Compound for anti-fingerprint coating, display protective layer including the same, and electronic device

Abstract

A compound for an anti-fingerprint coating is disclosed, the compound comprising a top portion, a linker, and an end portion, wherein the top portion comprises two or three perfluoropolyether moieties; the linker is a trivalent or tetravalent linking group; and the end portion comprises a siloxane moiety.

Description

TECHNICAL FIELD

[0001] The present disclosure relates to a fingerprint-resistant coating compound, a display protective layer including the fingerprint-resistant coating compound, and an electronic device. BACKGROUND

[0002] An organic light emitting display device (OLED) is a self-emitting device, and has superior characteristics in terms of wide viewing angle, high contrast, short response time, and brightness, driving voltage, and response speed, compared to conventional electronic devices.

[0003] An OLED can include a first electrode on a substrate, and a hole transport zone, an emission layer, an electron transport zone, and a second electrode, which are sequentially stacked on the first electrode. Holes provided from the first electrode can move toward the emission layer through the hole transport zone, and electrons provided from the second electrode can move toward the emission layer through the electron transport zone. Carriers such as holes and electrons recombine in the emission layer to generate excitons. These excitons transition from an excited state to a ground state to emit light.

[0004] An electronic device to which an OLED is applied can exert a foldable characteristic, and use a foldable polymer film in which a hard coating layer is applied to a window and a protective layer to secure a folding characteristic. SUMMARY

[0005] TECHNICAL PROBLEM

[0006] Embodiments of the present disclosure include a fingerprint-resistant coating compound, a display protective layer including the fingerprint-resistant coating compound, and an electronic device.

[0007] MEANS FOR SOLVING PROBLEM

[0008] According to an embodiment of the present disclosure, a fingerprint-resistant coating compound includes a top portion, a linking group, and an end portion, wherein the top portion can include two or three perfluoropolyether moieties, the linking group can be a trivalent or tetravalent linking group, and the end portion can include a siloxane moiety.

[0009] According to an embodiment of the present disclosure, a display protective layer includes a substrate, a hard coating layer on the substrate, and a fingerprint-resistant coating layer on the hard coating layer, wherein the fingerprint-resistant coating layer is a layer in which a plurality of fingerprint-resistant coating compounds each including a top portion, a linking group, and an end portion are coated, and the top portion can include two or three perfluoropolyether moieties, the linking group can be a trivalent or tetravalent linking group, and the end portion can include a siloxane moiety.

[0010] According to an embodiment of the present disclosure, an electronic device includes a display protective layer.

[0011] EFFECT OF THE INVENTION

[0012] A display protection layer using the anti-fingerprint coating compound according to the embodiment of the disclosure has excellent abrasion resistance and stain resistance. BRIEF DESCRIPTION OF DRAWINGS

[0013] Figure 1 A schematic diagram of an anti-fingerprint coating compound according to an embodiment of the disclosure is shown;

[0014] Figure 2 A schematic diagram of an anti-fingerprint coating layer having an uneven surface formed by coating an anti-fingerprint coating compound according to an embodiment of the disclosure on a hard coating layer having a flat surface;

[0015] Figure 3 A schematic diagram of an anti-fingerprint coating layer having an uneven surface formed by coating an anti-fingerprint coating compound according to an embodiment of the disclosure on a hard coating layer having an uneven surface. DETAILED DESCRIPTION

[0016] Foldable products use a thin film in which a hard coating (hard coating layer) is applied to a window and a protection layer to secure folding characteristics. However, in order to secure the folding characteristics, there is a certain limit to the increase in the thickness of the thin film, and the thin film is easily affected by marks and scratches caused by external impact. The scratch resistance of the hard coating is not only affected by the surface hardness, but also by abrasive materials, a friction coefficient, surface roughness, modulus and elasticity, the environment, etc. Increasing the scratch resistance can be achieved by reducing friction, and reducing friction can be achieved by imparting hydrophobicity to the hard coating.

[0017] Although a soft protection layer such as polyethylene terephthalate (PET) is used to secure folding flexibility, the abrasion resistance against repeated touch is low, and the recovery force against surface pressure caused by nail pressing and pen dropping is small.

[0018] The anti-fingerprint coating compound according to the embodiment of the disclosure can include a top portion, a linker, and an end portion, wherein the top portion can include two or three perfluoropolyether (PFPE) moieties, the linker connecting the top portion to the end portion can be a trivalent or tetravalent linking group, and the end portion can include a siloxane moiety.

[0019] Perfluoropolyether refers to a structure in which a unit in which all H is replaced with F is bonded to O, repeating an alkyl group.

[0020] According to the embodiment of the disclosure, the perfluoropolyether moiety can be represented by Formula 1:

[0021] Formula 1

[0022] R1O-(R2O) m -*

[0023] wherein, in formula 1,

[0024] R1represents a branched or straight chain C1-C 60 alkyl group,

[0025] R2represents a branched or straight chain C1-C 60 alkylene group,

[0026] m represents an integer from 1 to 20,

[0027] when m is 2 or more, each R2is the same or different from each other, and

[0028] * represents a binding site to the linking group.

[0029] For example, m can be an integer from 1 to 10. In embodiments of the present disclosure, m can be an integer from 1 to 7. For example, m can be an integer from 1 to 5.

[0030] In embodiments of the present disclosure, the perfluoropolyether moiety can be, for example, 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 -*, or C4F9O-(C2F4O) m1 -(C2F4O) m2-*. m1 and m2 can each be an integer from 0 to 10, and the sum of m1 and m2 can be from 1 to 10.

[0031] Fluoroalkyl or fluoroalkylene moieties having at least two carbon atoms (e.g., C2F4, C2F5, C3F6, C3F7, C4F9) can have straight-chain or branched-chain structures.

[0032] According to embodiments of this disclosure, the connection base can be represented by Equation 2:

[0033] Formula 2

[0034]

[0035] In Equation 2,

[0036] R 11 Indicates C1-C 60 alkylene groups, and R 12 Indicates C2-C 60 heteroalkylene groups,

[0037] n1 and n2 can each independently represent an integer of 0 or 1, and the sum of n1 and n2 can be 1.

[0038] n3 and n4 can each independently represent integers from 1 to 10.

[0039] When n3 is 2 or greater, each R 11 They can be the same or different from each other.

[0040] When n4 is 2 or greater, each R 12 They can be the same or different from each other.

[0041] * indicates the binding site at the top, and

[0042] *' indicates the binding site at the end.

[0043] C1-C 60 alkylene groups and C2-C 60 The heteroalkylene groups can each have an unsubstituted structure.

[0044] For example, n3 and n4 can each be an integer from 1 to 8 independently. For example, n3 and n4 can each be an integer from 1 to 5 independently.

[0045] A heteroalkylene group is an alkylene group whose main chain contains a heteroelement other than carbon. The heteroelement can be, for example, S, O, P, N, or a combination thereof.

[0046] According to embodiments of this disclosure, in Equation 2, R 12 It can be a heteroalkylene group including N.

[0047] For example, the linking group can be selected from the following:

[0048]

[0049]

[0050] In sections 1 to 14 shown above, * indicates a binding site at the top, and *' indicates a binding site at the end.

[0051] Alkyl moieties having at least two carbon atoms (e.g., C2H4, C3H6) can have straight-chain or branched structures.

[0052] Parts 1 to 7 are trivalent linking groups and parts 8 to 14 are tetravalent linking groups. For example, the linking group connecting the top to the end can be a trivalent linking group, such as parts 1, 2, 3, 4, 5, 6, or 7. For example, the two perfluoropolyether parts at the top can be connected to a linking group that is a trivalent linking group, or the three perfluoropolyether parts at the top can be connected to a linking group that is a tetravalent linking group.

[0053] According to embodiments of this disclosure, the end portion may include 1 to 40 Si units.

[0054] According to embodiments of this disclosure, the end portion can be represented by Equation 3:

[0055] Formula 3

[0056]

[0057] In Equation 3,

[0058] R 21 To R 23 Each can be independently selected from hydrogen and C1-C5 alkyl groups, and

[0059] *' indicates the binding site with the linker.

[0060] Figure 1 A schematic diagram of a compound for an anti-fingerprint coating according to an embodiment of the present disclosure is shown; and Figure 1 This schematically illustrates a case where the top comprises two perfluoropolyether portions, the linking group is a trivalent linking group, and the ends are represented by Formula 3. For example, Figure 1 The linker can be a trivalent linker selected from sections 1 to 7 above. For example, Figure 1 The end of it can be made of R 21 R 22 and R 23 Each of them is represented by formula 3, which is hydrogen.

[0061] According to embodiments of this disclosure, the end portion can be represented by Equation 4:

[0062] Formula 4

[0063]

[0064] In Equation 4,

[0065] A can be a group represented by Formula 4-1, and

[0066] *' indicates a binding site with a linker.

[0067] Equation 4-1

[0068]

[0069] In Equation 4-1,

[0070] R 31 To R 33 Each can be independently selected from hydrogen and C1-C5 alkyl groups, and

[0071] * indicates the binding site with O.

[0072] According to embodiments of this disclosure, the end portion can be represented by Equation 5:

[0073] Formula 5

[0074]

[0075] In Equation 5,

[0076] A can be a group represented by Formula 4-1, and

[0077] *' indicates the binding site with the linker.

[0078] According to embodiments of the present disclosure, the ends of the anti-fingerprint coating compound can react with functional groups (e.g., OH) on the surface of the hard coating layer to bond to the hard coating layer, while water or alcohol is removed as a byproduct. By forming multiple Si-O bonds between the ends 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 can be increased, and the wear resistance of the display protective layer can be enhanced.

[0079] According to embodiments of this disclosure, a display protective layer includes a substrate, a hard coating layer on the substrate, and an anti-fingerprint coating layer on the hard coating layer.

[0080] The anti-fingerprint coating layer can be a layer coated with an anti-fingerprint coating compound, wherein each anti-fingerprint coating compound includes a top, a linker, and an end, and the top may include two or three perfluoropolyether portions, the linker may be a trivalent or tetravalent linker group, and the end may include a siloxane portion.

[0081] For example, protective layers can be used in flexible displays.

[0082] According to embodiments of the present disclosure, the fingerprint-resistant coating layer of the protective layer is a layer coated with a compound for fingerprint-resistant coating according to embodiments of the present disclosure.

[0083] According to embodiments of the present disclosure, the surface of the anti-fingerprint coating may have an uneven structure having a thickness of approximately 1 nm to approximately 30 nm in the vertical direction.

[0084] Because the anti-fingerprint coating of the display protective layer according to the embodiments of this disclosure has an uneven structure, a lotus effect can be obtained.

[0085] The top of the anti-fingerprint coating compound according to embodiments of this disclosure comprises two or three perfluoropolyether portions. Due to the inclusion of such a large number of perfluoropolyether portions, the density of the alkyl fluoride portions in the space increases. As a result, stain resistance is increased.

[0086] According to embodiments of this disclosure, the hard coating layer and the anti-fingerprint coating layer of the protective layer can be in contact with each other. The surface of the hard coating layer in contact with the anti-fingerprint coating layer can have a flat structure. Multiple linkers of various anti-fingerprint coating compounds can have different lengths, and the length difference between the multiple linkers can be from about 1 nm to about 30 nm. In embodiments of this disclosure, the length difference between the multiple linkers can be from about 5 nm to about 10 nm. In embodiments of this disclosure, the length difference between the multiple linkers can be from about 8 nm to about 12 nm. In embodiments of this disclosure, the length difference between the multiple linkers can be from about 10 nm to about 20 nm. In embodiments of this disclosure, the length difference between the multiple linkers can be from about 15 nm to about 25 nm. In embodiments of this disclosure, the length difference between the multiple linkers can be from about 20 nm to about 30 nm.

[0087] Figure 2 This is a schematic diagram (end omitted) of an anti-fingerprint coating layer with an uneven surface formed by applying an anti-fingerprint coating compound according to an embodiment of the present disclosure onto a hard coating layer having a flat surface. The diagram schematically illustrates two different types of anti-fingerprint coating compounds of different lengths, deposited as two sources on a flat hard coating layer using an electron beam, according to an embodiment of the present disclosure.

[0088] Compounds for anti-fingerprint coatings of different lengths according to embodiments of the present disclosure can be prepared by varying the length of the top, connecting base, or end.

[0089] Because the top is not vertically aligned precisely, changing the length of the top is ineffective as a way to allow the anti-fingerprint coating to have an uneven surface.

[0090] Increasing the number of Si atoms in the siloxane portion at the end could be considered. However, again, the direction in which the number of Si atoms is increased is not precisely vertical. Therefore, changing the length of the end is ineffective as a way to allow the anti-fingerprint coating to have an uneven surface. The effect of increasing the number of Si atoms in the siloxane portion at the end is to increase adhesion to the hard coating.

[0091] Since the connector base can be vertically aligned, changing the length of the connector base can effectively change the anti-fingerprint coating from a flat surface to an uneven surface.

[0092] By changing the length of the connecting base, the anti-fingerprint coating compound according to the embodiments of the present disclosure can be prepared with different lengths, and by using anti-fingerprint coating compounds of different lengths, it is possible to allow the anti-fingerprint coating to have an uneven surface.

[0093] According to embodiments of this disclosure, a hard coating layer contacts an anti-fingerprint coating layer. The surface of the hard coating layer in contact with the anti-fingerprint coating layer may have an uneven structure, and the linker of the compound used for the anti-fingerprint coating may be a trivalent or tetravalent linker group with a certain length. Here, "certain length" refers to any identical length. In other words, due to the uneven surface of the hard coating layer, even if the compound used for the anti-fingerprint coating may have the same length, the anti-fingerprint coating layer also has an uneven surface.

[0094] According to embodiments of this disclosure, the hard coating layer can have an uneven surface structure by applying any uneven structure forming method. For example, the uneven structure forming method can be a nanoimprinting method or a method using nanoparticles, etc.

[0095] Figure 3 This is a schematic diagram (end omitted) of an anti-fingerprint coating layer with an uneven surface formed by applying an anti-fingerprint coating according to an embodiment of the present disclosure with a compound onto a hard coating layer having an uneven surface.

[0096] According to embodiments of this disclosure, nanoparticles can be introduced into a hard coating layer to allow the surface of the hard coating layer to have an uneven structure. The diameter of the nanoparticles can be from about 1 nm to about 30 nm. In embodiments of this disclosure, the diameter of the nanoparticles can be from about 5 nm to about 10 nm. In embodiments of this disclosure, the diameter of the nanoparticles can be from about 8 nm to about 12 nm. In embodiments of this disclosure, the diameter of the nanoparticles can be from about 10 nm to about 20 nm. In embodiments of this disclosure, the diameter of the nanoparticles can be from about 15 nm to about 25 nm. In embodiments of this disclosure, the diameter of the nanoparticles can be from about 20 nm to about 30 nm.

[0097] When nanoparticles corresponding to the desired level of unevenness are used to form a hard coating and the anti-fingerprint coating compound has the same length, the resulting anti-fingerprint coating has an uneven surface.

[0098] There are no particular restrictions on the materials used for nanoparticles, but they can have a diameter corresponding to the uneven surface of the anti-fingerprint coating.

[0099] According to embodiments of this disclosure, the substrate may be glass or a polymer film.

[0100] The polymer film may include, for example, polyethylene terephthalate (PET), polyethylene naphthalate (PEN), or polyimide (PI).

[0101] The glass can be, for example, rigid glass, thin glass, or ultra-thin glass.

[0102] According to embodiments of this disclosure, the substrate may have a thickness of approximately 10 μm to approximately 70 μm.

[0103] For example, the substrate can have a thickness of approximately 20 μm to approximately 60 μm.

[0104] According to embodiments of this disclosure, the hard coating layer can have a thickness of about 2 μm to about 8 μm. For example, the hard coating layer can have a thickness of about 3 μm to about 7 μm.

[0105] According to embodiments of this disclosure, the anti-fingerprint coating can have a thickness of approximately 5 nm to approximately 100 nm. For example, the anti-fingerprint coating can have a thickness of approximately 10 nm to approximately 70 nm.

[0106] When considering the protection of the display device (e.g., a light-emitting device) that serves as the target of the display protective layer, the thickness of each of the substrate, hard coating layer, and anti-fingerprint coating layer in the display protective layer can be within these ranges. Furthermore, when the thickness of each of the substrate, hard coating layer, and anti-fingerprint coating layer in the display protective layer is within these ranges, the display protective layer can be used in flexible displays.

[0107] According to embodiments of this disclosure, the hard coating may include acrylate-based compounds, such as polyurethane acrylate or polyester acrylate-based polymers.

[0108] According to embodiments of this disclosure, the hard coating layer may include a polymer containing fluorine groups or silicon groups. For example, the hard coating layer may include a polymer containing fluorine groups. For example, the hard coating layer may include a polymer containing silicon groups. For example, the hard coating layer may include a polymer containing both fluorine groups and silicon groups.

[0109] According to embodiments of this disclosure, the hard coating may include a polymer containing a perfluoropolyether portion, a polytetrafluoroethylene portion, a fluorinated ethylene propylene portion, a perfluoroalkyl vinyl ether portion, or any combination thereof.

[0110] According to embodiments of this disclosure, the hard coating layer may comprise a polysiloxane polymer. For example, the polysiloxane polymer may be a typical organopolysiloxane polymer. In an organopolysiloxane polymer, organic groups are bonded to a silicon moiety that is not bonded to oxygen. For example, the organopolysiloxane polymer may be dimethylpolysiloxane (comprising 1% to 1.5% vinyl groups), polymethylphenylsiloxane (comprising 1% to 1.2% vinyl groups), poly(vinylmethyl-dimethylsiloxane) copolymer, or a combination thereof.

[0111] For example, in the case of a rigid coating, a polyurethane acrylate or polyester acrylate-based polyurethane is used as the matrix, and additionally a perfluoropolyether portion, a polytetrafluoroethylene portion, a fluorinated ethylene propylene portion, a perfluoroalkyl vinyl ether portion, or any combination thereof is used, and the resulting structure is cured to obtain the coating.

[0112] For example, the hard coating layer can be a polymer, including: a polyurethane acrylate or polyester acrylate-based polymer as the matrix; and dimethyl polysiloxane (including 1% to 1.5% vinyl groups), polymethylphenylsiloxane (including 1% to 1.2% vinyl groups), poly(vinylmethyl-dimethylsiloxane) copolymer, or combinations thereof.

[0113] For example, based on the total weight of the polymer, the rigid coating may include about 50 wt% or less of a perfluoropolyether portion, a polytetrafluoroethylene portion, a fluorinated ethylene propylene portion, a perfluoroalkyl vinyl ether portion, or any combination thereof. In embodiments of this disclosure, based on the total weight of the polymer, the rigid coating may include about 5 wt% to about 30 wt% of a perfluoropolyether portion, a polytetrafluoroethylene portion, a fluorinated ethylene propylene portion, a perfluoroalkyl vinyl ether portion, or any combination thereof.

[0114] For example, based on the total weight of the polymer, the hard coating may include about 50 wt% or less of an organopolysiloxane polymer. In the embodiments of this disclosure, based on the total weight of the polymer, the hard coating may include about 5 wt% to about 30 wt% of an organopolysiloxane polymer. There are no particular limitations on the organopolysiloxane polymer, and it can be any material generally known. Because the hard coating includes a polymer containing fluorine or silicon groups, the hard coating retains its anti-fouling properties even after the anti-fingerprint coating has worn or cracked.

[0115] According to embodiments of this disclosure, an electronic device may include a display protection layer according to embodiments of this disclosure.

[0116] [Definition of the term]

[0117] The term "C1-C" as used in this article 60 "alkyl group" refers to a monovalent group of a straight-chain or branched aliphatic hydrocarbon having 1 to 60 carbon atoms, and "C1-C..." 60 Examples of "alkyl groups" are methyl groups, ethyl groups, n-propyl groups, isopropyl groups, n-butyl groups, sec-butyl groups, isobutyl groups, tert-butyl groups, n-pentyl groups, tert-pentyl groups, neopentyl groups, isopentyl groups, sec-pentyl groups, 3-pentyl groups, sec-isopentyl groups, n-hexyl groups, isohexyl groups, sec-hexyl groups, tert-hexyl groups, n-heptyl groups, isoheptyl groups, sec-heptyl groups, tert-heptyl groups, n-octyl groups, isooctyl groups, sec-octyl groups, tert-octyl groups, n-nonyl groups, isononyl groups, sec-nonyl groups, tert-nonyl groups, n-decyl groups, isodecyl groups, sec-decyl groups, and tert-decyl groups. The term "C1-C" as used herein... 60 "alkylene group" refers to a group that is related to C1-C2. 60 Alkyl groups are divalent groups with the same structure.

[0118] The C2-C used in this article 60 A heteroalkyl group refers to an alkyl group in which the aforementioned alkyl group includes a heteroelement. The heteroelement can be, for example, N, S, O, P, or any combination thereof. The C2-C group used herein... 60 Heteroalkylene refers to compounds that are C2-C 60Heteroalkyl groups are divalent groups with the same structure.

[0119] The maximum number of carbon atoms in the substituent definition section is merely an example. In embodiments of this disclosure, C1-C 60 The maximum number of carbon atoms in an alkyl group is 60, which is an example, and the definition of an alkyl group also applies to C1-C. 20 Alkyl groups. All other cases are the same.

[0120] The spatial relative terms “below,” “under,” “down,” “above,” and “above” are used to readily describe the relationship between one element or component and another, as shown in the figures. It should be understood that, in addition to the directions depicted in the figures, the spatial relative terms are intended to also cover different orientations of the device during use or operation. For example, when the device shown in the figures is flipped, a device described as “below” or “under” can be placed “above” another device. Therefore, the term “below” can include both downward and upward directions. The device can be oriented in other ways, and therefore, the spatial relative terms can be interpreted according to orientation.

[0121] Unless otherwise defined, * and *' as used herein refer to the binding sites of adjacent atoms in the corresponding formulas.

[0122] In the following, light-emitting elements according to embodiments of the present disclosure will be described in detail with reference to examples.

[0123] [Example]

[0124] Manufacture of protective layer

[0125] Example 1

[0126] The protective layer is manufactured as follows.

[0127] First, a 40 μm thick PET layer is formed as a substrate, and then polyurethane acrylate and fluorinated ethylene propylene are cured by ultraviolet (UV) light to form a 5 μm thick hard coating layer (25 wt% fluorinated ethylene propylene) on the substrate.

[0128] On a hard coating layer, a 30 nm thick anti-fingerprint coating layer is formed by using compound A and compound B as two sources and an electron beam.

[0129] [CF3O-(C2F4O) m1 -(CF2O) m2 ]2CH(CH2O) n3 -(CH2NHCH2) n4 -Si(OH)3

[0130] Compound A: m1 = 3, m2 = 2, n3 = 1, and n4 = 1

[0131] Compound B: m1 = 3, m2 = 2, n3 = 4, and n4 = 4

[0132] Example 2

[0133] The protective layer is manufactured as follows.

[0134] A 40 μm thick PET layer was formed as a substrate, and then 7 nm diameter nanobeads were placed on it. Subsequently, polyurethane acrylate and fluorinated ethylene propylene were UV cured to form a hard coating layer with a thickness of 5 μm (25 wt% fluorinated ethylene propylene) on the substrate.

[0135] An anti-fingerprint coating with a thickness of 30 nm was formed on a hard coating layer by using compound A as a single source and an electron beam.

[0136] Example 3

[0137] The protective layer is manufactured as follows.

[0138] First, a 40 μm thick PET layer is formed as a substrate, and then polyurethane acrylate and perfluoroalkyl vinyl ether are cured by ultraviolet (UV) light to form a 5 μm thick hard coating layer (25 wt% perfluoroalkyl vinyl ether) on the substrate.

[0139] On a hard coating layer, a 30 nm thick anti-fingerprint coating layer is formed by using compound C and compound D as two sources and an electron beam.

[0140] [CF3O-(C2F4O) m1 -(CF2O) m2 3C(CH2O) n3 -(CH2NHCH2) n4 -Si(OH)3

[0141] Compound C: m1 = 2, m2 = 1, n3 = 1, and n4 = 1

[0142] Compound D: m1 = 2, m2 = 1, n3 = 4, and n4 = 4

[0143] Example 4

[0144] The protective layer is manufactured as follows.

[0145] A 40 μm thick PET layer was formed as a substrate, and then 7 nm diameter nanobeads were placed on it. Subsequently, polyurethane acrylate and perfluoroalkyl vinyl ether were UV cured to form a hard coating layer with a thickness of 5 μm (25 wt% perfluoroalkyl vinyl ether) on the substrate.

[0146] An anti-fingerprint coating with a thickness of 30 nm was formed on a hard coating layer by using compound C as a single source and an electron beam.

[0147] Example 5

[0148] The protective layer is manufactured as follows.

[0149] First, a 40 μm thick PET layer is formed as a substrate, and then polyurethane acrylate and dimethyl polysiloxane (including 1% to 1.5% vinyl groups) are UV cured to form a 5 μm thick hard coating layer (25 wt% dimethyl polysiloxane) on the substrate.

[0150] On a hard coating layer, a 30 nm thick anti-fingerprint coating layer is formed by using compound A and compound B as two sources and an electron beam.

[0151] Comparative Example 1

[0152] The protective layer is manufactured as follows.

[0153] First, a 40μm thick PET layer is formed as a substrate, and then a polyurethane acrylate is UV cured to form a 5μm thick hard coating layer on the substrate.

[0154] An anti-fingerprint coating with a thickness of 30 nm was formed on a hard coating layer by using compound A as a single source and an electron beam.

[0155] Evaluation Example

[0156] Abrasion resistance measurement

[0157] An eraser was placed on each of the display protective layers manufactured according to Examples 1 to 5 and reciprocated several times under a load of 1 kgf. The water contact angle of each display protective layer was then measured. The results of the water contact angles are shown in Table 1.

[0158] Table 1

[0159] Number of reciprocations Water contact angle (°) Example 1 5000 115.7 Example 2 10000 108.4 Example 3 5000 118.4 Example 4 10000 109.1 Example 5 10000 107.2 Comparative Example 1 5000 100.2 Comparative Example 1 10000 95.1

[0160] When the water contact angle is 95° or greater, antifouling properties are considered excellent. Generally, if the water contact angle is greater than 90°, the solid surface is considered hydrophobic. In other words, a display protective layer with high hydrophobicity and a contact angle greater than 95° will have excellent antifouling properties.

[0161] The display protective layer according to the embodiments of this disclosure exhibits better anti-fouling properties than the display protective layer of Comparative Example 1. This result is because the anti-fingerprint coating of the display protective layer according to Comparative Example 1 does not have an uneven structure, while the anti-fingerprint coating of the display protective layer according to the embodiments of this disclosure does have an uneven structure. The uneven structure of the anti-fingerprint coating of the display protective layer according to the embodiments of this disclosure is produced by simultaneously depositing anti-fingerprint coating compounds having two types of chain lengths as shown in Examples 1, 3, and 5, or by introducing 7 nm diameter nanobeads into a hard coating layer to allow the hard coating layer to have an uneven surface, and then depositing an anti-fingerprint coating compound having one type of chain length as shown in Examples 2 and 4.

[0162] As can be seen, under the same test conditions of 10,000 cycles, Examples 2, 4, and 5 show a significantly larger water contact angle than Comparative Example 1. This is because even after partial wear or cracking of the anti-fingerprint coating, the hard coating maintains excellent anti-fouling properties due to the inclusion of polymers containing fluorine or silicon groups in the hard coating of the display protective layer according to embodiments of the present disclosure.

[0163] In Comparative Example 1, the water contact angle was 95° or greater at both 5000 and 10000 cycles, indicating high antifouling properties. However, the water contact angle decreased relatively with increasing cycle count. This is because the exposed hard coating layer after localized wear or cracking of the anti-fingerprint coating has relatively weak antifouling properties. In other words, the exposed hard coating layer of Comparative Example 1 does not contain polymers with fluorine or silicon groups, and therefore has relatively weak antifouling properties.

Claims

1. A compound for an anti-fingerprint coating, comprising a top, a binder, and an end, wherein, The top comprises two or three perfluoropolyether portions. The linker is a trivalent or tetravalent linker, and The end portion includes a siloxane portion. The connecting base is selected from the following portions 1 to 14: n3 and n4 each independently represent integers from 1 to 10, * represents the binding site with the top, and *' indicates the binding site with the end.

2. The compound for anti-fingerprint coating as described in claim 1, wherein, Each of the two or three perfluoropolyether portions is represented by formula 1: Formula 1 R1O-(R2O) m -* In Equation 1, R1 represents the branch or straight chain C1-C that is replaced by F. 60 Alkyl group, and R2 represents a branched or straight-chain C1-C substituted with F. 60 alkylene groups, m represents an integer from 1 to 20. When m is 2 or greater, the individual R² values ​​are either the same or different from each other, and * indicates a binding site with the linker.

3. The compound for anti-fingerprint coating as described in claim 1, wherein, The end portion comprises 1 to 40 Si atoms.

4. The compound for anti-fingerprint coating as described in claim 1, wherein, The end portion is represented by Equation 3: Formula 3 In Equation 3, R 21 To R 23 Each is independently selected from hydrogen and C1-C5 alkyl groups, and *' indicates a binding site with the linker.

5. The compound for anti-fingerprint coating as described in claim 1, wherein, The end portion is represented by Equation 4: Formula 4 In Formula 4, A is a group represented by Formula 4-1, and *' indicates a binding site with the linker. Equation 4-1 In Equation 4-1, R 31 To R 33 Each is independently selected from hydrogen and C1-C5 alkyl groups, and * indicates the binding site with O.

6. The compound for anti-fingerprint coating as described in claim 1, wherein, The end portion is represented by Equation 5: Formula 5 In Formula 5, A is a group represented by Formula 4-1, and *' indicates a binding site with the linker. Equation 4-1 In Equation 4-1, R 31 To R 33 Each is independently selected from hydrogen and C1-C5 alkyl groups, and * indicates the binding site with O.

7. A display protective layer, comprising: Base; A hard coating layer is located on the substrate; as well as An anti-fingerprint coating layer is located on the hard coating layer. The anti-fingerprint coating layer is a layer coated with a variety of anti-fingerprint coating compounds, each of which is an anti-fingerprint coating compound as described in any one of claims 1 to 6. The hard coating layer and the anti-fingerprint coating layer are in contact with each other. The surface of the anti-fingerprint coating layer has an uneven structure, and the uneven structure has a thickness of 1 nm to 30 nm in the vertical direction.

8. The display protective layer as claimed in claim 7, wherein, The multiple linkers of the compounds used for the various anti-fingerprint coatings have different lengths, and the length difference between the multiple linkers ranges from 1 nm to 30 nm.

9. The display protective layer as claimed in claim 7, wherein, The surface of the hard coating layer that contacts the anti-fingerprint coating layer has an uneven structure, and The multiple connecting groups of the compounds used for the various anti-fingerprint coatings have a certain length.

10. The display protective layer as claimed in claim 9, wherein, The uneven structure of the surface of the hard coating is formed using nanoparticles.

11. The display protective layer as claimed in claim 10, wherein, The diameter of the nanoparticles ranges from 1 nm to 30 nm.

12. The display protective layer as claimed in claim 7, wherein, The hard coating layer has a thickness of 2 μm to 8 μm.

13. The display protective layer as claimed in claim 7, wherein, The anti-fingerprint coating has a thickness of 5 nm to 100 nm.

14. The display protective layer as claimed in claim 7, wherein, The hard coating layer comprises a polymer containing at least one of fluorine groups and silicon groups.

15. The display protective layer as claimed in claim 7, wherein, The hard coating layer comprises a polymer containing a perfluoropolyether portion, a polytetrafluoroethylene portion, a fluorinated ethylene propylene portion, a perfluoroalkyl vinyl ether portion, or any combination thereof.

16. The display protective layer as claimed in claim 7, wherein, The hard coating layer comprises a polysiloxane polymer.

17. An electronic device comprising a display protection layer as claimed in any one of claims 7 to 16.

18. The electronic device of claim 17, wherein, Organic light-emitting display devices are used in the electronic devices.

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