High-performance uv-cured oca adhesive and film

Abstract

This invention discloses a high-performance UV-curable OCA adhesive and film. The OCA adhesive comprises the following raw material components by weight: 80-120 parts of prepolymer, 0.01-1 parts of initiator, and 0.01-1 parts of additives. The prepolymer is obtained by mixing monomers and a prepolymer initiator and then carrying out a prepolymerization reaction under UV irradiation. The monomers include at least two of hard monomers, soft monomers, and functional monomers. This invention provides a high-performance UV-curable OCA adhesive and film. The film of this invention maintains high creep recovery and excellent bonding strength while taking into account high-temperature storage modulus (storage modulus > 30 kPa at 80°C). It has advantages such as wide applicability, high bonding strength to various materials, and good flexibility, and has good application prospects.

Description

Technical Field

[0001] This invention relates to the field of OCA adhesive materials, and particularly to a high-performance UV-curable OCA adhesive and film. Background Technology

[0002] OCA adhesive (Optically Clear Adhesive) is commonly used to bond various optical components and is one of the important raw materials for touch screens. It has wide applications in transparent device bonding, projection screen assembly, aerospace or military optical component assembly, display assembly, and lens assembly. Traditional UV-cured flexurally resistant OCA adhesive films struggle to maintain a high-temperature storage modulus greater than 30 kPa while simultaneously ensuring creep and bond strength. Summary of the Invention

[0003] The technical problem to be solved by the present invention is to provide a high-performance UV-curable OCA adhesive and film, which addresses the shortcomings of the prior art.

[0004] To solve the above-mentioned technical problems, the technical solution adopted by the present invention is: a high-performance UV-curable OCA adhesive, comprising the following raw material components by weight: 80-120 parts of prepolymer, 0.01-1 parts of initiator, and 0.01-1 parts of additives;

[0005] The prepolymer is obtained by mixing a monomer with a prepolymerization initiator and then carrying out a prepolymerization reaction under ultraviolet irradiation. The monomer includes at least two of hard monomers, soft monomers, and functional monomers.

[0006] Preferably, the hard monomer is selected from one or more of the following: methyl acrylate, isobornyl acrylate, vinyl acetate, styrene, acrylonitrile, and methyl methacrylate.

[0007] Preferably, the soft monomer is selected from one or more of the following: ethyl acrylate, butyl acrylate, 2-ethylhexyl acrylate, lauryl acrylate, and octyl acrylate.

[0008] Preferably, the functional monomer is selected from one or more of the following: acrylamide, hydroxyethyl acrylate, hydroxymethyl acrylamide, diacetone acrylamide, ethyl acetoacetate methacrylate, glycidyl methacrylate, dimethylaminoethyl methacrylate, and 4-hydroxybutyl acrylate.

[0009] Preferably, the prepolymer is prepared by the following method:

[0010] By weight, 60-80 parts of 2-ethylhexyl acrylate, 10-30 parts of 4-hydroxybutyl acrylate, 5-20 parts of octyl acrylate, and 0.02-0.1 parts of 2-hydroxy-cyclohexyl-phenyl ketone are mixed evenly and subjected to a prepolymerization reaction by irradiation with an ultraviolet lamp, absorbing 100-600 mJ of energy. After the reaction is completed, the prepolymer is obtained.

[0011] Preferably, the initiator is selected from one or more of the following: 2-hydroxy-cyclohexyl-phenyl ketone, (2,4,6-trimethylbenzoyl)diphenyl oxychloride, 2-methyl-1-(4-methylthiophenyl)-2-morpholino-1-propanone, and α,α-dimethyl-α-phenylacetophenone.

[0012] Preferably, the auxiliary agent is selected from: 1,6-hexanediol diacrylate, 1,3-butanediol diacrylate, 1,4-butanediol methyl diacrylate, etc. 230. One or more diethylene glycol diacrylates.

[0013] Preferably, the auxiliary agent is 230, one or both of 1,6-hexanediol diacrylate.

[0014] Preferably, the preparation method of the high-performance UV-curable OCA adhesive is as follows:

[0015] Mix 80-120 parts of prepolymer, 0.01-1 parts of initiator, and 0.01-1 parts of additives evenly to obtain the high-performance UV-curable OCA adhesive.

[0016] The present invention also provides a high-performance UV-curable OCA adhesive film, which is prepared by the following method: the high-performance UV-curable OCA adhesive described above is coated and irradiated with a UV lamp, and cured into a film after absorbing 5000-9000mJ of energy, thus obtaining the high-performance UV-curable OCA adhesive film.

[0017] The beneficial effects of this invention are:

[0018] This invention provides a high-performance UV-curable OCA adhesive and film. The film of this invention can maintain high creep recovery and excellent bonding strength while taking into account high-temperature storage modulus (storage modulus > 30 kPa at 80℃). It has the advantages of wide applicability, high bonding strength to a variety of materials, and good flexibility, and has a good application prospect. Detailed Implementation

[0019] The present invention will be further described in detail below with reference to embodiments, so that those skilled in the art can implement it based on the description.

[0020] It should be understood that terms such as “having,” “comprising,” and “including” as used herein do not exclude the presence or addition of one or more other elements or combinations thereof.

[0021] Unless otherwise specified, the experimental methods used in the following examples are conventional methods. Unless otherwise specified, the materials and reagents used in the following examples are commercially available. For examples where specific conditions are not specified, conventional conditions or conditions recommended by the manufacturer are followed. For reagents or instruments whose manufacturers are not specified, they are all commercially available products.

[0022] This invention provides a high-performance UV-curable OCA adhesive, comprising the following raw material components by weight: 80-120 parts of prepolymer, 0.01-1 parts of initiator, and 0.01-1 parts of additives;

[0023] The prepolymer is obtained by mixing a monomer with a prepolymer initiator and then carrying out a prepolymerization reaction under ultraviolet irradiation. The monomer includes at least two of hard monomers, soft monomers, and functional monomers.

[0024] In a preferred embodiment, the hard monomer is selected from one or more of the following: methyl acrylate, isobornyl acrylate, vinyl acetate, styrene, acrylonitrile, and methyl methacrylate.

[0025] In a preferred embodiment, the soft monomer is selected from one or more of the following: ethyl acrylate, butyl acrylate, 2-ethylhexyl acrylate, lauryl acrylate, and octyl acrylate.

[0026] In a preferred embodiment, the functional monomer is selected from one or more of the following: acrylamide, hydroxyethyl acrylate, hydroxymethylacrylamide, diacetone acrylamide, ethyl acetoacetate methacrylate, glycidyl methacrylate, dimethylaminoethyl methacrylate, and 4-hydroxybutyl acrylate.

[0027] In a preferred embodiment, the prepolymer is prepared by the following method:

[0028] By weight, 60-80 parts of 2-ethylhexyl acrylate, 10-30 parts of 4-hydroxybutyl acrylate, 5-20 parts of octyl acrylate, and 0.02-0.1 parts of 2-hydroxy-cyclohexyl-phenyl ketone are mixed evenly and subjected to a prepolymerization reaction by irradiation with an ultraviolet lamp, absorbing 100-600 mJ of energy. After the reaction is completed, a prepolymer is obtained.

[0029] In a preferred embodiment, the initiator is selected from one or more of the following: 2-hydroxy-cyclohexyl-phenyl ketone, (2,4,6-trimethylbenzoyl)diphenyl oxychloride, 2-methyl-1-(4-methylthiophenyl)-2-morpholino-1-propanone, and α,α-dimethyl-α-phenylacetophenone.

[0030] In a preferred embodiment, the additive is selected from: 1,6-hexanediol diacrylate, 1,3-butanediol diacrylate, 1,4-butanediol methyl diacrylate, 230. One or more diethylene glycol diacrylates.

[0031] In a preferred embodiment, the auxiliary agent is 230, one or two of 1,6-hexanediol diacrylate, and in a more preferred embodiment, the auxiliary agent is 230. Octyl acrylate (IOA) monomer is an isomer of 2-ethylhexyl acrylate. IOA has a longer molecule, which can provide a high modulus for later curing and film formation. 230 has a larger molecular weight compared to HDDA (1,6-hexanediol diacrylate), and it exhibits higher flexibility and elongation. When IOA is combined with... When combined with 230, the overall flexibility of the film is improved, and the film exhibits excellent performance. While improving the high temperature modulus, it also shows good advantages in adhesion.

[0032] In a preferred embodiment, the preparation method of the high-performance UV-curable OCA adhesive is as follows:

[0033] Mix 80-120 parts of prepolymer, 0.01-1 parts of initiator, and 0.01-1 parts of additives evenly to obtain a high-performance UV-curable OCA adhesive.

[0034] The present invention also provides a high-performance UV-curable OCA adhesive film, which is prepared by the following method: the above-mentioned high-performance UV-curable OCA adhesive is coated and irradiated with a UV lamp, and cured into a film after absorbing 5000-9000mJ of energy, thus obtaining the high-performance UV-curable OCA adhesive film.

[0035] The above is the overall concept of the present invention. Detailed embodiments and comparative examples are provided below to further illustrate the present invention.

[0036] Preparation of prepolymer 1:

[0037] By weight, 70 parts of 2-ethylhexyl acrylate (Shandong Chuangying Chemical Co., Ltd.), 20 parts of 4-hydroxybutyl acrylate (Hubei Kewode Chemical Co., Ltd.), 10 parts of octyl acrylate (KPX), and 0.05 parts of 2-hydroxy-cyclohexyl-phenyl ketone (Nantong Runfeng Petrochemical Co., Ltd.) were mixed evenly and subjected to a prepolymerization reaction by irradiation with an ultraviolet lamp to absorb 350 mJ of energy. After the reaction was completed, prepolymer 1 was obtained.

[0038] Preparation of prepolymer 2:

[0039] By weight, 80 parts of 2-ethylhexyl acrylate, 20 parts of 4-hydroxybutyl acrylate, and 0.05 parts of 2-hydroxy-cyclohexyl-phenyl ketone were mixed evenly and subjected to a prepolymerization reaction by irradiation with an ultraviolet lamp to absorb 350 mJ of energy. After the reaction was completed, prepolymer 2 was obtained.

[0040] Example 1

[0041] A high-performance UV-curable OCA adhesive film is prepared by the following method:

[0042] Take 100 parts by weight of prepolymer 1, add 0.1 parts of 1,6-hexanediol diacrylate (Jiangsu Bost Chemical Technology Co., Ltd.) and 0.03 parts of α,α-dimethyl-α-phenylacetophenone (Kunshan Shengan Biotechnology Co., Ltd.), mix evenly to obtain OCA adhesive;

[0043] The resulting OCA adhesive was coated and irradiated with ultraviolet light (10mw / cm). 2 After absorbing 7000mJ of energy, it is cured into a film to obtain the desired UV-curable adhesive film.

[0044] Example 2

[0045] A high-performance UV-curable OCA adhesive film is prepared by the following method:

[0046] Take 100 parts by weight of prepolymer 1 and add 0.03 parts of α,α-dimethyl-α-phenylacetophenone (Kunshan Shengan Biotechnology Co., Ltd.) and 0.06 parts of... 230 (Zhanxin Resin (China) Co., Ltd.), mix evenly to obtain OCA adhesive;

[0047] The resulting OCA adhesive was coated and irradiated with ultraviolet light (10mw / cm). 2 After absorbing 7000mJ of energy, it is cured into a film to obtain the desired UV-curable adhesive film.

[0048] Example 3

[0049] A high-performance UV-curable OCA adhesive film is prepared by the following method:

[0050] By weight, take 100 parts of prepolymer 1 and add 0.09 parts of α,α-dimethyl-α-phenylacetophenone (Kunshan Shengan Biotechnology Co., Ltd.) and 0.06 parts of... 230 (Zhanxin Resin (China) Co., Ltd.), mix evenly to obtain OCA adhesive;

[0051] The resulting OCA adhesive was coated and irradiated with ultraviolet light (10mw / cm). 2After absorbing 7000mJ of energy, it is cured into a film to obtain the desired UV-curable adhesive film.

[0052] Example 4

[0053] A high-performance UV-curable OCA adhesive film is prepared by the following method:

[0054] Take 100 parts by weight of prepolymer 1 and add 0.03 parts of α,α-dimethyl-α-phenylacetophenone (Kunshan Shengan Biotechnology Co., Ltd.) and 0.03 parts of... 230 (Zhanxin Resin (China) Co., Ltd.), mix evenly to obtain OCA adhesive;

[0055] The resulting OCA adhesive was coated and irradiated with ultraviolet light (10mw / cm). 2 After absorbing 7000mJ of energy, it is cured into a film to obtain the desired UV-curable adhesive film.

[0056] Example 5

[0057] A high-performance UV-curable OCA adhesive film is prepared by the following method:

[0058] Take 100 parts by weight of prepolymer 1, add 0.03 parts of α,α-dimethyl-α-phenylacetophenone (Kunshan Shengan Biotechnology Co., Ltd.) and 0.03 parts of 1,6-hexanediol diacrylate (Jiangsu Bost Chemical Technology Co., Ltd.), mix evenly to obtain OCA adhesive;

[0059] The resulting OCA adhesive was coated and irradiated with ultraviolet light (10mw / cm). 2 After absorbing 7000mJ of energy, it is cured into a film to obtain the desired UV-curable adhesive film.

[0060] Example 6

[0061] A high-performance UV-curable OCA adhesive film is prepared by the following method:

[0062] Take 100 parts by weight of prepolymer 1 and add 0.01 parts of α,α-dimethyl-α-phenylacetophenone (Kunshan Shengan Biotechnology Co., Ltd.) and 0.06 parts of... 230 (Zhanxin Resin (China) Co., Ltd.), mix evenly to obtain OCA adhesive;

[0063] The resulting OCA adhesive was coated and irradiated with ultraviolet light (10mw / cm). 2 After absorbing 7000mJ of energy, it is cured into a film to obtain the desired UV-curable adhesive film.

[0064] Comparative Example 1

[0065] A high-performance UV-curable OCA adhesive film is prepared by the following method:

[0066] By weight, take 100 parts of prepolymer 2 and add 0.03 parts of α,α-dimethyl-α-phenylacetophenone (Kunshan Shengan Biotechnology Co., Ltd.) and 0.06 parts of... 230 (Zhanxin Resin (China) Co., Ltd.), mix evenly to obtain OCA adhesive;

[0067] The resulting OCA adhesive was coated and irradiated with ultraviolet light (10mw / cm). 2 After absorbing 7000mJ of energy, it is cured into a film to obtain the desired UV-curable adhesive film.

[0068] Comparative Example 2

[0069] A high-performance UV-curable OCA adhesive film is prepared by the following method:

[0070] Take 100 parts by weight of prepolymer 2 and add 0.01 parts of α,α-dimethyl-α-phenylacetophenone (Kunshan Shengan Biotechnology Co., Ltd.) and 0.06 parts of... 230 (Zhanxin Resin (China) Co., Ltd.), mix evenly to obtain OCA adhesive;

[0071] The resulting OCA adhesive was coated and irradiated with ultraviolet light (10mw / cm). 2 After absorbing 7000mJ of energy, it is cured into a film to obtain the desired UV-curable adhesive film.

[0072] Comparative Example 3

[0073] A high-performance UV-curable OCA adhesive film is prepared by the following method:

[0074] Take 100 parts by weight of prepolymer 1 and add 0.01 parts of α,α-dimethyl-α-phenylacetophenone (Kunshan Shengan Biotechnology Co., Ltd.) and 0.1 parts of... 230 (Zhanxin Resin (China) Co., Ltd.), mix evenly to obtain OCA adhesive;

[0075] The resulting OCA adhesive was coated and irradiated with ultraviolet light (10mw / cm). 2 After absorbing 7000mJ of energy, it is cured into a film to obtain the desired UV-curable adhesive film.

[0076] Comparative Example 4

[0077] A high-performance UV-curable OCA adhesive film is prepared by the following method:

[0078] Take 100 parts by weight of prepolymer 1 and add 0.1 parts of α,α-dimethyl-α-phenylacetophenone (Kunshan Shengan Biotechnology Co., Ltd.) and 0.1 parts of... 230 (Zhanxin Resin (China) Co., Ltd.), mix evenly to obtain OCA adhesive;

[0079] The resulting OCA adhesive was coated and irradiated with ultraviolet light (10mw / cm). 2 After absorbing 7000mJ of energy, it is cured into a film to obtain the desired UV-curable adhesive film.

[0080] Comparative Example 5

[0081] A high-performance UV-curable OCA adhesive film is prepared by the following method:

[0082] Take 100 parts by weight of prepolymer 1 and add 0.1 parts of α,α-dimethyl-α-phenylacetophenone (Kunshan Shengan Biotechnology Co., Ltd.) and 0.02 parts of... 230 (Zhanxin Resin (China) Co., Ltd.), mix evenly to obtain OCA adhesive;

[0083] The resulting OCA adhesive was coated and irradiated with ultraviolet light (10mw / cm). 2 After absorbing 7000mJ of energy, it is cured into a film to obtain the desired UV-curable adhesive film.

[0084] The adhesive films prepared in Examples 1-6 and Comparative Examples 1-5 were subjected to relevant performance tests, as shown in Table 1 below. The relevant test methods referenced relevant standards such as ASTM D3330 and ASTM D2094. The films exhibited high adhesion to different substrates, high high-temperature (80°C) modulus, and high creep recovery.

[0085] Table 1

[0086]

[0087] Among them, RT-20min / SUS / gf represents the peel force on the steel plate for 20 minutes at room temperature, RT-20min / POL / gf represents the peel force on POL for 20 minutes at room temperature, and RT-20min / CPI / gf represents the peel force on CPI for 20 minutes at room temperature.

[0088] As can be seen from the test results in Table 1, the adhesive films of Examples 1-6 showed high adhesion to different materials, and had low Tg, high high temperature (80℃) modulus, and high RT creep recovery ratio.

[0089] Based on the test results in Table 1, comparing Example 1 and Example 2, due to the ratio of 1,6-hexanediol diacrylate... The short molecular chains of 230 result in smaller overall molecules and less intermolecular slippage during film formation and curing, leading to a harder film with a high-temperature modulus of less than 30 kPa.

[0090] Compared with Example 2, when α,α-dimethyl-α-phenylacetophenone was added, the overall molecular size of Example 3 was smaller and the high-temperature modulus was reduced.

[0091] Comparing Example 4 with Example 2, when When the amount of 230 is halved, its adhesive film bonding performance is significantly reduced;

[0092] Compared with Comparative Example 1, Example 2 shows that the addition of octyl acrylate significantly improves the relevant properties of the OCA film.

[0093] Although the embodiments of the present invention have been disclosed above, they are not limited to the applications listed in the specification and embodiments. They can be applied to various fields suitable for the present invention. For those skilled in the art, other modifications can be easily made. Therefore, without departing from the general concept defined by the claims and their equivalents, the present invention is not limited to the specific details.

Claims

1. A high-performance UV-curable OCA adhesive, characterized in that, It includes the following raw material components by weight: 80-120 parts prepolymer, 0.03-0.09 parts initiator, and additives; The prepolymer was prepared by the following method: By weight, 60-80 parts of 2-ethylhexyl acrylate, 10-30 parts of 4-hydroxybutyl acrylate, 5-20 parts of octyl acrylate, and 0.02-0.1 parts of 2-hydroxy-cyclohexyl-phenyl ketone are mixed evenly and subjected to a prepolymerization reaction by irradiation with an ultraviolet lamp, absorbing 100-600 mJ of energy. After the reaction is completed, the prepolymer is obtained. The additive is 0.03-0.1 parts by weight of 1,6-hexanediol diacrylate or 0.03-0.06 parts by weight of EBECRYL®230.

2. The high-performance UV-curable OCA adhesive according to claim 1, characterized in that, The initiator is selected from one or more of the following: 2-hydroxy-cyclohexyl-phenyl ketone, (2,4,6-trimethylbenzoyl)diphenyl oxychloride, 2-methyl-1-(4-methylthiophenyl)-2-morpholine-1-propanone, and α,α-dimethyl-α-phenylacetophenone.

3. The high-performance UV-curable OCA adhesive according to claim 1, characterized in that, Its preparation method is as follows: Mix 80-120 parts of prepolymer, 0.03-0.09 parts of initiator, and additives evenly to obtain the high-performance UV-curable OCA adhesive.

4. A high-performance UV-curable OCA adhesive film, characterized in that, It is prepared by the following method: the high-performance UV-curable OCA adhesive as described in any one of claims 1-3 is coated and irradiated with a UV lamp, and cured into a film after absorbing 5000-9000mJ of energy, thus obtaining the high-performance UV-curable OCA adhesive film.

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