Composition

Abstract

The present invention relates to a lamination, preferably a protective layer for optical devices, comprising at least (A) an organic layer and (B) an inorganic layer disposed on the organic layer. The lamination can be used for semiconductor device / display device applications, for example, to manufacture liquid crystal, quantum dot, μLED and OLED displays fabricated on semiconductor chips or semiconductor-controlled substrates.

Description

[Technical Field]

[0001] The present invention relates to a laminate, preferably a protective layer for an optical device, comprising at least an organic layer and an inorganic layer; the use of a composition for producing the organic layer of a laminate comprising at least an organic layer and an inorganic layer; a method for producing a laminate; and a device comprising at least a laminate. [Background technology]

[0002] Electronic devices, especially organic electronic devices, are becoming thinner year by year. These devices are generally encapsulated in optically transparent insulating materials.

[0003] U.S. Patent No. 9,944,818 (B2) discloses a two-component bulk polymerizable composition that can be adjusted to a desired refractive index and is suitable as a filler and protective coating material.

[0004] U.S. Patent No. 11230624(B2) discloses polycycloolefin monomers and catalysts activated by compounds capable of generating photoacids as 3D printing materials. [Prior art documents] [Patent Documents]

[0005] 1. U.S. Patent No. 9944818 (B2) 2.US Patent No. 11230624(B2) [Overview of the Initiative]

[0006] However, the inventors have newly discovered that there is still one or more important issues that need improvement. These issues are as follows: To achieve improved transparency of the obtained laminate in visible light wavelengths, reduced haze value of the obtained laminate, reduced dielectric constant of the composition and the obtained film (laminated), improved touch sensitivity of the touchscreen separated from the OLED device by the lamination according to the present invention, improved refractive index, and improved mechanical properties of the obtained laminate against mechanical stress such as folding and bending; hardness of the obtained laminate (N / mm²) 2 The objectives are to achieve improved thermal efficiency, improved modularity (MPa) of the resulting laminate, a good curing rate of the composition, and / or good thermal properties. Here, the laminate comprises at least (A) an organic layer and (B) an inorganic layer disposed on the organic layer, preferably the inorganic layer being directly attached to the organic layer. Preferably, the laminate consists of an inorganic layer / organic layer / inorganic layer.

[0007] The inventors of this invention aimed to solve one or more of the above-mentioned problems.

[0008] To our surprise, the inventors have found that one or more of the above-mentioned technical problems can be solved by the features defined in the claims.

[0009] In other words, in one embodiment of the present invention, a novel laminate, preferably a protective layer for an optical device, at least (A) Organic layer and (B) comprising an inorganic layer disposed on an organic layer, preferably the inorganic layer being directly attached to the organic layer, Laminates were found in which the haze value of the laminate was less than 5, preferably less than 1.

[0010] In another aspect of the present invention, the present invention is a laminate, preferably a protective layer for an optical device, and at least (A) Organic layer and (B) comprising an inorganic layer disposed on an organic layer, preferably the inorganic layer being directly attached to the organic layer, The organic layer is at least a) Equation (I): [Chemical formula] [wherein, m is an integer of 0, 1 or 2; R1, R2, R3 and R4 are the same or different and are hydrogen, halogen, methyl, ethyl, linear or branched (C3-C 16 ) alkyl, perfluoro (C1-C 12 ) alkyl, hydroxy (C1-C 16 ) alkyl, (C3-C 12 ) cycloalkyl, (C6-C 12 ) bicycloalkyl, (C7-C 14 ) tricycloalkyl, (C6-C 10 ) aryl, (C6-C 10 ) aryl (C1-C6) alkyl, perfluoro (C6-C 10 ) aryl, perfluoro (C6-C 10 ) aryl (C1-C6) alkyl, tri (C1-C6) alkoxysilyl, and formula (A): -Z 1 -aryl (A) [wherein, Z 1 is a bond, or (CR5R6) a , O(CR5R6) a , (CR5R6) a O, (CR5R6) a -O-(CR5R6) b , (CR5R6) a -O-(SiR5R6) b , (CR5R6) a -(CO)O-(CR5R6) b , (CR5R6) a -O(CO)-(CR5R6) b , (CR5R6) a -(CO)-(CR5R6) b is a group selected from the group consisting of, a and b are integers which may be the same or different and each independently is 1 to 12; R5 and R6 are either the same or different, and are independently selected from the group consisting of hydrogen, methyl, ethyl, linear or branched (C3-C6) alkyl, hydroxy, methoxy, ethoxy, linear or branched (C3-C6) alkyloxy, acetoxy, (C2-C6) acyl, hydroxymethyl, hydroxyethyl, linear or branched hydroxy(C3-C6) alkyl, phenyl, and phenoxy; Each aryl group is independently selected from the group consisting of phenyl, or a phenyl group substituted with one or more groups selected from the group consisting of phenyl, methyl, ethyl, linear or branched (C3-C6) alkyl, hydroxy, methoxy, ethoxy, linear or branched (C3-C6) alkyloxy, acetoxy, (C2-C6) acyl, hydroxymethyl, hydroxyethyl, linear or branched hydroxy(C3-C6) alkyl, phenyl, and phenoxy; A compound in which, when m is 0, at least one of R1, R2, R3, and R4 is not hydrogen, and at least two of R1, R2, R3, and R4 can form a ring; b) An organotransition metal catalyst comprising a metal selected from ruthenium or osmium, preferably an organoruthenium compound, more preferably formula (II): [ka] [In the formula, c and d are integers between 0 and 5; Z is either oxygen or sulfur; R7 is hydrogen, (C1~C 20 ) Alkyl, (C2~C 20 ) Alkenil, (C2~C 20 ) Alkinyl and (C6~C 10 ) Selected from the group consisting of aryls; R8, R9, R 10 and R 11 They are either the same or different, hydrogen, halogen, (C1~C 16 ) alkyl, (C1~C 16 )alkoxy, (C1~C 16 ) Perfluoroalkyl, (C3~C7) cycloalkyl, (C2~C 16) Alkenil, (C6~C 14 )aryl, (C6~C 14 ) Perfluoroaryl, (C3~C 12 ) Heterocyclyl, -OR 16 -NO2, -COOH, -COOR 16 ,-CONR 16 R 17 -SO2NR 16 R 17 , -SO2R 16 -CHO, -COR 16 Each is independently selected from the group consisting of R 16 and R 17 These are either the same or different, (C1-C6) alkyl, (C1-C6) perfluoroalkyl, (C6-C 14 )aryl, (C6~C 14 ) Independently selected from the group consisting of perfluoroaryls; or, R8, R9, R 10 and R 11 Two or more of these, together with the carbon atoms to which they are bonded, form a substituted or unsubstituted condensed (C4-C8) carbon ring, or a substituted or unsubstituted condensed aromatic ring; Each R 12 , R 13 and R 14 They may be the same or different, and they may be independent of each other, hydrogen, halogen, (C1~C 16 ) alkyl, (C1~C 16 )alkoxy, (C1~C 16 ) Perfluoroalkyl, (C3~C7) cycloalkyl, (C2~C 16 ) Alkenil, (C6~C 14 )aryl, (C6~C 14 ) Perfluoroaryl, (C3~C 12 ) Heterocyclyl, -OR 16 -NO2, -COOH, -COOR 16 ,-CONR 16 R 17 -SO2NR 16 R 17 , -SO2R 16 -CHO, -COR 16 Selected from the group consisting of R16 and R 17 are the same or different and are each independently selected from the group consisting of (C1-C6) alkyl, (C1-C6) perfluoroalkyl, (C6-C 14 ) aryl, (C6-C 14 ) perfluoroaryl; R 15 is selected from the group consisting of (C1-C 16 ) alkyl, (C1-C 16 ) perfluoroalkyl, (C3-C 16 ) cycloalkyl, (C6-C 14 ) aryl, (C6-C 14 ) perfluoroaryl and (C3-C 12 ) heterocyclyl; Ar1 and Ar2 are the same or different and are each independently selected from the group consisting of substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, and substituted or unsubstituted naphthyl, each of the substituents being independently selected from the group consisting of methyl, ethyl, and linear or branched (C3-C6) alkyl, represented by an organometallic transition catalyst; c) A photoactive compound capable of releasing a Bronsted acid under photodecomposition conditions, preferably of the formula (III):

Chemical formula

[0011] In another aspect, the present invention further relates to the use of a composition for producing an organic layer of a laminate, preferably, the laminate being a protective layer for an optical device, the laminate being at least (A) the organic layer, and (B) an inorganic layer disposed on the organic layer, and comprising

[0012] the composition being at least a) a compound of formula (I): b) an organotransition metal catalyst containing a metal selected from ruthenium or osmium, preferably an organoruthenium compound, more preferably an organotransition metal catalyst represented by formula (II): and c) a photoactive compound capable of releasing a Bronsted acid under photodecomposition conditions, preferably a photoactive compound selected from compounds represented by formula (III) relating to the use.

[0013] In another aspect, the present invention further relates to a method for producing a laminate, preferably, the laminate being a protective layer for an optical device, at least the following steps: (X a1 ) providing a composition on the outermost surface of a substrate, layer, or device to obtain an organic layer, (X a2 ) irradiating the coated layer with light (applying light irradiation) to form a cured film, preferably, the light having a peak maximum wavelength in the range of 360 - 430 nm, preferably, the dose of light irradiated to the composition being in the range of 1 - 5 J / cm 2 range, the step.

[0014] (X a3 ) A step of forming a laminate by creating an inorganic layer on an organic layer, wherein the inorganic layer is preferably created by chemical vapor deposition (CVD) or atomic layer deposition (ALD), The present invention relates to a method including the inorganic layer, preferably selected from the group consisting of SiNx, SiOxNy, or SiOx.

[0015] Here, the composition is at least a) Compounds of formula (I): b) an organotransition metal catalyst comprising a metal selected from ruthenium or osmium, preferably an organoruthenium compound, more preferably an organotransition metal catalyst represented by formula (II): and c) A photoactive compound capable of releasing Brønsted acid under photodegradation conditions, preferably selected from compounds represented by formula (III). Includes.

[0016] In another aspect, the present invention further provides a method for producing a laminate, preferably the laminate being a protective layer for an optical device, comprising at least the following steps: (X a1 ) A step of preparing a substrate having an organic layer, (X a3’ ) A process of creating an inorganic layer on an organic layer by chemical vapor deposition (CVD) or atomic layer deposition (ALD), wherein step (X a3 The chamber pressure in ) is in the range of 0.5 to 3 Torr, preferably 0.8 to 2.4 Torr; and Process (X a3 The output of the high-frequency power supply (RF) used in the process is in the range of 100 to 600 W, preferably 150 to 500 W. This includes methods.

[0017] In another aspect, the present invention also relates to a lamination obtained by the method of the present invention, which is preferably a protective layer for an optical device.

[0018] In another embodiment, the present invention also relates to a device comprising at least the stacking of the present invention, preferably an optical device, more preferably a display device, preferably further comprising a functional module, more preferably comprising a functional module selected from OLED, LCD and μLED. Technical Effects of the Invention

[0019] The present invention has the following effects, namely, The obtained laminate exhibits improved transparency in visible light wavelengths, reduced haze value, decreased dielectric constant of the composition and the obtained film (laminated), improved touch sensitivity of the touchscreen separated from the OLED device by the lamination according to the present invention, high refractive index, good mechanical properties of the obtained laminate against mechanical stress such as folding and bending, and hardness (N / mm²) of the obtained laminate. 2 ) value improvement, improved module value (MPa) of the obtained laminate, good curing rate of the composition, and / or good thermal properties, The present invention provides one or more of the following: Here, the laminate comprises at least (A) an organic layer and (B) an inorganic layer disposed on the organic layer, preferably the inorganic layer being directly attached to the organic layer. Preferably, the laminate consists of an inorganic layer / organic layer / inorganic layer. [Modes for carrying out the invention]

[0020] The meanings of the terms used in this book are as follows: As used herein, the articles "a," "an," and "the" refer to multiple subjects unless otherwise explicitly and obviously limited to a single subject.

[0021] All numerical values, values, and / or expressions used herein and in the appended claims to refer to the amounts of components, reaction conditions, etc., should be understood to be modified in all cases by the term “approximately,” unless otherwise indicated, because they are subject to the various uncertainties of measurement encountered in obtaining such values.

[0022] Where a numerical range is disclosed herein, such range is continuous and includes both the minimum and maximum values ​​of the range, as well as all values ​​between such minimum and maximum values. Furthermore, where a range refers to an integer, it includes all integers between such minimum and maximum values. In addition, where multiple ranges are provided to describe a feature or characteristic, such ranges can be combined. That is, unless otherwise indicated, all ranges disclosed herein should be understood to include all subranges contained therein.

[0023] For example, if a range of "1 to 10" is specified, it should be assumed that all subranges from the minimum value of 1 to the maximum value of 10 are included. Examples of subranges within the 1 to 10 range include, but are not limited to, 1 to 6.1, 3.5 to 7.8, and 5.5 to 10.

[0024] As used herein, "hydrocarbyl" refers to a group containing carbon and hydrogen atoms, non-limiting examples being alkyl, cycloalkyl, aryl, aralkyl, alkaryl, and alkenyl groups. The term "halohydrocarbyl" refers to a hydrocarbyl group in which at least one hydrogen is replaced by a halogen. The term "perhalocarbyl" refers to a hydrocarbyl group in which all hydrogens are replaced by halogens.

[0025] As used herein, the term "alkyl" means a saturated linear or branched hydrocarbon substituent having a specified number of carbon atoms. Specific alkyl groups include methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, and tert-butyl. Derived terms such as "alkoxy," "thioalkyl," "alkoxyalkyl," "hydroxyalkyl," "alkylcarbonyl," "alkoxycarbonylalkyl," "alkoxycarbonyl," "diphenylalkyl," "phenylalkyl," "phenylcarboxyalkyl," and "phenoxyalkyl" shall also be interpreted accordingly.

[0026] As used herein, the term "cycloalkyl" includes all known cyclic groups. Representative examples of "cycloalkyl" include, but are not limited to, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, and cyclooctyl. Derived terms such as "cycloalkoxy," "cycloalkylalkyl," "cycloalkylaryl," and "cycloalkylcarbonyl" shall also be interpreted accordingly.

[0027] As used herein, the term "perhaloalkyl" refers to an alkyl group as defined above, wherein all hydrogen atoms in the alkyl group are replaced with halogen atoms selected from fluorine, chlorine, bromine, or iodine. Exemplary examples include trifluoromethyl, trichloromethyl, tribromomethyl, triiodomethyl, pentafluoroethyl, pentachloroethyl, pentabromoethyl, pentaiodoethyl, and linear or branched heptafluoropropyl, heptachloropropyl, heptabromopropyl, nonafluorobutyl, nonachlorobutyl, undecafluoropentyl, undecachloropentyl, tridecafluorohexyl, tridecachlorohexyl. The derived expression "perhaloalkoxy" shall also be interpreted accordingly. Furthermore, it should be noted that certain alkyl groups described herein, for example, "alkyl," may be partially fluorinated, i.e., only some of the hydrogen atoms in the alkyl group may be replaced with fluorine atoms, and shall be interpreted accordingly.

[0028] As used herein, the expression "acyl" has the same meaning as "alkanoyl", which can also be structurally represented as "R-CO-", where R is "alkyl" as defined herein having a specified number of carbon atoms. Further, "alkylcarbonyl" has the same meaning as "acyl" as defined herein. Specifically, "(C1-C4) acyl" means formyl, acetyl or ethanoyl, propanoyl, n-butanoyl, etc. Derived expressions such as "acyloxy" and "acyloxyalkyl" shall also be construed accordingly.

[0029] As used herein, the expression "aryl" means substituted or unsubstituted phenyl or naphthyl. Specific examples of substituted phenyl or naphthyl include o-, p-, m-tolyl, 1,2-, 1,3-, 1,4-xylenyl, 1-methylnaphthyl, 2-methylnaphthyl, etc. "Substituted phenyl" or "substituted naphthyl" includes any substituent that may be further defined herein or substituents known in the art.

[0030] As used herein, the expression "arylalkyl" means that the aryl as defined herein is further bonded to the alkyl as defined herein. Representative examples include benzyl, phenylethyl, 2-phenylpropyl, 1-naphthylmethyl, 2-naphthylmethyl, etc.

[0031] As used herein, the expression "alkenyl" means an acyclic straight-chain or branched-chain hydrocarbon chain having a specified number of carbon atoms and containing at least one carbon-carbon double bond, including ethenyl, and straight-chain or branched-chain propenyl, butenyl, pentenyl, hexenyl, etc. The derived expressions "arylalkenyl" and 5- or 6-membered "heteroarylalkenyl" shall also be construed accordingly. Exemplary examples of such derived expressions include furan-2-ethenyl, phenylethenyl, 4-methoxyphenylethenyl, etc.

[0032] As used herein, the expression "heteroaryl" includes all known heteroatom-containing aromatic groups. Representative 5-member heteroaryl groups include furanyl, thienyl or thiophenyl, pyrrolyl, isopyrrolyl, pyrazolyl, imidazolyl, oxazolyl, thiazolyl, isothiazolyl, and the like.

[0033] Representative 6-member heteroaryl groups include groups such as pyridinyl, pyridazinyl, pyrimidinyl, pyrazinyl, triazinyl, and the like. Representative examples of bicyclic heteroaryl groups include groups such as benzofuranyl, benzothiophenyl, indolyl, quinolinyl, isoquinolinyl, cinnolyl, benzimidazolyl, indazolyl, pyridofuranyl, pyridothienyl, and the like.

[0034] "Halogen" or "halo" means chloro, fluoro, bromo, and iodo.

[0035] In a broad sense, the term "substituted" is intended to include all acceptable substituents of organic compounds. In some specific embodiments disclosed herein, the term "substituted" means substituted with one or more substituents independently selected from the group consisting of (C1-C6) alkyl, (C2-C6) alkenyl, (C1-C6) perfluoroalkyl, phenyl, hydroxy, -CO2H, ester, amide, (C1-C6) alkoxy, (C1-C6) thioalkyl, and (C1-C6) perfluoroalkoxy. However, any other suitable substituents known to those skilled in the art can be used in these embodiments.

[0036] It should be noted that in the text, schemes, examples, and tables herein, atoms with unsatisfied valences are assumed to have the appropriate number of hydrogen atoms to satisfy such valences.

[0037] The term "latent organotransition metal catalyst" refers to an organotransition metal compound that exhibits little or no catalytic activity at a specific temperature (usually under ambient atmospheric conditions) and initiates such activity by either heat, light, or both. Generally, the catalytic activity of a catalyst can remain latent for extended periods, which may be longer than five days, especially when stored in the dark below room temperature. Higher temperatures and / or light may promote catalytic activity.

[0038] The terms “chemical radiation” or “photodegradation conditions” mean exposing the composition of the present invention to suitable “electromagnetic radiation” that may be emitted from a laser, a digital processing (DLP) projector, a lamp, a light-emitting diode (LED), a mercury arc lamp, an optical fiber, or a liquid crystal display (LCD).

[0039] The terms “dielectric” and “insulating” should be understood to be used interchangeably herein. Therefore, references to insulating materials or insulating layers include dielectric materials or dielectric layers, and vice versa. Furthermore, as used herein, the term “organic electronic device” should be understood to include the term “organic semiconductor device” and certain specific implementations of such devices used, for example, in the electronics industry, the automotive industry, or other industries.

[0040] As used herein, the dielectric constant (Dk) of a material is the ratio of the charge stored in an insulating material placed between two metal plates to the charge that could be stored if the insulating material were replaced with a vacuum or air. It is also called the electric dielectric constant or simply the dielectric constant. It is also sometimes called the relative dielectric constant because it is measured relative to the dielectric constant of free space.

[0041] As used herein, "low loss" refers to the dissipation coefficient (Df), which is a measure of the energy loss rate of vibration modes (mechanical, electrical, electromechanical) in a dissipative system. It is the reciprocal of the quality factor and represents the "quality" or durability of the vibration.

[0042] The term "derived" means that the polymer repeating units are polymerized (formed) from polycyclic norbornene-type monomers, for example, according to formula (I), (V) or (VI), and the resulting polymer is subjected to ring-opening metathesis polymerization (ROMP), for example, the 2,3 double bond of the norbornene-type monomer is ring-opened and polymerized as shown below:

Chemical formula

[0043] Therefore, according to the implementation of the present invention, there is provided a laminate, preferably a protective layer for an optical device, at least (A) an organic layer, (B) an inorganic layer disposed on the organic layer, preferably the inorganic layer is directly adhered to the organic layer, where the haze value of the laminate is less than 5, preferably less than 1.

[0044] In a preferred embodiment of the present invention, the organic layer of the laminate comprises at least a) a compound of formula (I):

Chemical formula

Chemical formula

Chemical formula

[0045] The definitions of each symbol are described on pages 15-18. Further details on a) compounds of formula (I), b) organotransition metal catalysts, and c) photoactive compounds are also described in the following sections: "a) compounds of formula (I)", "b) organotransition metal catalysts", and "c) photoactive compounds (photosensitizers)".

[0046] In another embodiment, the present invention relates to a laminate, preferably a protective layer for an optical device, and at least (A) Organic layer and (B) An inorganic layer placed on an organic layer, It includes, preferably the inorganic layer is directly attached to the organic layer, The organic layer, a) Equation (I): [ka] [In the formula, m is an integer, either 0, 1, or 2; R1, R2, R3, and R4 may be the same or different, and may be hydrogen, halogen, methyl, ethyl, linear or branched (C3~C) 16 ) Alkyl, perfluoro(C1~C 12 ) Alkyl, hydroxy(C1~C 16 ) alkyl, (C3~C 12 )Cycloalkyl, (C6~C 12 ) Bicycloalkyl, (C7~C 14 ) Tricycloalkyl, (C6~C 10 )aryl, (C6~C 10 ) Aryl(C1~C6)alkyl, perfluoro(C6~C 10 ) Aryl, perfluoro(C6~C 10 ) Aryl(C1-C6)alkyl, tri(C1-C6)alkoxysilyl, and formula (A): -Z 1 -Aryl (A) [In the formula, Z 1 They combine, or (CR5R6) a , O(CR5R6) a (CR5R6) a O, (CR5R6)a -O-(CR5R6) b (CR5R6) a -O-(SiR5R6) b (CR5R6) a -(CO)O-(CR5R6) b (CR5R6) a -O(CO)-(CR5R6) b (CR5R6) a -(CO)-(CR5R6) b A base selected from the group consisting of a and b, where a and b are integers that may be the same or different, and each is independently between 1 and 12; R5 and R6 are either the same or different, and are independently selected from the group consisting of hydrogen, methyl, ethyl, linear or branched (C3-C6) alkyl, hydroxy, methoxy, ethoxy, linear or branched (C3-C6) alkyloxy, acetoxy, (C2-C6) acyl, hydroxymethyl, hydroxyethyl, linear or branched hydroxy(C3-C6) alkyl, phenyl, and phenoxy; Each aryl group is independently selected from the group consisting of phenyl, or a phenyl group substituted with one or more groups selected from the group consisting of phenyl, methyl, ethyl, linear or branched (C3-C6) alkyl, hydroxy, methoxy, ethoxy, linear or branched (C3-C6) alkyloxy, acetoxy, (C2-C6) acyl, hydroxymethyl, hydroxyethyl, linear or branched hydroxy(C3-C6) alkyl, phenyl, and phenoxy; A compound in which, when m is 0, at least one of R1, R2, R3, and R4 is not hydrogen, and at least two of R1, R2, R3, and R4 can form a ring; b) An organotransition metal catalyst comprising a metal selected from ruthenium or osmium, preferably an organoruthenium compound, more preferably formula (II): [ka] [In the formula, c and d are integers between 0 and 5; Z is either oxygen or sulfur; R7 is hydrogen, (C1~C 20 ) Alkyl, (C2~C 20 ) Alkenil, (C2~C 20 ) Alkinyl and (C6~C 10 ) Selected from the group consisting of aryls; R8, R9, R 10 and R 11 They are either the same or different, hydrogen, halogen, (C1~C 16 ) alkyl, (C1~C 16 )alkoxy, (C1~C 16 ) Perfluoroalkyl, (C3~C7) cycloalkyl, (C2~C 16 ) Alkenil, (C6~C 14 )aryl, (C6~C 14 ) Perfluoroaryl, (C3~C 12 ) Heterocyclyl, -OR 16 -NO2, -COOH, -COOR 16 ,-CONR 16 R 17 -SO2NR 16 R 17 , -SO2R 16 -CHO, -COR 16 Each is independently selected from the group consisting of R 16 and R 17 These are either the same or different, (C1-C6) alkyl, (C1-C6) perfluoroalkyl, (C6-C 14 )aryl, (C6~C 14 ) Independently selected from the group consisting of perfluoroaryls; or, R8, R9, R 10 and R 11 Two or more of these, together with the carbon atoms to which they are bonded, form a substituted or unsubstituted condensed (C4-C8) carbon ring, or a substituted or unsubstituted condensed aromatic ring; Each R 12 , R 13 and R 14 They may be the same or different, and they may be independent of each other, hydrogen, halogen, (C1~C 16 ) alkyl, (C1~C 16 )alkoxy, (C1~C 16) Perfluoroalkyl, (C3~C7) cycloalkyl, (C2~C 16 ) Alkenil, (C6~C 14 )aryl, (C6~C 14 ) Perfluoroaryl, (C3~C 12 ) Heterocyclyl, -OR 16 -NO2, -COOH, -COOR 16 ,-CONR 16 R 17 -SO2NR 16 R 17 , -SO2R 16 -CHO, -COR 16 Selected from the group consisting of R 16 and R 17 These are either the same or different, (C1-C6) alkyl, (C1-C6) perfluoroalkyl, (C6-C 14 )aryl, (C6~C 14 ) Each is independently selected from the group consisting of perfluoroaryl compounds; R 15 (C1~C 16 ) alkyl, (C1~C 16 ) Perfluoroalkyl, (C3~C 16 )Cycloalkyl, (C6~C 14 )aryl, (C6~C 14 ) Perfluoroaryl and (C3~C 12 ) Selected from a group consisting of heterocyclines; An organotransition metal catalyst represented by [Ar1 and Ar2 being the same or different, each independently selected from the group consisting of substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, and substituted or unsubstituted naphthyl, and each of the substituents being independently selected from the group consisting of methyl, ethyl, and linear or branched (C3-C6) alkyl]; c) A photoactive compound capable of releasing Brønsted acid under photodegradation conditions, preferably formula (III): [ka] [In the formula, Y is a halogen; R 30 and R 31They are either identical or different, and independently of each other, hydrogen, methyl, ethyl, linear or branched (C3-C3) 12 ) alkyl, (C3~C 12 )Cycloalkyl, (C6~C 12 ) Bicycloalkyl, (C7~C 14 ) Tricycloalkyl, (C6~C 10 )aryl, (C6~C 10 )aryl(C1~C3)alkyl, (C1~C 12 )alkoxy, (C3~C 12 ) Cycloalkoxy, (C6~C 12 ) Bicycloalkoxy, (C7~C 14 ) Tricycloalkoxy, (C6~C 10 ) Aryloxy (C1~C3)alkyl and (C6~C 10 A photoactive compound selected from compounds represented by [selected from the group consisting of aryloxys] Compositions comprising at least the following, essentially composed of these, or obtained from compositions comprising these, It also relates to lamination. composition

[0047] The monomers described herein can be readily polymerized in bulk without solvent, i.e., in neat form, when polymerized under bulk ring-opening metathesis (ROMP) conditions using certain transition metal catalysts, such as organoruthenium compounds and organoosmium compounds. See, for example, RHGrubbs et al., Handbook of Metathesis, Ed.: Wiley-VCH, Weinheim, Germany, 2003; RHGrubbs et al., Acc. Chem. Res. 2001, 34, 18-29; and RHGrubbs et al., Angew. Chem. Int. Ed., 2006, 45, 3760-3765. See also U.S. Patent No. 6,838,489, the relevant portions of which are incorporated herein by reference. The term “bulk polymerization” as used herein has the meaning generally accepted in the art; that is, a polymerization reaction that is largely carried out in the substantially absence of a solvent.

[0048] However, in some cases, a small amount of solvent may be present in the reaction medium. For example, such a small amount of solvent may be used to dissolve latent catalysts and / or activators, or to transport them into the reaction medium. A solvent may also be used to reduce the viscosity of the monomers. The amount of solvent that can be used in the reaction medium may range from 0 to 5 weight percent based on the total weight of the monomers used. In this invention, any suitable solvent that dissolves the catalyst, activator, and / or monomers can be used. Examples of such solvents include alkanes, cycloalkanes, toluene, THF, dichloromethane, and dichloroethane.

[0049] a) Compounds of formula (I) The monomer of formula (I) is also thought to function as a high refractive index material, imparting a high refractive index to the resulting polymer film by bulk polymerization at a temperature and / or conditions different from those used when the composition is applied to a desired substrate.

[0050] When the composition of the present invention contains two or more monomers, they may be present in any desired amount that yields the intended benefit, for example, by altering the refractive index or the viscosity, or both.

[0051] In general, the compositions according to the present invention encompass one or more monomers of formula (I) described above, and optionally additional monomers of different formulas (I). Various embodiments of the compositions are selected to provide such embodiments with properties appropriate and desirable for the applications to which such embodiments are directed, as shown below, and thus such embodiments are adaptable to various specific applications.

[0052] For example, as already mentioned above, by appropriately combining the characteristic monomers of formula (I), it is possible to prepare compositions having desired refractive index, viscosity, and light transmission properties. Furthermore, as will be further described herein, it may be desirable to include other polymer or monomer materials, such as inorganic nanoparticles, that are suitable to provide the desired optical properties depending on the end application.

[0053] Therefore, in a preferred embodiment of the present invention, the monomer of formula (I) is as follows: [ka] 5-(4-phenylbutyl)bicyclo[2.2.1]hepta-2-ene; [ka] 5-(3-phenylpropyl)bicyclo[2.2.1]hepta-2-ene; [ka] 5-Phenethylbicyclo[2.2.1]hepta-2-ene (PENB); [ka] 5-(benzyloxy)bicyclo[2.2.1]hepta-2-ene; [ka] 5-(2-([1,1'-biphenyl]-4-yloxy)ethyl)bicyclo[2.2.1]hepta-2-ene; [ka] 5-(2-([1,1'-biphenyl]-2-yloxy)ethyl)bicyclo[2.2.1]hepta-2-ene(NBEtO-2-PhPh); [ka] 5-Butylbicyclo[2.2.1]hepta-2-ene (BuNB); [ka] 5-Hexylbicyclo[2.2.1]hepta-2-ene (HexylNB); [ka] 5-Octylbicyclo[2.2.1]hepta-2-ene (OctNB); [ka] 5-Desilbicyclo[2.2.1]hepta-2-ene (DecNB); [ka] 5-Ethylidenebicyclo[2.2.1]hepta-2-ene; [ka] 2-Ethylidene-1,2,3,4,4a,5,8,8a-Octahydro-1,4:5,8-Dimethanonaphthalene; [ka] 3a,4,4a,5,8,8a,9,9a-Octahydro-1H-4,9:5,8-Dimethanocyclopenta[b]naphthalene (one of the trimers of cyclopentadiene, also known as TCPD1 and CPD3); [ka] 5-Norborneylmethyleugenyl acetate (EuAcNB); [ka] 5-Norborneylmethyleugenol (EuOHNB); [ka] NB(MeOH)2; [ka] PhAcNB; [ka] Tetracyclododecene (TD); [ka] 5-(phenoxymethyl)bicyclo[2.2.1]hepta-2-ene (NBMeOPh); [ka] 5-(([1,1'-biphenyl]-2-yloxy)methyl)bicyclo[2.2.1]hepta-2-ene(NBMeOPhPh); [ka] 2-Phenyltetracyclododecene (PhTD); [ka] 2-benzyl-1,2,3,4,4a,5,8,8a-octahydro-1,4:5,8-dimethanonaphthalene; [ka] 2-Phenethyl-1,2,3,4,4a,5,8,8a-Octahydro-1,4:5,8-Dimethanonaphthalene (PETD); [ka] 2-Butyl-1,2,3,4,4a,5,8,8a-Octahydro-1,4:5,8-Dimethanonaphthalene (ButylTD); [ka] 2-Hexyl-1,2,3,4,4a,5,8,8a-Octahydro-1,4:5,8-Dimethanonaphthalene (HexylTD); [ka] 2-Octyl-1,2,3,4,4a,5,8,8a-Octahydro-1,4:5,8-Dimethanonaphthalene (OctylTD); [ka] 2-Decyl-1,2,3,4,4a,5,8,8a-Octahydro-1,4:5,8-Dimethanonaphthalene (DecylTD); [ka] 2-Cyclohexyl-tetracyclododecene (CyclohexylTD); [ka] 2-Cyclohexylmethyl-1,2,3,4,4a,5,8,8a-Octahydro-1,4:5,8-Dimethanonaphthalene; [ka] 2-Cyclohexylethyl-1,2,3,4,4a,5,8,8a-Octahydro-1,4:5,8-Dimethanonaphthalene; [ka] (1,2,3,4,4a,5,8,8a-Octahydro-1,4:5,8-Dimethanonaphthalene-2-yl)methylacetate (TDMeOAc); and [ka] Selected from tetracyclododecadiene (TDD).

[0054] As described above, preferably, the monomer of formula (I) has a refractive index of at least 1.5. The composition is in the form of a transparent liquid at room temperature.

[0055] Preferably, monomers of the following formula (I) are more preferred: [ka] [ka] Among these, tetracyclododecene (TD) is particularly preferred.

[0056] b) Organotransition metal catalysts (organoruthenium compounds) As described above, the compositions of the present invention contain at least one organic transition metal catalyst, preferably an organoruthenium compound, and more preferably an organic transition metal catalyst represented by formula (II), which, when the composition is subjected to a suitable chemical beam, results in bulk polymerization under ROMP conditions as described herein. Generally, such organic transition metal catalysts, preferably represented by formula (II), that contain a metal selected from ruthenium or osmium, are “latent” and are activated only under specific conditions. Also, as used herein, the term “latent” means that when the compositions of the present invention are stored at temperatures up to 80°C under ambient conditions, the organic transition metal catalyst used in the compositions of the present invention, which contains a metal selected from ruthenium or osmium, remains inactive for a long period of time. Thus, in some embodiments, the organic transition metal catalyst remains in a latent state for a period of more than 30 days when stored at temperatures below 80°C. In some other embodiments, the organic transition metal catalyst remains in a latent state for a period of 40 to 90 days when stored at temperatures below 50°C.

[0057] In general, any latent organotransition metal catalyst, preferably represented by formula (II), that results in ring-opening metathesis polymerization of monomers of formula (I), (V), or (VI), can be used in the compositions of the present invention. Interestingly, the organoruthenium compounds of formula (II) have been found to be very stable at temperatures from about 25°C (i.e., ambient conditions) to about 80°C and can be stored as is or in the presence of one or more monomers of formula (I), (V), or (VI) for several days, even 3 to 6 months, or even longer. That is, the organoruthenium compounds of formula (II) are preferably stable at room temperature or near room temperature to high temperatures up to 80°C and further function as latent catalysts that can be readily activated by a variety of conditions, including but not limited to heat, acid, photo, and chemical activation, if necessary. Chemical activation may include the use of a thermal acid generator or a photoacid generator.

[0058] Some of the latent catalysts known in the literature are not stable under the conditions specified herein, and most of them do not exhibit the required shelf-life stability as described herein. For example, Grubbs, et al., Organometallics,2011,30(24):6713-6717;Sutar et al.,Angew.Chem.Int.Ed.2016,55,764-767;Leitgeh,et al.,Monatsh Chem(2014)145:1513-1517;van Hensbergen,et al.,J.Mater.Chem.C.2015,3,693-702;Grubbs,et al.,J.Am.Chem.Soc.,2009,131,203802039;Zak,et al.,Eur.J.Inorg.Chem.,2014,1131-1136;Gawin,et al.,ACS Please refer to Catal.2017,7,5443-5449. Further examples of such catalysts can be found in U.S. Patent No. 9,328,132, the relevant portion of which is incorporated herein by reference. Thus, compositions comprising the organoruthenium compound of formula (II) offer previously unattainable advantages in a variety of applications, such as those described herein.

[0059] According to the present invention, such organoruthenium compounds may be any publicly available ones. Organoruthenium compounds such as those described in U.S. Patent No. 11230624(B2) can also be used. Preferably, the organoruthenium compound is of formula (II) [wherein: Z is oxygen; R7 is hydrogen; R8, R9, R 10 and R 11 However, they are either identical or different, and each is independently selected from the group consisting of hydrogen, methyl, ethyl, and -NO2; R 12 , R 13 and R 14 However, they are either identical or different, and each is independently selected from the group consisting of hydrogen, methyl, ethyl, and -NO2; R 15However, it is selected from the group consisting of methyl, ethyl, and cyclohexyl; Ar1 and Ar2 are either the same or different compounds, each independently selected from the group consisting of phenyl, 2,6-dimethylphenyl, 2,6-diethylphenyl, 2,6-di(isopropyl)phenyl, and 2,4,6-trimethylphenyl.

[0060] Therefore, some of the exemplary latent catalysts within the range of organoruthenium compounds of formula (II) are, [ka] [1,3-bis(2,6-diisopropylphenyl)-2-imidazolidinylidene]{2-[(E)-({2-[methylthio-κS]phenyl}imino-κN)methyl]phenoxide-κO}[2-(oxide-κO)benzylidene-κC]ruthenium(II)(Ru-1); [ka] [1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]{2-[(E)-({2-[isopropylthio-κS]phenyl}imino-κN)methyl]phenoxide-κO}[2-(oxide-κO)benzylidene-κC]ruthenium(II)(Ru-2); [ka] [1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]{2-[(E)-({2-[cyclohexylthio-κS]phenyl}imino-κN)methyl]phenoxide-κO}[2-(oxide-κO)benzylidene-κC]ruthenium(II)(Ru-3); and [ka] The following can be selected from the group consisting of [1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]{2-[(E)-({2-[methylthio-κS]phenyl}imino-κN)methyl]phenoxide-κO}[2-(oxide-κO)benzylidene-κC]ruthenium(II)(Ru-4), but are not limited to these.

[0061] Interestingly, it has now been found that the organoruthenium compound of formula (II), when subjected to appropriate photodegradation conditions, can be activated by certain known photoactive compounds (photosensitizers), thereby promoting the bulk polymerization of one or more monomers of formula (I), (V), or (VI) contained in the composition of the present invention under the ROMP conditions described herein.

[0062] The total amount of the organoruthenium compound is in the range of 0.001% to 1% by weight, based on the total amount of the compound of formula (I). Preferably, it is in the range of 0.005 to 0.5% by weight, more preferably 0.01 to 0.1% by weight, and even more preferably 0.02 to 0.05% by weight.

[0063] c) Photoactive compounds (photosensitizers) According to the present invention, the composition contains a photoactive compound capable of releasing Brønsted acid under photodegradation conditions, preferably a photoactive compound configured to activate an organic ruthenium compound, preferably a photoactive compound represented by formula (III).

[0064] As a photosensitizer, known photoactive compounds, such as substituted xanthone derivatives, can be used for this purpose. Preferably, the photosensitizer has a structural formula (III): [ka] [In the formula, Y is a halogen; R 30 and R 31 They are either identical or different, and independently of each other, hydrogen, methyl, ethyl, linear or branched (C3-C3) 12 ) alkyl, (C3~C12 )Cycloalkyl, (C6~C 12 ) Bicycloalkyl, (C7~C 14 ) Tricycloalkyl, (C6~C 10 )aryl, (C6~C 10 )aryl(C1~C3)alkyl, (C1~C 12 )alkoxy, (C3~C 12 ) Cycloalkoxy, (C6~C 12 ) Bicycloalkoxy, (C7~C 14 ) Tricycloalkoxy, (C6~C 10 ) Aryloxy (C1~C3)alkyl and (C6~C 10 [Selected from the group consisting of aryloxys]

[0065] In some embodiments, the compound of formula (III) has the following: Y is either chlorine or bromine; R 30 and R 31 However, they are either identical or different, and are independently selected from the group consisting of hydrogen, methyl, ethyl, n-propyl, iso-propyl, phenyl, cyclohexyl, methoxy, ethoxy, n-propoxy, and phenoxy.

[0066] Representative examples of compounds of formula (VII) are as follows: [ka] 1-Chloro-4-methoxy-9H-thioxanthene-9-one; [ka] 1-Chloro-4-ethoxy-9H-thioxanthene-9-one; [ka] 1-Chloro-4-propoxy-9H-thioxanthene-9-one (commercially sold by Lambson under the name CPTX); [ka] 1-Chloro-2-propoxy-9H-thioxanthene-9-one; [ka] 1-Chloro-2-ethoxy-9H-thioxanthene-9-one; [ka] 1-Chloro-2-methoxy-9H-thioxanthene-9-one; [ka] 1-Chloro-4-methyl-9H-thioxanthene-9-one; [ka] 1-Chloro-4-ethyl-9H-thioxanthene-9-one; [ka] 1-Bromo-4-propoxy-9H-thioxanthene-9-one; and [ka] 1-Chloro-4-phenoxy-9H-thioxantheno-9-one may be listed, but is not limited to these.

[0067] By using a suitable combination of an organic ruthenium compound with one or more photosensitizers, the composition can induce bulk polymerization of monomers when exposed to a suitable chemical beam at a wavelength of approximately 240 nm to 410 nm. The composition is then expected to undergo bulk ring-opening metathesis polymerization (ROMP) to form a transparent film or object. For this purpose, a combination of the organic ruthenium compound of formula (II) and the photosensitizer of formula (III) is particularly preferred.

[0068] Preferably, the total amount of the photosensitizer (preferably represented by formula (III)) is in the range of 0.01 to 5% by weight based on the total amount of the compound of formula (I). More preferably, it is 0.05 to 1% by weight, and even more preferably 0.08 to 0.5% by weight.

[0069] In some embodiments, the compositions of the present invention, when exposed to appropriate UV irradiation, undergo bulk polymerization to form a substantially transparent film. The monomers undergo bulk polymerization to form a film that is substantially transparent to visible light; that is, most visible light is transmitted through the film. In some embodiments, such films formed from the compositions of the present invention exhibit a transmittance of 90 percent or more of visible light. In some other embodiments, such films formed from the compositions of the present invention exhibit a transmittance of 95 percent or more of visible light.

[0070] Therefore, in some embodiments, the compositions of the present invention can undergo bulk polymerization in less than 5 seconds after exposure to a suitable chemical beam to form a solid object such as a transparent film. In some other embodiments, the compositions of the present invention can undergo bulk polymerization in less than 10 seconds after exposure to a suitable chemical beam to form a solid object such as a transparent film. In even more other embodiments, the compositions of the present invention can undergo bulk polymerization in 1 to 10 seconds, 2 to 9 seconds, 3 to 8 seconds, 4 to 7 seconds, etc., after exposure to a suitable chemical beam to form a solid object such as a transparent film.

[0071] In yet another embodiment, when the composition of the present invention is exposed to appropriate UV irradiation at a temperature of 80°C to 100°C, it undergoes bulk polymerization to form a substantially transparent film or object.

[0072] In some embodiments, the photosensitizer, preferably represented by formula (III), can be activated by a specific wavelength of electromagnetic radiation, which may generally be in the range of about 240 nm to 400 nm. Therefore, any compound that is active in this electromagnetic radiation can be used in the composition of the present invention. In some embodiments, the wavelength of radiation for activating the photosensitizer, preferably represented by formula (III), is 260 nm. In some other embodiments, the wavelength of radiation for activating the photosensitizer is 310 nm. In some yet other embodiments, the wavelength of radiation for activating the photosensitizer is 395 nm.

[0073] However, any other known photosensitizer capable of activating the latent organoruthenium compounds used herein can be used in the compositions of the present invention. All such compounds are part of the present invention. UV blocking agent

[0074] In particular, when used in UV-exposed environments, such as within the encapsulation of optical devices (e.g., OLEDs), it is believed that incorporating specific ultraviolet (UV) blocking agents provides further stability to the composition and / or the resulting organic layer of the present invention. More importantly, it has been found that incorporating two or more such UV blocking compounds results in a synergistic effect, allowing the composition of the present invention to cure at a similar or faster rate compared to a composition that does not use such two or more UV blocking compounds. It is surprising that the bulk polymerization activity of the composition of the present invention does not decrease when exposed to appropriate chemical radiation, and therefore a synergistic and beneficial effect is obtained.

[0075] Therefore, even when the composition of the present invention is subjected to a suitable chemical beam, no significant decrease in its polymerization rate activity is observed. Furthermore, films formed from the composition of the present invention exhibit substantially the same transmittance, and the composition of the present invention has been shown to exhibit a transmittance of better than 90% at wavelengths of 370 nm to 800 nm.

[0076] Therefore, the compositions of the present invention can optionally be formula (VIII): [ka] [In the formula, n is an integer between 0 and 4; Each R 32 This includes hydrogen, methyl, ethyl, linear or branched (C3-C3) 12 ) alkyl, (C3~C 12 )Cycloalkyl, (C6~C 12 ) Bicycloalkyl, (C7~C 14 ) Tricycloalkyl, (C6~C 10 )aryl, (C6~C 10 )aryl(C1~C3)alkyl, (C1~C 12 )alkoxy, (C3~C 12 ) Cycloalkoxy, (C6~C 12 ) Bicycloalkoxy, (C7~C 14 ) Tricycloalkoxy, (C6~C 10 ) Aryloxy (C1~C3)alkyl and (C6~C 10 It may contain at least one compound independently selected from the group consisting of aryloxys.

[0077] Furthermore, the compositions of the present invention may optionally include formula (IX): [ka] [In the formula, R 33 This refers to methyl, ethyl, linear or branched (C3-C3) 12 )alkyl and (C3~C 12 It may contain at least one compound selected from the group consisting of cycloalkyl compounds.

[0078] R 34 and R 35 Each of them may be the same or different, (C1~C 10 ) alkyl, (C6~C 18 )aryl, (C6~C 12)aryl(C1~C5)alkyl, and (C1~C5)alkyl(C6~C 12 ) can be independently selected from the group consisting of aryls. In some embodiments, R 34 and R 35 R is independently selected from the group consisting of (C4-C8) alkyl, phenyl, and phenyl(C1-C3) alkyl. In some other embodiments, R 34 and R 35 This is independently selected from the group consisting of (C5-C8) alkyl and phenyl(C1-C3) alkyl.

[0079] R 34 and R 35 The alkyl portion can be linear or branched. Furthermore, in each occurrence, all or part of such branched alkyl portion is independently selected. Optionally, R 34 and R 35 One or more methylene groups in the alkyl portion can be replaced with -CO-, -O-, or -COO-. That is, the -CH2- portion of the alkyl is replaced with one of -CO-, -O-, or -COO-. In some embodiments, R 34 and / or R 35 One or more hydrogen atoms on the methylene group are replaced by -COO-.

[0080] Remarkably, the inclusion of compounds of formula (VIII) and (IX) not only improves the stability of the composition in either the manufacture of OLED devices or 3D articles, but also improves the optical performance of the articles produced therefrom. Compounds of formula (VIII) or (IX) function particularly as UV blockers among other functions, thereby conferring greater stability to the composition during UV exposure and while in contact with any UV light and surrounding environment.

[0081] Representative examples of compounds of formula (VIII) are as follows: [ka] 2,5-Bis(5-(tert-butyl)benzo[d]oxazole-2-yl)thiophene (BTBBT), marketed by Mayzo as Benetex OB Plus; [ka] 5-(tert-butyl)-2-(5-(5-isopropylbenzo[d]oxazol-2-yl)thiophen-2-yl)benzo[d]oxazol; [ka] 2,5-Bis(5-isopropylbenzo[d]oxazol-2-yl)thiophene; [ka] 5-Ethyl-2-(5-(5-isopropylbenzo[d]oxazol-2-yl)thiophen-2-yl)benzo[d]oxazole; [ka] 2,5-Bis(5-ethylbenzo[d]oxazol-2-yl)thiophene; [ka] 5-Ethyl-2-(5-(5-methylbenzo[d]oxazol-2-yl)thiophen-2-yl)benzo[d]oxazole; and [ka] 2-(5-(benzo[d]oxazole-2-yl)thiophene-2-yl)-5-(tert-butyl)benzo[d]oxazole may be listed, but is not limited to these.

[0082] Representative examples of compounds of formula (IX) are as follows: [ka] 6-Butyl-2-(2-hydroxy-3-(2-phenylpropan-2-yl)-5-(2,4,4-trimethylpentan-2-yl)phenyl)-[1,2,3]triazolo[4,5-f]isoindole-5,7(2H,6H)-dione; and [ka] 2-(2-hydroxy-3-(2-phenylpropan-2-yl)-5-(2,4,4-trimethylpentan-2-yl)phenyl)-6-propyl-[1,2,3]triazolo[4,5-f]isoindole-5,7(2H,6H)-dione may be listed, but is not limited to these.

[0083] Various other UV light blocking compounds and / or UV light absorbing agents that can be used in the compositions of the present invention include, as UV light blocking agents, the following: [ka]

[0084] [In the formula, n and R 32 This includes the same as the one defined in equation (VIII).

[0085] Representative compounds within the range of compounds of formulas (VIIIa) and (VIIIb) can be expressed as follows: [ka] 1,2-Bis(4-(benzo[d]oxazole-2-yl)phenyl)ethene, marketed by Mayzo as Benetex OB-1; and [ka] Sodium 2,2'-([1,1'-biphenyl]-4,4'-diylbis(ethene-2,1-diyl))dibenzenesulfonate is commercially available from Mayzo as Benetex OB-M1.

[0086] As used herein, aryl means the following: Substituted or unsubstituted biphenyls of the following formulas: [ka] Substituted or unsubstituted naphthyl in the following formula: [ka] Substituted or unsubstituted terphenyls of the following formulas: [ka] Substitutive or unsubstituted anthracennyls in the following formulas: [ka] Substituted or unsubstituted fluorenyl in the following formulas: [ka] [In the formula, R x In each appearance, methyl, ethyl, linear, or branched (C3-C) 12 ) Alkyl or (C6~C 10 ) may further include [selected independently from aryl]. On the other hand, the compositions of the present invention may not contain any ultraviolet (UV) blocking agents at all. Monomer crosslinking agent (crosslinking agent)

[0087] In some embodiments of the present invention, the composition may optionally further use one or more monomer crosslinking agents in appropriate amounts to dramatically improve the mechanical properties of the three-dimensional object formed from the composition of the present invention. Representative examples of such suitable monomer crosslinking agents can be selected from one or more members of the group consisting of: i) Compound of formula (Xa): [ka] ii) Compound of formula (Xb): [ka] iii) Compounds of formula (Xc): [ka] [In the formula, m is an integer, either 0, 1, or 2; b is an integer between 1 and 10; K is selected from the group consisting of CH2, CH2~CH2, O, and S; X is a combination, or O, S, NR a , SiR b R c , SiR b R c O(SiR b R c O) n SiR b R c , SiR b R c (C6~C 10 ) Aryl SiR b R c , -C(O)-, -C(O)O-, -OC(O)-, -OC(O)-O-, -SC(O)-, -C(O)-S-, -CH=CH- and [ka] It is a part selected from the group consisting of; R a , R b and R c These are, independently of each other, hydrogen, methyl, ethyl, or a straight or branched chain (C3~C 12 )alkyl, (C3~C8)cycloalkyl, (C5~C 12 ) Bicycloalkyl, (C5~C 12 ) Bicycloalkenyl and (C5~C 12 ) Selected from the group consisting of bicycloalkenyl (C1~C3)alkylSi(CH3)2, in which the O, NRa and / or S atoms are not directly bonded to each other; n is an integer between 0 and 10.

[0088] iv) Compound of formula (Xd): [ka] [In the formula, R 24 and R 25 They are either the same or different, and each is independently selected from the group consisting of hydrogen, methyl, ethyl, linear or branched (C3-C6) alkyl, methoxy, ethoxy, linear or branched (C3-C6) alkyloxy, acetoxy, (C2-C6) acyl, phenyl, and phenoxy; or, R 24 R 25 And together with the carbon atoms to which they are bonded, they form a (C5-C7) carbon ring that optionally contains one or more double bonds; R 26 This includes hydrogen, halogens, methyl, ethyl, linear or branched chains (C3-C3). 16 ) alkyl, (C6~C 10 )aryl, (C6~C 10 ) Aryl (C1-C6) alkyl, hydroxy, methoxy, ethoxy, linear or branched (C3-C) 16 )alkoxy, (C6~C 10 ) Aryl oxy, (C6~C 10 ) Aryl(C1~C6) alkoxy, -O(CO)R 27 and -O(CO)OR 27 And R 27 methyl, ethyl, linear or branched (C3~C) 16 ) alkyl, (C6~C 10 )aryl and (C6~C 10 )It is an aryl(C1~C6)alkyl group; iiv) Compounds of formula (Xe): [ka] [R 28 This includes hydrogen, halogens, methyl, ethyl, linear or branched chains (C3-C3). 16 ) alkyl, (C6~C 10 )aryl, (C6~C 10 ) Aryl (C1-C6) alkyl, hydroxy, methoxy, ethoxy, linear or branched (C3-C) 16 )alkoxy, (C6~C 10 ) Aryl oxy, (C6~C10 ) Aryl (C1~C6) alkoxy, (C2~ 10 ) is an alkene, preferably R 28 (C2~ 10 ) an alkene, more preferably a vinyl group; and iiiv) [ka] (Norbornadien).

[0089] Advantageously, it has now been found that the properties of the composition can be adjusted to suit the intended purpose by incorporating one or more compounds of formulas (Xa), (Xb), (Xc), (Xd), (Xe), and norbornadiene. For example, a suitable combination of one or more compounds of formulas (Xa), (Xb), or (Xc) with the composition of the present invention makes it possible to improve the mechanical properties of articles formed from the composition of the present invention, among other properties.

[0090] For example, it has been found that incorporating certain siloxane compounds within the range of compounds of formula (Xa) or (Xb) improves the impact strength of the products formed therefrom. One or more compounds of formula (Xa), (Xb), or (Xc) can be used in any amount that yields the intended benefit. Generally, such amounts can range from 0 to 20 mole percent of one or more compounds of formula (Xa), (Xb), or (Xc), based on the total moles of the monomer of formula (I) combined with one or more monomers of formula (V) or (VI) (if used) and one or more compounds of formula (Xa), (Xb), or (Xc). In some embodiments, such amounts can range from 1 to 15 mole percent, in some other embodiments, such amounts can range from 0.5 to 10 mole percent, and in some yet other embodiments, such amounts can range from 0.5 to 5 mole percent.

[0091] Accordingly, in some embodiments, the impact strength of the polymer formed from the composition of the present invention is at least 40 J / m. In some other embodiments, the impact strength of the polymer formed from the composition of the present invention is at least 60 J / m. In some further other embodiments, the impact strength of the polymer formed from the composition of the present invention may be at least 80 J / m, 100 J / m or more, 140 J / m or more, or higher than 160 J / m, depending on the type of monomer used as described herein, for example, higher than 170 J / m, higher than 180 J / m, higher than 200, 220 or 240 J / m, or even higher than 500, 550, 600, 700 or 800 J / m. In some embodiments, the polymer formed from the composition of the present invention containing one or more monomers of formula (I) may exhibit a unique impact strength that may range from 50 to 800 J / m.

[0092] In some embodiments, the compounds of formula (Xa), (Xb), or (Xc) each have m=0 and K=CH2. In some embodiments, the compounds of formula (Xa), (Xb), or (Xc) each have m=1 and K=CH2. In some other embodiments, the compounds of formula (Xa), (Xb), or (Xc) each have m=2 and K=CH2.

[0093] Representative examples of compounds within the range of formula (Xa) or (Xb) are as follows: [ka] 1,3-Bis(2-(bicyclo[2.2.1]hepta-5-en-2-yl)ethyl)-1,1,3,3-tetramethyldisiloxane (BisENBTMDS); [ka] 1,1,3,3-Tetramethyl-1,3-bis(2-(1,2,3,4,4a,5,8,8a-Octahydro-1,4:5,8-Dimethanonaphthalene-2-yl)ethyl)disiloxane; [ka] 1,5-Bis(2-(bicyclo[2.2.1]hepta-5-en-2-yl)ethyl)-1,1,3,3,5,5-hexamethyltrisiloxane (BisENBHMTS); [ka] 1,1,3,3,5,5-Hexamethyl-1,5-bis(2-(1,2,3,4,4a,5,8,8a-Octahydro-1,4:5,8-Dimethanonaphthalene-2-yl)ethyl)trisiloxane; [ka] 1,4-Bis((2-(bicyclo[2.2.1]hepta-5-en-2-yl)ethyl)dimethylsilyl)benzene; [ka] 3,3'-Oxybis(1,5-bis(2-(bicyclo[2.2.1]hepta-5-en-2-yl)ethyl)-3-cyclohexyl-1,1,5,5-tetramethyltrisiloxane)(TeTENBOMSS) [ka] (Bicycloheptenyl)ethyl-terminated polydimethylsiloxane (n is 2-4); and [ka] Examples include, but are not limited to, 3,7,14-tris(((2-(bicyclo[2.2.1]hepta-5-en-2-yl)ethyl)dimethylsilyl)oxy)-1,3,5,7,9,11,14-heptisobutyl-2,4,6,8,10,12,13,15,16-nonaoxa-1,3,5,7,9,11,14-heptasilatricyclo[7.3.3.15,11]hexadecane (trisnorborneyl isobutyl POSS).

[0094] Furthermore, various other oligomers or polymer polysiloxanes having polyfunctional cycloolefin pendant groups are suitable as crosslinking molecules in the compositions of the present invention, which may or may not be within the range of compounds of formula (XIa). An example of such is formula: [ka] [In the formula, b is an integer between 1 and 9; n is an integer between 1 and 10; R b and R c Examples include oligomer siloxanes [independently selected from the group consisting of methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, and phenyl].

[0095] Various other non-limiting examples of compounds of formula (Xa), (Xb), or (Xc) are as follows: [ka] 1,4-di(bicyclo[2.2.1]hepta-5-en-2-yl)butane; [ka] 5,5'-(oxybis(methylene))bis(bicyclo[2.2.1]hepta-2-ene); [ka] 5,5'-(oxybis(ethane-2,1-diyl))bis(bicyclo[2.2.1]hepta-2-ene); [ka] Bis(bicyclo[2.2.1]hepta-5-en-2-ylmethoxy)methane; [ka] 5,5'-((propane-2,2-diylbis(oxy))bis(methylene))bis(bicyclo[2.2.1]hepta-2-ene); [ka] 5,5'-((propane-1,1-diylbis(oxy))bis(methylene))bis(bicyclo[2.2.1]hepta-2-ene); [ka] 5,5'-((1-phenylethane-1,1-diyl)bis(oxy))bis(methylene))bis(bicyclo[2.2.1]hepta-2-ene); [ka] 1,2-Bis(bicyclo[2.2.1]hepta-5-en-2-ylmethoxy)ethane; [ka] 1,3-Bis(bicyclo[2.2.1]hepta-5-en-2-ylmethoxy)propane; [ka] 1,4-Bis(bicyclo[2.2.1]hepta-5-en-2-ylmethoxy)butane; [ka] 1,6-Bis(bicyclo[2.2.1]hepta-5-en-2-ylmethoxy)hexane; [ka] 1,8-Bis(bicyclo[2.2.1]hepta-5-en-2-ylmethoxy)octane; [ka] Bis(bicyclo[2.2.1]hepta-5-en-2-ylmethoxy)dimethylsilane; [ka] [In the formula, n is between 2 and 4]; [ka] [In the formula, R and R' are (C1~C 12 Alkyl), (C6~C 10 (aryl) and (C6~C 10 Ariel) (C1~C 12 [Selected independently from alkyl groups]; [ka] Bis(bicyclo[2.2.1]hepta-5-en-2-ylmethoxy)(methyl)(phenyl)silane; [ka] Bis(bicyclo[2.2.1]hepta-5-en-2-ylmethoxy)diphenylsilane; [ka] 1,4-di(bicyclo[2.2.1]hepta-5-en-2-yl)benzene; [ka] 1,3-Bis(bicyclo[2.2.1]hepta-5-en-2-ylmethoxy)benzene; [ka] Bis(bicyclo[2.2.1]hepta-5-en-2-ylmethyl) carbonate; [ka] Bicyclo[2.2.1]hepta-5-en-2-ylmethylbicyclo[2.2.1]hepta-5-en-2-carboxylate; [ka] [In the formula, b is an integer between 1 and 6]; [ka] Bis(bicyclo[2.2.1]hepta-5-en-2-ylmethyl)terephthalate; [ka] Bicyclo[2.2.2]octa-5-en-2-ylmethylbicyclo[2.2.2]octa-5-en-2-carboxylate; [ka] 5,5'-((((propane-2,2-diylbis(4,1-phenylene))bis(oxy))bis(2,3,5,6-tetrafluoro-4,1-phenylene))bis(methylene))bis(bicyclo[2.2.1]hepta-2-ene); [ka] 5,5'-(((((perfluoropropane-2,2-diyl)bis(4,1-phenylene))bis(oxy))bis(2,3,5,6-tetrafluoro-4,1-phenylene))bis(methylene))bis(bicyclo[2.2.1]hepta-2-ene) [ka] 1,4,4a,4b,5,8,8a,8b-Octahydro-1,4:5,8-Dimethanobiphenylene; [ka] 4,4a,4b,5,8,8a,9,9a-Octahydro-1H-1,4:5,8-Dimethanofluorene; [ka] 1,4,4a,5,8,8a,9,9a,10,10a-Decahydro-1,4:5,8-Dimethanoanthracene; [ka] 1,4,4a,5,6,6a,7,10,10a,11,12,12a-Dodecahydro-1,4:7,10-Dimethanodibenzo[a,e][8]Anulene; and [ka] The group consisting of 1,4,4a,5,5a,5b,6,6a,7,10,10a,11,11a,11b,12,12a-hexadecahydro-1,4:5,12:6,11:7,10-tetramethanodibenzo[b,h]biphenylene can be selected.

[0096] Various other non-limiting examples within the range of compounds of formula (Xa), (Xb), or (Xc) are as follows: [ka] 1,3-di(bicyclo[2.2.1]hepta-5-en-2-yl)propane; [ka] 5,5'-(2-(bicyclo[2.2.1]hepta-5-en-2-ylmethyl)propane-1,3-diyl)bis(bicyclo[2.2.1]hepta-2-ene); [ka] Bis(4-(bicyclo[2.2.1]hepta-5-en-2-yl)phenyl)methane; [ka] Tris(4-(bicyclo[2.2.1]hepta-5-en-2-yl)phenyl)methane; [ka] 5,5'-(((2-((Bicyclo[2.2.1]hepta-5-ene-2-ylmethoxy)methyl)-2-methylpropane-1,3-diyl)bis(oxy))bis(methylene))bis(bicyclo[2.2.1]hepta-2-ene); [ka] 5,5'-(((Bicyclo[2.2.1]hepta-5-ene-2-ylmethylene)bis(oxy))bis(methylene))bis(bicyclo[2.2.1]hepta-2-ene); [ka] Tris(bicyclo[2.2.1]hepta-5-en-2-ylmethoxy)(methyl)silane; and [ka] Bicyclo[2.2.1]hepta-5-en-2-ylbis(bicyclo[2.2.1]hepta-5-en-2-ylmethoxy)(methyl)silane may be listed.

[0097] In some embodiments of the present invention, the compositions of the present invention may further contain other photosensitizer compounds that can activate the organoruthenium compound of formula (II) to promote the bulk polymerization of the monomer of formula (I). For this purpose, any suitable sensitizer compound can be used in the compositions of the present invention. Such suitable sensitizer compounds include photosensitizers such as anthracene, phenanthrene, chrysene, benzpyrene, fluorantene, rubrene, pyrene, xanthone, indanthrene, and mixtures thereof.

[0098] In some exemplary embodiments, suitable sensitizer components include mixtures of these. Generally, photosensitizers absorb energy from a radiation source and transfer that energy to the desired substrate / reactant used in the composition of the present invention.

[0099] On the other hand, the compounds of the present invention do not need to contain any ultraviolet (UV) blocking agents at all. - Additional monomers (additives)

[0100] According to the present invention, the composition may further optionally contain an additive of formula (I), provided that the additive is different from a) the compound of formula (I) as a comonomer.

[0101] On the other hand, the compositions of the present invention may not contain any of the additives described herein.

[0102] Preferably, the symbol m in the formula is 1, and more preferably, the additive is selected from the group consisting of the following: [Table 1]

[0103] The additive, as a comonomer, is expected to achieve improved high Tg and / or improved high E properties in the resulting organic layer.

[0104] In another aspect, the present invention further relates to the use of a composition for producing an organic layer of a laminate, preferably the laminate being a protective layer for an optical device, and the laminate being at least (A) The organic layer and, (B) An inorganic layer placed on an organic layer, Includes,

[0105] The composition is at least a) Compounds of formula (I): [ka] (b) An organotransition metal catalyst comprising a metal selected from ruthenium or osmium, preferably an organoruthenium compound, more preferably formula (II); [ka] Organic transition metal catalysts represented by c) A photoactive compound capable of releasing Brønsted acid under photodegradation conditions, preferably a compound of formula (III); [ka] A photoactive compound selected from the compounds represented by Including, regarding use.

[0106] The definitions of each symbol are the same as those already described on pages 15-18 above. Further details on a) compounds of formula (I), b) organotransition metal catalysts, and c) photoactive compounds are already described in the sections "a) compounds of formula (I)", "b) organotransition metal catalysts", and "c) photoactive compounds (photosensitizers)" above.

[0107] (B) Inorganic layer According to the present invention, the (B) inorganic layer is fabricated on the (A) organic layer by chemical vapor deposition (CVD) or atomic layer deposition (ALD). Preferably, the inorganic layer is selected from the group consisting of SiNx, SiOxNy, or SiOx. - Lamination method

[0108] In another aspect, the present invention further relates to a method for producing a laminate, preferably a protective layer for an optical device, comprising or comprising at least the following steps: (X a1 ) A step of providing the composition to the outermost surface of a substrate, layer, or device to obtain an organic layer, (X a2 ) A step of forming a cured film by irradiating a coated layer with light (applying light irradiation), wherein the light has a peak maximum wavelength in the range of 360 to 430 nm, and preferably the dose of light irradiated onto the composition is 1 to 5 J / cm². 2 The process is within the range of [specified range]. Preferably, the peak maximum wavelength of light is in the range of 365 nm to 405 nm.

[0109] (X a3 ) A step of forming a laminate by creating an inorganic layer on an organic layer, wherein the inorganic layer is preferably created by chemical vapor deposition (CVD) or atomic layer deposition (ALD). Preferably, the inorganic layer is selected from the group consisting of SiNx, SiOxNy, or SiOx.

[0110] Here, the composition, a) Compounds of formula (I): [ka] (b) An organotransition metal catalyst comprising a metal selected from ruthenium or osmium, preferably an organoruthenium compound, more preferably formula (II); [ka] Organic transition metal catalysts represented by: (c) A photoactive compound capable of releasing Brønsted acid under photodegradation conditions, preferably a compound of formula (III); [ka] A photoactive compound selected from the compounds represented by This includes at least these, is essentially composed of these, or is composed of these.

[0111] The definitions of each symbol are the same as those already described on pages 14-17 above. Further details of a) compounds of formula (I), b) organotransition metal catalysts, and c) photoactive compounds are already described in the sections "a) compounds of formula (I)", "b) organotransition metal catalysts", and "c) photoactive compounds (photosensitizers)" above. -solvent

[0112] According to the present invention, in preferred embodiments, the composition contains 10% by weight or less of a solvent based on the total amount of the composition, more preferably 5% by weight or less of a solvent, and more preferably a solvent-free composition, wherein the solvent is preferably ethylene glycol monoalkyl ether, preferably ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether, and ethylene glycol monobutyl ether; diethylene glycol dialkyl ether, preferably diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol dipropyl ether, and diethylene glycol dibutyl ether; propylene glycol monoalkyl ether, preferably propylene glycol monomethyl ether (PGME), propylene glycol monoethyl ether, and propylene glycol ethyl monopropyl ether; ethylene glycol alkyl ether acetate, preferably methyl cellosolve acetate and ethyl cellosolve acetate; propylene glycol alkyl ether acetate, preferably propylene glycol monomethyl ether acetate (PGMEA), propylene glycol monoethyl ether acetate, and propylene glycol monopropyl ether acetate; ketones, preferably methyl ethyl ketone, acetone, methyl amyl ketone, methyl isobutyl ketone, and cyclohexanone; alcohols, preferably ethanol, propanol, butanol, hexanol, cyclohexanol, ethylene glycol, triethylene glycol, and glycerin; esters, preferably ethyl 3-ethoxypropionate, methyl 3-methoxypropionate, and ethyl lactate; and cyclic esters, preferably γ-butyrolactone;Chlorinated hydrocarbons, preferably chloroform, dichloromethane, chlorobenzene, alkyl and cycloalkylbenzenes, preferably one or more members of the group consisting of 1,3,5-trimethylbenzene, 1,2,4-trimethylbenzene, 1,2,3-trimethylbenzene, doceylbenzene, cyclohexylbenzene, 1,2,3,4-tetramethylbenzene, 1,2,3,5-tetramethylbenzene, 3-isopropylbiphenyl, 3-methylbiphenyl, 4-methylbiphenyl, and dichlorobenzene.

[0113] In another embodiment, the composition of the present invention undergoes bulk polymerization when exposed to appropriate radiation for a sufficient length of time, forming a polymer film or a solid object.

[0114] In other words, the composition of the present invention is poured onto a surface or substrate that needs to be encapsulated, and when exposed to appropriate radiation, the monomers undergo polymerization to form a solid transparent polymer that can take the form of a transparent film or a solid object.

[0115] Generally, as already mentioned above, such polymerization can occur when exposed to chemical radiation with wavelengths of approximately 240 nm to 410 nm. Compositions can also undergo bulk polymerization by simultaneously subjecting them to appropriate radiation and heat. By carrying out the present invention, it has become possible to obtain polymer films on such substrates that are substantially transparent films or solid objects, depending on the manufacturing method used.

[0116] As used herein, “substantially transparent film” means that a film formed from the compositions of the present invention is optically transparent in visible light. Accordingly, in some embodiments of the present invention, such a film has a visible light transmittance of at least 90 percent, and in some other embodiments, a film formed from the compositions of the present invention exhibits a visible light transmittance of at least 95 percent.

[0117] Coating of a desired substrate for forming a film using the composition of the present invention can be carried out by any coating or printing procedure described herein and / or known to those skilled in the art, such as spin coating. Other suitable coating methods include, but are not limited to, spray, doctor blade, meniscus coating, inkjet coating and slot coating. The composition can also be inkjet printed onto the substrate as is known in the art. The mixture can also be poured onto the substrate to form a film. Suitable substrates include substrates that can be used directly in electrical, electronic, or optoelectronic devices, or any suitable substrates that can be used, such as semiconductor substrates, ceramic substrates, and glass substrates.

[0118] Next, the coated substrate is exposed to appropriate chemical radiation, i.e., radiation with a wavelength of 240 nm to 410 nm as described herein, to promote bulk polymerization. In some embodiments, the substrate is exposed to radiation and fired at a temperature of about 40°C to about 90°C for about 2 minutes to 30 minutes. In some other embodiments, the substrate is exposed to radiation and fired at a temperature of about 60°C to about 90°C for 5 minutes to 20 minutes.

[0119] The films thus formed are then evaluated for their optical properties using any method known in the art. For example, the refractive index of a film across the visible spectrum can be measured by polarization analysis. The optical quality of a film can be determined visually. The degree of transparency can be quantitatively measured by visible spectroscopy. In general, films formed according to the present invention exhibit excellent optical transparency and can be adjusted to a desired refractive index as described herein.

[0120] The compositions of the present invention are also useful as protective layers in various electronic or optoelectronic devices, particularly organic electronic devices, that are susceptible to damage from environmental conditions, especially oxygen and moisture. The compositions of the present invention serve as protective layers that provide the necessary protection against environmental conditions. Generally, in such applications, for example in organic light-emitting diode (OLED) devices, multiple OLED layers or OLED stacks are formed on a suitable substrate and then encapsulated with the compositions of the present invention.

[0121] The OLED stack can be encapsulated by any known method, including but not limited to dip coating, inkjet coating, and spin coating. The coated OLED stack is then subjected to a suitable chemical beam to form a transparent polymer layer on the OLED stack by ROMP. A conductive layer is deposited on the polymer layer either before or after the formation of the transparent polymer layer. Such a conductive layer can be deposited by any known method, such as chemical vapor deposition (CVD), among others. Polymer layers formed from the compositions of the present invention are stable against such CVD methods and retain properties such as transparency, among other properties described herein. Finally, the OLED device can optionally be protected by coating it with the compositions of the present invention as described above to form another polymer layer and subjecting it to a suitable chemical beam. Such a lamination process can involve multiple processes for transparent polymer layer formation and / or conductive layer deposition.

[0122] In another aspect, the present invention further relates to a method for producing a laminate, preferably a protective layer for an optical device, comprising or comprising at least the following steps: (X a1 ) A step of preparing a substrate having an organic layer, (X a3’ ) A process of creating an inorganic layer on an organic layer by chemical vapor deposition (CVD) or atomic layer deposition (ALD), wherein step (X a3The chamber pressure in ) is in the range of 0.2 to 3 Torr, preferably 0.5 to 2 Torr, and Process (X a3 A process in which the output of the high-frequency power supply (RF) used in the process is in the range of 10 to 600 W, preferably 15 to 500 W.

[0123] More preferably, process (X a3’ In the case where CVD is applied, the chamber pressure is 0.2 to 1.5 Torr. More preferably, the pressure is 0.5 to 1.0 Torr; when CVD is used, (X a3’ The RF output in ) is 10 to 70 W. More preferably, the output is 15 to 35 W. When using ALD, the chamber pressure is preferably 0.5 to 2 Torr, more preferably 0.8 to 1.5 Torr, and the process (X a3’ The RF output in this device is 80-500W, more preferably 100-250W.

[0124] In a preferred embodiment of the present invention, step (X a3’ The process time in ) is in the range of 1 to 20 hours, more preferably 4 to 15 hours, and even more preferably 6 to 12 hours, when ALD is applied; the process time in the range of 1 to 60 minutes, more preferably 2 to 30 minutes, and even more preferably 3 to 10 minutes, when CVD is applied.

[0125] In a preferred embodiment of the present invention, step (X a3’ The frequency of the high-frequency power supply (RF) in the above is in the range of 3 kHz to 20 MHz, more preferably 4 kHz to 16 MHz, and even more preferably 4 kHz to 13.6 MHz.

[0126] These process conditions are considered particularly suitable for reducing or avoiding process damage to the organic layer and achieving improved, lower haze values.

[0127] In another aspect, the present invention further relates to a laminate obtained by the method of the present invention, which is preferably a protective layer for optical devices. Preferably, the average thickness of the inorganic layer of the laminate obtained by the method is in the range of 0.05 to 1 μm, preferably 0.1 to 0.5 μm, and more preferably 0.2 to 0.3 μm when produced by ALD, and in the range of 1 to 15 μm, preferably 4 to 12 μm, and more preferably 5 to 9 μm when produced by CVD.

[0128] Such layer thicknesses are considered suitable for achieving lower haze values ​​and improved flexibility, for example, in flexible devices.

[0129] According to a preferred embodiment of the present invention, the lamination may optionally have (C) another inorganic layer beneath the organic layer (A) on the opposite side of the inorganic layer (B), such as (C) another inorganic layer / (A) organic layer / (B) inorganic layer. The other inorganic layer (C) may preferably be produced by ALD or CVD. The process conditions for producing the other inorganic layer (C) and the average thickness of the other inorganic layer (C) may be the same as those for the inorganic layer (B) described above.

[0130] In a preferred embodiment of the present invention, the total thickness of the laminate is in the range of 0.01 to 100 μm, preferably 1 to 20 μm, and more preferably 8 to 12 μm.

[0131] In a preferred embodiment of the present invention, the thickness of the organic layer in the lamination is in the range of 1 to 75 μm, preferably 3 to 50 μm, more preferably 4 to 20 μm, and even more preferably 5 to 15 μm; and the thickness of the inorganic layer is in the range of 0.01 to 10 μm, preferably 0.1 to 5 μm, even more preferably 0.2 to 1.5 μm, and even more preferably 0.5 to 1 μm.

[0132] In a preferred embodiment of the present invention, the laminate has a dielectric constant value ε < 2.5, preferably 1.5 ≤ ε < 2.5, and more preferably 2.0 ≤ ε ≤ 2.4.

[0133] In a preferred embodiment of the present invention, the film has a haze value of 5 or less, preferably in the range of 5 to 0.1.

[0134] According to the present invention, the haze value is measured in air at room temperature according to the procedure described in ASTM D1003-21. The measurement can be performed using a commercially available haze meter, such as the BYK Gardner Haze-Gard plus 4725.

[0135] In a preferred embodiment of the present invention, the lamination is 40-120 N / mm 2 Preferably 60-110 N / mm 2 More preferably 70-95 N / mm 2 It has a Martens hardness value within the range of [value].

[0136] In a preferred embodiment of the present invention, the laminate has a Young's modulus value in the range of 2,000 to 5,000 MPa, preferably 2,500 to 4,000 MPa, and more preferably 3,000 to 3,500 MPa.

[0137] The Young's modulus and Martens hardness values ​​are measured using a Fischerscope HM2000S based on DIN ISO 14577 1-3, as described at https: / / www.asmec.de / en / information.php?seite=0&useite=21.

[0138] In a preferred embodiment of the present invention, the inorganic layer is selected from SiNx, SiOxNy, or SiOx, i.e., SiN, SiON, SiO, or SiO2.

[0139] In another embodiment, the present invention further relates to a device comprising at least the stacking of the present invention. Preferably, the device is an optical device, more preferably, the device is a display device, preferably, the device further comprises a functional module, more preferably, the device comprises a functional module selected from OLED, LCD and μLED.

[0140] Preferred Embodiment 1. A laminate, preferably a protective layer for an optical device, at least (A) Organic layer and (B) comprising an inorganic layer disposed on an organic layer, preferably the inorganic layer being directly attached to the organic layer, The lamination has a haze value of less than 5, preferably less than 1.

[0141] 2. A laminate, preferably a protective layer for an optical device, and at least (A) Organic layer and (B) comprising an inorganic layer disposed on an organic layer, preferably the inorganic layer being directly attached to the organic layer, The organic layer is at least a) Equation (I): [ka] [In the formula, m is an integer, either 0, 1, or 2; R1, R2, R3, and R4 may be the same or different, and may be hydrogen, halogen, methyl, ethyl, linear or branched (C3~C) 16 ) Alkyl, perfluoro(C1~C 12 ) Alkyl, hydroxy(C1~C 16 ) alkyl, (C3~C 12 )Cycloalkyl, (C6~C 12 ) Bicycloalkyl, (C7~C 14 ) Tricycloalkyl, (C6~C 10 )aryl, (C6~C 10 ) Aryl(C1~C6)alkyl, perfluoro(C6~C 10 ) Aryl, perfluoro(C6~C 10 ) Aryl(C1-C6)alkyl, tri(C1-C6)alkoxysilyl, and formula (A): -Z 1 -Aryl (A) [In the formula, Z 1They combine, or (CR5R6) a , O(CR5R6) a (CR5R6) a O, (CR5R6) a -O-(CR5R6) b (CR5R6) a -O-(SiR5R6) b (CR5R6) a -(CO)O-(CR5R6) b (CR5R6) a -O(CO)-(CR5R6) b (CR5R6) a -(CO)-(CR5R6) b A base selected from the group consisting of a and b, where a and b are integers that may be the same or different, and each is independently between 1 and 12; R5 and R6 are either the same or different, and are independently selected from the group consisting of hydrogen, methyl, ethyl, linear or branched (C3-C6) alkyl, hydroxy, methoxy, ethoxy, linear or branched (C3-C6) alkyloxy, acetoxy, (C2-C6) acyl, hydroxymethyl, hydroxyethyl, linear or branched hydroxy(C3-C6) alkyl, phenyl, and phenoxy; Each aryl group is independently selected from the group consisting of phenyl, or a phenyl group substituted with one or more groups selected from the group consisting of phenyl, methyl, ethyl, linear or branched (C3-C6) alkyl, hydroxy, methoxy, ethoxy, linear or branched (C3-C6) alkyloxy, acetoxy, (C2-C6) acyl, hydroxymethyl, hydroxyethyl, linear or branched hydroxy(C3-C6) alkyl, phenyl, and phenoxy; A compound in which, when m is 0, at least one of R1, R2, R3, and R4 is not hydrogen, and at least two of R1, R2, R3, and R4 can form a ring; b) An organotransition metal catalyst comprising a metal selected from ruthenium or osmium, preferably an organoruthenium compound, more preferably formula (II): [ka] [In the formula, c and d are integers between 0 and 5; Z is either oxygen or sulfur; R7 is hydrogen, (C1~C 20 ) Alkyl, (C2~C 20 ) Alkenil, (C2~C 20 ) Alkinyl and (C6~C 10 ) Selected from the group consisting of aryls; R8, R9, R 10 and R 11 They are either the same or different, hydrogen, halogen, (C1~C 16 ) alkyl, (C1~C 16 )alkoxy, (C1~C 16 ) Perfluoroalkyl, (C3~C7) cycloalkyl, (C2~C 16 ) Alkenil, (C6~C 14 )aryl, (C6~C 14 ) Perfluoroaryl, (C3~C 12 ) Heterocyclyl, -OR 16 -NO2, -COOH, -COOR 16 ,-CONR 16 R 17 -SO2NR 16 R 17 , -SO2R 16 -CHO, -COR 16 Each is independently selected from the group consisting of; R 16 and R 17 These are either the same or different, (C1-C6) alkyl, (C1-C6) perfluoroalkyl, (C6-C 14 )aryl, (C6~C 14 ) independently selected from the group consisting of perfluoroaryls; or, R8, R9, R 10 and R 11 Two or more of these, together with the carbon atoms to which they are bonded, form a substituted or unsubstituted condensed (C4-C8) carbon ring, or a substituted or unsubstituted condensed aromatic ring; Each R 12 , R 13 and R 14They may be the same or different, and they may be independent of each other, hydrogen, halogen, (C1~C 16 ) alkyl, (C1~C 16 )alkoxy, (C1~C 16 ) Perfluoroalkyl, (C3~C7) cycloalkyl, (C2~C 16 ) Alkenil, (C6~C 14 )aryl, (C6~C 14 ) Perfluoroaryl, (C3~C 12 ) Heterocyclyl, -OR 16 -NO2, -COOH, -COOR 16 ,-CONR 16 R 17 -SO2NR 16 R 17 , -SO2R 16 -CHO, -COR 16 Selected from the group consisting of R 16 and R 17 These are either the same or different, (C1-C6) alkyl, (C1-C6) perfluoroalkyl, (C6-C 14 )aryl, (C6~C 14 ) Each is independently selected from the group consisting of perfluoroaryl compounds; R 15 (C1~C 16 ) alkyl, (C1~C 16 ) Perfluoroalkyl, (C3~C 16 )Cycloalkyl, (C6~C 14 )aryl, (C6~C 14 ) Perfluoroaryl and (C3~C 12 ) Selected from a group consisting of heterocyclines; An organotransition metal catalyst represented by [Ar1 and Ar2 being the same or different, each independently selected from the group consisting of substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, and substituted or unsubstituted naphthyl, and each substituent independently selected from the group consisting of methyl, ethyl, and linear or branched (C3-C6) alkyl]; c) A photoactive compound capable of releasing Brønsted acid under photodegradation conditions, preferably formula (III): [ka] [In the formula, Y is a halogen; R 30 and R 31 They are either identical or different, and independently of each other, hydrogen, methyl, ethyl, linear or branched (C3-C3) 12 ) alkyl, (C3~C 12 )Cycloalkyl, (C6~C 12 ) Bicycloalkyl, (C7~C 14 ) Tricycloalkyl, (C6~C 10 )aryl, (C6~C 10 )aryl(C1~C3)alkyl, (C1~C 12 )alkoxy, (C3~C 12 ) Cycloalkoxy, (C6~C 12 ) Bicycloalkoxy, (C7~C 14 ) Tricycloalkoxy, (C6~C 10 ) Aryloxy (C1~C3)alkyl and (C6~C 10 A photoactive compound selected from compounds represented by [selected from the group consisting of aryloxys] A laminate obtained from a composition containing the following:

[0142] 3. The monomer of formula (I) of the composition is [ka] 5-(4-phenylbutyl)bicyclo[2.2.1]hepta-2-ene; [ka] 5-(3-phenylpropyl)bicyclo[2.2.1]hepta-2-ene; [ka] 5-Phenethylbicyclo[2.2.1]hepta-2-ene (PENB); [ka] 5-(benzyloxy)bicyclo[2.2.1]hepta-2-ene; [ka] 5-(2-([1,1'-biphenyl]-4-yloxy)ethyl)bicyclo[2.2.1]hepta-2-ene; [ka] 5-(2-([1,1'-biphenyl]-2-yloxy)ethyl)bicyclo[2.2.1]hepta-2-ene(NBEtO-2-PhPh); [ka] 5-Butylbicyclo[2.2.1]hepta-2-ene (BuNB); [ka] 5-Hexylbicyclo[2.2.1]hepta-2-ene (HexylNB); [ka] 5-Octylbicyclo[2.2.1]hepta-2-ene (OctNB); [ka] 5-Desilbicyclo[2.2.1]hepta-2-ene (DecNB); [ka] 5-Ethylidenebicyclo[2.2.1]hepta-2-ene; [ka] 2-Ethylidene-1,2,3,4,4a,5,8,8a-Octahydro-1,4:5,8-Dimethanonaphthalene; [ka] 3a,4,4a,5,8,8a,9,9a-Octahydro-1H-4,9:5,8-Dimethanocyclopenta[b]naphthalene (one of the trimers of cyclopentadiene, also known as TCPD1 and CPD3); [ka] 5-Norborneylmethyleugenyl acetate (EuAcNB); [ka] 5-Norborneylmethyleugenol (EuOHNB); [ka] NB(MeOH)2; [ka] PhAcNB; [ka] Tetracyclododecene (TD); [ka] 5-(phenoxymethyl)bicyclo[2.2.1]hepta-2-ene (NBMeOPh); [ka] 5-(([1,1'-biphenyl]-2-yloxy)methyl)bicyclo[2.2.1]hepta-2-ene(NBMeOPhPh); [ka] 2-Phenyltetracyclododecene (PhTD); [ka] 2-benzyl-1,2,3,4,4a,5,8,8a-octahydro-1,4:5,8-dimethanonaphthalene; [ka] 2-Phenethyl-1,2,3,4,4a,5,8,8a-Octahydro-1,4:5,8-Dimethanonaphthalene (PETD); [ka] 2-Butyl-1,2,3,4,4a,5,8,8a-Octahydro-1,4:5,8-Dimethanonaphthalene (ButylTD); [ka] 2-Hexyl-1,2,3,4,4a,5,8,8a-Octahydro-1,4:5,8-Dimethanonaphthalene (HexylTD); [ka] 2-Octyl-1,2,3,4,4a,5,8,8a-Octahydro-1,4:5,8-Dimethanonaphthalene (OctylTD); [ka] 2-Decyl-1,2,3,4,4a,5,8,8a-Octahydro-1,4:5,8-Dimethanonaphthalene (DecylTD); [ka] 2-Cyclohexyl-tetracyclododecene (CyclohexylTD); [ka] 2-Cyclohexylmethyl-1,2,3,4,4a,5,8,8a-Octahydro-1,4:5,8-Dimethanonaphthalene; [ka] 2-Cyclohexylethyl-1,2,3,4,4a,5,8,8a-Octahydro-1,4:5,8-Dimethanonaphthalene; [ka] (1,2,3,4,4a,5,8,8a-Octahydro-1,4:5,8-Dimethanonaphthalene-2-yl)methylacetate (TDMeOAc); and [ka] Tetracyclododecadiene (TDD), A layer according to Embodiment 2, selected from the group consisting of the following.

[0143] 4. Z is oxygen; R7 is hydrogen; R8, R9, R 10 and R 11 However, they are either identical or different, and each is independently selected from the group consisting of hydrogen, methyl, ethyl, and -NO2; R 12 , R 13 and R 14 However, they are either identical or different, and each is independently selected from the group consisting of hydrogen, methyl, ethyl, and -NO2; R 15 However, it is selected from the group consisting of methyl, ethyl, and cyclohexyl; The layer according to Embodiment 2 or 3, wherein Ar1 and Ar2 are the same or different, and each is independently selected from the group consisting of phenyl, 2,6-dimethylphenyl, 2,6-diethylphenyl, 2,6-di(isopropyl)phenyl, and 2,4,6-trimethylphenyl.

[0144] 5. Organic ruthenium compounds, [ka] [1,3-bis(2,6-diisopropylphenyl)-2-imidazolidinylidene]{2-[(E)-({2-[methylthio-κS]phenyl}imino-κN)methyl]phenoxide-κO}[2-(oxide-κO)benzylidene-κC]ruthenium(II)(Ru-1); [ka] [1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]{2-[(E)-({2-[isopropylthio-κS]phenyl}imino-κN)methyl]phenoxide-κO}[2-(oxide-κO)benzylidene-κC]ruthenium(II); [ka] [1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]{2-[(E)-({2-[cyclohexylthio-κS]phenyl}imino-κN)methyl]phenoxide-κO}[2-(oxide-κO)benzylidene-κC]ruthenium(II); and [ka] A layer according to any one of Embodiments 2 to 4, represented by formula (II) selected from the group consisting of [1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]{2-[(E)-({2-[methylthio-κS]phenyl}imino-κN)methyl]phenoxide-κO}[2-(oxide-κO)benzylidene-κC]ruthenium(II).

[0145] 6. Y is either chlorine or bromine; R 30 and R 31 The layers according to any one of Embodiments 2 to 5, which are identical or different and independently selected from the group consisting of hydrogen, methyl, ethyl, n-propyl, iso-propyl, phenyl, cyclohexyl, methoxy, ethoxy, n-propoxy, and phenoxy.

[0146] 7. The compound of formula (III) [ka] 1-Chloro-4-methoxy-9H-thioxanthene-9-one; [ka] 1-Chloro-4-ethoxy-9H-thioxanthene-9-one; [ka] 1-Chloro-4-propoxy-9H-thioxanthene-9-one; [ka] 1-Chloro-2-propoxy-9H-thioxanthene-9-one; [ka] 1-Chloro-2-ethoxy-9H-thioxanthene-9-one; [ka] 1-Chloro-2-methoxy-9H-thioxanthene-9-one; [ka] 1-Chloro-4-methyl-9H-thioxanthene-9-one; [ka] 1-Chloro-4-ethyl-9H-thioxanthene-9-one; [ka] 1-Bromo-4-propoxy-9H-thioxanthene-9-one; and [ka] A layer according to any one of embodiments 2 to 6, selected from the group consisting of 1-chloro-4-phenoxy-9H-thioxanthene-9-one.

[0147] 8. The layer according to any one of Embodiments 2 to 7, wherein the composition further comprises a UV light blocking agent and / or a crosslinking agent.

[0148] 9. The layer according to any one of Embodiments 1 to 8, wherein the composition further comprises an additive of formula (I), wherein the additive is different from a) the compound of formula (I). Preferably, the symbol m in the formula is 1, and more preferably, the additive is selected from the group consisting of: [Table 2]

[0149] 10. The composition contains 10% by weight or less of a solvent based on the total amount of the composition, more preferably 5% by weight or less of the solvent, and more preferably is a solvent-free composition, wherein the solvent is preferably ethylene glycol monoalkyl ether, preferably ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether, and ethylene glycol monobutyl ether; diethylene glycol dialkyl ether, preferably diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol dipropyl ether, and diethylene glycol dibutyl ether; propylene glycol monoalkyl ether, preferably propylene glycol monomethyl ether (PGME), propylene glycol monoethyl ether, and propylene glycol monopropyl ether; ethylene glycol alkyl ether acetate, preferably methyl cellosolve acetate and ethyl cellosolve acetate; propylene glycol alkyl ether acetate, preferably propylene glycol monomethyl ether acetate (PGMEA), propylene glycol monoethyl ether acetate, and propylene glycol monopropyl ether acetate; Ketones, preferably methyl ethyl ketone, acetone, methyl amyl ketone, methyl isobutyl ketone, and cyclohexanone; alcohols, preferably ethanol, propanol, butanol, hexanol, cyclohexanol, ethylene glycol, triethylene glycol, and glycerin; esters, preferably ethyl 3-ethoxypropionate, methyl 3-methoxypropionate, and ethyl lactate; and cyclic esters, preferably γ-butyrolactone; chlorinated hydrocarbons, preferably chloroform, dichloromethane, chlorobenzene, alkyl and cycloalkylbenzenes, preferably 1,3,5-trimethylbenzene, 1,2,4-trimethylbenzene, 1,2,3-trimethylbenzene, doceylbenzene, cyclohexylbenzene, 1,2,3,4-tetramethylbenzene, 1,2,3,5-tetramethylbenzene, 3-isopropylbiphenyl, 3-methylbiphenyl, 4-methylbiphenyl, and dichlorobenzene One or more members of the group consisting of, A layer according to any one of Embodiments 1 to 9.

[0150] 11. Use of a composition for preparing an organic layer of a laminate, preferably the laminate being a protective layer for an optical device. The lamination is at least (A) The organic layer and, (B) An inorganic layer placed on an organic layer, Includes,

[0151] The composition, at least a) Equation (I): [ka] [In the formula, m is an integer, either 0, 1, or 2; R1, R2, R3, and R4 may be the same or different, and may be hydrogen, halogen, methyl, ethyl, linear or branched (C3~C) 16 ) Alkyl, perfluoro(C1~C 12 ) Alkyl, hydroxy(C1~C 16 ) alkyl, (C3~C12 )Cycloalkyl, (C6~C 12 ) Bicycloalkyl, (C7~C 14 ) Tricycloalkyl, (C6~C 10 )aryl, (C6~C 10 ) Aryl(C1~C6)alkyl, perfluoro(C6~C 10 ) Aryl, perfluoro(C6~C 10 ) Aryl(C1-C6)alkyl, tri(C1-C6)alkoxysilyl, and formula (A): -Z 1 -Aryl (A) [In the formula, Z 1 They combine, or (CR5R6) a , O(CR5R6) a (CR5R6) a O, (CR5R6) a -O-(CR5R6) b (CR5R6) a -O-(SiR5R6) b (CR5R6) a -(CO)O-(CR5R6) b (CR5R6) a -O(CO)-(CR5R6) b (CR5R6) a -(CO)-(CR5R6) b A base selected from the group consisting of a and b, where a and b are integers that may be the same or different, and each is independently between 1 and 12; R5 and R6 are either the same or different, and are independently selected from the group consisting of hydrogen, methyl, ethyl, linear or branched (C3-C6) alkyl, hydroxy, methoxy, ethoxy, linear or branched (C3-C6) alkyloxy, acetoxy, (C2-C6) acyl, hydroxymethyl, hydroxyethyl, linear or branched hydroxy(C3-C6) alkyl, phenyl, and phenoxy; Each aryl group is independently selected from the group consisting of phenyl, or a phenyl group substituted with one or more groups selected from the group consisting of phenyl, methyl, ethyl, linear or branched (C3-C6) alkyl, hydroxy, methoxy, ethoxy, linear or branched (C3-C6) alkyloxy, acetoxy, (C2-C6) acyl, hydroxymethyl, hydroxyethyl, linear or branched hydroxy(C3-C6) alkyl, phenyl, and phenoxy; A compound in which, when m is 0, at least one of R1, R2, R3, and R4 is not hydrogen, and at least two of R1, R2, R3, and R4 can form a ring; b) An organotransition metal catalyst comprising a metal selected from ruthenium or osmium, preferably an organoruthenium compound, more preferably formula (II): [ka] [In the formula, c and d are integers between 0 and 5; Z is either oxygen or sulfur; R7 is hydrogen, (C1~C 20 ) Alkyl, (C2~C 20 ) Alkenil, (C2~C 20 ) Alkinyl and (C6~C 10 ) Selected from the group consisting of aryls; R8, R9, R 10 and R 11 They are either the same or different, hydrogen, halogen, (C1~C 16 ) alkyl, (C1~C 16 )alkoxy, (C1~C 16 ) Perfluoroalkyl, (C3~C7) cycloalkyl, (C2~C 16 ) Alkenil, (C6~C 14 )aryl, (C6~C 14 ) Perfluoroaryl, (C3~C 12 ) Heterocyclyl, -OR 16 -NO2, -COOH, -COOR 16 ,-CONR 16 R 17 -SO2NR 16R 17 , -SO2R 16 -CHO, -COR 16 Each is independently selected from the group consisting of R 16 and R 17 These are either the same or different, (C1-C6) alkyl, (C1-C6) perfluoroalkyl, (C6-C 14 )aryl, (C6~C 14 ) Independently selected from the group consisting of perfluoroaryls; or, R8, R9, R 10 and R 11 Two or more of these, together with the carbon atoms to which they are bonded, form a substituted or unsubstituted condensed (C4-C8) carbon ring, or a substituted or unsubstituted condensed aromatic ring; Each R 12 , R 13 and R 14 They may be the same or different, and they may be independent of each other, hydrogen, halogen, (C1~C 16 ) alkyl, (C1~C 16 )alkoxy, (C1~C 16 ) Perfluoroalkyl, (C3~C7) cycloalkyl, (C2~C 16 ) Alkenil, (C6~C 14 )aryl, (C6~C 14 ) Perfluoroaryl, (C3~C 12 ) Heterocyclyl, -OR 16 -NO2, -COOH, -COOR 16 ,-CONR 16 R 17 -SO2NR 16 R 17 , -SO2R 16 -CHO, -COR 16 Selected from the group consisting of R 16 and R 17 These are either the same or different, (C1-C6) alkyl, (C1-C6) perfluoroalkyl, (C6-C 14 )aryl, (C6~C 14 ) Each is independently selected from the group consisting of perfluoroaryl compounds; R 15 (C1~C 16) alkyl, (C1~C 16 ) Perfluoroalkyl, (C3~C 16 )Cycloalkyl, (C6~C 14 )aryl, (C6~C 14 ) Perfluoroaryl and (C3~C 12 ) Selected from a group consisting of heterocyclines; An organotransition metal catalyst represented by [Ar1 and Ar2 being the same or different, each independently selected from the group consisting of substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, and substituted or unsubstituted naphthyl, and each substituent independently selected from the group consisting of methyl, ethyl, and linear or branched (C3-C6) alkyl]; c) A photoactive compound capable of releasing Brønsted acid under photodegradation conditions, preferably formula (III): [ka] [In the formula, Y is a halogen; R 30 and R 31 They are either identical or different, and independently of each other, hydrogen, methyl, ethyl, linear or branched (C3-C3) 12 ) alkyl, (C3~C 12 )Cycloalkyl, (C6~C 12 ) Bicycloalkyl, (C7~C 14 ) Tricycloalkyl, (C6~C 10 )aryl, (C6~C 10 )aryl(C1~C3)alkyl, (C1~C 12 )alkoxy, (C3~C 12 ) Cycloalkoxy, (C6~C 12 ) Bicycloalkoxy, (C7~C 14 ) Tricycloalkoxy, (C6~C 10 ) Aryloxy (C1~C3)alkyl and (C6~C 10 A photoactive compound selected from compounds represented by [selected from the group consisting of aryloxys] Includes, use.

[0152] 12. A method for producing a laminate, preferably a protective layer for an optical device, comprising at least the following steps: (X a1 ) A step of providing the composition to the outermost surface of a substrate, layer, or device to obtain an organic layer, (X a2 ) A step of forming a cured film by irradiating a coated layer with light (applying light irradiation), wherein the light has a peak maximum wavelength in the range of 360 to 430 nm, and preferably the dose of light irradiated onto the composition is 1 to 5 J / cm². 2 The process, which is within the scope of the process.

[0153] (X a3 ) A step of forming a laminate by creating an inorganic layer on an organic layer, wherein the inorganic layer is preferably created by chemical vapor deposition (CVD) or atomic layer deposition (ALD). Preferably, the inorganic layer is selected from the group consisting of SiNx, SiOxNy, or SiOx.

[0154] Here, the composition is at least a) Equation (I): [ka] [In the formula, m is an integer, either 0, 1, or 2; R1, R2, R3, and R4 may be the same or different, and may be hydrogen, halogen, methyl, ethyl, linear or branched (C3~C) 16 ) Alkyl, perfluoro(C1~C 12 ) Alkyl, hydroxy(C1~C 16 ) alkyl, (C3~C 12 )Cycloalkyl, (C6~C 12 ) Bicycloalkyl, (C7~C 14 ) Tricycloalkyl, (C6~C 10 )aryl, (C6~C 10 ) Aryl(C1~C6)alkyl, perfluoro(C6~C 10 ) Aryl, perfluoro(C6~C 10) Aryl(C1-C6)alkyl, tri(C1-C6)alkoxysilyl, and formula (A): -Z 1 -Aryl (A) [In the formula, Z 1 They combine, or (CR5R6) a , O(CR5R6) a (CR5R6) a O, (CR5R6) a -O-(CR5R6) b (CR5R6) a -O-(SiR5R6) b (CR5R6) a -(CO)O-(CR5R6) b (CR5R6) a -O(CO)-(CR5R6) b (CR5R6) a -(CO)-(CR5R6) b A base selected from the group consisting of a and b, where a and b are integers that may be the same or different, and each is independently between 1 and 12; R5 and R6 are either the same or different, and are independently selected from the group consisting of hydrogen, methyl, ethyl, linear or branched (C3-C6) alkyl, hydroxy, methoxy, ethoxy, linear or branched (C3-C6) alkyloxy, acetoxy, (C2-C6) acyl, hydroxymethyl, hydroxyethyl, linear or branched hydroxy(C3-C6) alkyl, phenyl, and phenoxy; Each aryl group is independently selected from the group consisting of phenyl, or a phenyl group substituted with one or more groups selected from the group consisting of phenyl, methyl, ethyl, linear or branched (C3-C6) alkyl, hydroxy, methoxy, ethoxy, linear or branched (C3-C6) alkyloxy, acetoxy, (C2-C6) acyl, hydroxymethyl, hydroxyethyl, linear or branched hydroxy(C3-C6) alkyl, phenyl, and phenoxy; A compound in which, when m is 0, at least one of R1, R2, R3, and R4 is not hydrogen, and at least two of R1, R2, R3, and R4 can form a ring; b) An organotransition metal catalyst comprising a metal selected from ruthenium or osmium, preferably an organoruthenium compound, more preferably formula (II): [ka] [In the formula, c and d are integers between 0 and 5; Z is either oxygen or sulfur; R7 is hydrogen, (C1~C 20 ) Alkyl, (C2~C 20 ) Alkenil, (C2~C 20 ) Alkinyl and (C6~C 10 ) Selected from the group consisting of aryls; R8, R9, R 10 and R 11 They are either the same or different, hydrogen, halogen, (C1~C 16 ) alkyl, (C1~C 16 )alkoxy, (C1~C 16 ) Perfluoroalkyl, (C3~C7) cycloalkyl, (C2~C 16 ) Alkenil, (C6~C 14 )aryl, (C6~C 14 ) Perfluoroaryl, (C3~C 12 ) Heterocyclyl, -OR 16 -NO2, -COOH, -COOR 16 ,-CONR 16 R 17 -SO2NR 16 R 17 , -SO2R 16 -CHO, -COR 16 Each is independently selected from the group consisting of R 16 and R 17 These are either the same or different, (C1-C6) alkyl, (C1-C6) perfluoroalkyl, (C6-C 14 )aryl, (C6~C 14 ) Independently selected from the group consisting of perfluoroaryls; or, R8, R9, R 10 and R 11Two or more of these, together with the carbon atoms to which they are bonded, form a substituted or unsubstituted condensed (C4-C8) carbon ring, or a substituted or unsubstituted condensed aromatic ring; Each R 12 , R 13 and R 14 They may be the same or different, and they may be independent of each other, hydrogen, halogen, (C1~C 16 ) alkyl, (C1~C 16 )alkoxy, (C1~C 16 ) Perfluoroalkyl, (C3~C7) cycloalkyl, (C2~C 16 ) Alkenil, (C6~C 14 )aryl, (C6~C 14 ) Perfluoroaryl, (C3~C 12 ) Heterocyclyl, -OR 16 -NO2, -COOH, -COOR 16 ,-CONR 16 R 17 -SO2NR 16 R 17 , -SO2R 16 -CHO, -COR 16 Selected from the group consisting of R 16 and R 17 These are either the same or different, (C1-C6) alkyl, (C1-C6) perfluoroalkyl, (C6-C 14 )aryl, (C6~C 14 ) Each is independently selected from the group consisting of perfluoroaryl compounds; R 15 (C1~C 16 ) alkyl, (C1~C 16 ) Perfluoroalkyl, (C3~C 16 )Cycloalkyl, (C6~C 14 )aryl, (C6~C 14 ) Perfluoroaryl and (C3~C 12 ) Selected from a group consisting of heterocyclines; An organotransition metal catalyst represented by [Ar1 and Ar2 being the same or different, each independently selected from the group consisting of substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, and substituted or unsubstituted naphthyl, and each substituent independently selected from the group consisting of methyl, ethyl, and linear or branched (C3-C6) alkyl]; c) A photoactive compound capable of releasing Brønsted acid under photodegradation conditions, preferably formula (III): [ka] [In the formula, Y is a halogen; R 30 and R 31 They are either identical or different, and independently of each other, hydrogen, methyl, ethyl, linear or branched (C3-C3) 12 ) alkyl, (C3~C 12 )Cycloalkyl, (C6~C 12 ) Bicycloalkyl, (C7~C 14 ) Tricycloalkyl, (C6~C 10 )aryl, (C6~C 10 )aryl(C1~C3)alkyl, (C1~C 12 )alkoxy, (C3~C 12 ) Cycloalkoxy, (C6~C 12 ) Bicycloalkoxy, (C7~C 14 ) Tricycloalkoxy, (C6~C 10 ) Aryloxy (C1~C3)alkyl and (C6~C 10 A photoactive compound selected from compounds represented by [selected from the group consisting of aryloxys] Includes.

[0155] 13. A method for producing a laminate, preferably in which the laminate is a protective layer for an optical device, comprising at least the following steps: (X a1 ) A step of preparing a substrate having an organic layer, (X a3’ ) A process of creating an inorganic layer on an organic layer by chemical vapor deposition (CVD) or atomic layer deposition (ALD), wherein step (Xa3 The chamber pressure in ) is in the range of 0.2 to 3 Torr, preferably 0.5 to 2 Torr, and Process (X a3 The output of the high-frequency power supply (RF) used in the process is in the range of 10 to 600 W, preferably 15 to 500 W. Methods that include...

[0156] 14. A laminate, preferably a protective layer for an optical device, obtained by the method of claim 12 or 13. Preferably, the average thickness of the inorganic layer obtained by this method is in the range of 0.05 to 1 μm, preferably 0.1 to 0.5 μm, more preferably 0.2 to 0.3 μm, when produced by ALD, and in the range of 1 to 15 μm, preferably 4 to 12 μm, more preferably 5 to 9 μm, when produced by CVD.

[0157] 15.0.A layer according to any one of embodiments 1 to 10 and 14, having a layer thickness in the range of 1 to 100 μm, preferably 1 to 20 μm, and more preferably 8 to 12.

[0158] 16. The layer according to any one of embodiments 1 to 10 and 14, wherein the thickness of the organic layer is in the range of 1 to 75 μm, preferably 3 to 50 μm, more preferably 4 to 20 μm, and even more preferably 5 to 15 μm, and the thickness of the inorganic layer is in the range of 0.01 to 10 μm, preferably 0.1 to 5 μm, even more preferably 0.2 to 1.5 μm, and even more preferably 0.5 to 1 μm.

[0159] 17. A layer according to any one of embodiments 1 to 10 and 14 to 16, having a dielectric constant value ε < 2.5, preferably 1.5 ≤ ε < 2.5, more preferably 2.0 ≤ ε ≤ 2.4.

[0160] One of the layers from embodiments 1 to 10 and 14 to 17, having a haze value of 18.5 or less, preferably in the range of 5 to 0.1.

[0161] 19.40~120 N / mm 2Preferably 60-110 N / mm 2 More preferably 70-95 N / mm 2 A layer according to any one of embodiments 1 to 10 and 14 to 18, having a Martens hardness value in the range of .

[0162] A layer according to any one of embodiments 1 to 10 and 14 to 19, having a Young's modulus value in the range of 20.2,000 to 5,000 MPa, preferably 2,500 to 4,000 MPa, and more preferably 3,000 to 3,500 MPa.

[0163] 21. The layer according to any one of embodiments 1 to 10 and 14 to 20, wherein the inorganic layer is selected from SiNx, SiOxNy, or SiOx.

[0164] 22. The organic layer is at least a) Equation (I): [ka] [In the formula, m is an integer, either 0, 1, or 2; R1, R2, R3, and R4 may be the same or different, and may be hydrogen, halogen, methyl, ethyl, linear or branched (C3~C) 16 ) Alkyl, perfluoro(C1~C 12 ) Alkyl, hydroxy(C1~C 16 ) alkyl, (C3~C 12 )Cycloalkyl, (C6~C 12 ) Bicycloalkyl, (C7~C 14 ) Tricycloalkyl, (C6~C 10 )aryl, (C6~C 10 ) Aryl(C1~C6)alkyl, perfluoro(C6~C 10 ) Aryl, perfluoro(C6~C 10 ) Aryl(C1-C6)alkyl, tri(C1-C6)alkoxysilyl, and formula (A): -Z 1 -Aryl (A) [In the formula, Z 1 They combine, or (CR5R6) a , O(CR5R6) a (CR5R6) a O, (CR5R6) a -O-(CR5R6) b (CR5R6) a -O-(SiR5R6) b (CR5R6) a -(CO)O-(CR5R6) b (CR5R6) a -O(CO)-(CR5R6) b (CR5R6) a -(CO)-(CR5R6) b A base selected from the group consisting of a and b, where a and b are integers that may be the same or different, and each is independently between 1 and 12; R5 and R6 are either the same or different, and are independently selected from the group consisting of hydrogen, methyl, ethyl, linear or branched (C3-C6) alkyl, hydroxy, methoxy, ethoxy, linear or branched (C3-C6) alkyloxy, acetoxy, (C2-C6) acyl, hydroxymethyl, hydroxyethyl, linear or branched hydroxy(C3-C6) alkyl, phenyl, and phenoxy; Each aryl group is independently selected from the group consisting of phenyl, or a phenyl group substituted with one or more groups selected from the group consisting of phenyl, methyl, ethyl, linear or branched (C3-C6) alkyl, hydroxy, methoxy, ethoxy, linear or branched (C3-C6) alkyloxy, acetoxy, (C2-C6) acyl, hydroxymethyl, hydroxyethyl, linear or branched hydroxy(C3-C6) alkyl, phenyl, and phenoxy; A compound in which, when m is 0, at least one of R1, R2, R3, and R4 is not hydrogen, and at least two of R1, R2, R3, and R4 can form a ring; b) An organotransition metal catalyst comprising a metal selected from ruthenium or osmium, preferably an organoruthenium compound, more preferably formula (II): [ka] [In the formula, c and d are integers between 0 and 5; Z is either oxygen or sulfur; R7 is hydrogen, (C1~C 20 ) Alkyl, (C2~C 20 ) Alkenil, (C2~C 20 ) Alkinyl and (C6~C 10 ) Selected from the group consisting of aryls; R8, R9, R 10 and R 11 They are either the same or different, hydrogen, halogen, (C1~C 16 ) alkyl, (C1~C 16 )alkoxy, (C1~C 16 ) Perfluoroalkyl, (C3~C7) cycloalkyl, (C2~C 16 ) Alkenil, (C6~C 14 )aryl, (C6~C 14 ) Perfluoroaryl, (C3~C 12 ) Heterocyclyl, -OR 16 -NO2, -COOH, -COOR 16 ,-CONR 16 R 17 -SO2NR 16 R 17 , -SO2R 16 -CHO, -COR 16 Each is independently selected from the group consisting of R 16 and R 17 These are either the same or different, (C1-C6) alkyl, (C1-C6) perfluoroalkyl, (C6-C 14 )aryl, (C6~C 14 ) Independently selected from the group consisting of perfluoroaryls; or, R8, R9, R 10 and R 11 Two or more of these, together with the carbon atoms to which they are bonded, form a substituted or unsubstituted condensed (C4-C8) carbon ring, or a substituted or unsubstituted condensed aromatic ring; Each R 12 , R 13 and R 14They may be the same or different, and they may be independent of each other, hydrogen, halogen, (C1~C 16 ) alkyl, (C1~C 16 )alkoxy, (C1~C 16 ) Perfluoroalkyl, (C3~C7) cycloalkyl, (C2~C 16 ) Alkenil, (C6~C 14 )aryl, (C6~C 14 ) Perfluoroaryl, (C3~C 12 ) Heterocyclyl, -OR 16 -NO2, -COOH, -COOR 16 ,-CONR 16 R 17 -SO2NR 16 R 17 , -SO2R 16 -CHO, -COR 16 Selected from the group consisting of R 16 and R 17 These are either the same or different, (C1-C6) alkyl, (C1-C6) perfluoroalkyl, (C6-C 14 )aryl, (C6~C 14 ) Each is independently selected from the group consisting of perfluoroaryl compounds; R 15 (C1~C 16 ) alkyl, (C1~C 16 ) Perfluoroalkyl, (C3~C 16 )Cycloalkyl, (C6~C 14 )aryl, (C6~C 14 ) Perfluoroaryl and (C3~C 12 ) Selected from a group consisting of heterocyclines; An organotransition metal catalyst represented by [Ar1 and Ar2 being the same or different, each independently selected from the group consisting of substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, and substituted or unsubstituted naphthyl, and each substituent independently selected from the group consisting of methyl, ethyl, and linear or branched (C3-C6) alkyl]; c) A photoactive compound capable of releasing Brønsted acid under photodegradation conditions, preferably formula (III): [ka] [In the formula, Y is a halogen; R 30 and R 31 They are either identical or different, and independently of each other, hydrogen, methyl, ethyl, linear or branched (C3-C3) 12 ) alkyl, (C3~C 12 )Cycloalkyl, (C6~C 12 ) Bicycloalkyl, (C7~C 14 ) Tricycloalkyl, (C6~C 10 )aryl, (C6~C 10 )aryl(C1~C3)alkyl, (C1~C 12 )alkoxy, (C3~C 12 ) Cycloalkoxy, (C6~C 12 ) Bicycloalkoxy, (C7~C 14 ) Tricycloalkoxy, (C6~C 10 ) Aryloxy (C1~C3)alkyl and (C6~C 10 A photoactive compound selected from compounds represented by [selected from the group consisting of aryloxys] The layer according to Embodiment 1, obtained from a composition comprising the above.

[0165] The layer according to any one of embodiments 1 to 10 and 14 to 22, wherein the average transmittance of the layer in the wavelength range of 23.380 nm to 800 nm is 90% or more, preferably 95% or more, more preferably 98% or more, and less than 100%.

[0166] 24. A device comprising at least one of the stacks described in any one of embodiments 1 to 10 and 14 to 23, preferably an optical device, more preferably a display device, preferably further comprising a functional module, and more preferably comprising a functional module selected from OLED, LCD and μLED.

[0167] The following examples provide a description of the present invention and a detailed description of their preparation. However, the present invention is not limited to these examples. [Examples]

[0168] In describing some of the compounds, apparatus and / or methods used to illustrate specific embodiments of the present invention, the following abbreviations are used above and below in this specification: HexylTD:2-Hexyl-1,2,3,4,4a,5,8,8a-Octahydro-1,4:5,8-Dimethanonaphthalene; TD:1,2,3,4,4a,5,8,8a-Octahydro-1,4:5,8-Dimethanonaphthalene(Tetracyclododecene) NBD: Norbornadiene Ru-Catalyst I:[1,3-bis(2,6-diisopropylphenyl)-2-imidazolidinylidene]{2-[(E)-({2-[methylthio-κS]phenyl}imino-κN)methyl]phenoxide-κO}[2-(oxide-κO)benzylidene-κC]ruthenium(II); CPTX:1-Chloro-4-propoxy-9H-thioxanthene-9-one; The various monomers used herein are commercially available or can be readily prepared by following the procedures described in U.S. Patent No. 9,944,818.

[0169] Example 1: Preparation of the composition In a brown glass bottle, CPTX (0.1 wt%) is dissolved in TD (99.85 wt%) and sonicated at 30°C for 20 minutes to form a clear solution. The solution is purged with nitrogen for 8 hours. Ru-1 catalyst (0.05 wt%) is added to the purged solution in a glove box and sonicated for 30 minutes to completely dissolve the catalyst. The sample is optically checked for complete dissolution and filtered before further experiments. A comparative sample (sample 0) is then obtained.

[0170] Examples 2-4: Preparation of Compositions Samples 2-4 (Examples 2-4) are prepared in the same manner as described in Example 1, except that the following materials listed in Table 1 are used instead of the materials used in Example 1.

[0171] [Table 3]

[0172] Example 5: Preparation of the composition Sample 5 is prepared in the same manner as described in Example 1, except that the following materials listed in Table 1 are used instead of the materials used in Example 1. [Table 4]

[0173] Example 6 - Thin film preparation (spin coating + UV curing) Three thin film samples (film samples 1-3) of composition 1 are prepared by spin-coating the composition obtained from Example 1 under nitrogen in a glove box. That is, the composition is provided on the surface (SiNx layer) of a quartz substrate by this spin-coating. The quartz substrate has a SiNx layer fabricated by ALD, with an average layer thickness of approximately 0.73 μm. Next, the wet film is cured by irradiating it with 395 nm UV light. The applied dose is 1-5 J / cm². 2 The exact doses used are summarized in Table 2. The spin coating parameters are optimized to obtain a cured film thickness of approximately 8 μm. As a result, film samples 1-3 (organic layer / SiNx layer / quartz substrate) are obtained.

[0174] After the film has hardened, the film thickness is determined by measuring the height difference between the film surface and the substrate surface (after scratching with a scalpel) using a stylus-type surface shape measuring device.

[0175] Similarly to the above, compositions 2 to 5 are each spin-coated separately onto a substrate instead of composition 1 to prepare three samples.

[0176] As a result, film samples 4-6 of composition 2, 7-9 of composition 3, 10-12 of composition 4, and 13-15 of composition 5 are obtained.

[0177] Preparation Example: Setting Process Conditions for CVD / ALD Deposition to Fabricate a SiNx Layer To find favorable process conditions for CVD / ALD deposition, a SiNx thin film layer is fabricated on a glass substrate. The following table shows different process conditions for CVD / ALD deposition.

[0178] Example 7-(B) Preparation of an inorganic layer Silicon nitride (SiNx) at 700 nm was deposited by CVD on thin film samples 1, 4, 7, 10, and 13 obtained from spin-coating experiments. Then, SiNx at 25 nm was deposited by ALD on film samples 2, 5, 8, 11, and 14; and finally, SiNx at 73 nm was deposited by ALD on film samples 3, 6, 9, 12, and 15.

[0179] The following table shows the process conditions for CVD and ALD deposition. [Table 5]

[0180] As a result, layered samples 1 to 15 are obtained.

[0181] Example 8 - Haze Measurement After silicon nitride deposition, the haze of the resulting layered samples 1-15 (quartz glass / 73nm SiNx / cured polymer / SiNx) is determined according to ASTM D1003-21. The measurement is performed using a BYK Gardner Haze-Gard plus 4725 haze meter. The measurement is performed in an air atmosphere at room temperature.

[0182] Measurement of HM (Martens hardness) and Young's modulus The laminate obtained on the quartz substrate is further analyzed by nanoindentation to determine material properties such as HM (Martens hardness) and Young's modulus. An indenter is pressed into the test object according to a defined force curve, and the penetration depth is recorded. Various parameters can be calculated from the registered indentation depth, applied force, and indenter shape. Measurements are performed using a Fischerscope HM2000S (load force = 1 mN, loading time = 8 seconds, creep = 20 seconds), and HM and Young's modulus values ​​are calculated using the instrument's software.

[0183] Table 2 shows the measurement results.

[0184] [Table 6] Although the present invention has been illustrated by some of the embodiments described above, it should not be construed as being limited thereto, but rather the present invention encompasses the general area disclosed above. Various modifications and embodiments can be made without departing from the spirit and scope of the present invention.

Claims

1. at least (C) Organic layer and (D) An inorganic layer disposed on the organic layer, A laminate comprising a lamination wherein the haze value of the laminate is less than 5.

2. at least (C) Organic layer and (D) An inorganic layer disposed on the organic layer, A laminate comprising, wherein the organic layer comprises at least a) Equation (I): 【Chemistry 1】 [In the formula, m is an integer of 0, 1, or 2; R ６ , １０ , １０ , ６ , ６ , １０ , １ , １ , ６ , ６ , １ , R ２ , R ３ and R ４ are the same or different and are hydrogen, halogen, methyl, ethyl, linear or branched (C ３ -C １６ ) alkyl, perfluoro (C １ -C １２ ) alkyl, hydroxy (C １ -C １６ ) alkyl, (C ３ -C １２ ) cycloalkyl, (C ６ -C １２ ) bicycloalkyl, (C ７ -C １４ ) tricycloalkyl, (C ６ -C １０ ) aryl, (C ６ -C １０ ) aryl(C １ -C ６ ) alkyl, perfluoro (C ６ -C １０ ) aryl, perfluoro (C ６ -C １０ ) aryl(C １ -C ６ ) alkyl, tri (C １ -C ６ ) alkoxysilyl, and formula (A): -Z １ - Aryl (A) [In the formula, Z １ They combine, or (CR ５ R ６ ) ａ , O(CR ５ R ６ ) ａ , (CR ５ R ６ ) ａ O, (CR ５ R ６ ) ａ -O-(CR ５ R ６ ) ｂ , (CR ５ R ６ ) ａ -O-(SiR ５ R ６ ) ｂ , (CR ５ R ６ ) ａ -(CO)O-(CR ５ R ６ ) ｂ , (CR ５ R ６ ) ａ -O(CO)-(CR ５ R ６ ) ｂ , (CR ５ R ６ ) ａ - (CO) - (CR ５ R ６ ) ｂ A base selected from the group consisting of the following, where a and b are integers that may be the same or different, and each is independently between 1 and 12; R ５ and R ６ They are either identical or different, and contain hydrogen, methyl, ethyl, linear or branched (C) ３ ~C ６ ) Alkyl, hydroxy, methoxy, ethoxy, linear or branched (C ３ ~C ６ ) Alkyloxy, acetoxy, (C ２ ~C ６ ) Acyl, hydroxymethyl, hydroxyethyl, linear or branched hydroxy(C) ３ ~C ６ ) independently selected from the group consisting of alkyl, phenyl, and phenoxy; Aryls are phenyl, or methyl, ethyl, linear or branched (C) ３ ~C ６ ) Alkyl, hydroxy, methoxy, ethoxy, linear or branched (C ３ ~C ６ ) Alkyloxy, acetoxy, (C ２ ~C ６ ) Acyl, hydroxymethyl, hydroxyethyl, linear or branched hydroxy(C) ３ ~C ６ ) A phenyl group substituted with one or more groups selected from the group consisting of alkyl, phenyl, and phenoxy; each group independently selected from the group consisting of; When m is 0, R １ , R ２ , R ３ and R ４ at least one of which is not hydrogen, and at least two of R １ , R ２ , R ３ and R ４ can form a ring]; a compound b) Organotransition metal catalysts containing a metal selected from ruthenium or osmium; c) Photoactive compounds capable of releasing Brønsted acid under photodegradation conditions, A laminate obtained from a composition containing the following:

3. The monomer of formula (I) in the above composition is 【Chemistry 2】 5-(4-phenylbutyl)bicyclo[2.2.1]hepta-2-ene; 【Transformation 3】 5-(3-phenylpropyl)bicyclo[2.2.1]hepta-2-ene; 【Chemistry 4】 5-Phenethylbicyclo[2.2.1]hepta-2-ene (PENB); 【Transformation 5】 5-(benzyloxy)bicyclo[2.2.1]hepta-2-ene; 【Transformation 6】 5-(2-([1,1'-biphenyl]-4-yloxy)ethyl)bicyclo[2.2.1]hepta-2-ene; 【Transformation 7】 5-(2-([1,1'-biphenyl]-2-yloxy)ethyl)bicyclo[2.2.1]hepta-2-ene(NBEtO-2-PhPh); 【Transformation 8】 5-butylbicyclo[2.2.1]hepta-2-ene (BuNB); 【Chemistry 9】 5-Hexylbicyclo[2.2.1]hepta-2-ene (HexylNB); 【Chemistry 10】 5-Octylbicyclo[2.2.1]hepta-2-ene (OctNB); 【Chemistry 11】 5-decylbicyclo[2.2.1]hepta-2-ene (DecNB); 【Chemistry 12】 5-Ethylidenebicyclo[2.2.1]hepta-2-ene; 【Chemistry 13】 2-Ethylidene-1,2,3,4,4a,5,8,8a-Octahydro-1,4:5,8-Dimethanonaphthalene; 【Chemistry 14】 3a,4,4a,5,8,8a,9,9a-Octahydro-1H-4,9:5,8-Dimethanocyclopenta[b]naphthalene (one of the trimers of cyclopentadiene, also known as TCPD1 and CPD3); 【Chemistry 15】 5-Norborneylmethyleugenyl acetate (EuAcNB); 【Chemistry 16】 5-Norborneylmethyleugenol (EuOHNB); 【Chemistry 17】 NB(MeOH) ２ ; [Chemistry 18] PhAcNB; 【Chemistry 19】 Tetracyclododecene (TD); 【Chemistry 20】 5-(phenoxymethyl)bicyclo[2.2.1]hepta-2-ene (NBMeOPh); 【Chemistry 21】 5-(([1,1'-biphenyl]-2-yloxy)methyl)bicyclo[2.2.1]hepta-2-ene(NBMeOPhPh); 【Chemistry 22】 2-phenyltetracyclododecene (PhTD); 【Chemistry 23】 2-benzyl-1,2,3,4,4a,5,8,8a-octahydro-1,4:5,8-dimethanonaphthalene; 【Chemistry 24】 2-Phenethyl-1,2,3,4,4a,5,8,8a-Octahydro-1,4:5,8-Dimethanonaphthalene (PETD); 【Chemistry 25】 2-Butyl-1,2,3,4,4a,5,8,8a-Octahydro-1,4:5,8-Dimethanonaphthalene (ButylTD); 【Chemistry 26】 2-Hexyl-1,2,3,4,4a,5,8,8a-Octahydro-1,4:5,8-Dimethanonaphthalene (HexylTD); 【Chemistry 27】 2-Octyl-1,2,3,4,4a,5,8,8a-Octahydro-1,4:5,8-Dimethanonaphthalene (OctylTD); 【Chemistry 28】 2-Decyl-1,2,3,4,4a,5,8,8a-Octahydro-1,4:5,8-Dimethanonaphthalene (DecylTD); 【Chemistry 29】 2-Cyclohexyl-tetracyclododecene (CyclohexylTD); 【Transformation 30】 2-Cyclohexylmethyl-1,2,3,4,4a,5,8,8a-Octahydro-1,4:5,8-Dimethanonaphthalene; 【Chemistry 31】 2-Cyclohexylethyl-1,2,3,4,4a,5,8,8a-Octahydro-1,4:5,8-Dimethanonaphthalene; 【Chemistry 32】 (1,2,3,4,4a,5,8,8a-octahydro-1,4:5,8-dimethanonaphthalene-2-yl)methylacetate (TDMeOAc); and 【Transformation 33】 The layer according to claim 2, selected from the group consisting of tetracyclododecadiene (TDD).

4. The aforementioned organic ruthenium compound, 【Transformation 34】 [1,3-bis(2,6-diisopropylphenyl)-2-imidazolidinylidene]{2-[(E)-({2-[methylthio-κS]phenyl}imino-κN)methyl]phenoxide-κO}[2-(oxide-κO)benzylidene-κC]ruthenium(II)(Ru-1); 【Chemistry 35】 [1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]{2-[(E)-({2-[isopropylthio-κS]phenyl}imino-κN)methyl]phenoxide-κO}[2-(oxide-κO)benzylidene-κC]ruthenium(II); 【Transformation 36】 [1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]{2-[(E)-({2-[cyclohexylthio-κS]phenyl}imino-κN)methyl]phenoxide-κO}[2-(oxide-κO)benzylidene-κC]ruthenium(II); and 【Chemistry 37】 The layer according to claim 2 or 3, represented by formula (II) selected from the group consisting of [1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]{2-[(E)-({2-[methylthio-κS]phenyl}imino-κN)methyl]phenoxide-κO}[2-(oxide-κO)benzylidene-κC]ruthenium(II).

5. The layer according to any one of claims 2 to 4, wherein the composition further comprises a UV light blocking agent and / or a crosslinking agent.

6. The layer according to any one of claims 1 to 5, wherein the composition further comprises an additive of formula (I), wherein the additive is different from the compound of formula (I).

7. The layer according to any one of claims 1 to 6, wherein the composition contains 10% by weight or less of a solvent based on the total amount of the composition.

8. The use of a composition for preparing the layered organic layer, The aforementioned layer comprises at least (A) The organic layer and, (B) an inorganic layer disposed on the organic layer, Includes, The composition, at least a) Equation (I): 【Transformation 38】 [In the formula, m is an integer of 0, 1, or 2; R １ , R ２ , R ３ and R ４ They are either identical or different, and are hydrogen, halogen, methyl, ethyl, linear or branched (C) ３ ~C １６ ) alkyl, perfluoro(C １ ~C １２ ) alkyl, hydroxy (C １ ~C １６ ) alkyl, (C ３ ~C １２ ) Cycloalkyl, (C ６ ~C １２ ) Bicycloalkyl, (C ７ ~C １４ ) Tricycloalkyl, (C ６ ~C １０ ) Aryl, (C ６ ~C １０ ) Aryl (C １ ~C ６ ) alkyl, perfluoro(C ６ ~C １０ ) Aryl, perfluoro(C) ６ ~C １０ ) Aryl (C １ ~C ６ ) alkyl, tri(C １ ~C ６ ) Alkoxysilyl, and formula (A): -Z １ - Aryl (A) [In the formula, Z １ They combine, or (CR ５ R ６ ) ａ , O(CR ５ R ６ ) ａ , (CR ５ R ６ ) ａ O, (CR ５ R ６ ) ａ -O-(CR ５ R ６ ) ｂ , (CR ５ R ６ ) ａ -O-(SiR ５ R ６ ) ｂ , (CR ５ R ６ ) ａ -(CO)O-(CR ５ R ６ ) ｂ , (CR ５ R ６ ) ａ -O(CO)-(CR ５ R ６ ) ｂ , (CR ５ R ６ ) ａ - (CO) - (CR ５ R ６ ) ｂ A base selected from the group consisting of the following, where a and b are integers that may be the same or different, and each is independently between 1 and 12; R ５ and R ６ They are either identical or different, and contain hydrogen, methyl, ethyl, linear or branched (C) ３ ~C ６ ) Alkyl, hydroxy, methoxy, ethoxy, linear or branched (C ３ ~C ６ ) Alkyloxy, acetoxy, (C ２ ~C ６ ) Acyl, hydroxymethyl, hydroxyethyl, linear or branched hydroxy(C) ３ ~C ６ ) independently selected from the group consisting of alkyl, phenyl, and phenoxy; Aryls are phenyl, or methyl, ethyl, linear or branched (C) ３ ~C ６ ) Alkyl, hydroxy, methoxy, ethoxy, linear or branched (C ３ ~C ６ ) Alkyloxy, acetoxy, (C ２ ~C ６ ) Acyl, hydroxymethyl, hydroxyethyl, linear or branched hydroxy(C) ３ ~C ６ ) A phenyl group substituted with one or more groups selected from the group consisting of alkyl, phenyl, and phenoxy; each group independently selected from the group consisting of; When m is 0, R １ , R ２ , R ３ and R ４ At least one of them is not hydrogen, R １ , R ２ , R ３ and R ４ Compounds in which at least two of the compounds can form a ring; b) Organotransition metal catalysts containing a metal selected from ruthenium or osmium; c) Photoactive compounds capable of releasing Brønsted acid under photodegradation conditions, Includes, use.

9. A method for producing a laminate, comprising at least the following steps: (X ａ１ ) A step of providing the composition to the outermost surface of a substrate, layer, or device to obtain an organic layer, (X ａ２ ) A step of irradiating the coated layer with light (applying light irradiation) to form a cured film, (X ａ３ ) A step of forming a laminate by creating an inorganic layer on the organic layer, Includes, The composition, at least a) Equation (I): 【Chemistry 39】 [In the formula, m is an integer of 0, 1, or 2; R １ , R ２ , R ３ and R ４ They are either identical or different, and are hydrogen, halogen, methyl, ethyl, linear or branched (C) ３ ~C １６ ) alkyl, perfluoro(C １ ~C １２ ) alkyl, hydroxy (C １ ~C １６ ) alkyl, (C ３ ~C １２ ) Cycloalkyl, (C ６ ~C １２ ) Bicycloalkyl, (C ７ ~C １４ ) Tricycloalkyl, (C ６ ~C １０ ) Aryl, (C ６ ~C １０ ) Aryl (C １ ~C ６ ) alkyl, perfluoro(C ６ ~C １０ ) Aryl, perfluoro(C) ６ ~C １０ ) Aryl (C １ ~C ６ ) alkyl, tri(C １ ~C ６ ) Alkoxysilyl, and formula (A): -Z １ - Aryl (A) [In the formula, Z １ They combine, or (CR ５ R ６ ) ａ , O(CR ５ R ６ ) ａ , (CR ５ R ６ ) ａ O, (CR ５ R ６ ) ａ -O-(CR ５ R ６ ) ｂ , (CR ５ R ６ ) ａ -O-(SiR ５ R ６ ) ｂ , (CR ５ R ６ ) ａ -(CO)O-(CR ５ R ６ ) ｂ , (CR ５ R ６ ) ａ -O(CO)-(CR ５ R ６ ) ｂ , (CR ５ R ６ ) ａ - (CO) - (CR ５ R ６ ) ｂ A base selected from the group consisting of the following, where a and b are integers that may be the same or different, and each is independently between 1 and 12; R ５ and R ６ They are either identical or different, and contain hydrogen, methyl, ethyl, linear or branched (C) ３ ~C ６ ) Alkyl, hydroxy, methoxy, ethoxy, linear or branched (C ３ ~C ６ ) Alkyloxy, acetoxy, (C ２ ~C ６ ) Acyl, hydroxymethyl, hydroxyethyl, linear or branched hydroxy(C) ３ ~C ６ ) independently selected from the group consisting of alkyl, phenyl, and phenoxy; Aryls are phenyl, or methyl, ethyl, linear or branched (C) ３ ~C ６ ) Alkyl, hydroxy, methoxy, ethoxy, linear or branched (C ３ ~C ６ ) Alkyloxy, acetoxy, (C ２ ~C ６ ) Acyl, hydroxymethyl, hydroxyethyl, linear or branched hydroxy(C) ３ ~C ６ ) A phenyl group substituted with one or more groups selected from the group consisting of alkyl, phenyl, and phenoxy; each group independently selected from the group consisting of; When m is 0, R １ , R ２ , R ３ and R ４ At least one of them is not hydrogen, R １ , R ２ , R ３ and R ４ Compounds in which at least two of the compounds can form a ring; b) Organotransition metal catalysts containing a metal selected from ruthenium or osmium; c) Photoactive compounds capable of releasing Brønsted acid under photodegradation conditions, Methods that include...

10. A method for producing a laminate, comprising at least the following steps: (X ａ１ ) A step of preparing a substrate having an organic layer, (X ａ３’ ) A step of producing an inorganic layer on the organic layer by chemical vapor deposition (CVD) or atomic layer deposition (ALD), wherein step (X ａ３ The chamber pressure in ) is in the range of 0.2 to 3 Torr, and Process (X ａ３ The output power of the high-frequency power supply (RF) used in the process is in the range of 10 to 600 W. Methods that include...

11. A layer according to any one of claims 1 to 7, having a total layer thickness in the range of 0.01 to 100 μm.

12. The layer according to any one of claims 1 to 7 and 11, wherein the thickness of the organic layer is in the range of 1 to 75 μm, and the thickness of the inorganic layer is in the range of 0.01 to 10 μm.

13. A layer according to any one of claims 1 to 7, 11, and 12, having a dielectric constant value ε < 2.

5.

14. A layer according to any one of claims 1 to 7 and 11 to 13, having a haze value of 5 or less.

15. 40-120N / mm ２ A layer according to any one of claims 1 to 7 and 11 to 14, having a Martens hardness value in the range of .

16. A layer according to any one of claims 1 to 7 and 11 to 15, having a Young's modulus value in the range of 2,000 to 5,000 MPa.

17. A device comprising at least one of the laminations described in any one of claims 1 to 7 and 11 to 16.

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