Anti-fingerprint coating compound, display protective layer containing the same, and electronic device

The anti-fingerprint coating compound with perfluoropolyether and siloxane groups enhances the abrasion resistance and antifouling properties of display protection layers, addressing the limitations of current coatings in foldable devices.

JP7785085B2Active Publication Date: 2025-12-12SAMSUNG DISPLAY CO LTD
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Patent Information

Application Number
JP2023542930
Authority / Receiving Office
JP · JP
Patent Type
Patents
Current Assignee / Owner
Priority Date
2021-01-19
Filing Date
2021-10-18
Publication Date
2025-12-12
Estimated Expiration
2041-10-18

AI Technical Summary

Technical Problem

Existing foldable electronic devices face issues with scratch resistance and abrasion resistance due to the limitations of current hard coatings, which are vulnerable to dents and scratches from external impacts, and soft protective layers lack resilience against repeated touches and surface dents.

Method used

A novel anti-fingerprint coating compound with a top end comprising two or three perfluoropolyether groups, a trivalent or tetravalent linking group, and a terminal siloxane group is applied to create a display protection layer with enhanced abrasion resistance and anti-fouling properties by forming a concave-convex structure on the surface.

Benefits of technology

The anti-fingerprint coating compound improves scratch resistance and maintains excellent antifouling properties even after wear or cracking, ensuring durability and protection for flexible displays.

✦ Generated by Eureka AI based on patent content.

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Patent Text Reader

Abstract

Disclosed is a compound for anti-fingerprint coating comprising an upper end, a linking portion and an end portion, the upper end comprising two or three perfluoropolyether groups, the linking portion being a trivalent or tetravalent linking group, and the end portion comprising a siloxane group.
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Description

[Technical Field]

[0001] The present invention relates to an anti-fingerprint coating compound, a display protective layer and an electronic device containing the same. [Background technology]

[0002] An organic light emitting device is a self-emitting device that has a wider viewing angle, better contrast, and a faster response time than conventional devices, and is excellent in brightness, driving voltage, and response speed.

[0003] The organic light-emitting device has a structure in which a first electrode is disposed on a substrate, and a hole transport region, an emission layer, an electron transport region, and a second electrode are sequentially formed on the first electrode. Holes injected from the first electrode move to the emission layer via the hole transport region, and electrons injected from the second electrode move to the emission layer via the electron transport region. Carriers such as holes and electrons recombine in the emission layer region to generate excitons. Light is generated as the excitons change from an excited state to a ground state.

[0004] An electronic device using an organic light emitting device can exhibit foldable characteristics, and in order to ensure the folding characteristics, a polymer film having a hard coating applied to a window and a protective layer is used. [Prior art documents] [Patent documents]

[0005] [Patent Document 1] International Publication No. 2018 / 079525 Summary of the Invention [Problem to be solved by the invention]

[0006] The problem to be solved by the present invention is to provide a novel anti-fingerprint coating compound, and a display protective layer and an electronic device containing the same. [Means for solving the problem]

[0007] According to one aspect, The anti-fingerprint coating compound according to one embodiment of the present invention comprises: a top end, a connecting portion, and a distal end; the top end comprises two or three perfluoropolyether groups; the linking moiety is a trivalent or tetravalent linking group, The terminal end comprises a siloxane group.

[0008] According to another aspect, A substrate; a hard coating layer located on the substrate; an anti-fingerprint coating layer located on the hard coating layer, The anti-fingerprint coating layer is a layer coated with an anti-fingerprint coating compound, including an upper end, a connecting portion, and an end portion, A display protection layer is provided in which the upper end comprises two or three perfluoropolyether groups, the linking portion is a trivalent or tetravalent linking group, and the terminal end comprises a siloxane group.

[0009] According to yet another aspect, An electronic device is provided that includes the display protection layer. [Effects of the Invention]

[0010] A display protection layer using the anti-fingerprint coating compound according to one embodiment has excellent abrasion resistance and anti-fouling properties. [Brief explanation of the drawings]

[0011] [Figure 1] 1 is a diagram schematically illustrating an anti-fingerprint coating compound according to an embodiment. [Figure 2] 1 is a schematic view illustrating the process of coating a flat surface of a hard coating layer with an anti-fingerprint coating compound according to an embodiment to form an uneven surface of the anti-fingerprint coating layer. [Figure 3] 1 is a schematic view illustrating how the surface of an anti-fingerprint coating layer is coated with an anti-fingerprint coating compound according to an embodiment to form an uneven surface of the anti-fingerprint coating layer. DETAILED DESCRIPTION OF THE INVENTION

[0012] Foldable products use films with hard coatings applied to the window and protective layer to ensure folding properties, but the thickness of the film is limited to ensure folding properties, making it vulnerable to dents and scratches caused by external impacts. The scratch resistance of hard coatings is affected not only by surface hardness but also by the type of scratch material, coefficient of friction, surface roughness, modulus and elasticity, and environment. Increasing scratch resistance is achieved by reducing friction, which can be achieved by imparting hydrophobic properties to the hard coating.

[0013] Although soft protective layers such as polyethylene terephthalate (PET) are used to ensure folding flexibility, they lack abrasion resistance against repeated touches and are not resilient to surface dents caused by fingernails or pen drops.

[0014] According to one aspect, the anti-fingerprint coating compound is An anti-finger coating compound comprising a top portion, a connecting portion, and a terminal portion, the top end comprises two or three perfluoropolyether (PFPE) groups; the linking moiety is a trivalent or tetravalent linking group, The terminal end comprises a siloxane group.

[0015] Perfluoropolyether refers to a structure in which units in which an alkyl group in which all H has been replaced with F is bonded to O are repeated.

[0016] According to one embodiment, the perfluoropolyether group is represented by the following Chemical Formula 1: [ka]

[0017] In the formula 1, R1 is a branched or straight chain C1-C1 60 R2 represents a branched or straight chain C1-C alkyl group substituted with F. 60 represents an alkylene group, m represents an integer from 1 to 20; When m is 2 or more, each R2 may be the same or different from each other, * indicates a bond with a linker.

[0018] For example, m may be an integer from 1 to 10. For example, m may be an integer from 1 to 7. For example, m may be an integer from 1 to 5.

[0019] For example, the perfluoropolyether group is CF3O-(C2F4O) m1 -(CF2O) m2 -*, C2F5O-(C2F4O) m1 -(CF2O) m2 -*, C3F7O-(C2F4O) m1 -(CF2O) m2 -*, C4F9O-(C2F4O) m1 -(CF2O) m2 -*, CF3O-(C3F6O) m1-(CF2O) m2 -*, C2F5O-(C3F6O) m1 -(CF2O) m2 -*, C3F7O-(C3F6O) m1 -(CF2O) m2 -*, C4F9O-(C3F6O) m1 -(CF2O) m2 -*, CF3O-(C2F4O) m1 -(C2F4O) m2 -*, C2F5O-(C2F4O) m1 -(C2F4O) m2 -*, C3F7O-(C2F4O) m1 -(C2F4O) m2 -*, C4F9O-(C2F4O) m1 -(C2F4O) m2 - It may also be *. m1 and m2 are each an integer of 0 to 10, and the sum of m1 and m2 is 1 to 10.

[0020] The fluoroalkyl group having two or more carbon atoms (for example, C2F4, C2F5, C3F6, C3F7, C4F9) may have a linear or branched structure.

[0021] According to one embodiment, the linking moiety is represented by the following Chemical Formula 2: [ka]

[0022] In the above Chemical Formula 2, R 11 is C1-C 60 represents an alkylene group, and R 12 is C2-C 60 represents a heteroalkylene group, n1 and n2 each independently represent an integer of 0 or 1, and the sum of n1 and n2 is 1; n3 and n4 each independently represent an integer of 1 to 10; When n3 is 2 or more, each R 11 may be the same or different from each other, If n4 is 2 or more, each R 12 may be the same or different from each other, * indicates a bond to the upper end, *' indicates a bond to the end.

[0023] Said C1-C 60 Alkylene groups and C2-C 60 The heteroalkylene group may be an unsubstituted structure.

[0024] For example, n3 and n4 may be, independently of each other, integers from 1 to 8. For example, n3 and n4 may be, independently of each other, integers from 1 to 5.

[0025] A heteroalkylene group refers to an alkylene group containing a heteroatom other than carbon in the main chain, which may be, for example, S, O, P, N, or any combination thereof.

[0026] According to one embodiment, the R 12 may be a N-containing heteroalkylene group.

[0027] For example, the linking group may be a moiety such as: JPEG0007785085000003.jpg21477 JPEG0007785085000004.jpg21477

[0028] In the groups 1 to 14, * indicates a bond to the top end, and *' indicates a bond to the terminal end.

[0029] The alkyl group having two or more carbon atoms (eg, C2H4, C3H6) may have a straight chain or branched structure.

[0030] Groups 1 to 7 are trivalent linking groups, and groups 8 to 14 are tetravalent linking groups. For example, the linking moiety connecting the upper end to the terminal end may be a trivalent linking group such as group 1, 2, 3, 4, 5, 6, or 7. For example, two perfluoropolyether groups at the upper end are linked to a trivalent linking group, or three perfluoropolyether groups at the upper end are linked to a tetravalent linking group.

[0031] According to one embodiment, the end portion may comprise between 1 and 40 Si.

[0032] According to one embodiment, the terminal moiety is represented by the following formula 3: [ka]

[0033] In the above Chemical Formula 3, R 31 Or R 33 are each independently selected from hydrogen and a C1-C5 alkyl group; *' indicates a bond to the linking portion.

[0034] Fig. 1 is a schematic diagram of an anti-fingerprint coating compound according to one embodiment. Fig. 1 shows a schematic diagram of a compound having an upper end containing two perfluoropolyether groups, a trivalent linking moiety, and a terminal end represented by the formula 3. For example, the linking moiety in Fig. 1 may be a trivalent linking group selected from the groups 1 to 7 described above. For example, the terminal end in Fig. 1 may be a trivalent linking group selected from the groups 1 to 7 described above. 21 , R 22 and R 23 Each is represented by chemical formula 3, where hydrogen is the atom.

[0035] According to one embodiment, the terminal portion is represented by the following formula 4: [ka]

[0036] In the above chemical formula 4, A represents the following chemical formula 4-1: *' indicates a bond to the linking portion, [ka]

[0037] In the above Chemical Formula 4-1, R 31 Or R 33 are each independently selected from hydrogen and a C1-C5 alkyl group; *" indicates a bond to O.

[0038] According to one embodiment, the terminal portion is represented by the following Chemical Formula 5: [ka]

[0039] In the chemical formula 5, A represents the chemical formula 4-1, and *' represents a bond to the connecting portion.

[0040] The terminal end of the anti-fingerprint coating compound according to one embodiment of the present invention reacts with a functional group (e.g., OH) on the surface of the hard coating layer, and is bonded to the hard coating layer while removing water or alcohol as a by-product. Due to the multiple Si-O bonds between the terminal end of the anti-fingerprint coating compound and the surface of the hard coating layer, the bonding strength between the anti-fingerprint coating compound and the hard coating layer is increased, and the abrasion resistance of the display protection layer can be improved.

[0041] According to another aspect, there is provided a display protection layer including: a substrate; a hard coating layer disposed on the substrate; and an anti-fingerprint coating layer disposed on the hard coating layer; the anti-fingerprint coating layer is a layer coated with an anti-fingerprint coating compound, the layer including an upper portion, a connecting portion, and an end portion; The upper end includes two or three perfluoropolyether groups, the linking portion is a trivalent or tetravalent linking group, and the terminal end includes a siloxane group.

[0042] For example, the display protection layer can be used in flexible displays.

[0043] According to one embodiment, the anti-fingerprint coating layer of the display protective layer is a layer coated with an anti-fingerprint coating compound according to one embodiment of the present invention.

[0044] According to one embodiment, the surface of the anti-fingerprint coating layer may have a structure having unevenness of 1 nm to 30 nm in the vertical direction.

[0045] The anti-fingerprint coating layer of the display protective layer according to an embodiment of the present invention has such a concave-convex structure, thereby exhibiting a lotus effect.

[0046] The upper end of the anti-fingerprint coating compound according to one embodiment of the present invention contains two or three perfluoropolyether groups, thereby increasing the density of fluoroalkyl groups in the space, thereby improving the anti-fouling properties.

[0047] According to one embodiment, the hard coating layer of the display protective layer and the anti-fingerprint coating layer are in contact with each other, and the surface of the hard coating layer in contact with the anti-fingerprint coating layer has a flat structure. The linking portions of the anti-fingerprint coating compound may have different lengths, and the difference in length between the linking portions may be 1 nm to 30 nm. For example, the difference in length between the linking portions may be 5 nm to 10 nm. For example, the difference in length between the linking portions may be 8 nm to 12 nm. For example, the difference in length between the linking portions may be 10 nm to 20 nm. For example, the difference in length between the linking portions may be 15 nm to 25 nm. For example, the difference in length between the linking portions may be 20 nm to 30 nm.

[0048] FIG. 2 is a schematic diagram showing how the surface of a flat hard coating layer is coated with an anti-fingerprint coating compound according to one embodiment to create unevenness on the surface of the anti-fingerprint coating layer (the end portion is omitted). This is a schematic diagram showing the deposition of two coating compounds according to one embodiment of the present invention having different lengths from two sources onto a flat hard coating layer using an electron beam (e-beam).

[0049] Coating compounds according to one embodiment of the present invention having different lengths may also be produced by varying the length of the top end, link or end portion.

[0050] However, since the upper end is not exactly vertical, it is not effective to make the surface of the anti-fingerprint coating layer uneven by changing the length of the upper end.

[0051] On the other hand, increasing the number of Si atoms in the terminal siloxane group is also possible, but since the direction of increase in Si atoms is not exactly vertical, changing the length of the terminal to create unevenness on the surface of the anti-fingerprint coating layer is not effective. The effect of increasing the number of Si atoms in the terminal siloxane group is said to be improved adhesion to the hard coating layer.

[0052] Since the connectors are vertically aligned, varying the length of the connectors is effective in changing the flat surface of the anti-fingerprint coating layer into a rough surface.

[0053] It is most effective to prepare the coating compound according to one embodiment of the present invention to have different lengths by varying the length of the linking portion, and use this to create unevenness on the surface of the anti-fingerprint coating layer.

[0054] According to one embodiment, the hard coating layer and the anti-fingerprint coating layer are in contact with each other, and the surface of the hard coating layer in contact with the anti-fingerprint coating layer has an uneven structure, and the linking portion of the anti-fingerprint coating compound may be a trivalent or tetravalent linking group of a certain length. The certain length means any uniform length. That is, due to the uneven surface of the hard coating layer, the anti-fingerprint coating layer may have an uneven surface even though the anti-fingerprint coating compound has the same length.

[0055] According to an embodiment, the surface of the hard coating layer may be provided with a textured structure by any suitable texture forming method, such as a nanoimprint method or a method using nanoparticles.

[0056] FIG. 3 is a schematic diagram showing how the surface of an uneven hard coating layer is coated with an anti-fingerprint coating compound according to one embodiment to create unevenness on the surface of the anti-fingerprint coating layer (end portions are omitted).

[0057] According to one embodiment, nanoparticles may be introduced into the hard coating layer to provide a textured surface. The nanoparticles may have a diameter of 1 nm to 30 nm. For example, the nanoparticles may have a diameter of 5 nm to 10 nm. For example, the nanoparticles may have a diameter of 8 nm to 12 nm. For example, the nanoparticles may have a diameter of 10 nm to 20 nm. For example, the nanoparticles may have a diameter of 15 nm to 25 nm. For example, the nanoparticles may have a diameter of 20 nm to 30 nm.

[0058] When forming the hard coating layer, if nanoparticles corresponding to the desired degree of unevenness are used and the anti-fingerprint coating compound is coated with a coating compound having the same length, the surface of the anti-fingerprint coating layer will have unevenness.

[0059] The material of the nanoparticles is not particularly limited, but the size thereof preferably has a diameter that matches the irregularities on the surface of the anti-fingerprint coating layer.

[0060] According to one embodiment, the substrate may be a polymer film or glass.

[0061] The polymer film may be, for example, polyethylene terephthalate (PET), polyethylene naphthalate (PEN), polyimide (PI), or the like.

[0062] The glass may be, for example, rigid glass, thin glass, or ultra thin glass.

[0063] According to one embodiment, the thickness of the substrate may be between 10 μm and 70 μm.

[0064] For example, the thickness of the substrate may be between 20 μm and 60 μm.

[0065] According to one embodiment, the hard coating layer may have a thickness of 2 μm to 8 μm, for example, the hard coating layer may have a thickness of 3 μm to 7 μm.

[0066] According to one embodiment, the anti-fingerprint coating layer may have a thickness of 5 to 100 nm, for example, the anti-fingerprint coating layer may have a thickness of 10 to 70 nm.

[0067] Considering the purpose of the display protective layer, which is to protect a display device, e.g., a light-emitting element, the thicknesses of the substrate, hard coating layer, and anti-fingerprint coating layer in the display protective layer are preferably within the above ranges. Furthermore, when the thicknesses of the substrate, hard coating layer, and anti-fingerprint coating layer in the display protective layer are within the above ranges, the display protective layer can be used for flexible displays.

[0068] According to an embodiment, the hard coating layer may include an acrylate-based compound, such as a urethane acrylate or polyester acrylate-based polymer.

[0069] According to one embodiment, the hard coating layer includes a polymer containing a fluorine group or a silicon group. For example, the hard coating layer may include a polymer containing a fluorine group. For example, the hard coating layer may include a polymer containing a silicon group. For example, the hard coating layer may include a polymer containing a fluorine group and a silicon group.

[0070] According to one embodiment, the hard coating layer may comprise a polymer comprising a perfluoropolyether group, a polytetrafluoroethylene group, a fluorinated ethylene propylene group, a perfluoroalkyl vinyl ether group, or any combination thereof.

[0071] According to one embodiment, the hard coating layer may include a polysiloxane polymer. For example, the polysiloxane polymer may be a general organopolysiloxane polymer. The organopolysiloxane polymer refers to a polymer in which an organic group is bonded to a silicon moiety that is not bonded to oxygen. For example, the organopolysiloxane polymer may be dimethylpolysiloxane (containing 1 to 1.5% vinyl groups), polymethylphenylsiloxane (containing 1 to 1.2% vinyl groups), polyvinylmethyldimethylsiloxane copolymer, or any combination thereof.

[0072] For example, the hard coating layer may be a cured coating layer based on a urethane acrylate or polyester acrylate polymer, further containing a perfluoropolyether group, a polytetrafluoroethylene group, a fluorinated ethylene propylene group, a perfluoroalkyl vinyl ether group, or any combination thereof.

[0073] For example, the hard coating layer may be a polymer based on a urethane acrylate or polyester acrylate polymer, and may contain dimethylpolysiloxane (containing 1 to 1.5% vinyl groups), polymethylphenylsiloxane (containing 1 to 1.2% vinyl groups), polyvinylmethyldimethylsiloxane copolymer, or any combination thereof.

[0074] For example, the hard coating layer contains 50% by weight or less of perfluoropolyether groups, polytetrafluoroethylene groups, fluorinated ethylene propylene groups, perfluoroalkyl vinyl ether groups, or any combination thereof, based on the entire polymer. For example, the hard coating layer contains 5 to 30% by weight of perfluoropolyether groups, polytetrafluoroethylene groups, fluorinated ethylene propylene groups, perfluoroalkyl vinyl ether groups, or any combination thereof, based on the entire polymer.

[0075] For example, the hard coating layer contains 50 wt% or less of an organopolysiloxane polymer based on the total weight of the polymer. For example, the hard coating layer contains 5 to 30 wt% of an organopolysiloxane polymer based on the total weight of the polymer. The organopolysiloxane polymer is not particularly limited, and commonly known organopolysiloxane polymers can be used. Since the hard coating layer contains a polymer containing a fluorine group or a silicon group, the hard coating layer maintains antifouling properties even after the anti-fingerprint coating layer is worn or cracked.

[0076] According to another aspect, an electronic device includes a display protection layer according to an embodiment of the present invention.

[0077] [Term definition] As used herein, C1-C 60 The alkyl group means a linear or branched aliphatic hydrocarbon monovalent group having 1 to 60 carbon atoms, and specific examples thereof include a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, a sec-butyl group, an isobutyl group, a tert-butyl group, an n-pentyl group, a tert-pentyl group, a neopentyl group, an isopentyl group, a sec-pentyl group, a 3-pentyl group, a sec-isopentyl group, an n-hexyl group, an isohexyl group, a sec-hexyl group, a tert-hexyl group, an n-heptyl group, an isoheptyl group, a sec-heptyl group, a tert-heptyl group, an n-octyl group, an isooctyl group, a sec-octyl group, a tert-octyl group, an n-nonyl group, an isononyl group, a sec-nonyl group, a tert-nonyl group, an n-decyl group, an isodecyl group, a sec-decyl group, a tert-decyl group, and the like. As used herein, C1-C 60 The alkylene group is one of the C1-C 60 It means a divalent group having the same structure as an alkyl group.

[0078] As used herein, C2-C 60 A heteroalkyl group refers to an alkyl group in which the alkyl group contains a heteroatom. The heteroatom may be, for example, N, S, O, P, or any combination thereof. As used herein, C2-C 60 The heteroalkylene group is one of the C2-C 60 It means a divalent group having the same structure as a heteroalkyl group.

[0079] In the definition of a substituent, the maximum number of carbon atoms is illustrative. For example, C1-C 60 In the alkyl group, the maximum carbon number of 60 is illustrative, and the definition of alkyl groups is C1-C 20 This applies equally to alkyl groups, and similarly in other cases.

[0080] Spatially relative terms such as "below," "beneath," "lower," "above," "upper," and the like are used to easily describe the relationship of one element or component to other elements or components as depicted in the drawings. Spatially relative terms should be understood to include different orientations of elements in use or operation in addition to the orientation depicted in the drawings. For example, if an element depicted in the drawings were turned over, an element described as "below" or "below" another element would then be placed "above" the other element. Thus, the exemplary term "below" includes both a downward and an upward orientation. Elements may also be oriented in other directions, whereby the spatially relative terms are interpreted accordingly.

[0081] In this specification, unless otherwise defined, * and *' refer to the bonding sites between adjacent atoms in the chemical formula.

[0082] Hereinafter, the light emitting device according to one embodiment of the present invention will be described in more detail with reference to examples.

[0083] [Example] Fabrication of display protection layer Example 1

[0084] A display protective layer was prepared as follows.

[0085] First, a 40 μm layer of PET was formed, followed by UV curing of urethane acrylate and fluorinated ethylene propylene to form a 5 μm hard coating layer (fluorinated ethylene propylene 25 wt %).

[0086] On the hard coating layer, a 30 nm anti-fingerprint coating layer was formed using an electron beam with Compounds A and B as two sources.

[0087] [CF3O-(C2F4O)m1 -(CF2O) m2 ]2CH(CH2O) n3 -(CH2NHCH2) n4 -Si(OH)3 Compound A: m1=3, m2=2, n3=1, n4=1 Compound B: m1=3, m2=2, n3=4, n4=4

[0088] Example 2 A display protective layer was prepared as follows.

[0089] After forming a 40 μm layer of PET, nanobead particles with a diameter of 7 nm were placed on the layer, and then the urethane acrylate and fluorinated ethylene propylene were UV-cured to form a 5 μm hard coating layer (fluorinated ethylene propylene 25 wt %).

[0090] On the hard coating layer, a 30 nm anti-fingerprint coating layer was formed using an electron beam with Compound A as a single source.

[0091] Example 3 A display protective layer was prepared as follows.

[0092] First, a 40 μm layer of PET was formed, and then urethane acrylate and perfluoroalkyl vinyl ether were UV-cured to form a 5 μm hard coating layer (perfluoroalkyl vinyl ether 25 wt %).

[0093] On the hard coating layer, a 30 nm anti-fingerprint coating layer was formed using an electron beam with Compounds C and D as two sources.

[0094] [CF3O-(C2F4O) m1 -(CF2O) m2 ]3C(CH2O) n3 -(CH2NHCH2) n4 -Si(OH)3 Compound C: m1=2, m2=1, n3=1, n4=1 Compound D: m1=2, m2=1, n3=4, n4=4

[0095] Example 4 A display protective layer was prepared as follows.

[0096] After forming a 40 μm layer of PET, nanobead particles with a diameter of 7 nm were placed on the layer, and then urethane acrylate and perfluoroalkyl vinyl ether were UV-cured to form a 5 μm hard coating layer (25 wt% perfluoroalkyl vinyl ether).

[0097] On the hard coating layer, a 30 nm anti-fingerprint coating layer was formed using Compound C as a single source using an electron beam.

[0098] Example 5 A display protective layer was prepared as follows.

[0099] First, a 40 μm layer of PET was formed, followed by UV curing of urethane acrylate and dimethylpolysiloxane (containing 1-1.5% vinyl groups) to form a 5 μm hard coating layer (dimethylpolysiloxane 25 wt%).

[0100] On the hard coating layer, a 30 nm anti-fingerprint coating layer was formed using an electron beam with Compounds A and B as two sources.

[0101] Comparative Example 1 A display protective layer was prepared as follows.

[0102] First, a 40 μm layer of PET was formed, and then a 5 μm hard coating layer was formed by UV curing urethane acrylate.

[0103] On the hard coating layer, a 30 nm anti-fingerprint coating layer was formed using an electron beam with Compound A as a single source.

[0104] Evaluation example Wear resistance measurement

[0105] An eraser was placed on the display protective layer prepared in Examples 1 to 5 and reciprocated several times under a load of 1 kgf, and then the water contact angle of the display protective layer was measured. The results are shown in Table 1 below. [Table 1]

[0106] A water contact angle of 95° or more is considered to have excellent antifouling properties. Generally, a solid surface is considered hydrophobic when the water contact angle is 95° or more. In other words, a display protection layer with high hydrophobicity and a contact angle of 95° or more is considered to have excellent antifouling properties.

[0107] It can be seen that the display protective layer according to one embodiment of the present invention exhibits better antifouling properties than Comparative Example 1. This result is due to the fact that the anti-fingerprint layer according to Comparative Example 1 does not have a concave-convex structure, while the anti-fingerprint layer of the display protective layer according to one embodiment of the present invention has a concave-convex structure. The concave-convex structure of the anti-fingerprint layer of the display protective layer according to one embodiment of the present invention is produced by simultaneously depositing anti-fingerprint coating compounds having two chain lengths of Examples 1, 3, and 5, or by introducing nanobead particles with a diameter of 7 nm into a hard coating layer to make the surface of the hard coating layer have a concave-convex surface, and then depositing an anti-fingerprint coating compound having one chain length of Examples 2 and 3.

[0108] In particular, Examples 2, 4, and 5 exhibited water contact angles much larger than those of Comparative Example 1 under the same test conditions after 10,000 reciprocating strokes. This is because the hard coating layer of the display protective layer according to one embodiment of the present invention contains a polymer containing a fluorine group or a silicon group, and therefore the hard coating layer maintains excellent antifouling performance even after the anti-fingerprint coating layer is partially worn or partially cracked.

[0109] In Comparative Example 1, the water contact angle was over 95° at both 5,000 and 10,000 strokes, indicating good antifouling properties. However, as the number of strokes increased, the water contact angle became relatively small. This is because the hard coating layer, which was exposed after the anti-fingerprint coating layer was partially worn or cracked, had relatively poor antifouling properties.

Claims

1. An anti-fingerprint coating agent comprising a compound having an end portion, a connecting portion, and a terminal portion on the surface side of an anti-fingerprint coating layer, the end portion on the surface side contains two or three perfluoropolyether groups; The linking moiety is a trivalent or tetravalent linking group and includes at least one of the following linking groups 1 to 14: The terminal portion contains a siloxane group and is represented by at least one of the following chemical formulas 3 to 5. <Chemical formula 3> In Formula 3, R 21 to R 23 are each independently selected from hydrogen and a C 1 -C 5 alkyl group, and *' represents a bond to the connecting portion. <Chemical formula 4> In the above chemical formula 4, A represents the following chemical formula 4-1: *' indicates a bond to the linking portion, <Chemical formula 4-1> In Formula 4-1, R 31 to R 33 are each independently selected from hydrogen and a C 1 -C 5 alkyl group, and *'' represents a bond to O. <Chemical formula 5> In the chemical formula 5, A represents the chemical formula 4-1, *' indicates a bond with the linking portion.

2. The anti-fingerprint coating agent according to claim 1 , wherein the perfluoropolyether group is represented by the following chemical formula 1: <Chemical formula 1> In the above formula 1, R 1 is a branched or straight chain C substituted with F 1 -C 60 represents an alkyl group, and R 2 is a branched or straight chain C substituted with F 1 -C 60 represents an alkylene group, m represents an integer of 1 to 20; When m is 2 or more, each R 2 may be the same or different from each other, * indicates a bond with the linking portion.

3. A substrate; a hard coating layer located on the substrate; an anti-fingerprint coating layer located on the hard coating layer, The anti-fingerprint coating layer is a layer coated with an anti-fingerprint coating agent including a compound having an edge, a connecting portion, and a terminal portion on the surface side of the anti-fingerprint coating layer, A display protective layer, wherein the end portion on the surface side contains two or three perfluoropolyether groups, the linking portion is a trivalent or tetravalent linking group and contains at least one of the linking groups 1 to 14 below, and the terminal portion contains a siloxane group and is represented by at least one of the following chemical formulas 3 to 5: <Chemical formula 3> In Formula 3, R 21 to R 23 are each independently selected from hydrogen and a C 1 -C 5 alkyl group, and *' represents a bond to the connecting portion. <Chemical formula 4> In the above chemical formula 4, A represents the following chemical formula 4-1: *' indicates a bond to the linking portion, <Chemical formula 4-1> In Formula 4-1, R 31 to R 33 are each independently selected from hydrogen and a C 1 -C 5 alkyl group, and *'' represents a bond to O. <Chemical formula 5> In the chemical formula 5, A represents the chemical formula 4-1, *' indicates a bond with the linking portion.

4. The display protection layer according to claim 3 , wherein the surface of the anti-fingerprint coating layer has a roughness structure of 1 nm to 30 nm in the vertical direction.

5. the hard coating layer and the anti-fingerprint coating layer are in contact with each other; the surface of the hard coating layer in contact with the anti-fingerprint coating layer has a flat structure; The display protection layer according to claim 3, wherein the linking portions of the anti-fingerprint coating compound have different lengths, and the difference in the lengths of the linking portions is 1 nm to 30 nm.

6. the hard coating layer and the anti-fingerprint coating layer are in contact with each other; the surface of the hard coating layer in contact with the anti-fingerprint coating layer has an uneven structure, The display protection layer according to claim 3 , wherein the linking portion of the anti-fingerprint coating compound has a certain length.

7. The display protection layer according to claim 6 , wherein the uneven structure on the surface of the hard coating layer is formed by using nanoparticles.

8. 8. The display protection layer according to claim 7, wherein the nanoparticles have a diameter of 1 nm to 30 nm.

9. 4. The display protection layer according to claim 3, wherein the hard coating layer has a thickness of 2 to 8 μm.

10. 4. The display protection layer according to claim 3, wherein the anti-fingerprint coating layer has a thickness of 5 to 100 nm.

11. The display protection layer according to claim 3 , wherein the hard coating layer comprises a polymer containing a fluorine group or a silicon group.

12. 4. The display protection layer of claim 3, wherein the hard coating layer comprises a polymer containing a perfluoropolyether group, a polytetrafluoroethylene group, a fluorinated ethylene propylene group, a perfluoroalkyl vinyl ether group, or any combination thereof.

13. The display protection layer of claim 3 , wherein the hard coating layer comprises a polysiloxane polymer.

14. 1. An electronic device comprising: a display protection layer comprising a substrate; a hard coating layer disposed on the substrate; and an anti-fingerprint coating layer disposed on the hard coating layer, The anti-fingerprint coating layer is a layer coated with an anti-fingerprint coating agent including a compound having an edge, a connecting portion, and a terminal portion on the surface side of the anti-fingerprint coating layer, The end portion on the surface side contains two or three perfluoropolyether groups, the linking portion is a trivalent or tetravalent linking group and contains at least one of the linking groups 1 to 14 below, and the terminal portion contains a siloxane group and is represented by at least one of the following chemical formulas 3 to 5. <Chemical formula 3> In Formula 3, R 21 to R 23 are each independently selected from hydrogen and a C 1 -C 5 alkyl group, and *' represents a bond to the connecting portion. <Chemical formula 4> In the above chemical formula 4, A represents the following chemical formula 4-1: *' indicates a bond to the linking portion, <Chemical formula 4-1> In Formula 4-1, R 31 to R 33 are each independently selected from hydrogen and a C 1 -C 5 alkyl group, and *'' represents a bond to O. <Chemical formula 5> In the chemical formula 5, A represents the chemical formula 4-1, *' indicates a bond with the linking portion.

15. The electronic device of claim 14 further comprising an organic light emitting element.

16. The electronic device according to claim 14 , wherein the connecting portions have different lengths, or the surface of the hard coating layer in contact with the anti-fingerprint coating layer has a textured structure formed using nanoparticles.

17. A coating agent comprising a compound having one end, a connecting portion, and a terminal portion, the one end comprises two or three perfluoropolyether groups; The linking moiety is a trivalent or tetravalent linking group and includes at least one of the following linking groups 1 to 14: The terminal portion contains a siloxane group and is represented by at least one of the following chemical formulas 3 to 5. <Chemical formula 3> In Formula 3, R 21 to R 23 are each independently selected from hydrogen and a C 1 -C 5 alkyl group, and *' represents a bond to the connecting portion. <Chemical formula 4> In the above chemical formula 4, A represents the following chemical formula 4-1: *' indicates a bond to the linking portion, <Chemical formula 4-1> In Formula 4-1, R 31 to R 33 are each independently selected from hydrogen and a C 1 -C 5 alkyl group, and *'' represents a bond to O. <Chemical formula 5> In the chemical formula 5, A represents the chemical formula 4-1, *' indicates a bond with the linking portion.

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