WO2024045376A1 - 紫外光固化胶黏剂原胶、紫外光固化胶黏剂 - Google Patents

紫外光固化胶黏剂原胶、紫外光固化胶黏剂 Download PDF

Info

Publication number
WO2024045376A1
WO2024045376A1 PCT/CN2022/134941 CN2022134941W WO2024045376A1 WO 2024045376 A1 WO2024045376 A1 WO 2024045376A1 CN 2022134941 W CN2022134941 W CN 2022134941W WO 2024045376 A1 WO2024045376 A1 WO 2024045376A1
Authority
WO
WIPO (PCT)
Prior art keywords
parts
curable adhesive
acrylate
monomer
methacrylate
Prior art date
Application number
PCT/CN2022/134941
Other languages
English (en)
French (fr)
Inventor
金闯
张自豪
徐启航
Original Assignee
江苏斯迪克新材料科技股份有限公司
太仓斯迪克新材料科技有限公司
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by 江苏斯迪克新材料科技股份有限公司, 太仓斯迪克新材料科技有限公司 filed Critical 江苏斯迪克新材料科技股份有限公司
Publication of WO2024045376A1 publication Critical patent/WO2024045376A1/zh

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J4/00Adhesives based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; adhesives, based on monomers of macromolecular compounds of groups C09J183/00 - C09J183/16
    • C09J4/06Organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond in combination with a macromolecular compound other than an unsaturated polymer of groups C09J159/00 - C09J187/00
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J11/00Features of adhesives not provided for in group C09J9/00, e.g. additives
    • C09J11/02Non-macromolecular additives
    • C09J11/06Non-macromolecular additives organic

Definitions

  • the invention relates to the field of adhesives, and in particular to an ultraviolet light curing adhesive raw glue and an ultraviolet light curing adhesive.
  • UV-curable adhesives are widely used in various industries because they do not require heating and high-temperature curing and can be cured by ultraviolet rays at room temperature.
  • most of the UV-curing adhesives currently used outdoors do not have UV-shielding functions. In the sun, the materials bonded by the adhesives are easily affected by UV rays and damaged.
  • the first object of the present invention is to provide a UV-curable adhesive original glue, which includes the following raw materials by weight:
  • the remaining weight is the solvent added during the liquid phase polymerization reaction.
  • the acrylic monomer is a mixture of soft monomers, hard monomers and functional monomers.
  • the mass ratio between the soft monomer, the hard monomer and the functional monomer is (5-10): (2-4): (1-3).
  • the soft monomer is at least one of n-octyl acrylate, butyl acrylate, ethyl acrylate, isooctyl acrylate and methacrylate long-chain monomers.
  • the long-chain methacrylate monomer is at least one of isooctyl methacrylate, lauryl methacrylate and myristyl methacrylate.
  • the hard monomer is at least one of acrylic acid, methyl acrylate, methacrylic acid, methyl methacrylate, n-butyl methacrylate and ethyl methacrylate.
  • the functional monomer is at least one of acrylamide, hydroxyethyl acrylate, hydroxypropyl acrylate and isobornyl acrylate.
  • the second object of the present invention is to provide a UV-curable adhesive that includes the UV-curable adhesive original glue as mentioned above, and also includes the following relative to 100 parts by weight of the UV-curable adhesive original glue. Ingredients by weight:
  • thermal curing agent 0.5-3 parts of UV shielding agent, 1-4 parts of photocurable monomer, 0.1-2 parts of photoinitiator, 0.1-2 parts of light stabilizer, 0.01-0.1 part of silane coupling agent.
  • the mass ratio of the photoinitiator to the light stabilizer is 1: (0.2-5).
  • the ultraviolet shielding agent is a benzophenone ultraviolet absorber or a benzotriazole ultraviolet absorber.
  • the present invention provides a UV-curable adhesive original glue
  • the adhesive includes the following parts by weight of raw materials: 40-60 parts by weight of acrylic monomer; initiator 0.1-1 part; catalyst 0.1-1 part; UV modifier 0.1-1 part; polymerization inhibitor 0.1-1 part; the remaining weight is the solvent added in the liquid phase polymerization reaction.
  • the invention also provides an ultraviolet light curing adhesive.
  • the adhesive formed by the raw glue of the present invention can significantly block ultraviolet light below the 400nm band while maintaining high visible light transmittance.
  • the invention relates to a UV-curable adhesive original glue, which includes the following raw materials in parts by weight:
  • the remaining weight is the solvent added during the liquid phase polymerization reaction.
  • the original glue of the present invention has a UV shielding function, which can avoid the problem of slipping or even falling off when used outdoors for a long time.
  • the acrylic monomer is a mixture of soft monomers, hard monomers and functional monomers.
  • the mass ratio between soft monomers, hard monomers and functional monomers is (5-10): (2-4): (1-3).
  • UV modifier can be any common UV modifier in the art.
  • the soft monomer is at least one of n-octyl acrylate, butyl acrylate, ethyl acrylate, isooctyl acrylate, and long-chain methacrylate monomers; wherein, long-chain methacrylate The carbon chain length in the monomer is more than 8 C.
  • the long-chain methacrylate monomer is at least one of isooctyl methacrylate, lauryl methacrylate, and myristyl methacrylate.
  • the hard monomers are acrylic acid, methyl acrylate, methacrylic acid, methyl methacrylate, n-butyl methacrylate and ethyl methacrylate. at least one of them.
  • the functional monomer is at least one of acrylamide, hydroxyethyl acrylate, hydroxypropyl acrylate, and isobornyl acrylate.
  • the initiator can be any initiator known in the art.
  • the initiator in order to ensure the performance of the adhesive, is an organic peroxide, and its reactivity at 60-80°C should not be too high.
  • the preparation method of UV-curable adhesive original glue in the present invention specifically includes the following steps:
  • Step 1 Add the soft monomer, functional monomer and hard monomer into the reaction vessel, and stir for more than 20 minutes at >60°C, 120r/min to obtain mixture A;
  • the soft monomer is isooctyl acrylate
  • the functional monomer is hydroxyethyl acrylate, isobornyl acrylate, and acrylamide
  • the hard monomer is methyl acrylate.
  • the soft monomer, hard monomer and functional monomer can be one corresponding monomer or a mixture of multiple corresponding monomers.
  • Step 2 Add the initiator dibenzoyl peroxide to mixture A, and react with reflux at boiling temperature for 1 hour to obtain mixture B;
  • Step 3 Add the initiator dibenzoyl peroxide to mixture B and continue the reaction for 1.5 hours to obtain mixture C;
  • Step 4 Add the initiator dibenzoyl peroxide to mixture C and continue the reaction for 2.5 hours to obtain mixture D;
  • Step 5 Add polymerization inhibitor to mixture D, isolate the air, stir in a closed system for ten minutes, then add UV modifier and catalyst in sequence, and graft at 50°C for 8 hours to obtain UV curable adhesive original glue.
  • the invention also relates to a UV-curable adhesive, which includes the following raw materials in parts by weight:
  • UV curable adhesive 100 parts of the above UV curable adhesive original glue, 0.05-0.1 parts of heat curing agent, 0.5-3 parts of UV shielding agent, 1-4 parts of photocurable monomer, 0.1-2 parts of photoinitiator, 0.1 part of light stabilizer -2 parts, 0.01-0.1 parts of silane coupling agent; the UV-curable adhesive prepared thereby can significantly block UV light below the 400nm band while maintaining high visible light transmittance; and this adhesive must be prepared before UV curing
  • the modulus is low and the initial tack is high, so it can bond materials more firmly before UV curing; and the modulus increases greatly after UV curing, thus reducing the risk that the bonded parts may become damaged when used outdoors for a long time.
  • the resulting relative slippage or even falling off can also reduce possible rebound blistering between components and rubber surfaces.
  • the mass ratio of the photoinitiator to the light stabilizer is 1: (0.2-5). Research has found that when the mass ratio of photoinitiator to light stabilizer is less than 1:0.2, the product will turn obviously yellow (b value>1); when the mass ratio of photoinitiator to light stabilizer is greater than 1:5, UV curing will occur. influence, resulting in the inability to increase the modulus after UV and decreasing the deformation resistance.
  • weight parts of raw materials below are specifically calculated based on the dry glue ratio after removing the solvent.
  • the thermal curing agent may be any thermal curing agent in the art.
  • the thermal curing agent is an isocyanate curing agent, including aliphatic polyisocyanate addition of hexamethylene diisocyanate, biuret polyisocyanate, and (hydrogenated) xylylene diisocyanate. At least one of toluene diisocyanate, m-xylylene diisocyanate, diphenylmethane diisocyanate, etc.
  • the UV shielding agent is a benzophenone UV absorber or a benzotriazole UV absorber.
  • the UV shielding agent when the UV shielding agent is a benzophenone type UV absorber, it can specifically be 2,4-dihydroxybenzophenone/2,4-dihydroxybenzophenone (UV-0/BP-1), 2,2'-Hydroxy-4-methoxybenzophenone/2,2-dihydroxy-4-methoxybenzophenone (UV-24/BP-8), etc.
  • the UV shielding agent is benzotrian
  • the azole ultraviolet absorber when used, it may specifically be 2-(2'-hydroxy-5'-methylphenyl)benzotriazole (UV-P), etc.
  • UV shielding agents will affect the transmittance of light in the visible band and make the adhesive appear yellow to a certain extent; the selection of UV shielding agents needs to be adjusted according to actual needs.
  • the photocurable monomer in order to ensure the curing effect, can use an acrylate reactive diluent with more than two functional groups, that is, a cross-linking monomer; a typical bifunctional diluent is diethylene glycol diacrylate ( DEGDA), triethylene glycol diacrylate (TEGDA), etc. Typical trifunctional diluents include trimethylolpropane triacrylate (TMPTA), pentaerythritol triacrylate (PETA), etc.
  • a typical bifunctional diluent is diethylene glycol diacrylate ( DEGDA), triethylene glycol diacrylate (TEGDA), etc.
  • Typical trifunctional diluents include trimethylolpropane triacrylate (TMPTA), pentaerythritol triacrylate (PETA), etc.
  • the UV-cured adhesive can achieve a higher modulus increase, thereby reducing the relative slippage that may occur when the bonded parts are used outdoors for a long time. It can also reduce the rebound and blistering that may occur on parts and rubber surfaces. Using different types of photocurable monomers can result in significant differences in modulus changes.
  • the photoinitiator in order to ensure the initiation efficiency, is a free radical cleavage type photoinitiator, such as 2,4,6-trimethylbenzoyl (TPO), 1-hydroxycyclohexylphenyl. Methyl ketone (photoinitiator 184), benzophenone (BP), 2-hydroxy-2methyl-phenylacetone-1 (1173) and other high-efficiency photoinitiators with certain absorption capabilities.
  • TPO 2,4,6-trimethylbenzoyl
  • Methyl ketone photoinitiator 184
  • benzophenone BP
  • 2-hydroxy-2methyl-phenylacetone-1 1173
  • the light stabilizer in order to ensure the UV resistance of the adhesive, is a common commercially available product, such as light stabilizer 2020, light stabilizer 1130, light stabilizer 119, etc.
  • the silane coupling agent may be vinyltriethoxysilane, vinyltrimethoxysilane, vinyltris( ⁇ -methoxysilane). Ethoxy)silane, etc.
  • the invention also relates to a preparation method of ultraviolet curable adhesive, which specifically includes the following steps:
  • UV-curable adhesive original glue 100 parts with 0.1 part of TDI (toluene diisocyanate), 1 part of UV-24, 1 part of DEGDA (diethylene glycol diacrylate), 0.1 part of vinyl triethoxysilane and Mix 1.5 parts of 2,4,6-trimethylbenzoyl (TPO) and 0.3 parts of light stabilizer 1130 and stir evenly. After degassing, apply a 100um film and then cure it in a 70°C oven for 1 day to obtain UV curing. Adhesive.
  • UV-curable adhesive original glue 100 parts of UV-curable adhesive original glue with 0.1 part of TDI (toluene diisocyanate), 1 part of UV-24, 1 part of pentaerythritol triacrylate (PETA), 0.1 part of vinyl triethoxysilane, 1 part of TPO Mix with 1 part of light stabilizer 119 and stir evenly. After degassing, apply a 100um adhesive film, and then mature it in a 70°C oven for 1 day to obtain a UV-curable adhesive.
  • TDI toluene diisocyanate
  • PETA pentaerythritol triacrylate
  • vinyl triethoxysilane 1 part of TPO Mix with 1 part of light stabilizer 119 and stir evenly. After degassing, apply a 100um adhesive film, and then mature it in a 70°C oven for 1 day to obtain a UV-curable adhesive.
  • BPO initiator dibenzoyl peroxide
  • BPO initiator dibenzoyl peroxide
  • MEHQ p-hydroxyanisole
  • UV-curable adhesive original glue 100 parts with 0.1 part of TDI (toluene diisocyanate), 1 part of UV-0, 2 parts of TEGDA (triethylene glycol diacrylate), 0.1 part of vinyl triethoxysilane, Mix 0.5 parts of 1-hydroxycyclohexyl phenyl ketone (photoinitiator 184) and 2 parts of light stabilizer 1130 and stir evenly. After degassing, apply a 100um film, and then mature it in a 70°C oven for 1 day to obtain ultraviolet light. Cured adhesive.
  • UV-curable adhesive original glue 100 parts with 0.1 parts of TDI (toluene diisocyanate), 0.5 parts of UV-P ultraviolet absorber (high-efficiency ultraviolet absorber of benzotriazole type), 2 parts of pentaerythritol triacrylate (PETA) ), 0.1 part of vinyl triethoxysilane, 1.5 part of 2,4,6-trimethylbenzoyl (TPO) and 0.3 part of light stabilizer 1130, mix and stir evenly, defoam and apply a 100um film, and then Aged in a 70°C oven for 1 day to obtain a UV-curable adhesive.
  • TDI toluene diisocyanate
  • UV-P ultraviolet absorber high-efficiency ultraviolet absorber of benzotriazole type
  • PETA pentaerythritol triacrylate
  • TPO 2,4,6-trimethylbenzoyl
  • UV-curable adhesive original glue 100 parts of UV-curable adhesive original glue with 0.1 part of TDI (toluene diisocyanate), 1 part of UV-24, 1 part of pentaerythritol triacrylate (PETA), 0.1 part of vinyl triethoxysilane, 1 part of TPO Mix with 1 part of light stabilizer 1130 and stir evenly. After degassing, apply a 100um adhesive film, and then mature it in a 70°C oven for 1 day to obtain a UV-curable adhesive.
  • TDI toluene diisocyanate
  • PETA pentaerythritol triacrylate
  • vinyl triethoxysilane 1 part of TPO Mix with 1 part of light stabilizer 1130 and stir evenly. After degassing, apply a 100um adhesive film, and then mature it in a 70°C oven for 1 day to obtain a UV-curable adhesive.
  • UV modifier ((2-isocyanatoethyl) acrylate)
  • 0.1 part respectively.
  • UV-curable adhesive original glue 100 parts of UV-curable adhesive original glue with 0.1 part of TDI (toluene diisocyanate), 1 part of UV-24, 1 part of pentaerythritol triacrylate (PETA), 0.1 part of vinyl triethoxysilane, 1 part of TPO Mix with 1 part of light stabilizer 1130 and stir evenly. After degassing, apply a 100um adhesive film, and then mature it in a 70°C oven for 1 day to obtain a UV-curable adhesive.
  • TDI toluene diisocyanate
  • PETA pentaerythritol triacrylate
  • vinyl triethoxysilane 1 part of TPO Mix with 1 part of light stabilizer 1130 and stir evenly. After degassing, apply a 100um adhesive film, and then mature it in a 70°C oven for 1 day to obtain a UV-curable adhesive.
  • UV modifier ((2-isocyanatoethyl) acrylate)
  • 0.1 part respectively.
  • UV-curable adhesive original glue 100 parts of UV-curable adhesive original glue with 0.1 part of TDI (toluene diisocyanate), 1 part of UV-24, 1 part of pentaerythritol triacrylate (PETA), 0.1 part of vinyl triethoxysilane, 1 part of TPO Mix with 1 part of light stabilizer 1130 and stir evenly. After degassing, apply a 100um adhesive film, and then mature it in a 70°C oven for 1 day to obtain a UV-curable adhesive.
  • TDI toluene diisocyanate
  • PETA pentaerythritol triacrylate
  • vinyl triethoxysilane 1 part of TPO Mix with 1 part of light stabilizer 1130 and stir evenly. After degassing, apply a 100um adhesive film, and then mature it in a 70°C oven for 1 day to obtain a UV-curable adhesive.
  • UV-curable adhesive original glue 100 parts with 0.1 parts of TDI (toluene diisocyanate), 0.5 parts of UV-P ultraviolet absorber (high-efficiency ultraviolet absorber of benzotriazole type), 2 parts of pentaerythritol triacrylate (PETA) ), 0.1 parts of vinyl triethoxysilane, 0.5 parts of 2,4,6-trimethylbenzoyl (TPO) and 5 parts of light stabilizer 1130, mix and stir evenly, defoam and apply a 100um film, and then Aged in a 70°C oven for 1 day to obtain a UV-curable adhesive.
  • TDI toluene diisocyanate
  • UV-P ultraviolet absorber high-efficiency ultraviolet absorber of benzotriazole type
  • PETA pentaerythritol triacrylate
  • TPO 2,4,6-trimethylbenzoyl
  • UV-curable adhesive original glue 100 parts with 0.1 parts of TDI (toluene diisocyanate), 0.5 parts of UV-P ultraviolet absorber (high-efficiency ultraviolet absorber of benzotriazole type), 2 parts of pentaerythritol triacrylate (PETA) ), 0.1 part of vinyl triethoxysilane, 1.5 part of 2,4,6-trimethylbenzoyl (TPO), mix and stir evenly, defoam and apply a 100um film, and then mature it in a 70°C oven for 1 day , to obtain UV-curable adhesive.
  • TDI toluene diisocyanate
  • UV-P ultraviolet absorber high-efficiency ultraviolet absorber of benzotriazole type
  • PETA pentaerythritol triacrylate
  • TPO 2,4,6-trimethylbenzoyl
  • test performance of the solution of the present invention satisfies:
  • the light transmittance at a wavelength of 380nm is ⁇ 2%, reflecting the product's excellent UV blocking performance; the light transmittance at a wavelength of 420nm is >95%, and the product has little impact on the visible band transmittance; b value is ⁇ 1, the The color of the product is small; the peeling force to the glass plate after UV curing is >2000gf, and it has high viscosity when bonded; the normal temperature storage modulus after UV curing is >300kpa, and there is at least a 100kPa increase in modulus compared to before UV curing ; When the mass ratio of photoinitiator to light stabilizer is 1: (0.2-5), the obtained adhesive has a good b value and UV shielding effect.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Adhesives Or Adhesive Processes (AREA)

Abstract

本发明提供一种紫外光固化胶黏剂原胶,胶黏剂包括以下重量份的原料:丙烯酸类单体40-60份;引发剂0.1-1份;催化剂0.1-1份;紫外改性剂0.1-1份;阻聚剂0.1-1份;剩余重量为液相聚合反应中添加的溶剂。本发明还提供了一种紫外光固化胶黏剂。通过本发明的原胶形成的胶黏剂可以在保持高可见光透过率的同时,大幅阻隔400nm波段以下的紫外光。

Description

紫外光固化胶黏剂原胶、紫外光固化胶黏剂 技术领域
本发明涉及胶黏剂领域,尤其涉及一种紫外光固化胶黏剂原胶、紫外光固化胶黏剂。
背景技术
高分子胶粘剂被广泛地用于粘结物质,随着科技的进步,胶黏剂已发展成为生活用品、电子产品等不可或缺的产品。紫外光固化胶粘剂因其不需要加热高温固化,能够在常温下通过紫外线固化,而被广泛应用于各个行业中。然而,目前在户外使用的紫外固化胶黏剂大多不具备紫外屏蔽功能,在阳光下,受胶粘剂粘接的物质易受紫外线影响而受损伤。
如此需要现有的胶黏剂的成分进行改进,设计出一种有着高强度的粘接能力、紫外屏蔽能力、抗形变能力的新型的紫外光固化胶黏剂。
发明内容
为了克服现有技术的不足,本发明的第一个目的是提供一种紫外光固化胶黏剂原胶,所述原胶包括以下重量份的原料:
Figure PCTCN2022134941-appb-000001
剩余重量为液相聚合反应中添加的溶剂。
优选地,所述丙烯酸类单体为软单体、硬单体和功能单体的混合物。
优选地,所述软单体、硬单体与功能单体之间的质量比在(5-10):(2-4):(1-3)。
优选地,所述软单体为丙烯酸正辛酯、丙烯酸丁酯、丙烯酸乙酯、丙烯酸异辛酯和甲基丙烯酸酯长链单体中的至少一种。
优选地,所述甲基丙烯酸酯长链单体为甲基丙烯酸异辛酯、甲基丙烯酸月桂酯以及甲基丙烯酸十四酯中的至少一种。
优选地,所述硬单体为丙烯酸、丙烯酸甲酯、甲基丙烯酸、甲基丙烯酸甲酯、甲基丙烯酸正丁酯和甲基丙烯酸乙酯中的至少一种。
优选地,所述功能单体为丙烯酰胺、丙烯酸羟乙酯、丙烯酸羟丙酯以及丙烯酸异冰片酯中的至少一种。
本发明的第二个目的是提供一种包括如上所述的紫外光固化胶黏剂原胶的紫外光固化胶黏剂,相对于100重量份的紫外光固化胶黏剂原胶,还包括以下重量份的原料:
热固化剂0.05-0.1份,紫外屏蔽剂0.5-3份,光固化单体1-4份,光引发剂0.1-2份,光稳定剂0.1-2份,硅烷偶联剂0.01-0.1份。
优选地,所述光引发剂与光稳定剂质量比为1:(0.2-5)。
优选地,所述紫外屏蔽剂为二苯甲酮类紫外线吸收剂或苯并三唑类紫外线吸收剂。
相比现有技术,本发明的有益效果在于:本发明提供一种紫外光固化胶黏剂原胶,所述胶黏剂包括以下重量份的原料:丙烯酸类单体40-60份;引发剂0.1-1份;催化剂0.1-1份;紫外改性剂0.1-1份;阻聚剂0.1-1份;剩余重量为液相聚合反应中添加的溶剂。本发明还提供了一种紫外光固化胶黏剂。通过本发明的原胶形成的胶黏剂可以在保持高可见光透过率的同时,大幅阻隔400nm波段以下的紫外光。
本上述说明仅是本发明技术方案的概述,为了能够更清楚了解本发明的技术手段,并可依照说明书的内容予以实施,以下以本发明的较佳实施例详 细说明如后。本发明的具体实施方式由以下实施例详细给出。
具体实施方式
下面,结合具体实施方式,对本发明做进一步描述,需要说明的是,在不相冲突的前提下,以下描述的各实施例之间或各技术特征之间可以任意组合形成新的实施例。
现有的在户外使用的紫外固化胶黏剂大多不具备紫外屏蔽功能,在阳光下,受胶粘剂粘接的物质易受紫外线影响而受损伤;另外,现有的紫外固化后胶粘剂在户外长期使用中会面临滑移甚至脱落的问题。本发明涉及一种紫外光固化胶黏剂原胶,该原胶包括以下重量份的原料:
Figure PCTCN2022134941-appb-000002
剩余重量为液相聚合反应中添加的溶剂。本发明的原胶具备紫外屏蔽功能,可避免户外长期使用面临滑移甚至脱落的问题。
为了提升最终原胶的综合性能,在一些实施例中,丙烯酸类单体为软单体、硬单体和功能单体的混合物。
为了获取更好的综合性能,在一些实施例中,软单体、硬单体与功能单体之间的质量比在(5-10):(2-4):(1-3)。
应当理解,紫外改性剂可为现有技术中任意常见的紫外改性剂。
在一些实施例中,软单体为丙烯酸正辛酯、丙烯酸丁酯、丙烯酸乙酯、丙烯酸异辛酯和甲基丙烯酸酯长链单体中的至少一种;其中,甲基丙烯酸酯长链单体中的碳链长度在8个C以上。在一些实施例中,甲基丙烯酸酯长链单体为甲基丙烯酸异辛酯、甲基丙烯酸月桂酯以及甲基丙烯酸十四酯中的至少一种。
为了保证最终原胶的强度、硬度等性能,在一些实施例中,硬单体为丙烯酸、丙烯酸甲酯、甲基丙烯酸、甲基丙烯酸甲酯、甲基丙烯酸正丁酯和甲基丙烯酸乙酯中的至少一种。
为了贴合最终原胶的功能性,在一些实施例中,功能单体为丙烯酰胺、丙烯酸羟乙酯、丙烯酸羟丙酯以及丙烯酸异冰片酯中的至少一种。
引发剂可为现有技术中的任意引发剂。在一些实施例中,为了保证胶黏剂的性能,引发剂为有机过氧化物,其在60-80℃时的反应活性不宜过高。
本发明中紫外光固化胶黏剂原胶的制备方法,具体包括以下步骤:
步骤一:将软单体、功能单体以及硬单体加入反应容器中,并在>60℃,120r/min的条件下进行搅拌20min以上,得到混合物A;
在一些实施例中,软单体为丙烯酸异辛酯,功能单体为丙烯酸羟乙酯、丙烯酸异冰片酯、丙烯酰胺,硬单体为丙烯酸甲酯。
应当理解,软单体、硬单体、功能单体可为一种相应单体或多种相应单体的混合。
步骤二:在混合物A中加入引发剂过氧化二苯甲酰,在沸腾温度回流反应1h,得到混合物B;
步骤三:在混合物B中加入引发剂过氧化二苯甲酰,继续反应1.5h,得到混合物C;
步骤四:在混合物C中加入引发剂过氧化二苯甲酰,继续反应2.5h,得到混合物D;
步骤五:在混合物D中加入阻聚剂,隔绝空气,在密闭体系中搅拌十分钟,而后依次加入紫外改性剂与催化剂,在50℃下低温接枝8h,得到紫外光固化胶粘剂原胶。
本发明还涉及一种紫外光固化胶黏剂,包括以下重量份的原料:
如上的紫外光固化胶黏剂原胶100份,热固化剂0.05-0.1份,紫外屏蔽剂0.5-3份,光固化单体1-4份,光引发剂0.1-2份,光稳定剂0.1-2份, 硅烷偶联剂0.01-0.1份;由此制备的紫外光固化胶黏剂可在保持高可见光透过率的同时,大幅阻隔400nm波段以下的紫外光;并且此胶粘剂在紫外固化前模量较低,初黏较高,故可在紫外固化前较为牢固地粘接物质;而在紫外固化后模量有较大的提升,从而减少受粘结的部件在室外长期使用时可能会产生的相对滑移甚至脱落,同时也能减少部件与胶面可能产生的回弹起泡现象。
在一些实施例中,为了平衡胶黏剂的耐紫外性能和紫外固化反应这一对矛盾点,光引发剂与光稳定剂质量比为1:(0.2-5)。研究发现,当光引发剂和光稳定剂质量比小于1:0.2时,产品会明显发黄(b值>1);当光引发剂和光稳定剂质量比大于1:5时,会对紫外固化产生影响,从而造成UV后模量无法提升,抗形变能力下降。
应当理解,所谓以下重量份的原料具体以去除溶剂后的干胶比计算。
应当理解,热固化剂可为任意现有技术中的热固化剂。在一些实施例中,为了保证固化效果,热固化剂为异氰酸酯类固化剂,包括六亚甲基二异氰酸酯、缩二脲多异氰酸酯、(氢化)苯二甲基二异氰酸酯的脂肪族聚异氰酸酯加成物、甲苯二异氰酸酯、间苯二甲基异氰酸酯、二苯基甲烷二异氰酸酯等中的至少一种。
为了保证最终胶黏剂的紫外屏蔽效果,在一些实施例中,紫外屏蔽剂为二苯甲酮类紫外线吸收剂或苯并三唑类紫外线吸收剂。具体地,紫外屏蔽剂为二苯甲酮类紫外线吸收剂时,具体可为2,4-二羟基二苯甲酮/2,4-二羟基苯甲酮(UV-0/BP-1),2,2'-羟基-4-甲氧基二苯甲酮/2,2-二羟基-4-甲氧基苯甲酮(UV-24/BP-8)等,紫外屏蔽剂为苯并三唑类紫外线吸收剂时,具体可为2-(2'-羟基-5'-甲基苯基)苯并三氮唑(UV-P)等。
应当理解,部分紫外屏蔽剂会影响可见波段光的透过率,并使胶黏剂显现一定程度的黄色;紫外屏蔽剂的选择需要根据实际需求调整。
在一些实施例中,为了保证固化效果,光固化单体可选用双官能团以上 的丙烯酸酯类活性稀释剂,即交联单体;典型的双官能团类稀释剂有二乙二醇二丙烯酸酯(DEGDA),三乙二醇二丙烯酸酯(TEGDA)等,典型的三官能团类稀释剂有三羟甲基丙烷三丙烯酸酯(TMPTA),季戊四醇三丙烯酸酯(PETA)等。通过添加一定量的光固化单体如交联单体,以使紫外固化后的胶黏剂实现较高的模量抬升,从而减少受粘结的部件在室外长期使用时可能会产生的相对滑移甚至脱落,同时也能减少部件与胶面可能产生的回弹起泡现象。使用不同种类的光固化单体会使模量的变化有显著差异。
在一些实施例中,为了保证引发效率,光引发剂为自由基裂解型光引发剂,如可选用2,4,6-三甲基苯甲酰基(TPO),1-羟基环已基苯基甲酮(光引发剂184),二苯甲酮(BP),2-羟基-2甲基-苯基丙酮-1(1173)等有一定吸收能力的高效光引发剂。
应当理解,部分光引发剂会使胶粘剂显现一定程度的黄色,光引发剂的选择需要根据实际需求调整。
在一些实施例中,为了保证胶黏剂的耐紫外性,光稳定剂为普通市售产品,如可选用光稳定剂2020,光稳定剂1130,光稳定剂119等。
在一些实施例中,为了保证胶黏剂的粘结效果,硅烷偶联剂可以选用硅烷偶联剂有乙烯基三乙氧基硅烷、乙烯基三甲氧基硅烷、乙烯基三(β-甲氧乙氧基)硅烷等。
本发明还涉及一种紫外光固化胶黏剂的制备方法,具体包括以下步骤:
将紫外光固化胶黏剂原胶与热固化剂、紫外屏蔽剂、光固化单体、光引发剂、硅烷偶联剂和少许溶剂混合后搅拌均匀;待脱泡后,选择合适离型力(1g-100g)的50-100um离型层,通过狭缝或刮刀涂布,直涂100μm混合后的紫外光固化胶黏剂,放入烘箱烘烤去除溶剂后,复合工位复合合适离型力(3~50g)的50-100μm平面离型膜,而后将所制得胶膜放入70℃烘箱内烘烤熟化1d,产出成品具有紫外屏蔽性能的紫外光固化胶黏剂。
实施例一
称取50份甲基丙烯酸月桂酯,10份丙烯酸羟乙酯,10份丙烯酰胺,20份甲基丙烯酸正丁酯在反应器中混合,而后加入50份乙酸乙酯与50份丁酮作为溶液聚合的溶剂,150r/min搅拌,并在70℃条件下通氮气20min以上。而后加入0.3份BPO引发剂(过氧化二苯甲酰),沸腾回流反应1h后加入0.3份BPO引发剂继续反应1.5h,而后再加入0.3份BPO引发剂继续反应4h。反应结束后降温至60℃以下后加入MEHQ阻聚剂(对羟基苯甲醚)0.1份,搅拌均匀后分别加入1份紫外改性剂(丙烯酸(2-异氰酸基乙)酯),0.1份二丁基锡二月桂酸酯催化剂,在50℃低温接枝8h得到紫外光固化胶黏剂原胶。
将100份紫外光固化胶黏剂原胶与0.1份TDI(甲苯二异氰酸酯),1份UV-24,1份DEGDA(二乙二醇二丙烯酸酯),0.1份乙烯基三乙氧基硅烷与1.5份2,4,6-三甲基苯甲酰基(TPO)与0.3份光稳定剂1130混合搅拌均匀,脱泡后涂布100um胶膜,而后在70℃烘箱内熟化1d,得到紫外光固化胶黏剂。
实施例二
称取60份丙烯酸异辛酯,10份丙烯酸羟丁酯,5份丙烯酰胺,1份甲基丙烯酸甲酯,19份甲基丙烯酸正丁酯在反应器中混合,而后加入50份乙酸乙酯与50份丁酮作为溶液聚合的溶剂,120r/min搅拌,并在70℃条件下通氮气20min以上。而后加入0.3份BPO引发剂(过氧化二苯甲酰),沸腾回流反应1h后加入0.3份BPO引发剂继续反应1.5h,而后再加入0.3份BPO引发剂继续反应4h。反应结束后降温至60℃以下后加入阻聚剂MEHQ(对羟基苯甲醚)0.1份,搅拌均匀后分别加入1份紫外改性剂(丙烯酸(2-异氰酸基乙)酯),0.1份二丁基锡二月桂酸酯催化剂,在50℃低温接枝8h得到紫外光固化胶黏剂原胶。
将100份紫外光固化胶黏剂原胶与0.1份TDI(甲苯二异氰酸酯),1份UV-24,1份季戊四醇三丙烯酸酯(PETA),0.1份乙烯基三乙氧基硅烷,1份TPO与1份光稳定剂119混合搅拌均匀,脱泡后涂布100um胶膜,而后在70℃烘箱内熟化1d,得到紫外光固化胶黏剂。
实施例三
称取10份甲基丙烯酸十四酯,50份甲基丙烯酸月桂酯,5份丙烯酸异冰片酯,10份丙烯酸羟丁酯,15份甲基丙烯酸乙酯,10份甲基丙烯酸正丁酯在反应器中混合,而后加入50份乙酸乙酯与50份丁酮作为溶液聚合的溶剂,120r/min搅拌,并在70℃条件下通氮气20min以上。而后加入0.3份BPO引发剂(过氧化二苯甲酰),沸腾回流反应1h后加入0.3份BPO引发剂继续反应1.5h,而后再加入0.3份BPO引发剂继续反应4h。反应结束后降温至60℃以下后加入阻聚剂MEHQ(对羟基苯甲醚)0.1份,搅拌均匀后分别加入1份紫外改性剂(丙烯酸(2-异氰酸基乙)酯),0.1份二丁基锡二月桂酸酯催化剂,在50℃低温接枝8h得到紫外光固化胶黏剂原胶。
将100份紫外光固化胶黏剂原胶与0.1份TDI(甲苯二异氰酸酯),1份UV-0,2份TEGDA(三乙二醇二丙烯酸酯),0.1份乙烯基三乙氧基硅烷,0.5份1-羟基环已基苯基甲酮(光引发剂184)与2份光稳定剂1130混合搅拌均匀,脱泡后涂布100um胶膜,而后在70℃烘箱内熟化1d,得到紫外光固化胶黏剂。
实施例四
称取60份丙烯酸异辛酯,10份丙烯酸羟乙酯,5份丙烯酰胺,5份丙烯酸异冰片酯,20份丙烯酸甲酯在反应器中混合,而后加入50份乙酸乙酯与50份丁酮作为溶液聚合的溶剂,120r/min搅拌,并在70℃条件下通氮气20min以上。沸腾回流反应1h后加入0.3份BPO引发剂继续反应1.5h,而后再加入0.3份BPO引发剂继续反应4h。反应结束后降温至60℃以下后加入阻聚剂MEHQ 0.1份,搅拌均匀后分别加入1份紫外改性剂(丙烯酸(2-异氰酸基乙)酯),0.1份二丁基锡二月桂酸酯催化剂,在50℃低温接枝8h得到紫外光固化胶黏剂原胶。
将100份紫外光固化胶黏剂原胶与0.1份TDI(甲苯二异氰酸酯),0.5份UV-P紫外吸收剂(苯并三唑类的高效紫外线吸收剂),2份季戊四醇三丙烯酸酯(PETA),0.1份乙烯基三乙氧基硅烷,1.5份2,4,6-三甲基苯甲酰基(TPO)与0.3份光稳定剂1130混合搅拌均匀,脱泡后涂布100um胶膜,而后在70℃烘箱内熟化1d,得到紫外光固化胶黏剂。
对比例一
称取50份软单体甲基丙烯酸月桂酯,20份功能单体丙烯酸羟乙酯,30份功能单体丙烯酰胺,50份硬单体甲基丙烯酸正丁酯在反应器中混合,而后加入75份乙酸乙酯与75份丁酮作为溶液聚合的溶剂,150r/min搅拌,并在70℃条件下通氮气20min以上。而后加入0.45份BPO引发剂(过氧化二苯甲酰),沸腾回流反应1h后加入0.45份BPO引发剂继续反应1.5h,而后再加入0.5份BPO引发剂继续反应4h。反应结束后降温至60℃以下后加入MEHQ阻聚剂(对羟基苯甲醚)0.15份,搅拌均匀后分别加入1.5份紫外改性剂(丙烯酸(2-异氰酸基乙)酯),0.15份二丁基锡二月桂酸酯催化剂,在50℃低温接枝8h得到紫外光固化胶黏剂原胶。
将100份紫外光固化胶黏剂原胶与0.1份TDI(甲苯二异氰酸酯),1份UV-24,1份季戊四醇三丙烯酸酯(PETA),0.1份乙烯基三乙氧基硅烷,1份TPO与1份光稳定剂1130混合搅拌均匀,脱泡后涂布100um胶膜,而后在70℃烘箱内熟化1d,得到紫外光固化胶黏剂。
对比例二
称取100份甲基丙烯酸月桂酯,而后加入50份乙酸乙酯与50份丁酮作为溶液聚合的溶剂,150r/min搅拌,并在70℃条件下通氮气20min以上。而后加入0.3份BPO引发剂(过氧化二苯甲酰),沸腾回流反应1h后加入0.3份BPO引发剂继续反应1.5h,而后再加入0.3份BPO引发剂继续反应4h。反应结束后降温至60℃以下后加入MEHQ阻聚剂(对羟基苯甲醚)0.1份,搅拌均匀后分别加入1份紫外改性剂(丙烯酸(2-异氰酸基乙)酯),0.1份二丁基 锡二月桂酸酯催化剂,在50℃低温接枝8h得到紫外光固化胶黏剂原胶。
将100份紫外光固化胶黏剂原胶与0.1份TDI(甲苯二异氰酸酯),1份UV-24,1份季戊四醇三丙烯酸酯(PETA),0.1份乙烯基三乙氧基硅烷,1份TPO与1份光稳定剂1130混合搅拌均匀,脱泡后涂布100um胶膜,而后在70℃烘箱内熟化1d,得到紫外光固化胶黏剂。
对比例三
称取50份功能单体丙烯酸羟乙酯,50份功能单体丙烯酰胺,而后加入50份乙酸乙酯与50份丁酮作为溶液聚合的溶剂,150r/min搅拌,并在70℃条件下通氮气20min以上。而后加入0.3份BPO引发剂(过氧化二苯甲酰),沸腾回流反应1h后加入0.3份BPO引发剂继续反应1.5h,而后再加入0.3份BPO引发剂继续反应4h。反应结束后降温至60℃以下后加入MEHQ阻聚剂(对羟基苯甲醚)0.1份,搅拌均匀后分别加入1份紫外改性剂(丙烯酸(2-异氰酸基乙)酯),0.1份二丁基锡二月桂酸酯催化剂,在50℃低温接枝8h得到紫外光固化胶黏剂原胶。
将100份紫外光固化胶黏剂原胶与0.1份TDI(甲苯二异氰酸酯),1份UV-24,1份季戊四醇三丙烯酸酯(PETA),0.1份乙烯基三乙氧基硅烷,1份TPO与1份光稳定剂1130混合搅拌均匀,脱泡后涂布100um胶膜,而后在70℃烘箱内熟化1d,得到紫外光固化胶黏剂。
对比例四
称取60份丙烯酸异辛酯,10份丙烯酸羟乙酯,5份丙烯酰胺,5份丙烯酸异冰片酯,20份丙烯酸甲酯在反应器中混合,而后加入50份乙酸乙酯与50份丁酮作为溶液聚合的溶剂,120r/min搅拌,并在70℃条件下通氮气20min以上。沸腾回流反应1h后加入0.3份BPO引发剂继续反应1.5h,而后再加入0.3份BPO引发剂继续反应4h。反应结束后降温至60℃以下后加入阻聚剂MEHQ 0.1份,搅拌均匀后分别加入1份紫外改性剂MOI,0.1份二丁基锡二月桂酸酯催化剂,在50℃低温改性8h得到紫外光固化胶黏剂原胶。
将100份紫外光固化胶黏剂原胶与0.1份TDI(甲苯二异氰酸酯),0.5份UV-P紫外吸收剂(苯并三唑类的高效紫外线吸收剂),2份季戊四醇三丙烯酸酯(PETA),0.1份乙烯基三乙氧基硅烷,0.5份2,4,6-三甲基苯甲酰基(TPO)与5份光稳定剂1130混合搅拌均匀,脱泡后涂布100um胶膜,而后在70℃烘箱内熟化1d,得到紫外光固化胶黏剂。
对比例五
称取60份丙烯酸异辛酯,10份丙烯酸羟乙酯,5份丙烯酰胺,5份丙烯酸异冰片酯,20份丙烯酸甲酯在反应器中混合,而后加入50份乙酸乙酯与50份丁酮作为溶液聚合的溶剂,120r/min搅拌,并在70℃条件下通氮气20min以上。沸腾回流反应1h后加入0.3份BPO引发剂继续反应1.5h,而后再加入0.3份BPO引发剂继续反应4h。反应结束后降温至60℃以下后加入阻聚剂MEHQ 0.1份,搅拌均匀后分别加入1份紫外改性剂MOI,0.1份二丁基锡二月桂酸酯催化剂,在50℃低温改性8h得到紫外光固化胶黏剂原胶。
将100份紫外光固化胶黏剂原胶与0.1份TDI(甲苯二异氰酸酯),0.5份UV-P紫外吸收剂(苯并三唑类的高效紫外线吸收剂),2份季戊四醇三丙烯酸酯(PETA),0.1份乙烯基三乙氧基硅烷,1.5份2,4,6-三甲基苯甲酰基(TPO)混合搅拌均匀,脱泡后涂布100um胶膜,而后在70℃烘箱内熟化1d,得到紫外光固化胶黏剂。
分别对实施例一至实施例四、对比例一至对比例五制备得到的紫外固化胶黏剂进行测试,以获取如下表1的测试结果。
表1不同实施例测试结果表
Figure PCTCN2022134941-appb-000003
Figure PCTCN2022134941-appb-000004
应当理解,包括而不限于上述实施例的本发明方案,其测试性能均满足:
波长为380nm的光线透过率<2%,体现出产品优秀的紫外阻隔性能;波长为420nm的光线透过率>95%,产品对于可见波段透过率影响较小;b值<1,该产品的色度较小;紫外固化后对玻璃板剥离力>2000gf,贴合时具有高粘性;紫外固化后常温储能模量>300kpa,且相较于紫外固化前至少有100kPa的模量抬升;光引发剂与光稳定剂质量比在1:(0.2-5)时,获取的胶黏剂具有较好的b值以及紫外屏蔽效果。
尽管本发明的实施方案已公开如上,但其并不仅仅限于说明书和实施方式中所列运用,它完全可以被适用于各种适合本发明的领域,对于熟悉本领域的人员而言,可容易地实现另外的修改,因此在不背离权利要求及等同范围所限定的一般概念下,本发明并不限于特定的细节和这里示出的实施例。

Claims (10)

  1. 一种紫外光固化胶黏剂原胶,其特征在于,所述原胶包括以下重量份的原料:
    Figure PCTCN2022134941-appb-100001
    剩余重量为液相聚合反应中添加的溶剂。
  2. 如权利要求1所述的紫外光固化胶黏剂原胶,其特征在于,所述丙烯酸类单体为软单体、硬单体和功能单体的混合物。
  3. 如权利要求2所述的紫外光固化胶黏剂原胶,其特征在于,所述软单体、硬单体与功能单体之间的质量比在(5-10):(2-4):(1-3)。
  4. 如权利要求2或3所述的紫外光固化胶黏剂原胶,其特征在于,所述软单体为丙烯酸正辛酯、丙烯酸丁酯、丙烯酸乙酯、丙烯酸异辛酯和甲基丙烯酸酯长链单体中的至少一种。
  5. 如权利要求4所述的紫外光固化胶黏剂原胶,其特征在于,所述甲基丙烯酸酯长链单体为甲基丙烯酸异辛酯、甲基丙烯酸月桂酯以及甲基丙烯酸十四酯中的至少一种。
  6. 如权利要求2或3所述的紫外光固化胶黏剂原胶,其特征在于,所述硬单体为丙烯酸、丙烯酸甲酯、甲基丙烯酸、甲基丙烯酸甲酯、甲基丙烯酸正丁酯和甲基丙烯酸乙酯中的至少一种。
  7. 如权利要求2或3所述的紫外光固化胶黏剂原胶,其特征在于,所述功能单体为丙烯酰胺、丙烯酸羟乙酯、丙烯酸羟丙酯以及丙烯酸异冰片酯中的至少一种。
  8. 一种包括如权利要求1所述的紫外光固化胶黏剂原胶的紫外光固化胶 黏剂,其特征在于,相对于100重量份的紫外光固化胶黏剂原胶,还包括以下重量份的原料:
    热固化剂0.05-0.1份,紫外屏蔽剂0.5-3份,光固化单体1-4份,光引发剂0.1-2份,光稳定剂0.1-2份,硅烷偶联剂0.01-0.1份。
  9. 如权利要求8所述的紫外光固化胶黏剂,其特征在于,所述光引发剂与光稳定剂质量比为1:(0.2-5)。
  10. 如权利要求8所述的紫外光固化胶黏剂,其特征在于,所述紫外屏蔽剂为二苯甲酮类紫外线吸收剂或苯并三唑类紫外线吸收剂。
PCT/CN2022/134941 2022-08-31 2022-11-29 紫外光固化胶黏剂原胶、紫外光固化胶黏剂 WO2024045376A1 (zh)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CN202211057745.2A CN115353811A (zh) 2022-08-31 2022-08-31 紫外光固化胶黏剂原胶、紫外光固化胶黏剂
CN202211057745.2 2022-08-31

Publications (1)

Publication Number Publication Date
WO2024045376A1 true WO2024045376A1 (zh) 2024-03-07

Family

ID=84003985

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/CN2022/134941 WO2024045376A1 (zh) 2022-08-31 2022-11-29 紫外光固化胶黏剂原胶、紫外光固化胶黏剂

Country Status (2)

Country Link
CN (1) CN115353811A (zh)
WO (1) WO2024045376A1 (zh)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN115353811A (zh) * 2022-08-31 2022-11-18 江苏斯迪克新材料科技股份有限公司 紫外光固化胶黏剂原胶、紫外光固化胶黏剂
CN116875228B (zh) * 2023-07-31 2024-05-03 广东派乐玛新材料技术有限公司 一种环保型抗紫外线oca光学胶及其制备方法

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN105264033A (zh) * 2014-01-03 2016-01-20 株式会社Lg化学 切割膜和切割晶片粘合膜
CN107001906A (zh) * 2014-12-09 2017-08-01 Dic株式会社 紫外线固化型粘合剂组合物、紫外线固化型粘合片的制造方法和层叠体的制造方法
CN109825200A (zh) * 2019-01-25 2019-05-31 南京工业大学 侧乙烯基型共聚丙烯酸酯uv减粘胶及其制备方法
CN110467890A (zh) * 2019-07-16 2019-11-19 广州慧谷工程材料有限公司 压敏胶带及其制备方法、用于制备压敏胶带的树脂组合物
CN110776592A (zh) * 2019-10-16 2020-02-11 太仓斯迪克新材料科技有限公司 胶黏剂及其制备方法、压敏胶带及其制备方法
CN113755120A (zh) * 2021-08-13 2021-12-07 江苏斯迪克新材料科技股份有限公司 一种丙烯酸酯胶黏剂及制备方法
CN115353811A (zh) * 2022-08-31 2022-11-18 江苏斯迪克新材料科技股份有限公司 紫外光固化胶黏剂原胶、紫外光固化胶黏剂

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114891452B (zh) * 2021-06-03 2024-02-20 上海亥博胶粘材料有限公司 一种太阳能光伏组件用电池片定位胶带及其制备方法
CN114806418B (zh) * 2022-04-06 2022-12-16 广东鼎立森新材料有限公司 一种用于触摸屏的oca光学胶的制备及其应用

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN105264033A (zh) * 2014-01-03 2016-01-20 株式会社Lg化学 切割膜和切割晶片粘合膜
CN107001906A (zh) * 2014-12-09 2017-08-01 Dic株式会社 紫外线固化型粘合剂组合物、紫外线固化型粘合片的制造方法和层叠体的制造方法
CN109825200A (zh) * 2019-01-25 2019-05-31 南京工业大学 侧乙烯基型共聚丙烯酸酯uv减粘胶及其制备方法
CN110467890A (zh) * 2019-07-16 2019-11-19 广州慧谷工程材料有限公司 压敏胶带及其制备方法、用于制备压敏胶带的树脂组合物
CN110776592A (zh) * 2019-10-16 2020-02-11 太仓斯迪克新材料科技有限公司 胶黏剂及其制备方法、压敏胶带及其制备方法
CN113755120A (zh) * 2021-08-13 2021-12-07 江苏斯迪克新材料科技股份有限公司 一种丙烯酸酯胶黏剂及制备方法
CN115353811A (zh) * 2022-08-31 2022-11-18 江苏斯迪克新材料科技股份有限公司 紫外光固化胶黏剂原胶、紫外光固化胶黏剂

Also Published As

Publication number Publication date
CN115353811A (zh) 2022-11-18

Similar Documents

Publication Publication Date Title
WO2024045376A1 (zh) 紫外光固化胶黏剂原胶、紫外光固化胶黏剂
EP2928974B1 (en) Liquid optical adhesive compositions
JP5333443B2 (ja) プラスチック基材用塗料組成物、それより形成された塗膜、および形成体
TWI431087B (zh) 壓感性黏著劑組合物、偏光器及液晶顯示器
KR101142804B1 (ko) 자외선 경화형 폴리우레탄 접착제의 제조방법
CN109504321B (zh) 一种无溶剂型uv光固化压敏胶及其制备方法
CN109096441A (zh) 一种oca树脂组合物、oca胶带及其制备方法
CN105400251B (zh) 硬涂层组合物及应用其的偏光膜和显示器
TW201406905A (zh) 黏著劑組成物
CN113583620B (zh) 一种附着力优异的uv固化胶黏剂及其制备方法
JP2000038546A (ja) 光硬化型接着剤組成物およびそれを用いた光学部材
CN108276950A (zh) 一种无酸体系、高耐候、uv固化的oca胶及其制备方法
CN104031591A (zh) 一种led封装用紫外光固化组合物
KR20080093508A (ko) 편광필름용 아크릴 점착제의 제조방법
CN112745449A (zh) 一种紫外光固化丙烯酸酯热熔压敏胶及其制备方法
CN104507983A (zh) 固化性树脂组合物及其固化方法以及由该方法制备的薄片
JPH09194547A (ja) 光硬化型接着剤組成物及び透過型スクリーン
KR20210048157A (ko) 벤조페논기를 갖는 uv 경화성 아크릴계 중합체의 제조방법, 이로부터 제조된 uv 경화성 아크릴계 중합체 및 이를 포함하는 uv 경화성 아크릴계 접착제 조성물
CN116875228B (zh) 一种环保型抗紫外线oca光学胶及其制备方法
JP7399743B2 (ja) 粘着剤組成物
JP6602933B2 (ja) 光硬化性樹脂組成物、及び画像表示装置の製造方法
KR102297272B1 (ko) 하드 세그먼트와 소프트 세그먼트를 포함하는 투명 광학 접착 조성물 및 이의 제조 방법
JP3084690B2 (ja) 重合体の製造方法
JPH06256735A (ja) 感圧性接着テープの製造方法
CN117264573A (zh) 一种uv减粘胶、制备方法及其应用

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 22957188

Country of ref document: EP

Kind code of ref document: A1