Photopolymerizable composition, cured film using the same, and display device
The photopolymerizable composition, featuring olefinic monomers and metal oxide particles, addresses the limitations of existing compositions by enhancing refractive index, haze, and viscosity, resulting in improved optical and UV transmittance properties for display devices.
Patent Information
- Application Number
- JP2021572379
- Authority / Receiving Office
- JP · JP
- Patent Type
- Patents
- Current Assignee / Owner
- Priority Date
- 2019-06-04
- Filing Date
- 2020-06-01
- Publication Date
- 2025-06-17
- Estimated Expiration
- 2040-06-01
AI Technical Summary
Existing photopolymerizable compositions for optical films struggle to achieve high refractive index, improved haze characteristics, and suitable viscosity, while also enhancing ultraviolet transmittance and visibility.
A photopolymerizable composition comprising one or more olefinic monomers with specific viscosity ranges, metal oxide particles, a dispersant, and a photopolymerization initiator, which are combined to form a cured film with enhanced optical properties.
The composition achieves superior refractive index, haze, and viscosity performance, leading to improved ultraviolet transmittance and visibility in display devices, while maintaining excellent inkjet characteristics and heat resistance.
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Abstract
Description
Technical Field
[0001] The present invention relates to a photopolymerizable composition applicable to a display element pattern, a cured film using the same, and a display device, which are all excellent in refractive index, haze, and viscosity characteristics.
Background Art
[0002] In the case of a transmissive optical film having a structured prism, the luminance increase rate varies depending on the refractive index of the resin forming the prism structure. Generally, the luminance increase rate increases as the refractive index of the resin constituting the prism increases. Therefore, research and development in the direction of increasing the refractive index of the resin have been promoted.
[0003] Generally, the resin constituting the prism is composed of an organic compound, and the upper limit value of the adjustable refractive index range by the organic compound is known to be about 1.7 theoretically, and the adjustable refractive index range is narrower than that of the inorganic compound. In addition, a high-refractive resin composed only of an organic compound has problems such as an increase in viscosity and low UV stability, and there are many restrictions.
[0004] In addition, the photopolymerizable composition used for manufacturing a conventional general optical film uses a single olefin-based monomer having a high or low refractive index, but there are limitations in improving the ultraviolet transmittance and visibility even if the refractive index and viscosity characteristics are improved.
Summary of the Invention
Problems to be Solved by the Invention
[0005] An object of the present invention is to provide a photopolymerizable composition having a high refractive index, exhibiting viscosity characteristics suitable for the production of a cured film, improving haze characteristics, and capable of improving ultraviolet transmittance characteristics and visibility, and a display device using the same.
Means for Solving the Problems
[0006] This specification provides a photopolymerizable composition containing one or more olefinic monomers, metal oxide particles, a dispersant, and a photopolymerization initiator, wherein the olefinic monomer contains one or more olefinic monomers having an absolute viscosity (measured at 25 ° C) of 1 cP to 30 cP.
[0007] Further, according to another embodiment of the present invention, a cured film containing a cured product of the photopolymerizable composition is provided.
[0008] Further, according to still another embodiment of the present invention, a display device including the cured film in at least one of an optical film and a pattern film is provided.
Advantages of the Invention
[0009] This specification has the effect of providing a photopolymerizable composition that has been superior in refractive index, haze, and viscosity performance than before and can contribute to performance improvement when applied to a display device, and a cured product-containing optical film using the same. Therefore, a display device including the optical film provides the effect of improved refractive index and UV transmittance than before. BEST MODE FOR CARRYING OUT THE INVENTION
[0010] The present invention will be described more specifically below. Terms and words used in this specification and claims should not be construed as being limited to their ordinary or dictionary meanings, and the inventors should interpret them in accordance with the meaning and concept corresponding to the technical idea of the present invention in accordance with the principle that they can appropriately define the concept of the terms in order to explain the invention in the best way.
[0011] In addition, the meaning of "comprising" used in the specification of the present invention does not exclude the presence or addition of other characteristics, regions, integers, steps, operations, elements and / or components while embodying specific characteristics, regions, integers, steps, operations, elements and / or components.
[0012] In this specification, (meth) acrylate means including all acrylates and methacrylates.
[0013] Hereinafter, examples will be described in detail so that those having ordinary knowledge in the technical field can easily implement them. The examples can be realized in various different forms and are not limited only to the specific examples described herein.
[0014] According to an embodiment of the invention, there is provided a photopolymerizable composition including one or more olefinic monomers; metal oxide particles; a dispersant; and a photoinitiator, wherein the olefinic monomer includes one or more olefinic monomers having an absolute viscosity (measured at 25 ° C) of 1 cP to 30 cP.
[0015] The present invention relates to a photopolymerizable composition that can be used in various fields such as an optical film or a pattern film of a display device by using one or more olefinic monomers having a specific range of low viscosity to high viscosity and improving refractive index, haze, and viscosity performance as compared with the prior art, and an optical film using the same.
[0016] Further, in the present invention, after selecting olefinic monomers having a low viscosity or a high viscosity in a specific range among the olefins according to viscosity and refractive index, two or more of them can be mixed and blended for use. For example, the present invention can provide a photopolymerizable composition having improved haze characteristics as well as viscosity by mixing and using two olefinic monomers having different viscosity (absolute viscosity) ranges of low viscosity and high viscosity. Further, since the photopolymerizable composition is carried out without a solvent, workability due to the use of a solvent can be improved.
[0017] Specifically, each component used in the photopolymerizable composition will be described below.
[0018] The photopolymerizable composition includes one or more olefinic monomers having a low viscosity to a high viscosity within a specific range.
[0019] Such olefinic monomers may include one or more olefinic monomers having an absolute viscosity (measured at 25 ° C) of 1 cP to 30 cP.
[0020] Specifically, the olefin monomer may include one or more olefin monomers having an absolute viscosity of 2 cP to 25 cP measured under the same conditions as described above. In such a case, it is more effective to adjust the viscosity range of the photopolymerizable composition to 5 to 30 cP. Therefore, the present invention can provide an optical film or a pattern film that is improved in all of sensitivity, refractive index, transmittance, haze, viscosity, inkjet characteristics, and heat resistance.
[0021] When the absolute viscosity of the olefin monomer is 1 cP or less, it may cause a decrease in the heat resistance of the photopolymerizable composition and dry the inkjet nozzles, resulting in ejection failure. Also, when the absolute viscosity of the olefin monomer is 30 cP or more, the viscosity of the photopolymerizable composition increases, and it may not be ejected from the inkjet or may cause a decrease in the ejection amount, making it difficult to form a coating film or a pattern.
[0022] Further, the olefin monomer may include an olefin monomer having an absolute viscosity (measured at 25°C) of 1 cP or more and 11 cP or less.
[0023] The olefin monomer may include an olefin monomer having an absolute viscosity (measured at 25°C) exceeding 11 cP and 30 cP or less.
[0024] Specifically, the olefin monomer may include a mono(meth)acrylate monomer having an absolute viscosity (measured at 25°C) of 1 cP or more and 11 cP or less. The mono(meth)acrylate monomer may include an aliphatic mono(meth)acrylate having 6 to 20 carbon atoms, or 10 to 20 carbon atoms, or an aromatic mono(meth)acrylate having 8 to 30 carbon atoms, or 11 to 20 carbon atoms. The aliphatic mono(meth)acrylate may include a chain structure, a cyclic structure, or all of these.
[0025] The aliphatic mono(meth)acrylate having 6 to 20 carbon atoms or 10 to 20 carbon atoms may contain one or more selected from the group consisting of isodecyl (meth)acrylate, isobornyl (meth)acrylate, lauryl (meth)acrylate, ethoxyethyl (meth)acrylate, dicyclopentenyl (meth)acrylate, dicyclopentenyl oxyethyl (meth)acrylate, and dicyclopentanyl (meth)acrylate.
[0026] The aromatic mono(meth)acrylate having 8 to 30 carbon atoms or 11 to 20 carbon atoms may contain one or more selected from the group consisting of benzyl (meth)acrylate, phenoxyethyl (meth)acrylate, and phenoxybenzyl (meth)acrylate.
[0027] In addition, the olefin monomer may contain a glycol di(meth)acrylate monomer having an absolute viscosity (measured at 25 °C) exceeding 11 cP and less than 30 cP. The glycol di(meth)acrylate monomer may contain one or more selected from the group consisting of 1,6 - hexanediol di(meth)acrylate, triethylene glycol di(meth)acrylate, tetraethylene glycol di(meth)acrylate, dipropylene glycol di(meth)acrylate, and tripropylene glycol di(meth)acrylate.
[0028] In particular, according to one embodiment of the invention, the olefin monomer may contain one or more selected from the group consisting of a low - viscosity first olefin monomer having an absolute viscosity (measured at 25 °C) of 1 cP to 5 cP and a high - viscosity second olefin monomer having an absolute viscosity (measured at 25 °C) of 8 cP or more and 30 cP or less.
[0029] In addition, the olefin monomer may contain a low - viscosity first olefin monomer and a high - viscosity second olefin monomer. In such a case, the second olefin monomer may contain a high - viscosity olefin monomer having an absolute viscosity (measured at 25 °C) of 8 cP to 30 cP.
[0030] In such a case, if the absolute viscosity of the first olefin monomer is 2 cP to 5 cP or less, more excellent effects can be achieved when it is mixed with the second monomer.
[0031] When the absolute viscosity of the second olefin monomer is 8 cP to 25 cP or 8 cP to 15 cP, better effects can be achieved when blended with the first monomer.
[0032] At this time, the viscosities of the first and second olefin monomers specified in the present invention mean the absolute viscosity values measured at 25°C. Also, the absolute viscosity is measured using a viscosity measuring device well-known in this field, for example, a Brookfield viscometer.
[0033] On the other hand, in the photopolymerizable composition, when the olefin monomer is a mixture containing a low-viscosity first olefin monomer and a high-viscosity second olefin monomer, it is better to adjust the mixing ratio for use. According to one embodiment, the content of the low-viscosity first olefin monomer may be 10 parts by weight to 80 parts by weight with respect to 100 parts by weight of the high-viscosity second olefin monomer. Also, the content of the low-viscosity olefin monomer may be 20 parts by weight to 70 parts by weight with respect to 100 parts by weight of the high-viscosity olefin monomer. In such a case, the ratio of the two components is optimized and a synergistic effect can be exerted, contributing to an improvement in the physical properties of the cured film. Therefore, the present invention can further improve the sensitivity, refractive index, transmittance, haze, viscosity, inkjet characteristics, and heat resistance of the cured film using the photopolymerizable composition.
[0034] Also, for the low-viscosity or high-viscosity first and second olefin monomers used in the olefin monomer mixture, it is better to use a photopolymerizable olefin monomer that satisfies the above-described absolute viscosity range.
[0035] For example, as the low-viscosity first olefin-based monomer, one or more selected from the group consisting of benzyl (meth)acrylate, isodecyl (meth)acrylate, lauryl (meth)acrylate, ethoxyethyl (meth)acrylate, dicyclopentenyl (meth)acrylate, and dicyclopentanyl (meth)acrylate can be used.
[0036] As the high-viscosity second olefin-based monomer, one or more selected from the group consisting of dicyclopentenyl oxyethyl (meth)acrylate, phenoxyethyl (meth)acrylate, phenoxybenzyl (meth)acrylate, isobornyl (meth)acrylate, 1,6-hexanediol di(meth)acrylate, triethylene glycol di(meth)acrylate, tetraethylene glycol di(meth)acrylate, dipropylene glycol di(meth)acrylate, and tripropylene glycol di(meth)acrylate can be used.
[0037] The content of one or more olefin-based monomers having the specific viscosity described above can be used in an amount of 5 to 85 parts by weight based on 100 parts by weight of the total content of the photopolymerizable composition. When the content of the olefin-based monomer mixture is 5 parts by weight or less, there is a problem that the uniformity of the metal oxide particles after film formation deteriorates, the viscosity increases, and inkjet ejection cannot be performed. When the content is 85 parts by weight or more, there is a problem that the refractive index becomes as low as 1.6 or less.
[0038] On the one hand, the metal oxide particles may contain a metal element selected from the group consisting of Zn, Zr, Ti, Hf, and Ce. Further, the particle size (D50) of the metal oxide particles can be 5 nm to 100 nm. When the particle size (D50) of the metal oxide particles becomes larger than 100 nm, light is scattered and the transmittance decreases, resulting in a disadvantage of high haze. Also, when the particle size (D50) of the metal oxide particles is smaller than 5 nm, the viscosity of the photopolymerizable composition increases and agglomeration of particles is more likely to occur during storage, leading to a problem of reduced storage stability and decreased dispersibility. At this time, the particle size (D50) of the metal oxide particles refers to the secondary particle size, that is, the particle size after the metal oxide particles are dispersed in the olefin-based monomer.
[0039] The content of the metal oxide particles can be used in an amount of 10 parts by weight to 70 parts by weight based on 100 parts by weight of the total content of the photopolymerizable composition. When the content of the metal oxide is less than 10 parts by weight, there is a problem that the refractive index becomes as low as 1.6 or less. When it is 70 parts by weight or more, the uniformity of the metal oxide particles after film formation decreases, the viscosity increases, and there is a problem that inkjet ejection cannot be performed.
[0040] The dispersant is added to the photopolymerizable composition to improve dispersion stability. Also, the type of the dispersant is not limited, and for example, one or more selected from the group consisting of acrylic-based, epoxy-based, and silicon-based compounds can be used.
[0041] The content of the dispersant can be used in an amount of 0.1% by weight to 30% by weight based on 100% by weight of the total content of the photopolymerizable composition. When the content of the dispersant is less than 0.1% by weight, there is a problem that the metal oxide particles cannot be dispersed. When it is 30% by weight or more, there is a problem that the viscosity increases and inkjet ejection cannot be performed.
[0042] The type of the photopolymerization initiator is not particularly limited as long as the conditions for photopolymerization are satisfied, and all components well known in this field can be used. For example, the photopolymerization initiator can be one or more selected from the group consisting of triazine-based, benzoin-based, benzophenone-based, imidazole-based, xanthone-based, oxime ester-based, and acetophenone-based compounds.The photoinitiator can be, for example, one or more selected from the group consisting of 2,4-bis(trichloromethyl)-6-p-methoxystyryl-s-triazine, 2-p-methoxystyryl-4,6-bis(trichloromethyl)-s-triazine, 2,4-trichloromethyl-6-triazine, 2,4-trichloromethyl-4-methylnaphthyl-6-triazine, 2-(o-chlorophenyl)-4,5-diphenylimidazole dimer, 2-(o-chlorophenyl)-4,5-di(m-methoxyphenyl)imidazole dimer, 2-(o-fluorophenyl)-4,5-diphenylimidazole dimer, 2-(o-methoxyphenyl)-4,5-diphenylimidazole dimer, 2-(o-methoxyphenyl)-4,5-diphenylimidazole dimer, 2,4-di(p-methoxyphenyl)-5-phenylimidazole dimer, 2-(2,4-dimethoxyphenyl)-4,5-diphenylimidazole dimer, 2-(p-methylmercaptophenyl)-4,5-diphenylimidazole dimer, [1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazolyl-3-yl]-1-(O-acetyloxime), benzophenone, p-(diethylamino)benzophenone, 2,2-dichloro-4-phenoxyacetophenone, 2,2-diethoxyacetophenone, 2-dodecylthioxanthone, 2,4-dimethylthioxanthone, 2,4-diethylthioxanthone, 2,2-bis-2-chlorophenyl-4,5,4,5-tetraphenyl-2-1,2-bisimidazole, (E)-2-(acetoxyimino)-1-(9,9-diethyl-9H-fluoren-2-yl)butanone, (E)-1-(9,9-dibutyl-7-nitro-9H-fluoren-2-yl)ethanone O-acetyloxime, (Z)-2-(acetoxyimino)-1-(9,9-diethyl-9H-fluoren-2-yl)propanone, Irgacure 369, Irgacure 651, Irgacure 907, Darocur TPO, Irgacure 819, OXE-01, OXE-02, OXE-03, OXE-04, Adeka's N-1919, NCI-831 and NCI-930.
[0043] The content of the photoinitiator can be used in an amount of 0.1% by weight to 30% by weight based on 100% by weight of the total content of the photopolymerizable composition. When the content of the photoinitiator is 0.1% by weight or less, there is a problem that the curing of the coating film is not performed. When it is 30% by weight or more, there is a problem that the integrated transmittance after the formation of the coating film becomes low at 90% or less.
[0044] Further, the absolute viscosity (measured at 25 ° C) of the photopolymerizable composition can be 5 to 30 cP or 11 cP to 30 cP. The absolute viscosity can be measured using a viscosity measuring device well known in this field, for example, a Brookfield viscometer. By showing the viscosity characteristics, the composition of the present invention can realize excellent inkjet characteristics.
[0045] That is, in the inkjet characteristics, when the viscosity of the composition (product) is excessively low at 5 cP or less, the discharge characteristics may deteriorate due to nozzle drying and clogging. Further, when the viscosity of the composition (product) is excessively high at 30 cP or more, there are problems of a decrease in the discharge amount pattern and non-formation of a surface. Further, when the viscosity of the composition (product) is close to 10 cP, the inkjet discharge characteristics are the most excellent, and blending of low viscosity and high viscosity is the most effective.
[0046] Further, the photopolymerizable composition may further contain other components. As a non-limiting example, when the photopolymerizable composition is applied, an additive that improves the film thickness uniformity and surface smoothness, or improves the adhesion between the photopolymerizable composition and the substrate may be further included. As such an additive, at least one or more selected from the group consisting of a surfactant, a silane coupling agent, and a crosslinking agent compound can be used.
[0047] For example, based on 100 parts by weight of the photopolymerizable composition, it may further contain any one or more additives selected from the group consisting of 0.1 part by weight to 30 parts by weight of a melamine crosslinking agent or 0.1 part by weight to 30 parts by weight of a silane coupling agent.
[0048] On the one hand, the present invention can provide a cured film including a cured product which is a cured coat layer using the above-described photopolymerizable composition. Such a cured film can be used as an optical film or a pattern film of a display device. As a method for forming the coat layer, a method of realizing a single film (bar, applicator, inkjet) or a pattern (inkjet) using a Mayer bar, a coating applicator or an inkjet equipment and exposing it using a metal halide lamp is used.
[0049] Specifically, the cured product means a film-shaped substance having a predetermined thickness obtained through the curing process of the photopolymerizable composition of the above-described embodiment. The content regarding the photopolymerizable composition includes the content described above in the above-described embodiment.
[0050] The cured product may include an olefin resin formed by crosslinking through curing of an olefin-based monomer; and metal oxide particles dispersed in the olefin resin matrix. The olefin-based resin is a polymer obtained by a polymerization reaction of one or more olefin-based monomers of the above-described embodiment. Specifically, it may include a first repeating unit derived from a low-viscosity olefin-based monomer having an absolute viscosity (measured at 25°C) of 2 cP to 5 cP, and a second repeating unit derived from a high-viscosity olefin-based monomer having an absolute viscosity (measured at 25°C) of 8 cP to 25 cP or 8 cP to 15 cP.
[0051] The olefin resin is a copolymer polymerized from one or more monomers, and the form of the copolymerization is not greatly limited. For example, the olefin resin can be variously realized as a homopolymer, a block copolymer, a random copolymer, a graft copolymer, etc.
[0052] According to such an embodiment of the present invention, a display device including a cured film as an optical film or a pattern film is provided.
[0053] When applying a cured film containing the cured product to an optical film of a display device, it may include the steps of coating a photocurable composition on a substrate with a Mayer bar, a coating applicator, or an inkjet apparatus to form a single film, and exposing it using a metal halide lamp.
[0054] The optical film, which is the cured film provided by the above method, is not greatly limited in its thickness. For example, it can be freely adjusted within the range of 0.01 μm to 1000 μm. When the thickness of the optical film increases or decreases by a specific value, the physical properties measured by the optical film also change by a certain value.
[0055] As the substrate, a well-known substrate such as bare glass is used.
[0056] Also, according to another embodiment of the invention, when applying a cured film containing the cured product as a pattern film of a display device, a pattern film including a cured pattern and an opening of the photocurable composition can be provided. The content regarding the photocurable composition includes the content described above in the above embodiment.
[0057] The cured pattern of the photocurable composition can be a pattern formed by exposure using an inkjet apparatus.
[0058] The method for manufacturing the pattern film may include the steps of coating a photocurable composition on a substrate with an inkjet apparatus to form a pattern, and exposing it using a metal halide lamp. Also, the substrate and the exposure method can be the same as those of the above-described method for manufacturing an optical film.
[0059] Through such an exposure process, the cured film can be provided as an optical film containing a cured product of a photocurable composition or a pattern film with an inkjet pattern formed thereon and applied to a display device.
[0060] In addition, the optical film provided by the above method may have a refractive index of 1.6 or more, or 1.6 or more and 2.0 or less. Such a refractive index means a value measured at 555 to 575 nm (average) using an ellipsometer. In particular, the optical film may have a haze of 1.0 or less, or 0.3 or less, or 0.01 or more and 0.3 or less.
[0061] In addition, the optical film may have a sensitivity value of 3 J or less and a transmittance of 90% or more. The sensitivity measurement is performed by comparing the absorbance measurement results before and after exposure using an FT-IR spectrophotometer. 1650~1750cm -1 of the C=O peak and 780~880cm -1 The conversion rate is obtained by integrating the C=C peak, and the sensitivity means the exposure amount at which the conversion rate saturates at 80% or more. The transmittance means the average transmittance measured at 380 to 780 nm using an optical film with a UV-VIS spectrophotometer.
[0062] In addition, the optical film may show excellent heat resistance with a 5% weight loss temperature measured by TGA of 270 °C or higher when heated at 10 °C per minute up to 900 °C at room temperature.
[0063] In addition, the above-described parameter characteristic values can show the same results for the pattern film.
[0064] In addition, according to another embodiment of the invention, a display device including a cured film in at least one or more of an optical film or a pattern film can be provided. The content regarding the optical film or the pattern film includes the content described above in the other embodiments.
[0065] Therefore, the display device employing the optical film or the pattern film shows high refraction and can improve the ultraviolet transmittance characteristics more than before.
[0066] The configuration of the display device to which the optical film or the pattern film is applied can be carried out by a method well known in this field, and the shape, size, and form of the optical film or the pattern film are not greatly limited.
Embodiments for Carrying Out the Invention
[0067] Hereinafter, examples are presented to deepen the understanding of the present invention. However, the following examples are for illustrating the present invention, and the present invention is not limited only to these.
[0068] Comparative Examples 1 to 5 and Examples 1 to 51 The monomer compositions shown in Tables 1 and 2 below were used for the production of the photopolymerizable composition.
[0069] Then, according to the compositions shown in Tables 3 and 4, each component was mixed to produce the photopolymerizable compositions of the comparative examples and the examples. For reference, the particle size (D50) shown in Tables 3 and 4 means the secondary particle size, that is, the particle size after the metal oxide particles are dispersed in the olefin-based monomer.
[0070] After each photopolymerizable composition was introduced into an inkjet equipment, it was applied to a bare glass to form a single film so that the thickness became 20 μm.
[0071] Thereafter, using a belt type metal halide UV irradiation device (120 W / cm 2 ), the single film was irradiated with an exposure amount of 1.5 J / cm 2 to produce a coating film containing a cured product of the photopolymerizable composition. Such a coating film (thickness: 20 μm ) was provided as an optical film.
[0072] Thereafter, for each film of each comparative example and example, physical properties such as refractive index, haze, and viscosity were measured by the following method, and the results are shown in Tables 5 and 6.
[0073] 1) Sensitivity The absorbance measurement results before and after exposure were compared and measured using an FT-IR spectrophotometer. The C=O peak at 1650~1750 cm -1 and the C=C peak at 780~880 cm -1 were integrated to determine the conversion rate, and the sensitivity means the exposure amount at which the conversion rate saturates at 80% or more. Judgment ○: When the sensitivity value is 3 J or less X: When the sensitivity value is 3 J or more
[0074] 2) Refractive index The refractive index (average of 555~575 nm) was measured for the bare glass on which the 20-μm coating film was formed using an ellipsometer. Judgment ○: When the measured refractive index of the coating film is 1.6 or more X: When the measured refractive index of the coating film is 1.6 or less
[0075] 3) Transmittance The average transmittance of the formed coating film at 380~780 nm was measured using a UV-VIS spectrophotometer (Cary4000, Agilent). Judgment ○: When the average transmittance value is 90% or more X: When the average transmittance value is 90% or less
[0076] 4) Haze The haze was measured using a haze meter COH 400 from NIPPON DENSHOKU. Judgment ○: When the measured haze value is 1.0 or less X: When the measured haze value is 1.0 or more
[0077] 5) Viscosity (absolute viscosity) For each of the photopolymerizable compositions of the comparative examples and examples, or the olefin monomer, the viscosity was measured at 25 °C using a viscometer (trade name: Brook Field viscometer). Judgment ○: When the viscosity value is 5 to 30 cP X: When the viscosity value is outside the above range
[0078] 6) Inkjet characteristics It was confirmed whether surface formation was performed by changing the nozzle temperature of the inkjet equipment. Judgment Surface formation at nozzle temperature 25 - 35 °C = ◎ Surface formation at nozzle temperature 35 - 50 °C = ○ No surface formation at nozzle temperature 25 - 50 °C = X
[0079] 7) Heat resistance The heat resistance was measured using TGA. After sampling the pattern film formed during sensitivity measurement, the temperature was raised from room temperature to 900 °C at a rate of 10 °C per minute using TGA. Judgment ○: When the TGA 5wt% Weight loss Temp. is 270 °C or higher ×: When the TGA 5wt% Weight loss Temp. is below 270 °C
[0080]
Table 1
[0081]
Table 2
[0082]
Table 3
[0083]
Table 4
[0084]
Table 5
[0085]
Table 6
[0086] From the results of Tables 5 and 6 above, Examples 1 to 51 of the present invention had good refractive index and viscosity and showed a haze of 1% or less as compared with Comparative Examples 1 to 5. Further, the above Examples were all excellent not only in sensitivity, transmittance, heat resistance but also in inkjet characteristics as compared with the Comparative Examples, and thus can contribute to the improvement of performance during application when the cured film is applied with at least one of an optical film or a pattern film in a display device.
Claims
1. One or more olefin monomers; metal oxide particles; a dispersant; and a photopolymerization initiator; The olefin monomer is A low-viscosity first olefin monomer having an absolute viscosity (measured at 25°C) of 1 cP to 5 cP, and a high-viscosity second olefin monomer having an absolute viscosity (measured at 25°C) of 8 cP or more to 30 cP; and The content of the low-viscosity first olefin monomer is 10 parts by weight to 80 parts by weight with respect to 100 parts by weight of the high-viscosity second olefin monomer, A photopolymerizable composition in which the particle size (D50) of the metal oxide particles is 5 nm to 100 nm.
2. The photopolymerizable composition according to claim 1, wherein the second olefin monomer includes a high-viscosity olefin monomer having an absolute viscosity (measured at 25°C) of 8 cP to 15 cP.
3. The photopolymerizable composition according to claim 1, wherein the low-viscosity first olefin monomer is one or more selected from the group consisting of benzyl (meth)acrylate, isodecyl (meth)acrylate, lauryl (meth)acrylate, ethoxyethyl (meth)acrylate, dicyclopentenyl (meth)acrylate, and dicyclopentanyl (meth)acrylate.
4. The photopolymerizable composition according to claim 1, wherein the high-viscosity second olefin monomer is one or more selected from the group consisting of dicyclopentenyl oxyethyl (meth)acrylate, phenoxyethyl (meth)acrylate, phenoxybenzyl (meth)acrylate, isobornyl (meth)acrylate, 1,6-hexanediol di(meth)acrylate, triethylene glycol di(meth)acrylate, tetraethylene glycol di(meth)acrylate, dipropylene glycol di(meth)acrylate, and tripropylene glycol di(meth)acrylate.
5. The photopolymerizable composition according to claim 1, wherein the metal oxide particles contain a metal element selected from the group consisting of Zn, Zr, Ti, Hf, and Ce.
6. Based on 100% by weight of the total content of the photopolymerizable composition, 5% to 85% by weight of the olefin monomer; 10% to 70% by weight of metal oxide particles; 0.1% to 30% by weight of a dispersant; and 0.1% to 30% by weight of a photopolymerization initiator; The photopolymerizable composition according to claim 1.
7. The photopolymerizable composition according to claim 1, wherein the dispersant is one or more selected from the group consisting of acrylic, epoxy, and silicone compounds.
8. The photopolymerizable composition according to claim 1, wherein the photopolymerization initiator is one or more selected from the group consisting of triazine, benzoin, benzophenone, imidazole, xanthone, oxime ester, and acetophenone compounds.
9. Based on 100 parts by weight of the photopolymerizable composition, further comprising any one or more additives selected from the group consisting of 0.1 to 30 parts by weight of a melamine crosslinking agent or 0.1 to 30 parts by weight of a silane coupling agent. The photopolymerizable composition according to claim 1.
10. A cured film comprising a cured product of the photopolymerizable composition according to claim 1.
Citation Information
Patent Citations
Resin composition containing inorganic oxide fine particle and cured product obtained from the composition
JP2010189506A
Radiation-curable composition for water trapping layers, and method for manufacturing the same.
JP2015524494A
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