esters of organic acids, i.e. acylates
    • C08L1/14—Mixed esters, e.g. cellulose acetate-butyrate
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L33/00—Compositions 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; Compositions of derivatives of such polymers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L75/00—Compositions of polyureas or polyurethanes; Compositions of derivatives of such polymers
    • C08L75/04—Polyurethanes
    • C08L75/14—Polyurethanes having carbon-to-carbon unsaturated bonds
    • 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
    • C09D155/00—Coating compositions based on homopolymers or copolymers, obtained by polymerisation reactions only involving carbon-to-carbon unsaturated bonds, not provided for in groups C09D123/00 - C09D153/00
    • 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
    • C09D183/10—Block or graft copolymers containing polysiloxane sequences
    • 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

Definitions

  • the embodiments disclosed in this document relate to a paint composition and a method for producing the same, for example, to a paint composition comprising a copolymer.
  • a paint composition may include a copolymer, wherein the copolymer may include a polymer resin comprising an unsaturated polybasic acid bonded to bis-2-hydroxyethyl terephthalate and the BHET, and an acrylic resin polymerized to the unsaturated polybasic acid through an unsaturated bond of the unsaturated polybasic acid.
  • a coating applied to a surface of an object includes a primer layer, a color coating layer, a top coating layer, and a copolymer, wherein the copolymer may be included in at least one of the primer layer, the color coating layer, and the top coating layer, and wherein the copolymer may include a polymer resin including bis-2-hydroxyethyl terephthalate (BHET) and an unsaturated polybasic acid bonded to the BHET, and an acrylic resin polymerized to the unsaturated polybasic acid through an unsaturated bond of the unsaturated polybasic acid.
  • BHET bis-2-hydroxyethyl terephthalate
  • FIG. 1 is a flowchart of a method for manufacturing a paint composition according to one embodiment of the present disclosure.
  • FIG. 2 is a flowchart of a method for manufacturing a paint composition according to one embodiment of the present disclosure.
  • FIG. 3 illustrates infrared spectral results for a coating film containing a copolymer according to one embodiment of the present disclosure.
  • FIG. 4 illustrates a coating film formed on a surface of an object (e.g., an electronic device) including a coating composition according to one embodiment of the present disclosure.
  • each of the phrases “A or B”, “at least one of A and B”, “at least one of A or B”, “A, B, or C”, “at least one of A, B, and C”, and “at least one of A, B, or C” may include any one of the items listed together in that phrase, or all possible combinations thereof.
  • FIG. 1 is a flowchart of a method for manufacturing a paint composition according to one embodiment of the present disclosure.
  • a method for manufacturing a paint composition may include a depolymerization step (S1), a mixing step of an unsaturated polybasic acid (S2), and a mixing step of an acrylic resin (S3).
  • S1 depolymerization step
  • S2 unsaturated polybasic acid
  • S3 mixing step of an acrylic resin
  • a coating composition may contain a copolymer comprising a plurality of polymers.
  • the copolymer may include a polymer resin comprising bis-2-hydroxyethyl terephthalate (BHET) and an unsaturated polybasic acid bonded to the BHET.
  • the copolymer may include an acrylic resin polymerized to the unsaturated polybasic acid via an unsaturated bond of the unsaturated polybasic acid.
  • the unsaturated polybasic acid described in this document may be understood as an acid having an unsaturated bond (e.g., a double bond or a triple bond) and multiple acidic hydrogens.
  • the unsaturated polybasic acid may include fumaric acid, tetrahydrophthalic anhydride, maleic acid, maleic anhydride, etc.
  • the bis-2-hydroxyethyl terephthalate (BHET) included in the copolymer can be obtained through a depolymerization step (S1).
  • a depolymerization step S1
  • the depolymerization is only one example, and the bis-2-hydroxyethyl terephthalate can also be obtained by other methods.
  • the bis-2-hydroxyethyl terephthalate (BHET) is obtained.
  • the bis-2-hydroxyethyl terephthalate (BHET) can be obtained through a glycolysis depolymerization method using ethylene glycol (Ethylene Glycol) from waste PET plastic.
  • the unsaturated polybasic acid and the obtained bis-2-hydroxyethyl terephthalate may be mixed.
  • the unsaturated polybasic acid and the obtained bis-2-hydroxyethyl terephthalate may be combined with each other.
  • the unsaturated polybasic acid may include an unsaturated bond (e.g., a double bond or a triple bond).
  • the unsaturated polybasic acid may polymerize with another resin (e.g., an acrylic resin or an acrylic polyol) included in the paint through the unsaturated bond to form the copolymer.
  • the polymer resin including the unsaturated polybasic acid may have high miscibility with the other resin (e.g., acrylic resin).
  • the unsaturated polybasic acid may be tetrahydrophthalic anhydride represented by the following [chemical formula 1].
  • the unsaturated polybasic acid may be fumaric acid represented by the following [chemical formula 2].
  • the weight ratio of the bis-2-hydroxyethyl terephthalate may be 35 wt% to 60 wt% with respect to the total weight of the copolymer. If the weight ratio of the bis-2-hydroxyethyl terephthalate is less than 35 wt% with respect to the total weight of the copolymer, the adhesion and acid resistance of the coating film of the coating composition according to one embodiment of the present disclosure may be deteriorated, and if the weight ratio of the bis-2-hydroxyethyl terephthalate exceeds 60 wt%, the alkali resistance and thermal properties of the coating film of the coating composition according to one embodiment of the present disclosure may be deteriorated. Therefore, with respect to 100 wt% of the total weight of the copolymer, the weight ratio of the bis-2-hydroxyethyl terephthalate is preferably 35 wt% to 60 wt%.
  • the mixing step (S3) of the acrylic resin the polymer resin formed by combining the unsaturated polybasic acid and the bis-2-hydroxyethyl terephthalate and the acrylic resin may be mixed.
  • the copolymer may be obtained by mixing and reacting 35 wt% to 70 wt% of the polymer resin and 5 wt% to 15 wt% of the acrylic resin.
  • the polymer resin and the acrylic resin may be polymerized with each other.
  • the miscibility of the polymer resin and the acrylic resin can be improved.
  • the polymer resin and the acrylic resin can be polymerized with each other through a radical reaction via the unsaturated bond.
  • the copolymer can have a weight average molecular weight of 70,000 to 120,000.
  • the glass transition temperature of the copolymer can be 50 to 110 degrees Celsius.
  • the weight ratio of the acrylic resin may be 20 wt% to 50 wt% with respect to the total weight of the copolymer. If the weight ratio of the acrylic resin with respect to 100 wt% of the total weight of the copolymer is less than 20 wt%, the alkali resistance and thermal properties of the coating film of the paint composition according to one embodiment of the present disclosure may deteriorate, and if the weight ratio of the acrylic resin exceeds 50 wt%, the adhesion and impact resistance of the coating film of the paint composition according to one embodiment of the present disclosure may deteriorate. Therefore, the weight ratio of the acrylic resin with respect to 100 wt% of the total weight of the copolymer is preferably 20 wt% to 50 wt%.
  • the following [Chemical Formula 3] represents a copolymer according to one embodiment of the present disclosure, wherein the polymer resin and the acrylic resin are polymerized with each other through an unsaturated bond of the unsaturated polybasic acid (e.g., tetrahydrophthalic anhydride).
  • unsaturated polybasic acid e.g., tetrahydrophthalic anhydride
  • the following [Chemical Formula 4] represents a copolymer according to one embodiment of the present disclosure, wherein the polymer resin and the acrylic resin are polymerized with each other through an unsaturated bond of the unsaturated polybasic acid (e.g., fumaric acid).
  • unsaturated polybasic acid e.g., fumaric acid
  • FIG. 2 is a flowchart of a method for manufacturing a paint composition according to one embodiment of the present disclosure.
  • the method for manufacturing the paint composition according to one embodiment of the present disclosure may further include a step of mixing a silicone additive (S4) performed after the step of mixing an acrylic resin (S3).
  • a silicone additive (S4) of the method for manufacturing the paint composition will be described in detail with reference to chemical formulas and reaction formulas.
  • the copolymer and the silicone additive according to one embodiment of the present disclosure may be mixed.
  • the monomer of the silicone additive may be a modified silicone additive represented by the following [Chemical Formula 5].
  • the silicone additive may include a silicone phthalate additive.
  • the silicone additive may include a polyester-modified polydimethyl siloxane, a polyether-modified polydimethyl siloxane, or a polymer thereof.
  • the durability e.g., chemical resistance, adhesion, contamination resistance, and/or heat resistance, etc.
  • the durability e.g., chemical resistance, adhesion, contamination resistance, and/or heat resistance, etc.
  • the silicone additive may be bonded (or polymerized) to the derivative portion of the acrylic resin of the copolymer or the derivative portion of the bis-2-hydroxyethyl terephthalate.
  • the following [Chemical Formula 6] shows a copolymer in which tetrahydrophthalic anhydride is used as the unsaturated polybasic acid, and the silicone additive is polymerized to the derivative portion of the bis-2-hydroxyethyl terephthalate of the copolymer.
  • the following [Chemical Formula 7] shows a copolymer according to one embodiment of the present disclosure, wherein tetrahydrophthalic anhydride is used as the unsaturated polybasic acid, and the silicone additive is polymerized into the derivative portion of the acrylic resin of the copolymer.
  • the following [Chemical Formula 8] shows a copolymer in which fumaric acid is used as the unsaturated polybasic acid and the silicone additive is polymerized on the derivative portion of the bis-2-hydroxyethyl terephthalate of the copolymer.
  • [Chemical Formula 9] shows a copolymer according to one embodiment of the present disclosure, wherein fumaric acid is used as the unsaturated polybasic acid, and the silicone additive is polymerized into the derivative portion of the acrylic resin of the copolymer.
  • FIG. 3 illustrates an infrared spectral result (graph) for a coating film containing a copolymer according to an embodiment of the present disclosure.
  • the infrared spectral result illustrated in FIG. 3 can be understood as a result obtained by performing FT-IR (Fourier Transform Infrared Spectroscopy) analysis on a coating film (e.g., top coat) containing the copolymer according to an embodiment of the present disclosure.
  • FT-IR Fastier Transform Infrared Spectroscopy
  • the coating film containing the copolymer according to one embodiment of the present disclosure has an ester group (R-COO-R') peak value in the wavenumber range of about 1245 to 1274. Therefore, since the coating composition containing the copolymer according to one embodiment of the present disclosure has a peak value in the wavenumber range corresponding to the ester group (R-COO-R') in the FT-IR analysis result, it can be understood that the coating includes the coating composition according to one embodiment of the present disclosure.
  • FIG. 4 illustrates a coating film including a coating composition according to one embodiment of the present disclosure formed on a surface of an object (e.g., an outer cover (380) of an electronic device (101)).
  • an object e.g., an outer cover (380) of an electronic device (101)
  • FIG. 4 illustrates an electronic device (101) including, by way of example, a frame structure (310), a display (330), a printed circuit board (360), a battery (350), a camera (207), and/or an outer cover (380).
  • a frame structure 310
  • a display 330
  • a printed circuit board 360
  • a battery 350
  • a camera 207
  • an outer cover 380
  • the paint composition may be applied in the form of a paint film (200) on an outer surface (e.g., an outer cover (380)) of an article (e.g., an electronic device (101)).
  • the paint film (200) may be understood as a film coated on the outer cover (380) of the electronic device (101).
  • the paint film (200) including the paint composition may be coated on a frame structure (310) of the electronic device (101).
  • the coating film (200) may include a plurality of layers.
  • the coating film (200) may include a primer layer (210) (or a lower layer), a color coating layer (220) (or an intermediate layer), and/or a top coating layer (230) (or a top layer).
  • the primer layer (210), the color coating layer (220), and the top coating layer (230) are layers of a general coating film, and can be understood based on their names and general technical common sense of a person skilled in the art.
  • the primer layer (210) may be understood as a first layer applied to improve adhesion between a substrate (e.g., an outer cover (380)) and an upper coating layer (e.g., a color coating layer (220)), the color coating layer (220) may be understood as a second layer applied to provide an appearance (color), and the top coating layer (230) may be understood as a final protective layer applied to protect the lower coating layers (e.g., the primer layer (210) and the color coating layer (220)) from the external environment.
  • a substrate e.g., an outer cover (380)
  • an upper coating layer e.g., a color coating layer (220)
  • the color coating layer (220) may be understood as a second layer applied to provide an appearance (color)
  • the top coating layer (230) may be understood as a final protective layer applied to protect the lower coating layers (e.g., the primer layer (210) and the color coating layer (220)) from the external environment.
  • a paint composition including the copolymer may be applied to at least one of a primer layer (210), a color coating layer (220), and a top coating layer (230) of a coating film (200).
  • a primer layer (210), a color coating layer (220), and a top coating layer (230) of a coating film (200) may be applied to at least one of a primer layer (210), a color coating layer (220), and a top coating layer (230) of a coating film (200).
  • the primer layer (210) of the coating film (200) may include a paint composition containing the copolymer described above.
  • the primer layer (210) may include 30 wt% to 60 wt% of the copolymer, 5 wt% to 30 wt% of an acrylic resin containing biomass, 1 wt% to 5 wt% of cellulose acetate butyrate, 1 wt% to 3 wt% of a pigment, and/or 30 wt% to 50 wt% of a mixed solvent.
  • the copolymer included in the primer layer (210) may include the polymer resin, the acrylic resin, and/or the silicone additive.
  • the color coating layer (220) of the coating film (200) may include a paint composition containing the copolymer described above.
  • the color coating layer (220) of the coating film (200) may include 20 wt% to 50 wt% of the copolymer, 5 wt% to 15 wt% of an acrylic resin containing biomass, 1 wt% to 5 wt% of cellulose acetate butalate, 0.1 wt% to 1 wt% of a silicone additive, 1 wt% to 3 wt% of a pigment, and/or 25 wt% to 45 wt% of a mixed solvent.
  • the copolymer included in the primer layer (210) and/or the color coating layer (220) can be obtained by mixing and reacting 35 wt% to 70 wt% of the polymer resin and 5 wt% to 15 wt% of the acrylic resin.
  • the weight average molecular weight of the copolymer included in the primer layer (210) and/or the color coating layer (220) can be 10,000 to 150,000 g/mol.
  • the glass transition temperature of the copolymer included in the primer layer (210) and/or the color coating layer (220) can be 50 degrees Celsius to 110 degrees Celsius. If the glass transition temperature of the above copolymer is lower than 50 degrees Celsius, the heat resistance of the coating film (200) may be reduced, and if it is higher than 110 degrees Celsius, the coating film (200) may be easily broken or the durability may be reduced.
  • the cellulose acetate butalate may have a weight average molecular weight (Mw) of 20,000 to 40,000 g/mol.
  • the cellulose acetate butalate may have a hydroxyl group content of 0.1 to 0.3 wt%.
  • the glass transition temperature (Tg) may be 50 to 100°C.
  • the cellulose acetate butalate may have a glass transition temperature of 50 to 100°C.
  • the mixed solvent may be an ester, a ketone, an aromatic, or a mixture thereof.
  • a method for painting a primer layer (210) and/or a color coating layer (220) may include adding a curing agent at a ratio of 5 wt% to 20 wt% based on a total of 100 wt% of the paint composition as a mixing ratio of the paint and the curing agent, adjusting the viscosity of the paint to about 10.0 to 15.0 Ford Cup No. 4 (sec) using a diluting solvent, and performing the painting by spraying, and thereafter, pretreating a PC or PC-ABS material with IPA or the like, applying the diluted paint at a thickness of 5 ⁇ m to 15 ⁇ m, and then drying at 60 degrees Celsius for 10 minutes.
  • the top coating layer (230) of the coating film (200) may include a UV topcoat layer coated on the color coating layer and including a photoinitiator, and an acrylic urethane topcoat layer coated on the UV topcoat layer.
  • the acrylic urethane topcoat layer may include 30 wt% to 50 wt% of the copolymer, 10 wt% to 20 wt% of an acrylic urethane resin containing biomass, 1 wt% to 3 wt% of a silicone additive, and 30 wt% to 50 wt% of a mixed solvent.
  • the copolymer included in the acrylic urethane topcoat layer may have a hydroxyl value of 70 to 150 mgKOH/g and include hydroxyl groups having a weight average molecular weight of 5,000 to 10,000.
  • the problem to be solved in the present disclosure may be to improve the miscibility between resins contained in paint.
  • the problem to be solved in the present disclosure may be improving the durability of paint.
  • the paint composition according to various embodiments of the present disclosure can improve miscibility with other resins by adding a monomer having an unsaturated bond.
  • the paint composition according to various embodiments of the present disclosure can improve the durability of the paint by adding a modified silicone component to a copolymer included in the paint.
  • the paint composition may include (or contain) a copolymer.
  • the copolymer may include a polymer resin comprising bis-2-hydroxyethyl terephthalate (BHET) and an unsaturated polybasic acid bonded to the BHET.
  • BHET bis-2-hydroxyethyl terephthalate
  • the copolymer may have a weight average molecular weight of 70,000 to 120,000.
  • the glass transition temperature of the copolymer may be from 50 degrees Celsius to 110 degrees Celsius.
  • the bis-2-hydroxyethyl terephthalate can be obtained through depolymerization.
  • polymerization of the acrylic resin and the unsaturated polybasic acid may proceed after the combination of the unsaturated polybasic acid and the bis-2-hydroxyethyl terephthalate.
  • the copolymer may include 20 wt% to 50 wt% of the acrylic resin based on the total weight of the copolymer.
  • the unsaturated polybasic acid can be combined with the bis-2-hydroxyethyl terephthalate through an ester condensation reaction.
  • the acrylic resin can be polymerized with the unsaturated polybasic acid through a radical reaction.
  • the copolymer may include a silicone additive polymerized with the bis-2-hydroxyethyl terephthalate or the acrylic resin.
  • the silicone additive may be a polyester-modified polydimethyl siloxane, a polyether-modified polydimethyl siloxane, or a polymer thereof.
  • the paint composition may be included in at least one of a primer layer (210), a color coating layer (220), or a top coating layer (230) of a coating film (200).
  • a paint comprising a paint composition according to one embodiment of the present disclosure can be applied to a surface of an object (380) to form a coating film (200).
  • the coating (200) may include a primer layer (210), a color coating layer (220), and/or a top coating layer (230).
  • At least one of the primer layer (210), the color coating layer (220), and the top coating layer (230) may include a copolymer according to one embodiment of the present disclosure.
  • the primer layer (210) may include 30 wt% to 60 wt% of the copolymer.
  • the primer layer (210) may include 5 wt% to 30 wt% of an acrylic resin containing biomass.
  • the primer layer (210) may include 1 wt% to 5 wt% of cellulose acetate butyrate.
  • the primer layer (210) may include 1 wt% to 3 wt% of a pigment and 30 wt% to 50 wt% of a mixed solvent.
  • the copolymer may include a silicone additive polymerized with the bis-2-hydroxyethyl terephthalate or the acrylic resin.
  • the color coating layer (220) may include 20 wt% to 50 wt% of the copolymer.
  • the color coating layer (220) may include 5 wt% to 15 wt% of an acrylic resin containing biomass.
  • the color coating layer (220) may include 1 wt% to 5 wt% of cellulose acetate butyrate.
  • the color coating layer (220) may include 0.1 wt% to 1 wt% of a silicone additive.
  • the color coating layer (220) may include 1 wt% to 3 wt% of pigment.
  • the color coating layer (220) may include 25 wt% to 45 wt% of a mixed solvent.
  • the top coating layer (230) may include a UV topcoat layer coated on the color coating layer and including a photoinitiator, and an acrylic urethane topcoat layer coated on the UV topcoat layer.
  • the acrylic urethane topcoat layer may include 30 wt% to 50 wt% of the copolymer.
  • the acrylic urethane topcoat layer may include 10 wt% to 20 wt% of an acrylic urethane resin containing biomass.
  • the acrylic urethane topcoat layer may include 1 wt% to 3 wt% of a silicone additive.
  • the acrylic urethane topcoat layer may include 30 wt% to 50 wt% of a mixed solvent.
  • the copolymer may include hydroxyl groups having a hydroxyl value of 70 to 150 mgKOH/g and a weight average molecular weight of 5,000 to 10,000.
  • a copolymer according to one embodiment of the present disclosure may include a polymer resin comprising bis-2-hydroxyethyl terephthalate (BHET) and an unsaturated polybasic acid bonded to the BHET, and an acrylic resin polymerized to the unsaturated polybasic acid through an unsaturated bond of the unsaturated polybasic acid.
  • BHET bis-2-hydroxyethyl terephthalate

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Polyesters Or Polycarbonates (AREA)

Abstract

Une composition de revêtement selon un mode de réalisation de la présente divulgation peut contenir un copolymère, le copolymère pouvant comprendre une résine polymère comprenant du téréphtalate de bis-2-hydroxyéthyle et un acide polybasique insaturé lié au téréphtalate de bis-2-hydroxyéthyle et une résine acrylique polymérisée à l'acide polybasique insaturé par l'intermédiaire d'une liaison insaturée de l'acide polybasique insaturé.
PCT/KR2025/011349 2024-07-31 2025-07-30 Composition de revêtement comprenant un copolymère et procédé pour sa préparation Pending WO2026029567A1 (fr)

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KR10-2024-0101821 2024-07-31
KR20240101821 2024-07-31
KR1020240150910A KR20260018654A (ko) 2024-07-31 2024-10-30 공중합체를 포함하는 도료 조성물 및 이의 제조 방법
KR10-2024-0150910 2024-10-30

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WO2026029567A1 true WO2026029567A1 (fr) 2026-02-05

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Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20090057597A (ko) * 2007-12-03 2009-06-08 제일모직주식회사 유연성, 고경도 및 고내열성을 가지는 하드코팅 조성물
US20150079407A1 (en) * 2012-04-12 2015-03-19 Dow Corning Corporation Silicone-polyester composition
KR20220050320A (ko) * 2020-10-16 2022-04-25 주식회사 크레파머티리얼즈 내스크래치성이 우수한 고경도 코팅 조성물
KR20220067626A (ko) * 2020-11-17 2022-05-25 삼화페인트공업주식회사 아크릴-폴리에스테르 하이브리드 수지의 제조방법, 이에 의해 제조된 아크릴-폴리에스테르 하이브리드 수지, 및 이것과 반응성 오르가노폴리실록산을 함유하는 열경화성 코팅 조성물
KR20230132222A (ko) * 2022-03-08 2023-09-15 에스케이케미칼 주식회사 재생 비스-2-히드록시에틸테레프탈레이트를 이용한 폴리에스테르 수지 및 이를 포함하는 물품

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20090057597A (ko) * 2007-12-03 2009-06-08 제일모직주식회사 유연성, 고경도 및 고내열성을 가지는 하드코팅 조성물
US20150079407A1 (en) * 2012-04-12 2015-03-19 Dow Corning Corporation Silicone-polyester composition
KR20220050320A (ko) * 2020-10-16 2022-04-25 주식회사 크레파머티리얼즈 내스크래치성이 우수한 고경도 코팅 조성물
KR20220067626A (ko) * 2020-11-17 2022-05-25 삼화페인트공업주식회사 아크릴-폴리에스테르 하이브리드 수지의 제조방법, 이에 의해 제조된 아크릴-폴리에스테르 하이브리드 수지, 및 이것과 반응성 오르가노폴리실록산을 함유하는 열경화성 코팅 조성물
KR20230132222A (ko) * 2022-03-08 2023-09-15 에스케이케미칼 주식회사 재생 비스-2-히드록시에틸테레프탈레이트를 이용한 폴리에스테르 수지 및 이를 포함하는 물품

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