Optical device and method with UV of manufacturing the same

Abstract

Disclosed are a silicone composition including polysiloxane, an optical device including the silicone composition, a method of manufacturing the optical device, wherein a loss tangent, measured at 1 Hz by dynamic mechanical analysis, of a hardened product made of the silicone composition is 0.2 to 1.5.

Description

[0001] OPTICAL DEVICE AND METHOD WITH UV OF MANUFACTURING THE SAME

[0002] [Technical Field]

[0003] The present invention relates to an optical device including a UV-curable silicone composition and a method of manufacturing the same.

[0004] [Background Art]

[0005] Optical adhesive formulations are used to improve visibility, readability and durability by filling an air gap between a screen panel and a display module or two glasses for a smart window system.

[0006] As materials for optical adhesive formulations, acrylate-based materials, silicone-based materials, urethane-based materials, etc. can be used. In particular, acrylate-based materials have been widely used as optical adhesive formulations for small displays. However, when the size of a display is enlarged, an optical display to which an acrylate-based material is applied generates yellowing mura, bubbles, etc., and the chemical and mechanical properties thereof are decreased due to the internal and external stress such as heat, UV, electricity etc.

[0007] [Disclosure]

[0008] [Technical Problem]

[0009] Therefore, the present invention has been made in view of the above problems, and it is one object of the present invention to provide an optical device including a silicone composition having excellent processability, transparency, light transmission and mechanical properties; and a method of manufacturing the optical device. [Technical Solution]

[0010] In accordance with an aspect of the present invention, the above and other objects can be accomplished by the provision of an optical device, including: a first substrate; a functional film formed on the first substrate; a second substrate formed on the functional film; and an adhesive part formed between the first and second substrates, wherein the adhesive part includes a silicone composition including polysiloxane, and tangent delta, the ratio between loss modulus and storage modulus, measured at 1 Hz by dynamic mechanical analysis, of a hardened product made of the silicone composition is 0.2 to 1.5.

[0011] In an embodiment of the present invention, the functional film may be interposed between the first and second substrates by the adhesive part.

[0012] In an embodiment of the present invention, the optical device may be a touch panel display for automobiles.

[0013] In accordance with another aspect of the present invention, there is provided a method of manufacturing an optical device, the method including: coating a silicone composition containing polysiloxane on a first substrate; irradiating the silicone composition with UV energy of 500 mJ / cm2to 10,000 mJ / cm2using a 365 nm LED lamp; laminating a functional film on the silicone composition; and forming a second substrate on the functional film, wherein a tangent delta, the ratio between loss modulus and storage modulus, measured at 1 Hz by dynamic mechanical analysis, of a hardened product made of the silicone composition is 0.2 to 1.5.

[0014] In an embodiment of the present invention, in the irradiating, the silicone composition may be irradiated with the UV energy once.

[0015] In an embodiment of the present invention, the method may further include coating a silicone composition on the laminated functional film.

[0016] In accordance with yet another aspect of the present invention, there is provided a silicone composition, including polysiloxane, wherein a tangent delta, the ratio between loss modulus and storage modulus, measured at 1 Hz by dynamic mechanical analysis, of a hardened product made of the silicone composition is 0.2 to 1.5.

[0017] In an embodiment of the present invention, a Shore 00 hardness, measured according to

[0018] DIN ISO 7619, of a cured product of the silicone composition may be less than 20.

[0019] In an embodiment of the present invention, an elongation at break, measured according to DIN 53504, of a hardened product made of the silicone composition may be 1,000 % or more.

[0020] In an embodiment of the present invention, a gel time of the silicone composition at 25 °C according to ASTM D4473 may be 300 seconds or less.

[0021] In an embodiment of the present invention, a hardened product made of the silicone composition may have a storage modulus and loss modulus of 1 x 103Pa to 1 x 105Pa.

[0022] In an embodiment of the present invention, a shear strength retention rate of the silicone composition measured according to Measurement Method 1 below may be 90 % or more:

[0023] [Measurement Method 1]

[0024] 1) On a glass substrate, the silicone composition is formed to a size of 25 mm x 25 mm and a thickness of 0.3 mm.

[0025] 2) The silicone composition is irradiated with UV energy of 500 mJ / cm2to 10,000 mJ / cm2using a 365 nm LED lamp, and a polycarbonate film is formed on the silicone composition.

[0026] 3) After having an open time of 30 seconds from a time of irradiation with the UV, a lap shear strength is measured at a rate of 300 mm / min at room temperature according to ASTM DI 002 to calculate a first shear strength.

[0027] 4) After having an open time of 120 seconds from a time of irradiation with the UV, a lap shear strength is measured by a same method as in 3) to calculate a second shear strength.

[0028] 5) A shear strength retention rate is calculated according to Equation 1 below:

[0029] [Equation 1]

[0030] Shear strength retention rate = (first shear strength / second shear strength) x 100 %. In an embodiment of the present invention, the polysiloxane may include a first organopolysiloxane (a) including an alkenyl group at an end of a main chain thereof; a second organopolysiloxane (b) including a siloxane unit represented by SiO4 / 2; a first organohydrogen polysiloxane (c) including one or more hydrogen groups bonded to a silicon atom and an aryl group having 6 to 20 carbon atoms.

[0031] In an embodiment of the present invention, the second organopolysiloxane may include a siloxane unit represented by RiI RaSiOi^, Ri, R2 and R3 may be each independently a substituted or unsubstituted monovalent hydrocarbon group, and at least one of Ri, R2 and R3 may be an alkenyl group.

[0032] In an embodiment of the present invention, the poly siloxane may include: 10 % by weight to 98 % by weight of the first organopolysiloxane (a); 1 % by weight to 50 % by weight of the second organopolysiloxane (b); and 1 % by weight to 40 % by weight of the first organohydrogen polysiloxane (c).

[0033] [Advantageous effects]

[0034] An optical device including a silicone composition according to the present invention and a method of manufacturing the same satisfy a specific range of loss tangent value.

[0035] Accordingly, the silicone composition can maintain high tackiness for a long time after irradiation with UV energy, so an adhesive layer can be efficiently formed on an optical display by a gel bonding or solid bonding process as well a wet bonding process. In addition, processability is excellent, yellowing mura, bubble generation, and the like can be suppressed, and mechanical properties can be improved while ensuring transparency and light transmission.

[0036] [Description of Drawings]

[0037] FIGS. 1 and 2 schematically illustrate a method of manufacturing an optical device according to the present invention.

[0038] [Best Mode]

[0039] Structural or functional descriptions of embodiments disclosed in the present specification or application are merely illustrated for the purpose of explaining embodiments according to the technical idea of the present invention, embodiments according to the technical idea of the present invention may be implemented in various forms other than the embodiments disclosed in the present specification or application, and it is not to be construed that the technical idea of the present invention is limited to the embodiments described in the present specification or application.

[0040] In the present specification or application, when a certain component is “included,” this indicates that only the component is included or the component may further include another component unless there is no different disclosure. In addition, it should be understood that all numerical ranges representing physical property values, dimensions, etc. of components described in the present specification or application are modified by the term 'about' in all cases unless otherwise specified.

[0041] In this specification or application, the term "upper" may refer to a position in contact with one surface of a certain component, or a position spaced apart from one surface of a certain component. In addition, in this specification or application, the term "lower" may refer to a position symmetrical to the "upper" position and in contact with the other surface of a certain component, or a position spaced apart from the other surface of a certain component.

[0042] The meaning of each term described in the present specification or application is as follows.

[0043] Siloxane: a compound having a Si-O-Si bond.

[0044] Polysiloxane: a compound having a plurality of Si-O-Si bonds. Silicone composition refers to a composition composed of only a poly siloxane compound, or a composition including polysiloxane and mixed with additional compounds for implementing specific performance.

[0045] Organopolysiloxane: Polysiloxane having a structure in which an organic group is bonded to a Si atom constituting a Si-O-Si bond.

[0046] Organohydrogen poly siloxane: Poly siloxane having a structure in which a hydrogen group is bonded to a Si atom constituting a Si-O-Si bond.

[0047] Main chain: Relatively longest chain among polysiloxane compounds.

[0048] Side chain: Structure branched from the main chain of polysiloxane compounds.

[0049] Straight-chain polysiloxane: a polysiloxane having a structure in which a siloxane chain is not connected by interposing an atom linking group onto a Si atom of the main chain (-Si-O-Si- O-) of polysiloxane.

[0050] Branched polysiloxane: Polysiloxane containing at least one T-shaped or cross-shaped branch point.

[0051] Hereinafter, an optical device including a silicone composition and a method of manufacturing the same are described in detail.

[0052] A silicone composition according to the present invention includes polysiloxane.

[0053] The polysiloxane may include a first organopolysiloxane having an alkenyl group at an end of a main chain thereof. The silicone composition including the first organopolysiloxane has excellent moldability and may improve viscoelasticity, transparency, and light transmission.

[0054] The alkenyl group may be vinyl, allyl, methallyl, butenyl, pentenyl, or hexenyl. Preferably, the alkenyl group may be vinyl.

[0055] In the main chain of the first organopolysiloxane, a Si-bonded organic group other than the alkenyl group may be a substituted or unsubstituted monovalent hydrocarbon group, specifically methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, or halogenated alkyl. Preferably, the Si-bonded organic group may be methyl.

[0056] The first organopolysiloxane may include a 1-1 organopolysiloxane including a siloxane unit with an average chain length of less than 150 and having a weight average molecular weight of 8,000 g / mol or less; and a 1-2 organopolysiloxane including a siloxane unit with an average chain length of 150 or more and 1,200 or less and having a weight average molecular weight of 40,000 g / mol to 80,000 g / mol.

[0057] The first organopolysiloxane may include a 1-1 organopolysiloxane including a siloxane unit having an average chain length of less than 110 and having a weight average molecular weight of 7,800 g / mol or less; and a 1-2 organopolysiloxane including a siloxane unit having an average chain length of 150 or more and 1,100 or less and having a weight average molecular weight of 47,000 g / mol to 76,000 g / mol.

[0058] A weight ratio of the 1-1 organopolysiloxane to the 1-2 organopolysiloxane may be 100: 1 to 1 :1, 100: 1 to 1 : 1, 100: 1 to 1 : 1, 100:1 to 1 : 1, or 100: 1 to 1 :1. When the ranges are satisfied, the gelation time of the silicone composition may be extended, so an adhesive layer may be efficiently formed on an optical display by selectively selecting a wet bonding, gel bonding, or solid bonding process for the silicone composition.

[0059] The 1-1 organopolysiloxane may be represented by Formula 1 below:

[0060] [Formula 1]

[0061] In Formula 1, n is 0 to 150. The 1-2 organopolysiloxane may be represented by Formula 2 below:

[0062] [Formula 2]

[0063] In Formula 2, n is 150 to 1,100.

[0064] Based on a total weight of the polysiloxane, the first organopolysiloxane may be included in a content of 10 % by weight to 98 % by weight, 20 % by weight to 98 % by weight, 30 % by weight to 98 % by weight, or 50 % by weight to 90 % by weight. When the range is satisfied, the silicone composition may have appropriate flowability, so processability may be improved.

[0065] The polysiloxane may include a second organopolysiloxane including a siloxane unit represented by Si O4 / 2 In addition, the second organopolysiloxane may include a siloxane unit represented by RiR2R3SiOi / 2. The silicone composition including the second organopolysiloxane may have improved toughness, so mechanical properties may be supplemented.

[0066] RiR2R3SiO 1 / 2 may mean a monofunctional polysiloxane.

[0067] RiR2R3SiO 1 / 2 may be represented by Formula 3 below:

[0068] [Formula 3]

[0069] In Formula 3, Ri, R2and R3 are each independently a substituted or unsubstituted monovalent hydrocarbon group, and at least one of Ri, R2and R3 is an alkenyl group. SiO4 / 2may mean a tetrafunctional polysiloxane.

[0070] SiO4 / 2may be represented by Formula 4 below:

[0071] [Formula 4]

[0072] The second organopoly siloxane may be represented by Formula 5 below:

[0073] [Formula 5]

[0074] In Formula 5, R4 and R5 are each independently a substituted or unsubstituted monovalent hydrocarbon group, Re is an alkenyl group, x is an integer from 10 to 2,000, and y is an integer from 10 to 1,000.

[0075] The second organopolysiloxane may have a weight average molecular weight of 1,000 g / mol to 500,000 g / mol, 1,000 g / mol to 300,000 g / mol, 1,000 g / mol to 100,000 g / mol, or 2,000 g / mol to 100,000 g / mol.

[0076] Based on a total weight of the polysiloxane, the second organopolysiloxane may be included in a content of greater than 0 % by weight and 50 % by weight or less, 1 % by weight to

[0077] 50 % by weight, 2 % by weight to 50 % by weight, 2 % by weight to 40 % by weight, 2 % by weight to 30 % by weight, 2 % by weight to 20 % by weight, or 2 % by weight to 10 % by weight.

[0078] When the range is satisfied, the silicone composition may have an appropriate gelation time, and the mechanical properties of a cured product made of the silicone composition may be improved.

[0079] The polysiloxane may include a first organohydrogen polysiloxane containing one or more hydrogen groups bonded to a silicon atom and an aryl group having 6 to 20 carbon atoms. The first organohydrogen polysiloxane may further include a polysiloxane including one or more hydrogen groups bonded to a silicon atom, but excluding an aryl group having 6 to 20 carbon atoms.

[0080] The first organohydrogen polysiloxane may act as a crosslinking agent for an alkenyl group of the first organopolysiloxane and / or an alkenyl group of the second organopolysiloxane. The Si-bonded H in the first organohydrogen polysiloxane may undergo an addition reaction with the alkenyl group of the first organopolysiloxane and / or the alkenyl group of the second organopolysiloxane. a curing reaction of the silicone composition may proceed by the addition reaction.

[0081] The first organohydrogen poly siloxane may include 1-1 organohydrogen poly siloxane containing a hydrogen group at an end of a main chain thereof, and 1-2 organohydrogen polysiloxane containing a hydrogen group in a side chain thereof.

[0082] The 1-1 organohydrogen poly siloxane may have an average chain length of greater than 1, greater than 5, greater than 10, or greater than 10 and less than 1,000. The 1-1 organohydrogen polysiloxane may have a weight average molecular weight of 8,000 g / mol to 500,000 g / mol, 8,000 g / mol to 400,000 g / mol, 8,000 g / mol to 300,000 g / mol, or 8,000 g / mol to 100,000 g / mol.

[0083] The 1-2 organohydrogen poly siloxane may have an average chain length of 1 or more, 3 or more, 5 or more, or 1 or more and 1,000 or less. The 1-2 organohydrogen polysiloxane may have a weight average molecular weight of 1,000 g / mol to 300,000 g / mol, 1,000 g / mol to 200,000 g / mol, 1,000 g / mol to 100,000 g / mol, or 1,000 g / mol to 90,000 g / mol.

[0084] Based on 100 parts by weight of the 1-1 organohydrogen poly siloxane, the content of the 1-2 organohydrogen poly siloxane may be 30 parts by weight or less, 20 parts by weight or less, 15 parts by weight or less, 13 parts by weight or less, 12 parts by weight or less, or 10 parts by weight or less. When the range is satisfied, the silicone composition may have appropriate flowability and an appropriate curing speed, and change over time may be suppressed.

[0085] Based on a total weight of the polysiloxane, the first organohydrogen polysiloxane may be included in a content of 1 % by weight to 40 % by weight, 1 % by weight to 38 % by weight, 5 % by weight to 38 % by weight, 10 % by weight to 38 % by weight, or 10 % by weight to 35 % by weight. When the range is satisfied, the silicone composition may have appropriate flowability and curability.

[0086] The poly siloxane may include 10 % by weight to 98 % by weight of the first organopolysiloxane, 1 % by weight to 50 % by weight of the second organopolysiloxane, and 1 % by weight to 40 % by weight of the first organohydrogen poly siloxane.

[0087] The polysiloxane may include 50 % by weight to 90 % by weight of the first organopolysiloxane, 1 % by weight to 10 % by weight of the second organopolysiloxane, and 9 % by weight to 40 % by weight of the first organohydrogen poly siloxane.

[0088] The polysiloxane may include 50 % by weight to 80 % by weight of the first organopolysiloxane, 1 % by weight to 10 % by weight of the second organopolysiloxane, and 19 % by weight to 40 % by weight of the first organohydrogen poly siloxane.

[0089] When the ranges are satisfied, the silicone composition may maintain high tackiness for a long time after UV energy irradiation, so processability may be improved.

[0090] The silicone composition may further include at least one of a tackifier, a reaction inhibitor, and a curing catalyst.

[0091] The tackifier may improve the adhesive strength of the silicone composition. The tackifier may include one or more selected from the group consisting of glycidoxypropyltrimethoxysilane, glycidoxypropylmethyldimethoxysilane, glycidoxypropyltri ethoxy silane or glycidoxypropylmethyldi ethoxy silane, 2-(3- tri ethoxy silylpropyl)maleic anhydride, N-(3 -trimethoxy silylpropyl)urea, N-(3- triethoxysilylpropyl)urea, N-(trimethoxysilylmethyl)urea, N-(methyldimethoxysilylmethyl)urea, O-(methylcarbamatomethyl)methyldimethoxysilane, O-

[0092] (methylcarbamatomethyl)trimethoxysilane, O-(ethylcarbamatomethyl)methyldiethoxysilane, O- (ethylcarbamatomethyl)triethoxysilane, 3-methacryloyloxypropyltrimethoxysilane, methacryloyloxymethyltrimethoxysilane, methacryloyloxymethylmethyldimethoxysilane, methacryloyloxymethyltri ethoxy silane, methacryloyloxymethylmethyldi ethoxy silane, 3- acryloyloxypropyltrimethoxysilane, acryloyloxymethyltrimethoxysilane, and acryloyloxymethylmethyldimethoxysilane.

[0093] Based on a total weight of the silicone composition, the tackifier may be included in a content of 0.1 % by weight to 10 % by weight, 0.1 % by weight to 5 % by weight, 0.1 % by weight to 3 % by weight, or 0.1 % by weight to 2 % by weight.

[0094] The reaction inhibitor inhibit the increase in viscosity of the silicone composition. The reaction inhibitor may slow down a hydrosilylation addition reaction between Si-bonded H in the first organohydrogen polysiloxane and an alkenyl group of the first organopolysiloxane and / or an alkenyl group of the second organopolysiloxane. The reaction inhibitor may include a vinyl group-containing polysiloxane which is a compound different from the first organopolysiloxane.

[0095] Based on a total weight of the silicone composition, the reaction inhibitor may be included in a content of 0.001 % by weight to 3 % by weight, 0.001 % by weight to 2 % by weight, 0.001 % by weight to 1 % by weight, or 0.01 % by weight to 1 % by weight.

[0096] The curing catalyst may promote an addition reaction between the first organohydrogen polysiloxane and the first organopolysiloxane and / or the second organopolysiloxane. The curing catalyst may include a platinum catalyst, a rhodium catalyst, a palladium catalyst, or a complex compound. The complex compound may be a platinum / alkenylsiloxane complex compound, a platinum / olefin complex compound, or a platinum / carbonyl complex compound.

[0097] Based on a total weight of the silicone composition, the curing catalyst may be included in a content of 0.001 % by weight to 1 % by weight, 0.001 % by weight to 0.5 % by weight, 0.001 % by weight to 0.3 % by weight, or 0.01 % by weight to 0.3 % by weight.

[0098] A loss tangent, measured at 1 Hz by dynamic mechanical analysis (DMA), of a hardened product made of the silicone composition is 0.2 to 1.5. Preferably, the loss tangent, measured at 1 Hz by DMA, of a hardened product made of the silicone composition may be 0.5 to 1.5, 0.7 to 1.5, 0.8 to 1.5, or 0.9 to 1.0. A hardened product may be manufactured by irradiating the silicone composition with UV energy of 500 mJ / cm2to 10,000 mJ / cm2using a 365 nm LED lamp, and then aging the same at room temperature for 24 hours.

[0099] A storage modulus and loss modulus, measured at 1 Hz by DMA, of a hardened product made of the silicone composition may be 1 x 103Pa to 1 x 105Pa, 1x103Pa to 1x104Pa, 1x103Pa to 3 x io3pa, 1.2 x 103Pa to 3 x io3Pa, 1.2 x 103Pa to 2.8 x io3Pa, 1.3 x 103Pa to 2.8 x 103Pa, or 1.5 x 103Pa to 2.5 x io3Pa.

[0100] When the range is satisfied, the silicone composition may maintain high tackiness for a long time after UV energy irradiation, so an adhesive layer may be efficiently formed on an optical display by not only a wet bonding process, but also a gel bonding process or a solid bonding process.

[0101] A Shore 00 hardness, measured according to DIN ISO 7619, of a cured product made of the silicone composition may be less than 20, less than 15, less than 10, 1 or more and less than 10, or 1 or more and less than 9. An elongation at break, measured according to DIN 53504, of a hardened product made of the silicone composition may be 1,000 % or more, 1,500 % or more, 2,000 % or more, 2,200 % or more, 2,300 % or more, or 2,500 % or more to 4,000 % or less.

[0102] When the range is satisfied, the silicone composition may improve mechanical properties while maintaining high tackiness.

[0103] A refractive index, measured at the D-line (480 nm, 589 nm) wavelength using an Abbe refractive index meter, of a hardened product made of the silicone composition may be 1.35 to 1.45, 1.38 to 1.45, 1.38 to 1.43, or 1.39 to 1.42. A light transmittance (based on a wavelength of 450 nm), measured using Specord 200 Plus UV-Vis spectrometer, of the hardened product made of the silicone composition may be 99 % or more, 99.1 % or more, 99.2 % or more, 99.3 % or more, 99.5 % or more, or 99.6 % or more. A haze of the hardened product made of the silicone composition according to ASTM D1003-97 may be less than 0.3 %, less than 0.2 %, or less than 0.3 %. A yellowness index of the hardened product made of the silicone composition according to ASTM D313-73 may be less than 0.5 %, less than 0.4 %, less than 0.3 %, or less than 0.2 %. When the ranges are satisfied, transparency may be improved and light may be smoothly emitted from a light source when the cured silicone composition is used as an adhesive layer of an optical device.

[0104] A shear strength retention rate of the silicone composition according to Measurement Method 1 below may be 90 % or more.

[0105] [Measurement Method 1]

[0106] 1) On a glass substrate, the silicone composition is formed to a size of 25 mm x 25 mm and a thickness of 0.3 mm.

[0107] 2) The silicone composition is irradiated with UV energy of 500 mJ / cm2to 10,000 mJ / cm2using a 365 nm LED lamp, and a polycarbonate film is formed on the silicone composition. 3) After having an open time of 30 seconds from the time of irradiation with the UV, a lap shear strength is measured at a rate of 300 mm / min at room temperature according to ASTM DI 002 to calculate a first shear strength.

[0108] 4) After having an open time of 120 seconds from the time of irradiation with the UV, a lap shear strength is measured by the same method as in 3) to calculate a second shear strength.

[0109] 5) A shear strength retention rate is calculated according to Equation 1 below:

[0110] [Equation 1]

[0111] Shear strength retention rate = (first shear strength / second shear strength) * 100 %

[0112] A shear strength retention rate of the silicone composition according to Measurement Method 1 below may be 91 % or more, 92 % or more, 93 % or more, or 95 % or more. When the range is satisfied, mechanical properties do not deteriorate even after gelation of the silicone composition, so an adhesive layer may be manufactured by gel bonding, whereby it may be easily applied to manufacture a large display.

[0113] A pull strength, measured according to ASTM D2651, of the hardened product made of the silicone composition may be greater than 2.0 kgf / cm2, greater than 2.5 kgf / cm2, greater than 3.0 kgf / cm2, greater than 3.5 kgf / cm2, or greater than 3.5 kgf / cm2and less than 6.0 kgf / cm2.

[0114] A 180° peel strength, measured according to ASTM D3330, of the hardened product made of the silicone composition may be greater than 300 gf / cm, greater than 350 gf / cm, greater than 400 gf / cm, greater than 450 gf / cm, or greater than 500 gf / cm and less than 900 gf / cm.

[0115] When the range is satisfied, mechanical properties may be improved while ensuring transparency and light transmission.

[0116] A viscosity of the silicone composition measured at 25 °C according to DIN ISO 3219 may be 1,000 mPa.s to 60,000 mPa.s, 1,000 mPa.s to 55,000 mPa.s, 1,000 mPa.s to 50,000 mPa.s, or 1,000 mPa.s to 45,000 mPa.s.

[0117] A gel time of the silicone composition measured at 25 °C according to ASTM D4473 may be 300 seconds or less, 280 seconds or less, 50 seconds or more and 300 seconds or less, 100 seconds or more and 300 seconds or less, or 150 seconds or more and 300 seconds or less. The gel time may be measured based on the time at which the viscosity of the silicone composition reaches 1,000,000 mPs.s.

[0118] A tackiness of the silicone composition after 3 minutes from the time of irradiation with UV energy of 500 mJ / cm2to 10,000 mJ / cm2using a 365 nm LED lamp may be 8 g.sec or more, 9 g.sec or more, or 10 g.sec or more.

[0119] A tackiness of the silicone composition after 180 minutes from the time of irradiation with UV energy of 500 mJ / cm2to 10,000 mJ / cm2using a 365 nm LED lamp may be 15 g.sec or more, 16 g.sec or more, or 18 g.sec or more.

[0120] A tackiness of the silicone composition after 300 minutes from the time of irradiation with UV energy of 500 mJ / cm2to 10,000 mJ / cm2using a 365 nm LED lamp may be 20 g.sec or more, 22 g.sec or more, or 24 g.sec or more.

[0121] When the ranges are satisfied, high tackiness may be maintained for a long time without degradation of mechanical properties after UV energy irradiation, so an adhesive layer may be efficiently formed on an optical display by various processes including gel bonding.

[0122] A method of manufacturing an optical device according to the present invention includes a step of coating a silicone composition containing polysiloxane on a first substrate, a step of irradiating the silicone composition with UV energy of 500 mJ / cm2to 10,000 mJ / cm2using a 365 nm LED lamp, a step of laminated functional film on the silicone composition, and a step of forming a second substrate on the functional film, wherein a hardened product made of the silicone composition has a loss tangent of 0.2 to 1.5 measured at 1 Hz with a dynamic viscoelastic instrument.

[0123] FIGS. 1 and 2 schematically illustrate the method of manufacturing an optical device according to the present invention. Referring to FIGS. 1 and 2, the manufacturing method includes a step of coating a silicone composition 20 containing polysiloxane on a first substrate

[0124] 10.

[0125] The first substrate 10 may be substrates in an optical device assembly. The first substrate 10 may be soda lime glass. A silicone composition 20 may be coated on the first substrate 10 by a nozzle dispensing process, a slit-coating process, a screen printing process, or a stencil printing process.

[0126] The manufacturing method includes a step of irradiating the silicone composition 20 with UV energy of 500 mJ / cm2to 10,000 mJ / cm2using a 365 nm LED lamp. In the step, the silicone composition 20 may be irradiated with the UV energy once. The silicone composition according to the present invention is hardened through gelation by only irradiating the UV energy once, so additional UV irradiation may not be required for post-curing.

[0127] The manufacturing method includes a step of laminated functional film 30 on the silicone composition 20.

[0128] The functional film 30 is a functional film applicable to a liquid crystal display (LCD), an organic light emitting display (OLED), an electronic paper (e-paper) display, a surface-conduction electron-emitter display (SED), a light emitting diode (LED) display, or an electroluminescent display (ELD).

[0129] The manufacturing method may further include a step of coating the silicone composition 20 on the laminated functional film 30. The silicone composition 20 coated on the functional film 30 may be cured by irradiating with UV energy of 500 mJ / cm2to 10,000 mJ / cm2using a 365 nm LED lamp. In addition, the silicone composition 20 may be irradiated with the UV energy once.

[0130] The manufacturing method includes a step of forming a second substrate 40 on the functional film 30. The second substrate 40 may be substrates in an optical device assembly.

[0131] The second substrate 40 may be soda lime glass.

[0132] By the manufacturing method, the silicone composition 20 may be formed as an adhesive layer on an optical display by gel bonding, so it may be applied to a large display, yellowing mura, bubble generation, and the like may be suppressed, and mechanical properties may be improved while ensuring transparency and light transmission.

[0133] A hardened product made of the silicone composition has a loss tangent of 0.2 to 1.5 measured at 1 Hz with a dynamic viscoelastic instrument. The silicone composition and a hardened product made of the silicone composition may be the same as the above-described silicone composition and the hardened product of the silicone composition.

[0134] The optical device 100 manufactured by the manufacturing method includes a first substrate 10, a functional film 30 formed on the first substrate 10, a second substrate 40 formed on the functional film 30, and an adhesive part 20 formed between the first substrate 10 and a second substrate 40, wherein the adhesive part 20 includes a silicone composition including polysiloxane, and a loss tangent, measured at 1 Hz by dynamic mechanical analysis, of a hardened product made of the silicone composition is 0.2 to 1.5.

[0135] The silicone composition may be the same as the above-described silicone composition.

[0136] The functional film 30 may be interposed between the first substrate 10 and a second substrate 40 by the adhesive part 20.

[0137] The functional film may be the same as the above-described functional film.

[0138] The optical device 100 may be a liquid crystal display (LCD), an organic light emitting display (OLED), an electronic paper (e-paper) display, a surface-conduction electron-emitter display (SED), a light emitting diode (LED) display, or an electroluminescent display (ELD).

[0139] Preferably, the optical device 100 may be a touch panel display for automobiles or a curved display.

[0140] When the silicone composition is used as an optical adhesive material of the optical device 100, the optical device 100 may have improved light transmittance, thermal stability and mechanical properties.

[0141] Hereinafter, the present invention will be described in more detail based on examples and comparative examples. However, the following examples and comparative examples are only examples for explaining the present invention in more detail, and the present invention is not limited to the following examples and comparative examples.

[0142] Example

[0143] Silicone compositions of Examples 1 to 5 and Comparative Examples 1 to 4 were prepared to have components and contents shown in Table 1 below.

[0144] - Component (A)

[0145] A-l: CH2=CH(CH3)2SiO(Si(CH3)2O)nSi(CH3)2CH=CH2, Mw = 7,800 g / mol, an average chain length = 100

[0146] A-2: CH2=CH(CH3)2SiO(Si(CH3)2O)nSi(CH3)2CH=CH2, Mw = 35,000 g / mol, an average chain length = 400

[0147] A-3: CH2=CH(CH3)2SiO(Si(CH3)2O)nSi(CH3)2CH=CH2, Mw = 75,000 g / mol, an average chain length = 1,030

[0148] - Component (B)

[0149] B-l: M5MviiQ4 B-2: M7MviiQi2

[0150] Vi refers to a vinyl group, M refers to a monofunctional siloxane unit, and Q refers to a tetrafunctional siloxane unit.

[0151] - Component (C) C-l: M-Dph4O-DH2o-M

[0152] C-2: H-M2-Dph2-M2-H

[0153] Ph refers to a phenyl group, M refers to a monofunctional siloxane unit, and D refers to a bifunctional siloxane unit.

[0154] - Component (D) D-l : H-(Si(CH3)2O)nSi(CH3)2-H, Mw = 5,000 g / mol

[0155] D-2: H-(Si(CH3)2O)nSi(CH3)2-H, Mw = 16,400 g / mol

[0156] D-3: (CH3)3SiO((CH3)2SiO)n(CH3HSiO)mSi(CH3)3, Mw = 5,000 g / mol

[0157] - Component (E)

[0158] E-l: 3-glycididoxy propyltrimethoxy silane (tackifier)

[0159] E-2: methylcyclopentadienyl-trimethyl-platinum (curing catalyst)

[0160] E-3: 1-ethynyl-l -cyclohexanol (reaction inhibitor)

[0161] [Table 1]

[0162] 1) ppm: Content based on total weight of Components (A), (B), (C) and (D)

[0163] Experimental Example

[0164] Experimental Example 1 - Loss tangent

[0165] Each of the silicone compositions of Examples 1 to 5 and Comparative Examples 1 to 4 was irradiated with UV energy of 3,000 mJ / cm2using a 365 nm LED lamp. Next, the silicone composition was aged at room temperature for 24 hours, thereby manufacturing a hardened product made of the silicone composition.

[0166] The storage modulus (G'), loss modulus (G") and loss tangent (tan6) of each of the hardened products were measured at room temperature by dynamic mechanical analysis (rheometer, 1Hz). Results are shown in Table 2 below.

[0167] Experimental Example 2 - Viscosity

[0168] The viscosity of each of the silicone compositions of Examples 1 to 5 and Comparative Examples 1 to 4 at 25 °C according to DIN ISO 3219 was measured. Results are shown in Table 2 below.

[0169] Experimental Example 3 - Shore 00 hardness

[0170] The hardness of the hardened product made of the silicone composition of each of Examples 1 to 5 and Comparative Examples 1 to 4 and manufactured in Experimental Example 1 was measured with a Shore 00 type tester according to DIN ISO 7619. Results are shown in Table 2 below.

[0171] Experimental Example 4 - Gel time

[0172] The gel time of each of the silicone compositions of Examples 1 to 5 and Comparative Examples 1 to 4 was measured at 25 °C according to ASTM D4473. The gel time was measured based on the time for the viscosity of the silicone composition to reach 1,000,000 mPs.s under the same conditions as in Experimental Example 2 after UV-irradiating the silicone composition under the same conditions as in Experimental Example 1. Results are shown in Table 2 below.

[0173] Experimental Example 5 - Elongation at break

[0174] The elongation at break of the hardened product made of the silicone composition of each of Examples 1 to 5 and Comparative Examples 1 to 4 and manufactured in Experimental Example 1 was measured at 25 °C according to DIN 53504. Results are shown in Table 2 below. Experimental Example 6 - Pull strength

[0175] A pull strength was measured according to ASTM D2651. Specifically, each of the silicone compositions of Examples 1 to 5 and Comparative Examples 1 to 4 was coated on a first soda lime glass substrate (coating size: 7 cm2). Next, a second soda lime glass substrate was covered on each of the silicone compositions, and a hardened product of the silicone composition was manufactured under the same conditions as Experimental Example 1. Next, a test was conducted under a condition of 300 mm / min to measure a pull strength. Results are shown in

[0176] Table 2 below.

[0177] Experimental Example 7 - 180° peel strength

[0178] A 180° peel strength was measured according to ASTM D3330. Specifically, each of the silicone compositions of Examples 1 to 5 and Comparative Examples 1 to 4 was coated on a soda lime glass substrate (coating size: 25 mm x 50 mm), followed by irradiating with UV energy of 3,000 mJ / cm2using a 365 nm LED lamp. Next, a portion of a PET film folded at 180° was laminated on each of the silicone compositions. Next, it was aged at room temperature for 24 hours. Next, a test was conducted under a condition of 300 mm / min to measure a 180° peel strength. Results are shown in Table 2 below.

[0179] Experimental Example 8 - Shear strength retention rate

[0180] The silicone composition of each of Examples 1 to 5 and Comparative Examples 1 to 4 was formed to a size of 25 mm x 25 mm and a thickness of 0.3 mm on a glass substrate. Next, each of the silicone compositions was irradiated with UV energy of 3,000 mJ / cm2using a 365 nm LED lamp, and a polycarbonate film was formed on the silicone composition. After having an open time of 30 seconds from the time of irradiation with the UV, a lap shear strength was measured at a rate of 300 mm / min at room temperature according to ASTM DI 002 to calculate a first shear strength. In addition, after having an open time of 120 seconds from the time of irradiation with the UV, a lap shear strength was measured in the same manner as in the abovedescribed method to calculate a second shear strength, and a shear strength retention rate was calculated according to Equation 1 below. Results are shown in Table 2 below.

[0181] [Equation 1]

[0182] Shear strength retention rate = (first shear strength / second shear strength) * 100 %

[0183] Experimental Example 9 - Tackiness

[0184] Each of the silicone compositions of Examples 1 to 5 and Comparative Examples 1 to 4 was irradiated with UV energy of 3,000 mJ / cm2using a 365 nm LED lamp. The tackiness of the silicone composition after 180 minutes from the time of irradiation with the UV was measured according to the following criteria, and results are shown in Table 2 below.

[0185] - Silicone composition thickness: 0.5 mm

[0186] - Probe: Cylindrical stainless steel with a diameter of 5 mm

[0187] - Load: 100 g

[0188] - Test speed: 0.2 mm / s

[0189] Experimental Example 10 - Light transmittance

[0190] The transmittance (based on a wavelength of 450 nm) of the hardened product made of the silicone composition of each of Examples 1 to 5 and Comparative Examples 1 to 4 and manufactured in Experimental Example 1 was measured with Specord 200 Plus UV-Vis spectrometer. Results are shown in Table 2 below.

[0191] Experimental Example 11 - Haze

[0192] The haze of the hardened product made of the silicone composition of each of Examples 1 to 5 and Comparative Examples 1 to 4 and manufactured in Experimental Example 1 was measured according to ASTM D1003-97. Results are shown in Table 2 below.

[0193] Experimental Example 12 - Yellowness index

[0194] The yellowness index of the hardened product made of the silicone composition of each of Examples 1 to 5 and Comparative Examples 1 to 4 and manufactured in Experimental Example 1 was measured according to ASTM D313-73. Results are shown in Table 2 below.

[0195] Experimental Example 13 - Refractive index

[0196] The refractive index of the hardened product made of the silicone composition of each of Examples 1 to 5 and Comparative Examples 1 to 4 and manufactured in Experimental Example 1 was measured at D line (480 nm, 589 nm) wavelengths using an Abbe refractive index meter. Results are shown in Table 2 below.

[0197] Experimental Example 14 - Processability

[0198] Each of the silicone compositions of Examples 1 to 5 and Comparative Examples 1 to 4 was irradiated with UV energy of 3,000 mJ / cm2using a 365 nm LED lamp. After having an open time of 300 seconds from the time of irradiation with the UV, all of the silicone compositions were gelated. The loss tangent (tan6) of each of the silicone compositions was measured at room temperature by dynamic mechanical analysis (rheometer, 1Hz), a lap shear strength was measured at a rate of 300 mm / min at room temperature according to ASTM DI 002, and tackiness was measured according to the criteria of Experimental Example 9. Processability was evaluated according to the following criteria. Results are shown in Table 2 below.

[0199] - Good: Having a loss tangent of 0.2 or more, a lap shear strength of 3.0 kgf / cm2or more, and a tackiness of 20 g.sec or more and applicable to a wet bonding process, a gel bonding process, and a solid bonding process

[0200] - Poor: Having a loss tangent of less than 0.2, a lap shear strength of less than 3.0 kgf / cm2, or a tackiness of less than 20 g.sec and applicable only to a wet bonding process

[0201] [Table 2]

[0202] As shown in Table 2, the silicone compositions of Examples 1 to 5 satisfy a specific range of loss tangent value and, accordingly, may maintain high tackiness for a long time after UV energy irradiation, compared to the silicone compositions of Comparative Examples 1 to 4. Accordingly, an adhesive layer may be efficiently formed on an optical display by a gel bonding, or solid bonding process as well as a wet bonding process. In addition, processability is excellent, yellowing mura, bubble generation, and the like may be suppressed, and mechanical properties may be improved while ensuring transparency and light transmission. [Description of Symbols]

[0203] 10: first substrate

[0204] 20: silicone composition

[0205] 30: functional film

[0206] 40: second substrate 100: optical device

Claims

[CLAIMS]

1. An optical device, comprising: a first substrate; a functional film formed on the first substrate; a second substrate formed on the functional film; and an adhesive part formed between the first and second substrates, wherein the adhesive part comprises a silicone composition comprising polysiloxane, and a tangent delta as a ratio between loss modulus and storage modulus , measured at 1 Hz by dynamic mechanical analysis, of a hardened product made of the silicone composition is 0.2 to 1.5.

2. The optical device according to claim 1, wherein the functional film is interposed between the first and second substrates by the adhesive part.

3. The optical device according to claim 1, wherein the optical device is a touch panel display for automobiles or a smart window system with glasses.

4. A method of manufacturing an optical device, the method comprising:1stdispensing a silicone composition containing polysiloxane on a first substrate;irradiating the silicone composition with UV energy of 500 mJ / cm2to 10,000 mJ / cm2using a 365 nm LED lamp; laminating a functional film on the silicone composition; and forming a second substrate with 2nddispensing of a silicone composition containing polysiloxane on the functional film, wherein a tangent delta, measured at 1 Hz by dynamic mechanical analysis, of a hardened product made of the silicone composition is 0.2 to 1.5.

5. The method according to claim 4, wherein, in the irradiating, the silicone composition is irradiated with the UV energy once.

6. The method according to claim 4, further comprising dispensing a silicone composition on the laminated functional film.

7. A silicone composition, comprising polysiloxane, wherein a tangent delta, the ratio between loss modulus and storage modulus, measured at 1 Hz by dynamic mechanical analysis, of a hardened product made of the silicone composition is 0.2 to 1.5.

8. The silicone composition according to claim 7, wherein a Shore 00 hardness, measuredaccording to DIN ISO 7619, of a cured product of the silicone composition is less than 20.

9. The silicone composition according to claim 7, wherein an elongation at break, measured according to DIN 53504, of a hardened product made of the silicone composition is 1,000 % or more.

10. The silicone composition according to claim 7, wherein a gel time of the silicone composition at 25 °C according to ASTM D4473 is 300 seconds or less.

11. The silicone composition according to claim 7, wherein a hardened product made of the silicone composition has a storage modulus and loss modulus of 1 x 103Pa to 1 x 105Pa.

12. The silicone composition according to claim 7, wherein a shear strength retention rate of the silicone composition measured according to Measurement Method 1 below is 90 % or more:[Measurement Method 1]1) On a glass substrate, the silicone composition is formed to a size of 25 mm x 25 mm and a thickness of 0.3 mm.2) The silicone composition is irradiated with UV energy of 500 mJ / cm2to 10,000 mJ / cm2using a 365 nm LED lamp, and a polycarbonate film is formed on the silicone composition.3) After having an open time of 30 seconds from a time of irradiation with the UV, a lapshear strength is measured at a rate of 300 mm / min at room temperature according to ASTM DI 002 to calculate a first shear strength.4) After having an open time of 120 seconds from a time of irradiation with the UV, a lap shear strength is measured by a same method as in 3) to calculate a second shear strength.5) A shear strength retention rate is calculated according to Equation 1 below:[Equation 1]Shear strength retention rate = (first shear strength / second shear strength) * 100 %.

13. The silicone composition according to claim 7, wherein the polysiloxane comprises: a first organopolysiloxane (a) comprising an alkenyl group at an end of a main chain thereof; a second organopolysiloxane (b) comprising a siloxane unit represented by SiO4 / 2; and a first organohydrogen polysiloxane (c) comprising one or more hydrogen groups bonded to a silicon atom and an aryl group having 6 to 20 carbon atoms.

14. The silicone composition according to claim 13, wherein the second organopolysiloxane comprises a siloxane unit represented by RifCRaSiOi^, Ri, R2 and R3 are each independently a substituted or unsubstituted monovalent hydrocarbon group, and at least one of Ri, R2 and R3 is an alkenyl group.

15. The silicone composition according to claim 13, wherein the polysiloxane comprises:% by weight to 98 % by weight of the first organopoly siloxane (a); % by weight to 50 % by weight of the second organopolysiloxane (b); and % by weight to 40 % by weight of the first organohydrogen poly siloxane (c).

Images