Curable composition, thin film and display device

Abstract

One embodiment of the present invention provides a curable composition comprising a photocurable monomer, a photocuring initiator, and a silicone-based additive, wherein the silicone-based additive comprises a photocurable substituent and an aliphatic substituent, and the ratio of the photocurable substituent to the aliphatic substituent is 2:6 to 6:2.

Description

[Technical Field]

[0001] The present invention relates to a curable composition, a thin film, and a display device. [Background technology]

[0002] As technology advances, the applications of curable compositions expand based on their manufacturing and structural properties.

[0003] For example, the curable composition is used in electronic devices such as semiconductor devices and display devices, and specifically, the curable composition can be used to cover at least a region of a display device or to encapsulate a display device.

[0004] Meanwhile, in the case of such display devices including an organic light-emitting element, the properties of the sealing part that blocks the inflow of gas or moisture from the outside are important, and the curable composition can also be effectively used in such a sealing part.

[0005] When a film using a curable composition is used in a sealing portion or various electronic elements, there are limitations in terms of precise manufacturing characteristics and in controlling electrical interference with adjacent members. Summary of the Invention [Problem to be solved by the invention]

[0006] The present invention can provide a curable composition that has improved manufacturing process properties and various properties after curing.

[0007] An object of the present invention is to provide a curable composition comprising a photocurable monomer, a photocuring initiator, and a silicone-based additive, wherein the silicone-based additive comprises a photocurable substituent and an aliphatic substituent, and the ratio of the photocurable substituent to the aliphatic substituent is 2:6 to 6:2.

[0008] Another object of the present invention is to provide a thin film prepared from said curable composition.

[0009] Another object of the present invention is to provide a display device including the thin film. [Means for solving the problem]

[0010] To achieve the above object, one embodiment of the present invention provides a curable composition comprising a photocurable monomer, a photocuring initiator, and a silicone-based additive, wherein the silicone-based additive comprises a photocurable substituent and an aliphatic substituent, and the ratio of the photocurable substituent to the aliphatic substituent is 2:6 to 6:2.

[0011] In one embodiment of the present invention, the silicone-based additive may include a siloxane structure.

[0012] In one embodiment of the present invention, the silicone additive may include a cage-type or leather-type siloxane structure.

[0013] In one embodiment of the present invention, the silicone-based additive may be represented by the following formula 1:

[0014] (chemical 1) (RSiO 3 / 2 ) n In the above Chemical Formula 1, n is an integer of 1 or more, and R is a photocurable substituent or an aliphatic substituent, and the ratio of the photocurable substituent to the aliphatic substituent may be 2:6 to 6:2.

[0015] In one embodiment of the present invention, the silicone-based additive may be represented by the following formula 2:

[0016] [ka] In the above Chemical Formula 2, R is a photocurable substituent or an aliphatic substituent, and the ratio of the photocurable substituent to the aliphatic substituent may be 2:6 to 6:2.

[0017] In one embodiment of the present invention, the photocurable substituent comprises an acrylate structure, and the aliphatic substituent is C 1-20 alkyl group or C 5-20 It can be a cycloalkyl group of the formula:

[0018] In one embodiment of the present invention, the photocurable monomer may include the following formula 3:

[0019] [ka] In the above formula 3, R1 is hydrogen or C 1-5 and R2 is an alkyl group of C 1-25 alkyl group or C 3-25 It can be a cycloalkyl group of the formula:

[0020] In one embodiment of the present invention, the photocurable monomers are different types of photocurable monomers, and the weight ratio of the different types of photocurable monomers may be 1:3 to 1:20.

[0021] In an embodiment of the present invention, the curable composition may further include a difunctional or higher polyfunctional photocurable monomer.

[0022] In one embodiment of the present invention, the curable composition may further comprise an adhesion promoter.

[0023] In one embodiment of the present invention, the viscosity of the curable composition may be 10 to 30 cPs.

[0024] In one embodiment of the present invention, the coating film prepared from the curable composition may have an outgassing amount of 100 ppm or less.

[0025] In one embodiment of the present invention, the dielectric constant of a coating film prepared from the curable composition may be less than 2.7 εr.

[0026] Another embodiment of the present invention provides a thin film prepared from the curable composition.

[0027] In another embodiment of the present invention, there is provided a display device comprising the thin film. [Effects of the Invention]

[0028] The composition according to the present invention is a low-viscosity, solvent-free composition that is easy to inkjet process, generates little outgas after curing, and can provide a low-dielectric organic thin film sealing composition that is durable when forming a second inorganic film.

[0029] The composition according to the present invention has improved manufacturing process properties, which can improve various properties after curing. Furthermore, the composition according to the present invention can easily realize a thin film and a display device including the same. [Brief explanation of the drawings]

[0030] [Figure 1] FIG. 1 is a diagram showing a thin film produced from a curable composition according to the present invention and a display device including the same. [Figure 2] FIG. 2 is an enlarged view of a thin film according to an embodiment of the present invention. [Figure 3] FIG. 3 is an enlarged view of a thin film according to another embodiment of the present invention. [Explanation of symbols]

[0031] 10:Display device 100: Substrate 110:Display section 120: Thin film 200: Inorganic membrane 210:Organic film BEST MODE FOR CARRYING OUT THE INVENTION

[0032] An embodiment of the present invention is illustrated in the accompanying drawings. However, the concept of the present invention can be embodied in many other forms and should not be construed as being limited to the embodiments set forth herein. Rather, these embodiments are provided so that this disclosure will be thorough and complete, and will fully convey the scope of the concept of the present invention to those skilled in the art. Like reference numerals refer to like elements.

[0033] The terms used herein are intended to describe specific embodiments only and are not intended to limit the scope of the present invention. As used herein, the singular forms "a," "an," and "the" are intended to include the plural, including "at least one," unless the context clearly dictates otherwise. "At least one" should not be interpreted as limiting to the singular. As used herein, the term "and / or" includes any and all combinations of one or more of the listed items. The terms "comprise" and / or "comprising," as used in the detailed description, specify the presence of stated features, regions, integers, steps, operations, components, and / or ingredients and do not exclude the presence or addition of one or more other features, regions, integers, steps, operations, components, ingredients, and / or groups thereof.

[0034] Unless otherwise defined, all terms (including technical and scientific terms) used herein have the same meaning as commonly understood by a person of ordinary skill in the art to which this disclosure belongs. Furthermore, it will be understood that terms defined in commonly used dictionaries should be interpreted to have a meaning consistent with their meaning within the context of the relevant art and this disclosure, and should not be interpreted in an idealized or overly formal sense.

[0035] While particular embodiments have been described, presently unforeseen or unanticipated alternatives, modifications, variations, improvements, and substantial equivalents may occur to applicant or those skilled in the art. Accordingly, the appended claims, as filed and as they may be amended, are intended to embrace all such alternatives, modifications, variations, improvements, and substantial equivalents.

[0036] In the following examples, terms such as first and second are not used in a limiting sense but are used to distinguish one component from another.

[0037] In the following examples, singular expressions include plural expressions unless the context clearly indicates otherwise.

[0038] In the drawings, the size of components may be exaggerated or reduced for the sake of convenience of explanation. For example, the size and thickness of each component shown in the drawings are arbitrarily shown for the sake of convenience of explanation, and the present invention is not necessarily limited to those shown in the drawings.

[0039] In the following examples, the x-axis, y-axis, and z-axis are not limited to the three axes on a Cartesian coordinate system, but can be interpreted in a broad sense including them. For example, the x-axis, y-axis, and z-axis may be orthogonal to each other, or may point in different directions that are not orthogonal to each other.

[0040] The order of specific steps may be performed differently than described when an embodiment is otherwise feasible. For example, two processes described as successive may be performed substantially simultaneously or may be performed in the reverse order from that described.

[0041] The curable composition according to an embodiment of the present invention may include a photocurable monomer, a photocuring initiator, and a silicone-based additive.

[0042] The silicone additive may include a siloxane structure, which has the advantages of excellent thermal stability, excellent miscibility with other components, and ease of composition preparation. The siloxane structure may be a cage or leather structure, and while cage siloxanes generally have a higher dielectric constant than leather siloxanes, the dielectric constant may vary depending on the type and ratio of substituents substituted on the siloxane.

[0043] According to one embodiment of the present invention, the silicone-based additive may be represented by the following Chemical Formula 1:

[0044] (chemical 1) (RSiO 3 / 2 ) n In the above Chemical Formula 1, n is an integer of 1 or more, preferably an integer of 1 to 20, and more preferably an integer of 5 to 10.

[0045] R can be a photocurable substituent or an aliphatic substituent.

[0046] The ratio of the photocurable substituent to the aliphatic substituent may be 2:6 to 6:2, 2:6 to 5:3, 2:6 to 4:4, 2:6 to 3:5, 3:5 to 6:2, 3:5 to 5:3, 3:5 to 4:4, 4:4 to 6:2, 4:4 to 5:3, or 5:3 to 6:2. Depending on the ratio of the substituents, the dielectric constant and durability during second film formation may change.

[0047] According to one embodiment of the present invention, the silicone-based additive may be represented by the following formula 2:

[0048] [ka] In the above Chemical Formula 2, R is a photocurable substituent or an aliphatic substituent, and the ratio of the photocurable substituent to the aliphatic substituent may be the same as the ratio in Chemical Formula 1 described above or may be modified as necessary, and a more detailed description thereof will be omitted.

[0049] In the present invention, the term "(meth)acrylic" means acrylic and / or methacrylic.

[0050] The photocurable substituent may include an acrylate structure, which has low viscosity and excellent compatibility with other components. The acrylate may include one or more of a non-sulfur (meth)acrylate that does not contain sulfur, a non-aromatic (meth)acrylate that does not contain an aromatic group, and an aromatic (meth)acrylate that contains an aromatic group.

[0051] Non-aromatic (meth)acrylates are substituted or unsubstituted C 1-20 Specifically, the non-aromatic (meth)acrylate may be a (meth)acrylate having an alkyl group of unsubstituted linear C 1-20 (Meth)acrylates having an alkyl group of the formula 10-20 For example, the non-aromatic mono(meth)acrylate can include, but is not limited to, one or more of decyl (meth)acrylate, undecyl (meth)acrylate, lauryl (meth)acrylate, tridecyl (meth)acrylate, tetradecyl (meth)acrylate, pentadecyl (meth)acrylate, hexadecyl (meth)acrylate, heptadecyl (meth)acrylate, octadecyl (meth)acrylate, nonadecyl (meth)acrylate, arachidyl (meth)acrylate, stearyl (meth)acrylate, 2-octyl-1-dodecyl (meth)acrylate, and isobornyl (meth)acrylate.

[0052] The aromatic (meth)acrylate may include a (meth)acrylate having an aromatic group. The aromatic (meth)acrylate may include a (meth)acrylate having a substituted or unsubstituted aromatic group. Here, the term "aromatic group" refers to a polycyclic aromatic group, including a monocyclic or fused form, or a form in which monocyclic rings are connected by a σ bond. For example, the aromatic group may be a substituted or unsubstituted C 6-50 aryl groups, substituted or unsubstituted C 7-50 arylalkyl groups, substituted or unsubstituted C 3-50Heteroaryl groups, substituted or unsubstituted C 3-50 More specifically, the aromatic group can be one or more of the following heteroarylalkyl groups: phenyl, biphenyl, terphenyl, quaterphenyl, naphthyl, anthracenyl, penanthrenyl, chrysenyl, triphenylenyl, tetracenyl, pyrenyl, benzopyrenyl, pentacenyl, coronenyl, ovalenyl, corannulenyl, benzyl, pyridinyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, quinolinyl, isoquinolinyl, quinoxalinyl, acridinyl, quinazolinyl, cinnolinyl, phthalazinyl, thiazolyl, benzothiazolyl, isoxazolyl, benzisoxazolyl, oxazolyl, benzoxazolyl, pyrazolyl, indazolyl, imidazolyl, benzimidazolyl, purinyl, thiophenyl, benzothiophenyl, furanyl, benzofuranyl, and isobenzopuranyl.

[0053] The aliphatic substituent is an acyclic or cyclic non-aromatic carbon compound having a carbon number of C 1-20 alkyl group or C 5-20 Preferably, the alkyl group may be a cycloalkyl group in order to reduce the dielectric constant, but is not particularly limited thereto.

[0054] Unless otherwise specified, the alkyl group may be linear or branched, and the number of carbon atoms is not particularly limited, but may be 1 to 40. According to one embodiment, the alkyl group has 1 to 20 carbon atoms. According to another embodiment, the alkyl group has 1 to 10 carbon atoms. According to another embodiment, the alkyl group has 1 to 6 carbon atoms. Exemplary alkyl groups include, but are not limited to, methyl, ethyl, propyl, n-propyl, isopropyl, butyl, n-butyl, isobutyl, tert-butyl, sec-butyl, 1-methylbutyl, 1-ethylbutyl, pentyl, n-pentyl, isopentyl, neopentyl, tert-pentyl, hexyl, n-hexyl, 1-methylpentyl, 2-methylpentyl, 4-methyl-2-pentyl, 3,3-dimethylbutyl, 2-ethylbutyl, heptyl, n-heptyl, 1-methylhexyl, cyclopentylmethyl, cyclohexylmethyl, octyl, n-octyl, tert-octyl, 1-methylheptyl, 2-ethylhexyl, 2-propylpentyl, n-nonyl, 2,2-dimethylheptyl, 1-ethylpropyl, 1,1-dimethylpropyl, isohexyl, 2-methylpentyl, 4-methylhexyl, 5-methylhexyl, and the like.

[0055] The cycloalkyl group is not particularly limited, but may have 5 to 60 carbon atoms. According to one embodiment, the cycloalkyl group has 5 to 30 carbon atoms. According to another embodiment, the cycloalkyl group has 5 to 20 carbon atoms. Specific examples include, but are not limited to, cyclopropyl, cyclobutyl, cyclopentyl, 3-methylcyclopentyl, 2,3-dimethylcyclopentyl, cyclohexyl, 3-methylcyclohexyl, 4-methylcyclohexyl, 2,3-dimethylcyclohexyl, 3,4,5-trimethylcyclohexyl, 4-tert-butylcyclohexyl, cycloheptyl, and cyclooctyl.

[0056] The silicone additive of Chemical Formula 1 or 2 may be 5 to 15 wt%, 6 to 15 wt%, 7 to 15 wt%, 8 to 15 wt%, 9 to 15 wt%, 5 to 14 wt%, 6 to 14 wt%, 7 to 14 wt%, 8 to 14 wt%, 9 to 14 wt%, 5 to 13 wt%, 6 to 13 wt%, 7 to 13 wt%, 8 to 13 wt%, 9 to 13 wt%, 5 to 12 wt%, 6 to 12 wt%, 7 to 12 wt%, 8 to 12 wt%, 9 to 12 wt%, 5 to 11 wt%, 6 to 11 wt%, 7 to 11 wt%, 8 to 11 wt%, 9 to 11 wt%, 5 to 10 wt%, 6 to 10 wt%, 7 to 10 wt%, 8 to 10 wt%, or 9 to 10 wt%, based on the total weight of the composition.

[0057] When the silicone-based additive is contained in an amount of 5 to 15 wt % relative to the total weight of the curable composition, it is easy to ensure low dielectric properties of the cured product, and the curable composition can be easily photocured to form an efficient film.

[0058] Meanwhile, the photocurable monomer may include the following Chemical Formula 3:

[0059] [ka] In the above Chemical Formula 3, R1 is hydrogen or C 1-5 is an alkyl group of the formula R2 is C 1-25 alkyl group or C 3-25 The R2 may be a cycloalkyl group. When the R2 is an alkyl group, the freezing point is higher than when the R2 is a straight chain, and the R2 may freeze at room temperature, resulting in poor storage safety and requiring a high content to reduce the dielectric constant. Therefore, although R2 is preferably a cycloalkyl group, it may be modified to optimize effects such as dielectric constant, and is not limited thereto.

[0060] The alkyl group and the cycloalkyl group may be the same as the alkyl group and the cycloalkyl group in the above-mentioned examples or may be modified as needed, and a more detailed description thereof will be omitted. Also, in one embodiment of the above-mentioned Formula 3, the same as the description of the acrylate may be applied or may be modified as needed.

[0061] The photocurable monomer of Chemical Formula 3 may be present in an amount of 50 to 80 wt%, 55 to 80 wt%, 60 to 80 wt%, 65 to 80 wt%, 50 to 75 wt%, 55 to 75 wt%, 60 to 75 wt%, 65 to 75 wt%, 50 to 70 wt%, 55 to 70 wt%, 60 to 70 wt%, or 65 to 70 wt%, based on the total weight of the composition.

[0062] When the photocurable monomer is contained in an amount of 50 to 80% by weight based on the total weight of the composition, inkjet ejection is easy and the amount of outgassing may be reduced.

[0063] The photocurable monomer may contain a different type of photocurable monomer to reduce the dielectric constant, and the weight percentage ratio of the different types of photocurable monomers may be 1:3 to 1:20, 1:5 to 1:20, 1:10 to 1:20, 1:15 to 1:20, 1:3 to 1:15, 1:5 to 1:15, 1:10 to 1:15, 1:3 to 1:10, or 1:5 to 1:10.

[0064] The different photocurable monomers are those in which R2 in Chemical Formula 3 is C 1-25 and one photocurable monomer having an alkyl group represented by the formula (3), wherein R2 is C 3-25 and one photocurable monomer which is a cycloalkyl group.

[0065] In one embodiment of the present invention, a difunctional or higher polyfunctional photocurable monomer may be further included.

[0066] The polyfunctional photocurable monomer may be the same as the photocurable monomer in the above-described examples or may be modified as necessary. Specifically, the polyfunctional photocurable monomer may be, but is not limited to, trimethylolpropane tri(meth)acrylate, ethoxylated trimethylolpropane trimethacrylate, ethoxylated trimethylolpropane triacrylate, pentaerythritol trimethacrylate, or pentaerythritol triacrylate.

[0067] The polyfunctional photocurable monomer may be present in an amount of 10 to 30% by weight, 12 to 30% by weight, 15 to 30% by weight, 17 to 30% by weight, 20 to 30% by weight, 10 to 27% by weight, 12 to 27% by weight, 15 to 27% by weight, 17 to 27% by weight, 20 to 27% by weight, 10 to 25% by weight, 12 to 25% by weight, 15 to 25% by weight, 17 to 25% by weight, 20 to 25% by weight, 10 to 22% by weight, 12 to 22% by weight, 15 to 22% by weight, 17 to 22% by weight, 20 to 22% by weight, 10 to 20% by weight, 12 to 20% by weight, 15 to 20% by weight, or 17 to 20% by weight, based on the total weight of the composition.

[0068] When the polyfunctional photocurable monomer is contained in an amount of 10 to 30% by weight relative to the total weight of the curable composition, the inkjet ejection properties may be improved and the amount of outgassing may be reduced.

[0069] Meanwhile, the photocuring initiator may be any photocuring initiator that can effectively cause photocrosslinking between the photocurable monomer and the polyfunctional photocurable monomer.

[0070] As the photocuring initiator, acetophenone-based, benzophenone-based, thioxanthone-based, and benzoin-based initiators can be used, and these initiators can be used in combination of two or more.

[0071] That is, the photo-curing initiator may include a mixture of two or more photo-curing initiators, and when the photo-curing initiator includes a mixture of two or more photo-curing initiators, it can achieve the effects of surface curing and deep curing.

[0072] Specific examples of the photocuring initiator include acetophenone, hydroxy dimethyl acetophenone, dimethylamino acetophenone, dimethoxy-2-phenyl acetophenone, 3-methyl-acetophenone, 2,2-dimethoxy-2-phenyl acetophenone, 2,2-ethoxy-2-phenyl acetophenone, and 2,2-ethoxy-2-phenyl acetophenone. acetophenone, 4-chloroacetophenone, 4,4-dimethoxy-acetophenone, 2-hydroxy-2-methyl-1-phenylpropan-1-one, 4-hydroxycyclohexyl phenyl ketone, 1-hydroxycyclohexyl phenyl ketone ketone, 2-methyl-1-[4-(methylthio)phenyl]-2-morpholino-propan-1-one, 4-(2-hydroxyethoxy)phenyl-2-(hydroxy-2-propyl)ketone, benzophenone, p-phenyl benzophenone, 4,4-diamino benzophenone, 4,4′-diethylamino benzophenone4'-diethylamino benzophenone, dichloro-benzophenone, anthraquinone, 2-ethylanthraquinone, 2-t-butyl-anthraquinone, 2-amino-anthraquinone, 2-methylthioxanthone, 2-ethyl thioxanthone, 2-chloro thioxanthone, 2,4-dimethyl thioxanthone, 2,4-diethyl thioxanthone, 2-isopropyl thioxanthone, benzoin, benzoin methyl ether ether, benzoin ethyl ether, benzoin isopropyl ether, benzoin-n-butyl ether, benzoin isobutyl ether, benzyl dimethyl ketal, diphenyl ketone, benzyl dimethyl ketal, acetophenone dimethyl ketal, p-dimethylaminobenzoic acid ester, 4,6-trimethylbenzoyl diphenylphosphine oxide, phenylbis(2,4,6-trimethylbenzoyl)phosphine oxide6-trimethylbenzoyl)phosphine oxide, fluorene, triphenylamine, carbazole, etc. can be used.

[0073] Trade names of usable photocuring initiators include darocur 1173, darocur 4265, darocur BP, darocur TPO, darocur MBF, irgacure 184, irgacure 500, irgacure 2959, irgacure 754, irgacure 651, irgacure 369, irgacure 907, irgacure 1300, irgacure 819, irgacure 2022, irgacure 2959, irgacure 2100, irgacure 784, and irgacure 250 manufactured by IGM Resin, and these can be used alone or in combination of two or more.

[0074] In an optional example, the photo-curing initiator can initiate photo-curing by light with a wavelength of 300 nm to 400 nm, or 385 nm to 395 nm, for example, UV of the wavelengths.

[0075] As a specific example, the photocuring initiator may be an initiator that initiates photocuring by a UV lamp with a wavelength of 300 nm to 400 nm or 385 nm to 395 nm, which is the wavelength band of a UV lamp used when forming an organic thin film encapsulation.

[0076] For example, the curable composition of the embodiment may include a thioxanthone-based initiator and a benzoin-based initiator.

[0077] More specifically, the organic thin film sealing composition of the embodiment may be a mixture of phenylbis(2,4,6-trimethylbenzoyl)phosphine oxide and 2-isopropylthioxanthone.

[0078] The photocuring initiator may be 0.5 to 5 wt%, 1 to 5 wt%, 2 to 5 wt%, 0.5 to 4.5 wt%, 1 to 4.5 wt%, 2 to 4.5 wt%, 0.5 to 4 wt%, 1 to 4 wt%, 2 to 4 wt%, 0.5 to 3 wt%, 1 to 3 wt%, 2 to 3 wt%, 0.5 to 2.5 wt%, 1 to 2.5 wt%, or 2 to 2.5 wt%, based on the total weight of the composition.

[0079] When the curable composition contains the photocuring initiator in an amount of 0.5 to 5% by weight based on the total weight of the composition, photocuring proceeds smoothly and the amount of outgassing can be reduced.

[0080] In one embodiment of the present invention, an adhesion promoter may be further included.

[0081] The adhesion promoter is used to improve adhesion to common bare glass or inorganic layers.

[0082] In one embodiment, a silane-based material may be used as the adhesion promoter, and the silane-based material may be a material having a (meth)acrylate group. For example, 3-(trimethoxysilyl)propyl acrylate, 3-[diethoxy(methyl)silyl]propyl(meth)acrylate, 3-(trimethoxysilyl)propyl(meth)acrylate, 3-[tris(trimethylsilyloxy)silyl]propyl(meth)acrylate, 3-[dimethoxy(methyl)silyl]propyl(meth)acrylate, 3-(dimethoxy(methyl)silyl]propyl(meth)acrylate, 3-(triallylsilyl)propyl acrylate, and the like can be used.

[0083] Other adhesion promoters that can be used include adhesion promoters having an amino group and adhesion promoters having a phosphate group. Examples of adhesion promoters having a phosphate group include bis[2-(methacryloyloxy)ethyl]phosphate, bis[2-(acryloyloxy)ethyl]phosphate, 2-methacryloyloxyethyl acid phosphate, and 2-acryloyloxyethyl acid phosphate.

[0084] The adhesion promoter may be present in an amount of 0.1 to 3 wt%, 0.11 to 3 wt%, 0.12 to 3 wt%, 0.13 to 3 wt%, 0.14 to 3 wt%, 0.15 to 3 wt%, 0.16 to 3 wt%, 0.17 to 3 wt%, 0.18 to 3 wt%, 0.19 to 3 wt%, 0.2 to 3 wt%, 0.1 to 2 wt%, 0.11 to 2 wt%, 0.12 to 2 wt%, 0.13 to 2 wt%, 0.14 to 2 wt%, 0.15 to 2 wt%, 0.16 to 2 wt%, 0.17 to 2 wt%, 0.18 to 2 wt%, 0.19 to 2 wt%, 0.2 to 2 wt%, 0.1 to 1 ... %, 0.11 to 1 weight%, 0.12 to 1 weight%, 0.13 to 1 weight%, 0.14 to 1 weight%, 0.15 to 1 weight%, 0.16 to 1 weight%, 0.17 to 1 weight%, 0.18 to 1 weight%, 0.19 to 1 weight%, 0.2 to 1 weight%, 0.1 to 0.5 weight%, 0.11 to 0.5 weight%, 0.12 to 0.5 weight%, 0.13 to 0.5 weight%, 0.14 to 0.5 weight%, 0.15 to 0.5 weight%, 0.16 to 0.5 weight%, 0.17 to 0.5 weight%, 0.18 to 0.5 weight%, 0.19 to 0.5 weight%, or 0.2 to 0.5 weight%.

[0085] When the adhesion promoter is contained in an amount of 0.1 to 3 wt % relative to the total weight of the curable composition, sufficient adhesion of the photocured product to the inorganic layer can be ensured.

[0086] The viscosity of the curable composition according to an embodiment of the present invention may be 10 to 30 cPs, 10 to 25 cps, 10 to 20 cps, 10 to 15 cps, 15 to 30 cps, 15 to 25 cps, 15 to 20 cps, or 20 to 30 cPs. As described above, the curable composition according to an embodiment of the present invention is a low-viscosity material having a viscosity of 10 to 30 cPs, and therefore, ejection properties from an inkjet head are ensured, and thus the composition can be formed by inkjet printing.

[0087] The outgassing amount of the coating film prepared from the curable composition according to an embodiment of the present invention may be 100 ppm or less, 90 ppm or less, 80 ppm or less, 70 ppm or less, 65 ppm or less, 60 ppm or less, or 30 to 100 ppm. As described above, the coating film prepared from the curable composition according to an embodiment of the present invention has a low outgassing amount, which is effective in improving performance and lifespan.

[0088] The dielectric constant of a coating film prepared from a curable composition according to an embodiment of the present invention may be less than 2.7εr, 2.65εr or less, 2.6εr or less, or 2.3εr or more but less than 2.7εr, thereby reducing electrical noise generated in a display and reducing touch malfunctions.

[0089] In one embodiment of the present invention, there are provided a thin film produced from the curable composition and a display device including the thin film.

[0090] FIG. 1 shows a thin film made of the curable composition and a display device including the thin film.

[0091] 1, the display device 10 may include a substrate 100 and a display unit 110, and the display unit 110 may be located on the substrate 100. The display unit 110 may include an organic light-emitting element, and the thin film 120 may cover at least one surface of the organic light-emitting element.

[0092] FIG. 2 is an enlarged view of the thin film as an example.

[0093] Referring to FIG. 2, the thin film 120 may include an inorganic film 200 and an organic film 210, and the organic film 210 may include the curable composition.

[0094] FIG. 3 shows an enlarged view of the thin film as an optional example.

[0095] 3, the thin film 120 may include an inorganic film 200 and an organic film 210. For convenience of explanation, two inorganic films 200 and two organic films 210 are shown stacked in order, but the number of inorganic films and organic films and the stacking order are not particularly limited.

[0096] As described above, when a thin film containing the curable composition according to the present invention is used in a display device, the amount of outgassing in the organic film is reduced, while the adhesive strength of the inorganic film is increased, making it easier to ensure transparency for full-surface light emission. In addition, the low viscosity of the composition makes it possible to ensure inkjet ejection, and the low dielectric constant of the composition is effective in reducing noise. DETAILED DESCRIPTION OF THE INVENTION

[0097] The present invention will be described in detail below with reference to synthesis examples, working examples and experimental examples. However, the synthesis examples, examples and experimental examples described below are intended to specifically illustrate one embodiment of the present invention, and the present invention is not limited thereto.

[0098] <Synthesis Example 1> 19.35g of hexyl trimethoxysilane, 23.28g of methacryloxypropyl trimethoxysilane, and 165g of tetrahydrofuran were mixed and stirred. To this solution, a solution of 0.5g of cesium hydroxide solution (50wt% in H2O) and 5g of water was slowly added dropwise. The mixture was stirred at 75°C for 6 hours, and after cooling the reaction mixture, 1g of acetic acid was added to neutralize it. The organic layer was extracted using methylene chloride and water, and the water was removed using magnesium sulfate. The solution was then dried under reduced pressure to produce a cage-structured silsesquioxane with methacrylate and hexyl substituents. GPC measurement results showed Mw 1635, Mn 1447, and Mw / Mn 1.13. 1 1 H NMR results confirmed that the ratio of methacrylate to hexyl groups synthesized was 4.1:3.9.

[0099] <Synthesis Example 2> A cage-structured silsesquioxane having methacrylate and decyl substituents was prepared in the same manner as in Synthesis Example 1, except that 24.61 g of decyl trimethoxysilane was used instead of 19.35 g of hexyl trimethoxysilane. GPC measurement results: Mw 2460, Mn 2158, Mw / Mn 1.14. 1 1 H NMR results confirmed that the ratio of methacrylate to decyl groups in the synthesized product was 3.95:4.05.

[0100] <Synthesis Example 3> A cage-structured silsesquioxane having methacrylate and cyclohexyl substituents was prepared in the same manner as in Synthesis Example 1, except that 19.16 g of cyclohexyl trimethoxysilane was used instead of 19.35 g of hexyl trimethoxysilane. GPC measurement results: Mw 1670, Mn 1478, Mw / Mn 1.13. 1 1 H NMR results confirmed that the ratio of methacrylate to cyclohexyl groups synthesized was 4.02:3.98.

[0101] <Synthesis Example 4> A cage-structured silsesquioxane having methacrylate and cyclohexyl substituents was prepared in the same manner as in Synthesis Example 1, except that 23.95 g of cyclohexyl trimethoxysilane and 17.46 g of methacryloxypropyl trimethoxysilane were used. GPC measurement results: Mw 1575, Mn 1355, Mw / Mn 1.16. 1 1 H NMR results confirmed that the ratio of methacrylate to cyclohexyl groups synthesized was 2.92:5.08.

[0102] <Synthesis Example 5> A cage-structured silsesquioxane having methacrylate and cyclohexyl substituents was prepared in the same manner as in Synthesis Example 1, except that 14.37 g of cyclohexyl trimethoxysilane and 29.10 g of methacryloxypropyl trimethoxysilane were used. GPC measurement results: Mw 1758, Mn 1529, Mw / Mn 1.15. 1 1 H NMR results confirmed that the ratio of methacrylate to cyclohexyl groups synthesized was 4.87:3.13.

[0103] <Synthesis Example 6> A cage-structured silsesquioxane having methacrylate and cyclohexyl substituents was prepared in the same manner as in Synthesis Example 1, except that 28.74 g of cyclohexyl trimethoxysilane and 11.64 g of methacryloxypropyl trimethoxysilane were used. GPC measurement results: Mw 1476, Mn 1189, Mw / Mn 1.24. 1 1 H NMR results confirmed that the ratio of methacrylate to cyclohexyl groups synthesized was 1.95:6.05.

[0104] <Synthesis Example 7> A cage-structured silsesquioxane having methacrylate and cyclohexyl substituents was prepared in the same manner as in Synthesis Example 1, except that 9.58 g of cyclohexyl trimethoxysilane and 34.92 g of methacryloxypropyl trimethoxysilane were used. GPC measurement results: Mw 1848, Mn 1625, Mw / Mn 1.14. 1 1 H NMR results confirmed that the ratio of methacrylate to cyclohexyl groups synthesized was 6.02:1.98.

[0105] <Synthesis Example 8> 23.95g of cyclohexyl trimethoxysilane, 17.46g of methacryloxypropyl trimethoxysilane, and 20g of tetrahydrofuran were mixed and stirred. A solution of 0.1g of potassium carbonate and 11g of water was slowly added dropwise to this solution. The mixture was stirred at room temperature for 96 hours. The organic layer was extracted with methylene chloride and water, and the water was removed with magnesium sulfate. The solution was then dried under reduced pressure to produce a leather-structured silsesquioxane with methacrylate and cyclohexyl substituents. GPC analysis showed Mw 4326, Mn 3047, and Mw / Mn 1.42. 1 1 H NMR results confirmed that the ratio of methacrylate to cyclohexyl groups synthesized was 2.98:5.02.

[0106] Example 1 A photocurable composition was prepared by stirring 6.27 g of 2-octyl-1-dodecanyl methacrylate, 0.5 g of isobornyl methacrylate, 2.0 g of trimethylolpropane trimethacrylate, 0.98 g of silsesquioxane of Synthesis Example 1, 0.2 g of phenylbis(2,4,6-trimethylbenzoyl)phosphine oxide, 0.03 g of 2-isopropylthioxanthone, and 0.02 g of bis[2-(methacryloyloxy)ethyl]phosphate.

[0107] <Example 2> A photocurable composition was prepared by stirring 6.27 g of 2-octyl-1-dodecanyl methacrylate, 0.5 g of isobornyl methacrylate, 2.0 g of trimethylolpropane trimethacrylate, 0.98 g of silsesquioxane of Synthesis Example 2, 0.2 g of phenylbis(2,4,6-trimethylbenzoyl)phosphine oxide, 0.03 g of 2-isopropylthioxanthone, and 0.02 g of bis[2-(methacryloyloxy)ethyl]phosphate.

[0108] Example 3 A photocurable composition was prepared by stirring 6.27 g of 2-octyl-1-dodecanyl methacrylate, 0.5 g of isobornyl methacrylate, 2.0 g of trimethylolpropane trimethacrylate, 0.98 g of silsesquioxane of Synthesis Example 3, 0.2 g of phenylbis(2,4,6-trimethylbenzoyl)phosphine oxide, 0.03 g of 2-isopropylthioxanthone, and 0.02 g of bis[2-(methacryloyloxy)ethyl]phosphate.

[0109] Example 4 A photocurable composition was prepared by stirring 6.27 g of 2-octyl-1-dodecanyl methacrylate, 0.5 g of isobornyl methacrylate, 2.0 g of trimethylolpropane trimethacrylate, 0.98 g of silsesquioxane of Synthesis Example 4, 0.2 g of phenylbis(2,4,6-trimethylbenzoyl)phosphine oxide, 0.03 g of 2-isopropylthioxanthone, and 0.02 g of bis[2-(methacryloyloxy)ethyl]phosphate.

[0110] <Example 5> A photocurable composition was prepared by stirring 6.27 g of 2-octyl-1-dodecanyl methacrylate, 0.5 g of isobornyl methacrylate, 2.0 g of trimethylolpropane trimethacrylate, 0.98 g of silsesquioxane of Synthesis Example 5, 0.2 g of phenylbis(2,4,6-trimethylbenzoyl)phosphine oxide, 0.03 g of 2-isopropylthioxanthone, and 0.02 g of bis[2-(methacryloyloxy)ethyl]phosphate.

[0111] Example 6 A photocurable composition was prepared by stirring 6.27 g of 2-octyl-1-dodecanyl methacrylate, 0.5 g of isobornyl methacrylate, 2.0 g of trimethylolpropane trimethacrylate, 0.98 g of silsesquioxane of Synthesis Example 8, 0.2 g of phenylbis(2,4,6-trimethylbenzoyl)phosphine oxide, 0.03 g of 2-isopropylthioxanthone, and 0.02 g of bis[2-(methacryloyloxy)ethyl]phosphate.

[0112] Example 7 A photocurable composition was prepared by stirring 6.77 g of 2-octyl-1-dodecanyl methacrylate, 2.0 g of trimethylolpropane trimethacrylate, 0.98 g of silsesquioxane of Synthesis Example 4, 0.2 g of phenylbis(2,4,6-trimethylbenzoyl)phosphine oxide, 0.03 g of 2-isopropylthioxanthone, and 0.02 g of bis[2-(methacryloyloxy)ethyl]phosphate.

[0113] Example 8 A photocurable composition was prepared by stirring 5.77 g of 2-octyl-1-dodecanyl methacrylate, 1.0 g of isobornyl methacrylate, 2.0 g of trimethylolpropane trimethacrylate, 0.98 g of silsesquioxane of Synthesis Example 4, 0.2 g of phenylbis(2,4,6-trimethylbenzoyl)phosphine oxide, 0.03 g of 2-isopropylthioxanthone, and 0.02 g of bis[2-(methacryloyloxy)ethyl]phosphate.

[0114] Example 9 A photocurable composition was prepared by stirring 6.27 g of isostearyl methacrylate, 0.5 g of isobornyl methacrylate, 0.98 g of silsesquioxane of Synthesis Example 4, 2.0 g of trimethylolpropane trimethacrylate, 0.2 g of phenylbis(2,4,6-trimethylbenzoyl)phosphine oxide, 0.03 g of 2-isopropylthioxanthone, and 0.02 g of bis[2-(methacryloyloxy)ethyl]phosphate.

[0115] Example 10 A photocurable composition was prepared by stirring 6.27 g of 2-octyl-1-dodecanyl methacrylate, 0.5 g of dicyclopentanyl methacrylate, 0.98 g of silsesquioxane of Synthesis Example 4, 2.0 g of trimethylolpropane trimethacrylate, 0.2 g of phenylbis(2,4,6-trimethylbenzoyl)phosphine oxide, 0.03 g of 2-isopropylthioxanthone, and 0.02 g of bis[2-(methacryloyloxy)ethyl]phosphate.

[0116] <Comparative Example 1> A photocurable composition was prepared by stirring 6.27 g of 2-octyl-1-dodecanyl methacrylate, 0.5 g of isobornyl methacrylate, 2.98 g of trimethylolpropane trimethacrylate, 0.2 g of phenylbis(2,4,6-trimethylbenzoyl)phosphine oxide, 0.03 g of 2-isopropylthioxanthone, and 0.02 g of bis[2-(methacryloyloxy)ethyl]phosphate.

[0117] <Comparative Example 2> A photocurable composition was prepared by stirring 6.27 g of 2-octyl-1-dodecanyl methacrylate, 0.5 g of isobornyl methacrylate, 0.98 g of silsesquioxane of Synthesis Example 6, 2.0 g of trimethylolpropane trimethacrylate, 0.2 g of phenylbis(2,4,6-trimethylbenzoyl)phosphine oxide, 0.03 g of 2-isopropylthioxanthone, and 0.02 g of bis[2-(methacryloyloxy)ethyl]phosphate.

[0118] <Comparative Example 3> A photocurable composition was prepared by stirring 6.27 g of 2-octyl-1-dodecanyl methacrylate, 0.5 g of isobornyl methacrylate, 0.98 g of silsesquioxane of Synthesis Example 7, 2.0 g of trimethylolpropane trimethacrylate, 0.2 g of phenylbis(2,4,6-trimethylbenzoyl)phosphine oxide, 0.03 g of 2-isopropylthioxanthone, and 0.02 g of bis[2-(methacryloyloxy)ethyl]phosphate.

[0119] <Reference example 1> A photocurable composition was prepared by stirring 6.27 g of 2-octyl-1-dodecanyl methacrylate, 0.5 g of isobornyl methacrylate, 2.98 g of silsesquioxane of Synthesis Example 4, 0.2 g of phenylbis(2,4,6-trimethylbenzoyl)phosphine oxide, 0.03 g of 2-isopropylthioxanthone, and 0.02 g of bis[2-(methacryloyloxy)ethyl]phosphate.

[0120] <Reference example 2> A photocurable composition was prepared by stirring 3.77 g of 2-octyl-1-dodecanyl methacrylate, 3.0 g of isobornyl methacrylate, 0.98 g of silsesquioxane of Synthesis Example 4, 2.0 g of trimethylolpropane trimethacrylate, 0.2 g of phenylbis(2,4,6-trimethylbenzoyl)phosphine oxide, 0.03 g of 2-isopropylthioxanthone, and 0.02 g of bis[2-(methacryloyloxy)ethyl]phosphate.

[0121] <Experimental Example 1> Viscosity measurement The viscosity of the compositions prepared in the Examples, Comparative Examples and Reference Examples was measured at 25°C using a Brookfield LVT viscometer. The measurement results are shown in Table 1 below.

[0122] [Table 1]

[0123] Referring to Table 1, the curable composition of the present invention is a low-viscosity substance having a viscosity of 10 to 30 cPs, and therefore ensures ejection properties from an inkjet head, making it useful for forming by inkjet printing.

[0124] <Experimental Example 2> Measurement of outgassing amount The compositions prepared in the Examples, Comparative Examples, and Reference Examples were coated onto bare glass to a thickness of 5 μm using a spin coater, and then exposed to 1000 mW / cm 2 UV light using a 395 nm UV LED. 2 The glass was cut into 1cm x 6cm pieces and the amount of outgassing was analyzed using a Purge & Trap GC / Mass (JAI). Table 2 below shows the detailed analysis conditions, and Table 3 shows the experimental results.

[0125] [Table 2]

[0126] [Table 3]

[0127] As seen in Table 3, the outgassing rate of coating films prepared using the curable compositions according to the present invention is generally 100 ppm or less. Therefore, the performance and lifespan of electronic devices including thin films prepared using the compositions according to the present invention can be improved. Furthermore, as an example, when the thin film of a display device includes an organic film prepared using the compositions according to the present invention, the performance and lifespan of the display device can be improved. Specifically, the performance and lifespan of organic light-emitting devices in the display unit of the display device can be easily improved.

[0128] <Experimental Example 3> Durability analysis during deposition of second inorganic film The durability during the formation of the second inorganic film was evaluated by coating the compositions prepared in the Examples, Comparative Examples, and Reference Examples onto a wafer to a thickness of about 8 μm using a spin coater, and then irradiating the wafer with a 395 nm UV LED at 1000 mW / cm 2A coating film was fabricated by irradiating the organic film with 10 ...

[0129] [Table 4]

[0130] As seen in Table 4, in the case of coating films prepared using the curable composition according to the present invention, wrinkles did not occur during the second film formation in most cases. Therefore, the thin film containing the curable composition according to the present invention is formed in close contact with the inorganic film during the second film formation, and wrinkles do not occur, resulting in excellent thin film durability.

[0131] <Experimental Example 4> Measurement of dielectric constant The compositions prepared in the Examples, Comparative Examples, and Reference Examples were coated on the lower electrode (low resistance wafer) to a thickness of about 8 μm using a spin coater, and then exposed to 1000 mW / cm 2 using a 395 nm UV LED. 2 A coating film was produced by irradiating the film with light. A metal mask with an electrode size of 3 mm x 3 mm was covered on the produced coating film, and an upper electrode (Pt) was coated using sputtering. A frequency of 1 kHz to 1 MHz was applied to the formed upper and lower electrodes, and the change in capacitance was measured. (Agilent Semiconductor Device Analyzer, B1500A) The actual thickness of the coating film was measured using an SEM to measure the dielectric constant. The measurement results are shown in Table 5 below.

[0132] [Table 5]

[0133] Table 5 shows that the dielectric constant varies depending on the siloxane structure and substituent ratio of the silicone additive. In the case of coating films prepared from the curable compositions according to the present invention, most of the films had a dielectric constant of less than 2.70 εr. Therefore, thin films containing the curable compositions according to the present invention have a low dielectric constant and can improve electrical properties, making it easy to reduce or prevent electrical interference with adjacent components, specifically components involved in electrical signal transmission. Furthermore, as described above, when a thin film of a display device includes an organic film prepared from the curable composition according to the present invention, electrical interference with other components, such as electrical elements included in the display device, can be reduced, thereby reducing electrical noise generated in the display device.

[0134] In addition, as an optional embodiment, if the display device includes a touch element for recognizing a user's touch or is arranged adjacent to the display device, electrical interference between the touch element and the thin film can be reduced or prevented, thereby improving the precision control characteristics of the touch element and improving the accuracy of the touch operation.

[0135] The above description of the present invention is for illustrative purposes only, and those skilled in the art will understand that the present invention can be easily modified into other specific forms without changing the technical spirit or essential features of the present invention. Therefore, it should be understood that the above-described embodiments are illustrative in all respects and are not limiting. For example, each component described as a single component can be implemented in a distributed form, and similarly, components described as distributed can be implemented in a combined form.

[0136] The scope of the present invention is defined by the claims that follow, and all modifications and variations that fall within the meaning and scope of the claims and their equivalents should be construed as being included within the scope of the present invention.

Claims

1. a photocurable monomer; a photocuring initiator; and a silicone-based additive, The silicone additive comprises a photocurable substituent and an aliphatic substituent, and the ratio of the photocurable substituent to the aliphatic substituent is 2:6 to 6:

2.

2. The curable composition of claim 1 , wherein the silicone additive comprises a siloxane structure.

3. The curable composition of claim 2 , wherein the silicone additive comprises a cage-type or leather-type siloxane structure.

4. The curable composition according to claim 1 , wherein the silicone additive is represented by the following formula 1: (Chem.1) (RSiO ３／２ ) ｎ In the above Chemical Formula 1, n is an integer of 1 or more, R is a photocurable substituent or an aliphatic substituent; The ratio of the photocurable substituent to the aliphatic substituent is 2:6 to 6:

2.

5. The curable composition according to claim 1 , wherein the silicone additive is represented by the following formula 2: 【Chemistry 2】 In the above Chemical Formula 2, R is a photocurable substituent or an aliphatic substituent; The ratio of the photocurable substituent to the aliphatic substituent is 2:6 to 6:

2.

6. The photocurable substituent comprises an acrylate structure, The aliphatic substituent is C １－２０ or an alkyl group of C ５－２０ The curable composition according to claim 1 , wherein the cycloalkyl group is:

7. The curable composition of claim 1 , wherein the photocurable monomer comprises the following chemical formula 3: 【Transformation 3】 In the above Chemical Formula 3, R １ is hydrogen or C １－５ is an alkyl group of the formula R ２ is C １－２５ or an alkyl group of C ３－２５ is a cycloalkyl group of the formula:

8. the photocurable monomers are heterogeneous photocurable monomers, The curable composition of claim 1, wherein the weight ratio of the different photocurable monomers is 1:3 to 1:

20.

9. The curable composition according to claim 1 , further comprising a difunctional or higher polyfunctional photocurable monomer.

10. The curable composition of claim 1 , wherein the curable composition further comprises an adhesion promoter.

11. The curable composition of claim 1, wherein the viscosity of the curable composition is 10 to 30 cPs.

12. The curable composition according to claim 1, wherein the coating film produced from the curable composition has an outgassing amount of 100 ppm or less.

13. 10. The curable composition of claim 1, wherein a coating film produced from the curable composition has a dielectric constant of less than 2.7 εr.

14. A thin film produced from the curable composition of claim 1.

15. A display device comprising the thin film of claim 14.

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