OCR optical adhesive enduring low temperature of -55°c, and production method and application of the same
The -55 °C OCR optical adhesive, composed of specific silicone components, addresses the issue of peeling and defects in conventional adhesives by enhancing mechanical and optical performance at ultra-low temperatures.
Patent Information
- Application Number
- JP2023212537
- Authority / Receiving Office
- JP · JP
- Patent Type
- Applications
- Current Assignee / Owner
- Priority Date
- 2023-07-22
- Filing Date
- 2023-12-15
- Publication Date
- 2025-02-03
- Estimated Expiration
- 2043-12-15
AI Technical Summary
Conventional OCR optical adhesives fail to maintain mechanical strength and optical performance at ultra-low temperatures below -50 °C, often peeling off and exhibiting defects like bubbles and cracks, which are unsuitable for high-precision applications.
A -55 °C OCR optical adhesive is formulated using vinyl silicone oil, silicone degenerative polyester resin, catalyst, hydrogen-containing silicone oil, and other assistants, with a specific component ratio and structure to enhance mechanical and optical performance.
The adhesive maintains excellent mechanical strength, shear strength, and optical performance at -55 °C or lower, reducing defects and ensuring reliability in extreme conditions.
Smart Images

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Abstract
Description
[Technical field]
[0001] The present application relates to the field of optical adhesives, and more particularly to an OCR optical adhesive that can withstand temperatures as low as -55°C, and its manufacturing method and applications. [Background technology]
[0002] With the development of electronic information science and technology, display technology plays an important role in the interaction experience between electronic products and users. However, the display itself is fragile, and usually a protective cover plate needs to be attached to the outside of the display, and optical lamination technology is needed in the process. However, the traditional frame lamination technology has disadvantages such as low resolution, glare in strong light, and low touch sensitivity, so it is gradually replaced by optical display full lamination technology in the market.
[0003] The optical display full lamination technology on the market generally uses liquid optical adhesive (OCR) to fill between the LCD display and the protective cover plate, and then adheres the LCD display and the protective cover plate. Currently, most of the conventional OCR optical adhesives on the market can only be stored and used at -40℃, and in fields that require long-term use at -50℃ or below (such as the military industry), conventional OCR optical adhesives suffer from defects such as peeling, bubbles, and cracks, making it difficult to meet the strict usage requirements of high-level, precise, and cutting-edge fields. Summary of the Invention [Problem to be solved by the invention]
[0004] In order to solve the problem that conventional OCR optical adhesives are prone to defects such as peeling, bubbles, and cracks when used in an environment below -50℃, this application provides an OCR optical adhesive that can withstand low temperatures of -55℃, as well as its manufacturing method and application. [Means for solving the problem]
[0005] The OCR (Optical Clear Resin) of the present application is a type of optical adhesive, and since the adhesive is liquid, it is also called an optical liquid adhesive, an optical aqueous adhesive, or a LOCA.
[0006] In a first aspect, the present application provides an OCR optical adhesive that can withstand temperatures as low as -55°C, and uses the following technical solutions:
[0007] OCR optical adhesive that can withstand temperatures as low as -55℃ Vinyl silicone oil 20-40 parts, Silicone modified polyester resin 10 to 30 parts, Catalyst 2 to 1000 ppm, and A component A containing 0.1 to 1 parts by weight of a raw material of an inhibitor; 10 to 40 parts of hydrogen-containing silicone oil, 5 to 20 parts of vinyl silicone resin, and and component B, which contains 0.1 to 5 parts by weight of other auxiliary materials.
[0008] By using the above technical solution and adding silicone modified polyester resin to component A, the manufactured OCR optical adhesive can maintain excellent mechanical and optical performance at temperatures below -50°C. The above OCR optical adhesive is used for display bonding, and can effectively improve the use reliability of products at ultra-low temperatures, and is applicable to high-level, precise and cutting-edge fields such as the military industry.
[0009] The mass ratio of the A component to the B component is preferably 1 to 1.5:1, more preferably 1 to 1.2:1, and even more preferably about 1:1.
[0010] Preferably, the A component is Vinyl silicone oil 25-40 parts, Silicone modified polyester resin 10-25 parts, Catalyst 15-1000 ppm, and The raw material contains 0.2 to 0.8 parts by weight of inhibitor.
[0011] More preferably, the A component is Vinyl silicone oil 30-40 parts, Silicone modified polyester resin 10 to 20 parts, Catalyst 15-100 ppm, and The raw material contains 0.3 to 0.6 parts by weight of inhibitor.
[0012] Preferably, the B component is 20 to 35 parts of hydrogen-containing silicone oil, 5 to 20 parts of vinyl silicone resin, and The raw material contains 1 to 5 parts by weight of other auxiliary agents.
[0013] More preferably, the B component is 30 to 35 parts of hydrogen-containing silicone oil, 8 to 15 parts of vinyl silicone resin, and The raw material contains 3 to 5 parts by weight of other auxiliary agents.
[0014] Preferably, the viscosity of the A component at 25°C is 100 to 10,000 mPa·s, and the viscosity of the B component at 25°C is 100 to 10,000 mPa·s.
[0015] By using the above technical solution, component A and component B can be mixed uniformly, and the prepared OCR optical adhesive that can withstand low temperatures of -55°C has higher fluidity and ductility when applied to adhesive coating, and the adhesive coating is uniform.
[0016] JPEG2025016411000001.jpg45144
[0017] By using the above technical solution, the OCR optical adhesive prepared can have excellent properties such as shear strength, pull-out strength, breaking elongation, adhesive strength, etc.
[0018] Preferably, the viscosity of the vinyl silicone oil in component A at 25°C is 5000 to 15000 mPa·s, more preferably 8000 to 12000 mPa·s, including, but not limited to, 8000 mPa·s, 8500 mPa·s, 9000 mPa·s, 9500 mPa·s, 10000 mPa·s, 10500 mPa·s, 11000 mPa·s, 11500 mPa·s, 12000 mPa·s, etc.
[0019] Preferably, the vinyl group content of the vinyl silicone oil in Component A is 0.010 to 0.050 mmol / g, more preferably 0.020 to 0.040 mmol / g, including, but not limited to, 0.020 mmol / g, 0.025 mmol / g, 0.030 mmol / g, 0.035 mmol / g, 0.040 mmol / g, etc.
[0020] JPEG2025016411000002.jpg192157
[0021] The ratio of the numbers of the repeating unit structures I, II and III is preferably 1:6-12:2-5, and more preferably 1:8-11:4-5.
[0022] By using the above technical solution, the structure of the silicone modified polyester resin is nonlinear hybridization, which can reduce the influence of the symmetric structure of the conventional OCR optical adhesive material, and effectively reduce the glass transition temperature (Tg point) of the OCR optical adhesive, so that the produced OCR optical adhesive maintains excellent mechanical strength and optical performance at temperatures below -55°C.
[0023] Preferably, the silicone-modified polyester resin in the component A is produced by a step of mixing a polyhydric organic alcohol, a hydroxyl silicone oil, and a polyhydric organic acid, and reacting them to obtain the silicone-modified polyester resin.
[0024] When a polyhydric organic alcohol is partially substituted with hydroxyl silicone oil, which is then reacted with a polyhydric organic acid to cause an esterification reaction, and a siloxane chain segment is introduced into a polyester resin, the resulting silicone-modified polyester resin can be used in an optical pressure sensitive adhesive, which significantly improves flexibility at ultra-low temperatures and has a glass transition temperature of -55°C or lower.
[0025] Preferably, the method for producing the silicone-modified polyester resin includes the steps of mixing a polyhydric organic alcohol and a hydroxyl silicone oil, and then adding a polyhydric organic acid to react with each other to obtain the silicone-modified polyester resin.
[0026] Preferably, the temperature at which the polyhydric organic alcohol and the hydroxyl silicone oil are mixed is 50 to 80°C, more preferably 60 to 70°C, and the mixing time is 0.5 to 2 hours, more preferably 1 to 2 hours.
[0027] Preferably, the temperature at which the polyvalent organic acid is added and reacted is 150 to 180° C., more preferably 160 to 170° C., and the reaction time is 2 to 5 hours, more preferably 2 to 3 hours.
[0028] Preferably, the molar ratio of the polyhydric organic alcohol to the hydroxyl silicone oil is 1:4.0-5.0, more preferably 1:4.0-4.5, including but not limited to 1:4.0, 1:4.2, 1:4.5, etc.
[0029] Preferably, the molar ratio of the polyhydric organic acid to the hydroxyl silicone oil is 2.0-3.0:1, more preferably 2.0-2.4:1, including but not limited to 2.0:1, 2.2:1, 2.4:1, and the like.
[0030] Preferably, the polyhydric organic alcohol comprises one of pentylene glycol, ethylene glycol, 2-propylene glycol, 1,4-butylene glycol, 1,6-hexylene glycol, and 1,10-decylene glycol;
[0031] Preferably, the polyhydric organic acid comprises one of adipic acid, glutaric acid, oxalic acid, glutamic acid, and aspartic acid;
[0032] JPEG2025016411000003.jpg63156
[0033] By using the above material and utilizing the asymmetry of the hydroxyl group and the ester group, and the nonlinear hybridization of the polyester resin structure, the symmetry of the silicone-modified polyester resin produced can be reduced, and the symmetry effect of the OCR optical adhesive can be further reduced, and the Tg point of the OCR optical adhesive can be lowered, so that the OCR optical adhesive can maintain excellent mechanical and optical performance at temperatures below -50°C.
[0034] Preferably, in the component A, the catalyst comprises any one or a combination of at least two of chloroplatinic acid, Karstedt platinum catalyst, and Willing platinum catalyst;
[0035] In the component A, the inhibitor includes any one or a combination of at least two of an acetylene alcohol inhibitor, a vinylcyclohexene inhibitor, a polyvinyl silicone oil, and a maleic acid ester inhibitor.
[0036] The above technical solution can promote stable curing and molding of OCR optical adhesive, and the above inhibitor can suppress the vinyl silicone oil and silicone modified polyester resin from reacting with other auxiliary components during the storage process of component A, thereby ensuring that the OCR optical adhesive produced by the reaction of components A and B maintains excellent mechanical and optical properties. Here, the Willing platinum catalyst is a complex of chloroplatinic acid and divinyltetramethyldisiloxane.
[0037] JPEG2025016411000004.jpg52157
[0038] By using the above technical solution, it can be uniformly compatible with component A, and the produced OCR optical adhesive has excellent ductility and mechanical properties such as excellent adhesive strength, shear strength, and breaking elongation, and is more preferably R 7 , R 8 is a methyl group or an ethyl group.
[0039] Preferably, in the B component, the vinyl silicone resin comprises one or a combination of more than one of MQ vinyl silicone resin, MT vinyl silicone resin, MDT vinyl silicone resin, and MTQ vinyl silicone resin.
[0040] The above technical solution can be used to achieve uniform compatibility with hydrogen-containing silicone oil and other auxiliary agents, as well as with the vinyl silicone oil of component A, and can improve the dispersion uniformity of components A and B. As a result, the OCR optical adhesive produced has excellent processing properties such as dispersibility and ductility, and is easy to apply and process.
[0041] Here, M is a monofunctional siloxane chain unit (R 3 SiO 1 / 2 , M chain unit), and D is a difunctional siloxane chain unit (R 2 SiO 2 / 2 , D chain unit), and T is a trifunctional siloxane chain unit (R 1 SiO 3 / 2 , T chain unit), and Q is a tetrafunctional siloxane chain unit (SiO 4 / 2 , Q chain unit).
[0042] A vinyl group can be introduced into any of the above M chain unit, D chain unit, T chain unit and Q chain unit.
[0043] Thus, an MQ vinyl silicone resin is a silicone resin obtained by polycondensation of a Q chain unit and a vinyl group-containing M chain unit, or a silicone resin obtained by polycondensation of an M chain unit and a vinyl group-containing Q chain unit, or a silicone resin obtained by polycondensation of a vinyl group-containing Q chain unit and a vinyl group-containing M chain unit.
[0044] An MT vinyl silicone resin is a silicone resin obtained by polycondensation of a T chain unit and a vinyl group-containing M chain unit, or a silicone resin obtained by polycondensation of an M chain unit and a vinyl group-containing T chain unit, or a silicone resin obtained by polycondensation of a vinyl group-containing T chain unit and a vinyl group-containing M chain unit.
[0045] The MDT vinyl silicone resin is a silicone resin formed by polycondensation of a D chain unit, a T chain unit, and a vinyl group-containing M chain unit, or a silicone resin formed by polycondensation of an M chain unit, a D chain unit, and a vinyl group-containing T chain unit, or a silicone resin formed by polycondensation of an M chain unit, a T chain unit, and a vinyl group-containing D chain unit, or a silicone resin formed by polycondensation of a D chain unit, a vinyl group-containing M chain unit, and a vinyl group-containing T chain unit, or a silicone resin formed by polycondensation of an M chain unit, a vinyl group-containing T chain unit, and a vinyl group-containing D chain unit, or a silicone resin formed by polycondensation of a T chain unit, a vinyl group-containing D chain unit, and a vinyl group-containing M chain unit, or a silicone resin formed by polycondensation of a vinyl group-containing T chain unit, a vinyl group-containing D chain unit, and a vinyl group-containing M chain unit.
[0046] The MTQ vinyl silicone resin is a silicone resin formed by polycondensation of a T chain unit, a Q chain unit, and a vinyl group-containing M chain unit, or a silicone resin formed by polycondensation of a T chain unit, an M chain unit, and a vinyl group-containing Q chain unit, or a silicone resin formed by polycondensation of an M chain unit, a Q chain unit, and a vinyl group-containing T chain unit, or a silicone resin formed by polycondensation of a Q chain unit, a vinyl group-containing M chain unit, and a vinyl group-containing T chain unit, or a silicone resin formed by polycondensation of an M chain unit, a vinyl group-containing T chain unit, and a vinyl group-containing Q chain unit, or a silicone resin formed by polycondensation of a T chain unit, a vinyl group-containing Q chain unit, and a vinyl group-containing M chain unit, or a silicone resin formed by polycondensation of a vinyl group-containing T chain unit, a vinyl group-containing Q chain unit, and a vinyl group-containing M chain unit.
[0047] Preferably, in the component B, the viscosity of the vinyl silicone oil at 25°C is 2000 to 8000 mPa·s, more preferably 4000 to 7000 mPa·s, including, but not limited to, 4000 mPa·s, 4500 mPa·s, 5000 mPa·s, 5500 mPa·s, 6000 mPa·s, 6500 mPa·s, 7000 mPa·s, etc.
[0048] Preferably, in the B component, the vinyl group content of the vinyl silicone oil is 0.20 to 0.60 mmol / g, more preferably 0.30 to 0.50 mmol / g, including, but not limited to, 0.30 mmol / g, 0.35 mmol / g, 0.40 mmol / g, 0.45 mmol / g, 0.50 mmol / g, etc.
[0049] Preferably, in said component B, the other auxiliary agent includes one or a combination of a plurality of methyl silicone oil, silicone oil having a hydroxyl group at the end, silicone oil having a hydroxyl group at the end and at the side chain, silicone oil having a hydroxyl group at the side chain, MQ hydroxyl silicone resin, MT hydroxyl silicone resin, MDT hydroxyl silicone resin, and MTQ hydroxyl silicone resin.
[0050] The above technical solution can adjust the viscosity, improve the leveling property of the liquid adhesive, improve the compatibility of the A component and the B component, and help improve the mechanical performance of the OCR optical adhesive that can withstand low temperatures of -55℃.
[0051] Here, M is a monofunctional siloxane chain unit (R 3 SiO 1 / 2 , M chain unit), and D is a difunctional siloxane chain unit (R 2 SiO 2 / 2 , D chain unit), and T is a trifunctional siloxane chain unit (R 1 SiO 3 / 2 , T chain unit), and Q is a tetrafunctional siloxane chain unit (SiO 4 / 2 , Q chain unit).
[0052] A hydroxyl group can be introduced into any of the above M chain unit, D chain unit, T chain unit and Q chain unit.
[0053] Therefore, an MQ hydroxyl silicone resin is a silicone resin obtained by polycondensation of a Q chain unit and a hydroxyl group-containing M chain unit, or a silicone resin obtained by polycondensation of an M chain unit and a hydroxyl group-containing Q chain unit, or a silicone resin obtained by polycondensation of a hydroxyl group-containing Q chain unit and a hydroxyl group-containing M chain unit.
[0054] The MT hydroxyl silicone resin is a silicone resin obtained by polycondensation of a T chain unit and a hydroxyl group-containing M chain unit, or a silicone resin obtained by polycondensation of an M chain unit and a hydroxyl group-containing T chain unit, or a silicone resin obtained by polycondensation of a hydroxyl group-containing T chain unit and a hydroxyl group-containing M chain unit.
[0055] The MDT hydroxyl silicone resin is a silicone resin formed by polycondensation of a D-chain unit, a T-chain unit, and a hydroxyl-containing M-chain unit, or a silicone resin formed by polycondensation of an M-chain unit, a D-chain unit, and a hydroxyl-containing T-chain unit, or a silicone resin formed by polycondensation of an M-chain unit, a T-chain unit, and a hydroxyl-containing D-chain unit, or a silicone resin formed by polycondensation of a D-chain unit, a hydroxyl-containing M-chain unit, and a hydroxyl-containing T-chain unit, or a silicone resin formed by polycondensation of an M-chain unit, a hydroxyl-containing T-chain unit, and a hydroxyl-containing D-chain unit, or a silicone resin formed by polycondensation of a T-chain unit, a hydroxyl-containing D-chain unit, and a hydroxyl-containing M-chain unit, or a silicone resin formed by polycondensation of a hydroxyl-containing T-chain unit, a hydroxyl-containing D-chain unit, and a hydroxyl-containing M-chain unit.
[0056] The MTQ hydroxyl silicone resin is a silicone resin formed by polycondensation of a T chain unit, a Q chain unit, and a hydroxyl group-containing M chain unit, or a silicone resin formed by polycondensation of a T chain unit, an M chain unit, and a hydroxyl group-containing Q chain unit, or a silicone resin formed by polycondensation of an M chain unit, a Q chain unit, and a hydroxyl group-containing T chain unit, or a silicone resin formed by polycondensation of a Q chain unit, a hydroxyl group-containing M chain unit, and a hydroxyl group-containing T chain unit, or a silicone resin formed by polycondensation of an M chain unit, a hydroxyl group-containing T chain unit, and a hydroxyl group-containing Q chain unit, or a silicone resin formed by polycondensation of a T chain unit, a hydroxyl group-containing Q chain unit, and a hydroxyl group-containing M chain unit, or a silicone resin formed by polycondensation of a hydroxyl group-containing T chain unit, a hydroxyl group-containing Q chain unit, and a hydroxyl group-containing M chain unit.
[0057] In a second aspect, the present application provides a manufacturing method for an OCR optical adhesive that can withstand a low temperature of -55°C, and uses the following technical solutions:
[0058] The manufacturing method for OCR optical adhesive that can withstand temperatures as low as -55℃ is as follows: The method includes the steps of: mixing raw materials of component A to obtain component A; mixing raw materials of component B to obtain component B; and mixing components A and B in a weight ratio of 1:1 to obtain the optical adhesive capable of withstanding a low temperature of -55°C; Preferably, the preparation of component A includes mixing, by weight, vinyl silicone oil, silicone modified polyester resin, catalyst, and inhibitor, followed by stirring, filtering, and degassing to obtain component A; Preferably, in producing component B, the hydrogen-containing silicone oil, the vinyl silicone resin, and other auxiliaries are mixed in parts by weight, then stirred, filtered, and degassed to obtain component B.
[0059] By using the above technical solution, component A and component B are degassed during the manufacturing process, respectively, so that the phenomenon of air bubbles being mixed into the optical adhesive obtained by mixing the two components can be reduced, and the optical adhesive layer obtained by applying and curing the adhesive is free of air bubbles, which is likely to burst in a low temperature environment and thus affects the performance of the OCR optical adhesive.
[0060] Preferably, during the vacuum stirring process of components A and B, the stirring rotation speed is 400 to 800 rpm. Low-speed stirring can disperse the materials uniformly and reduce the phenomenon of air bubbles being mixed in due to stirring being too fast.
[0061] In a third aspect, the present application provides an application of an OCR optical adhesive that can withstand a low temperature of -55°C in a liquid crystal display, and uses the following technical solutions:
[0062] The application of the OCR optical adhesive capable of withstanding temperatures as low as -55°C in liquid crystal displays is characterized in that the OCR optical adhesive capable of withstanding temperatures as low as -55°C is the OCR optical adhesive capable of withstanding temperatures as low as -55°C described in the first embodiment, or the OCR optical adhesive capable of withstanding temperatures as low as -55°C manufactured by the manufacturing method described in the second embodiment.
[0063] Preferably, the application of the OCR optical adhesive capable of withstanding a low temperature of -55°C in the liquid crystal display includes the steps of applying the OCR optical adhesive between a first substrate and a second substrate, and adhering the first substrate and the second substrate after curing, wherein the first substrate and the second substrate are independently selected from one of a liquid crystal panel, a touch panel, a glass panel, a PET (polyethylene terephthalate) film, a PP (polypropylene) film, and a TPU (thermoplastic polyurethane) film.
[0064] Preferably, the adhesive application method of the OCR optical adhesive that can withstand a low temperature of -55°C includes at least one of spot application, slit application, stencil printing, and adhesive injection.
[0065] Preferably, the adhesive application method of the OCR optical adhesive that can withstand a low temperature of -55°C is a spot application method, which specifically includes the steps of spotting the adhesive on the surfaces of a first substrate and a second substrate, respectively, bonding the first substrate and the second substrate on which the adhesive has been spotted, and curing the adhesive.
[0066] Preferably, the adhesive application method of the OCR optical adhesive that can withstand low temperatures of -55°C is adhesive injection, in which the OCR optical adhesive that can withstand low temperatures of -55°C is injected into the cavity between the first substrate and the second substrate and then cured.
[0067] Preferably, the method further comprises a process of removing excess residual adhesive after the curing step.
[0068] Preferably, the first substrate is a touch panel, the second substrate is a liquid crystal, and the application is to apply an OCR optical adhesive that can withstand a low temperature of -55°C between the touch panel and the liquid crystal, pre-curing the adhesive, then removing the overflowing cured residual adhesive, leaving it to stand, completely curing, and further processing it to manufacture a liquid crystal display; Preferably, the adhesive application method of the above-mentioned -55°C low-temperature resistant OCR optical adhesive can be a spotting method or an adhesive injection method, in which the spotting method is to spot the adhesive on the surface of the liquid crystal in a fishbone or double Y pattern, and then apply the drainage adhesive in the same pattern on the adhesive surface of the touch panel, and then bond them under atmospheric pressure. After pre-curing, the overflowing pre-cured residual adhesive is removed, and then the adhesive is left to stand for complete curing.
[0069] The adhesive injection method is to directly inject an OCR optical adhesive that can withstand low temperatures of -55°C into the cavity formed between the touch panel and the liquid crystal, and after a certain amount is injected, place it flat and leave it to uniformly level the OCR adhesive, and after pre-curing, remove the overflowed pre-cured residual adhesive, and leave it to fully cure. Here, the pre-curing temperature is 45-80°C and the treatment time is 5-30 minutes, and more preferably, the pre-curing temperature is 55-65°C and the treatment time is 13-25 minutes. The above pre-curing conditions can start and accelerate the curing of the optical adhesive, and the optical adhesive is fully cured when left to rest later. Effect of the Invention
[0070] In summary, the present application has the following beneficial effects: 1. This application uses silicone modified polyester resin and introduces silicone into the synthetic raw material of silicone modified polyester resin. Through the asymmetry of hydroxyl and ester groups and the structural nonlinear hybridization of hydroxyl and silicone oil, the Tg point of OCR optical adhesive is lowered, so that the OCR optical adhesive maintains excellent mechanical strength and optical performance at temperatures below -55℃. 2. In the synthesis of polyester resin, hydroxyl silicone oil is added, and silicone is grafted onto polyester resin. Through the asymmetry between hydroxyl and ester groups and the nonlinear hybridization of polyester resin structure, the Tg point of OCR adhesive is lowered, and the low temperature resistance of OCR adhesive is improved. [Brief description of the drawings]
[0071] [Figure 1] FIG. 3 is a DMA diagram of the OCR optical adhesive produced in Example 1 of the present application. [Diagram 2] FIG. 3 is a DMA diagram of the OCR optical adhesive produced in Example 2 of the present application. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS
[0072] The present invention will be described in more detail below with reference to FIGS. 1 and 2 and examples.
[0073] For the sources of raw materials in the following examples and comparative examples of this application, please refer to Table 1 below. The sources of raw materials in the table are all specifically selected to support the raw materials in the examples and comparative examples. In the process of actually manufacturing OCR optical adhesives that can withstand low temperatures of -55°C for testing, the sources of raw materials are not limited to the model numbers of the manufacturers listed below, and the non-limited raw materials are common raw materials in this field.
[0074] JPEG2025016411000005.jpg154163
[0075] Silicone-modified polyester resin manufacturing example Manufacturing Example 1 The organosilicone modified polyester resin was prepared by the following steps. 90.12g of 1,4-butylene glycol and 1318.80g of hydroxyl silicone oil were mixed and reacted at 70°C for 1 hour. Then, 1350.33g of adipic acid was added and the temperature was raised to 160°C and reacted for 3 hours to obtain a silicone modified polyester resin.
[0076] Manufacturing Examples 2-3 The differences between Production Examples 2 and 3 and Production Example 1 are the types of materials and the amounts used. See Table 2 below for details.
[0077] JPEG2025016411000006.jpg95153
[0078] Comparative Manufacturing Example 1 The organosilicone modified polyester resin was prepared by the following steps. 90.12g of 1,4-butylene glycol and 1350.33g of adipic acid were mixed and reacted at 160°C for 3 hours. After the reaction was completed, a polyester resin was obtained. Then, 1318.80g of hydroxyl silicone oil was added and mixed to produce a silicone-polyester resin mixture.
[0079] Working Example Example 1 The OCR optical adhesive that can withstand temperatures as low as -55°C was manufactured through the following steps. To produce component A, 39.5 g of vinyl silicone oil, 10 g of the silicone-modified polyester resin produced in Production Example 1, 1.5 mg of platinum catalyst (chloroplatinic acid), and 0.5 g of inhibitor (ethynylcyclohexanol) were mixed and stirred at a rotation speed of 600 rpm, followed by filtration and degassing to produce component A. To produce component B, 35 g of hydrogen-containing silicone oil, 10 g of vinyl silicone resin, and 5 g of methyl silicone oil were mixed and stirred at a rotation speed of 600 rpm, followed by filtration and degassing to produce component B. To manufacture an OCR optical adhesive that can withstand temperatures as low as -55℃, component A and component B were mixed in a weight ratio of 1:1 when in use to manufacture an OCR optical adhesive that can withstand temperatures as low as -55℃.
[0080] Examples 2 to 5 Examples 2 to 5 differ from Example 1 in the amounts and types of raw materials used. See Table 3 below for details.
[0081] JPEG2025016411000007.jpg243161
[0082] Comparative Example Comparative Example 1 In this comparative example, an OCR optical adhesive was produced. The difference from Example 1 above is that no silicone-modified polyester resin was added to component A, i.e., the silicone-modified polyester resin was replaced with the same amount of vinyl silicone oil. The other components and production process were the same as those of Example 1.
[0083] Comparative Example 2 In this comparative example, an OCR optical adhesive was produced, and the difference from the above-mentioned Example 1 was that the vinyl silicone resin in the component B was replaced with the same amount of vinyl silicone oil.
[0084] Comparative Example 3 In this comparative example, an OCR optical adhesive was produced, and the difference from the above Example 1 was that the silicone modified polyester resin in Example 1 was replaced with the same amount of a commercially available silicone polyester resin (Shin-Etsu KR-5235).
[0085] Comparative Example 4 In this comparative example, an OCR optical adhesive was produced, and the difference from the above-mentioned Example 1 was that the silicone-modified polyester resin in Example 1 was replaced with the same amount of the silicone-polyester resin mixture produced in the comparative production example 1.
[0086] Performance Inspection Test The OCR optical adhesives capable of withstanding temperatures as low as -55°C produced in Examples 1 to 5 and Comparative Examples 1 to 4 were cured to prepare samples (component A and component B were mixed in a mass ratio of 1:1, pre-cured at 60°C for 20 minutes, and then allowed to stand until completely cured). Tests were then conducted on the light transmittance, haze, shear strength, pull-out strength, elongation at break, and resistance to yellowing due to deterioration. The test methods and test results are as follows:
[0087] (1) Detection method / test method (1) The light transmittance and haze are measured in accordance with the haze meter method in the national standard "GB / T 2410-2008 Measurement of Light Transmittance and Haze of Transparent Plastics." (2) The shear strength and pull-out strength are measured in accordance with the national standard "GB / T 7124-2008 Determination of tensile and shear strength of adhesives." (3) The breaking elongation is measured in accordance with the national standard "GB / T 1701-2001 Determination of breaking elongation of hard rubber". (4) Regarding the ability to resist yellowing due to deterioration, the OCR optical adhesive manufactured to withstand low temperatures of -55°C was aged for 2000 hours at a temperature of 90°C, and then the yellowing b value of the optical adhesive after aging was measured in accordance with the national standard "GB / T 7921-2008". (5) Regarding the glass transition temperature, the glass transition temperature (Tg) was measured using a DMA instrument with a US TA instrument model number of HR20, and the measurement temperature was −85° C. to 105° C., the heating rate was 3 K / min, the frequency was 1 Hz, and the strain amplitude was 20 μm.
[0088] In the measurements of items (1) and (4) above, the measurement process first involves measuring the light transmittance, haze, and aging the transparent glass to which the OCR optical adhesive needs to be applied, and using the measurement data as the measurement values of the glass blank sample. The cured OCR optical adhesive is then measured and processed together with the transparent glass, and the actual value of the measured sample is calculated as (measurement values of glass and optical adhesive - measurement values of glass blank sample).
[0089] JPEG2025016411000008.jpg92159
[0090] As can be seen from the above measurement results, the present application uses a synthesized silicone-modified polyester resin, which, when added to an optical adhesive, can lower the Tg point of the OCR optical adhesive, so that the OCR optical adhesive meets the usage requirements of -55°C or less and maintains excellent mechanical strength and optical performance.
[0091] Compared with Example 1, the OCR optical adhesive of Comparative Example 1 does not use silicone modified polyester resin, and the breaking elongation rate increases, but its Tg point increases significantly (-40.2 ° C), and the flexibility at ultra-low temperatures is insufficient, and it becomes glassy at -50 ° C, and the OCR optical adhesive is prone to defects such as peeling, bubbles, and cracks. Comparative Example 3 uses a commercially available silicone polyester resin to manufacture an OCR optical adhesive, and Comparative Example 4 uses the silicone-polyester resin mixture manufactured in Comparative Example 1 to manufacture an OCR optical adhesive. The Tg points of Comparative Examples 3 and 4 all increase significantly, and the present application improves the effect of the symmetric structure of the conventional OCR optical adhesive by reacting hydroxyl silicone oil with polyhydric organic alcohol and polyhydric organic acid, and the asymmetricity of the hydroxyl group and the ester group and the structural nonlinear hybridization of the polyester resin can improve the Tg point of the OCR optical adhesive, thereby showing that the OCR optical adhesive can maintain excellent mechanical strength and optical performance even at temperatures below -55 ° C.
[0092] In addition, in the OCR optical adhesive of Comparative Example 2, component B does not use vinyl silicone resin, and the mechanical properties of the produced optical adhesive are reduced, such as shear strength and elongation at break. In contrast, in the present application, hydrogen-containing silicone oil and vinyl silicone resin are mixed to form the base material of component B, and when mixed with component A, it can be uniformly compatible with the vinyl silicone oil in component A. As a result, the produced OCR optical adhesive has excellent mechanical properties such as shear strength and elongation at break, and can meet the usage requirements of -55°C or below.
[0093] The specific examples are merely for the purpose of illustrating the present application and are not intended to limit the present application. Those skilled in the art may make amendments to the examples as necessary without making any creative contribution after reading this specification, but any amendments within the scope of the claims of the present application shall be protected by the Patent Law.
Claims
1. 20 to 40 parts vinyl silicone oil, Silicone modified polyester resin 10 to 30 parts, 2 to 1000 ppm of catalyst, and an A component including 0.1 to 1 parts by weight of a raw material of an inhibitor; 10 to 40 parts of hydrogen-containing silicone oil, 5 to 20 parts vinyl silicone resin, and and component B, which contains 0.1 to 5 parts by weight of other auxiliary materials.
2. The OCR optical adhesive according to claim 1, characterized in that the viscosity of the A component at 25°C is 100 to 10,000 mPa·s, and the viscosity of the B component at 25°C is 100 to 10,000 mPa·s.
3.
4.
5.
6. In the component A, the catalyst includes any one or a combination of at least two of chloroplatinic acid, Karstedt platinum catalyst, and Willing platinum catalyst, The OCR optical adhesive according to claim 1, characterized in that the inhibitor in component A includes any one or a combination of at least two of an acetylene alcohol inhibitor, a vinylcyclohexene inhibitor, a polyvinyl silicone oil, and a maleic acid ester inhibitor.
7.
8. In the component B, the vinyl silicone resin includes one or a combination of a plurality of MQ vinyl silicone resins, MT vinyl silicone resins, MDT vinyl silicone resins, and MTQ vinyl silicone resins; The OCR optical adhesive according to claim 1, characterized in that in component B, other auxiliary agents include one or a combination of a plurality of methyl silicone oil, silicone oil having a hydroxyl group at the end, silicone oil having a hydroxyl group at the end and in the side chain, silicone oil having a hydroxyl group at the side chain, MQ hydroxyl silicone resin, MT hydroxyl silicone resin, MDT hydroxyl silicone resin, and MTQ hydroxyl silicone resin.
9. A method for producing the OCR optical pressure-sensitive adhesive according to any one of claims 1 to 8, which is resistant to a low temperature of -55°C, The method includes the steps of: mixing raw materials of component A to obtain component A; mixing raw materials of component B to obtain component B; and mixing components A and B in a weight ratio of 1:1 to obtain the OCR optical adhesive capable of withstanding a low temperature of -55°C; To produce component A, the vinyl silicone oil, silicone modified polyester resin, catalyst, and inhibitor are mixed in parts by weight, then stirred, filtered, and degassed to obtain component A. The method for producing an optical pressure sensitive adhesive resistant to a low temperature of -55°C according to any one of claims 1 to 8, characterized in that in producing component B, hydrogen-containing silicone oil, vinyl silicone resin, and other auxiliaries are mixed in parts by weight, followed by stirring, filtering, and degassing to obtain component B.
10. An application of an OCR optical adhesive that can withstand temperatures as low as -55°C in a liquid crystal display, characterized in that the OCR optical adhesive that can withstand temperatures as low as -55°C is an OCR optical adhesive that can withstand temperatures as low as -55°C as described in any one of claims 1 to 8.
Citation Information
Patent Citations
Adhesives with improved chemical resistance and curable silicone compositions for preparing adhesives
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