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TWI646185B - Antistatic agent, adhesive composition using the same, display device, and polarizing plate - Google Patents

Antistatic agent, adhesive composition using the same, display device, and polarizing plate Download PDF

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Publication number
TWI646185B
TWI646185B TW106135042A TW106135042A TWI646185B TW I646185 B TWI646185 B TW I646185B TW 106135042 A TW106135042 A TW 106135042A TW 106135042 A TW106135042 A TW 106135042A TW I646185 B TWI646185 B TW I646185B
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meth
acrylate
adhesive composition
monomer
independently
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TW106135042A
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TW201915137A (en
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Han-Bang Jen
任漢邦
Zih-Ying Chen
陳姿穎
Chien-Sheng Kuo
郭建生
Wen-Chung Chen
陳文崇
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Sumika Technology Co.,Ltd
住華科技股份有限公司
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Priority to TW106135042A priority Critical patent/TWI646185B/en
Priority to CN201711293451.9A priority patent/CN107903355A/en
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Publication of TW201915137A publication Critical patent/TW201915137A/en

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    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10Esters
    • C08F220/34Esters containing nitrogen, e.g. N,N-dimethylaminoethyl (meth)acrylate
    • 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
    • C09J9/00Adhesives characterised by their physical nature or the effects produced, e.g. glue sticks
    • C09J9/02Electrically-conducting adhesives
    • GPHYSICS
    • G02OPTICS
    • G02BOPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00Optical elements other than lenses
    • G02B5/30Polarising elements
    • G02B5/3025Polarisers, i.e. arrangements capable of producing a definite output polarisation state from an unpolarised input state
    • G02B5/3033Polarisers, i.e. arrangements capable of producing a definite output polarisation state from an unpolarised input state in the form of a thin sheet or foil, e.g. Polaroid
    • G02B5/3041Polarisers, i.e. arrangements capable of producing a definite output polarisation state from an unpolarised input state in the form of a thin sheet or foil, e.g. Polaroid comprising multiple thin layers, e.g. multilayer stacks
    • G02B5/305Polarisers, i.e. arrangements capable of producing a definite output polarisation state from an unpolarised input state in the form of a thin sheet or foil, e.g. Polaroid comprising multiple thin layers, e.g. multilayer stacks including organic materials, e.g. polymeric layers

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • General Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Polarising Elements (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

Abstract

一種抗靜電劑,包括如下列式1所示之第一單體單元以及如下列式2所示之第二單體單元: An antistatic agent includes a first monomer unit shown in the following Formula 1 and a second monomer unit shown in the following Formula 2:

其中,R1為H或C1烷基,R2為C1~C6烷基,R3為C1~C8烷基,R4為C2~C6烷基,M為13族~15族元素,X為17族元素或拉電子基,n為2~6。第一單體單元佔單體單元總莫耳數的50%~70%,第二單體單元佔單體單元總莫耳數的30%~40%。 Among them, R1 is H or C1 alkyl, R2 is C1 to C6 alkyl, R3 is C1 to C8 alkyl, R4 is C2 to C6 alkyl, M is group 13 to 15 element, and X is group 17 element or R Electron group, n is 2 ~ 6. The first monomer unit accounts for 50% to 70% of the total moles of the monomer units, and the second monomer unit accounts for 30% to 40% of the total moles of the monomer units.

Description

抗靜電劑、應用其之黏著劑組成物、顯示裝置、 及偏光板 Antistatic agent, adhesive composition applied thereto, display device, And polarizer

本發明是有關於一種抗靜電劑、應用其之黏著劑組成物、顯示裝置、及偏光板。 The invention relates to an antistatic agent, an adhesive composition using the same, a display device, and a polarizing plate.

為了保護產品,在從產品製造完成到銷售至顧客手中的這段期間,常常提供各種保護手段,包括直接貼附至產品的保護膜、耐震防撞擊之包材等等。以顯示裝置為例,不論是電視、電腦螢幕、平板、或手機,在其螢幕側往往都會貼附一層表面保護膜,以避免螢幕在運輸過程受到摩擦損壞。這層表面保護膜將在使用顯示裝置時撕除,以避免使用感受如視覺效果被其影響。表面保護膜通常是藉由黏著層黏著至顯示裝置在螢幕側最外層的元件。黏著層可由黏著劑組成物所形成,其具體成分可配合需求適當調整。 In order to protect the product, during the period from the completion of the product to the sale to the customer, various protection methods are often provided, including a protective film directly attached to the product, a shock-proof and impact-resistant packaging material, and the like. Taking a display device as an example, whether it is a TV, a computer screen, a tablet, or a mobile phone, a surface protective film is often attached to the side of the screen to prevent the screen from being damaged by friction during transportation. This layer of surface protection film will be removed when using the display device to avoid the use experience such as visual effects being affected by it. The surface protection film is usually a component that is adhered to the outermost layer of the display device on the screen side through an adhesive layer. The adhesive layer can be formed by an adhesive composition, and its specific components can be appropriately adjusted according to requirements.

在本發明的一方面,提供一種抗靜電劑。此種抗靜電劑包括如下列式1所示之第一單體單元以及如下列式2所示之第二單體單元: In one aspect of the invention, an antistatic agent is provided. Such an antistatic agent includes a first monomer unit as shown in the following formula 1 and a second monomer unit as shown in the following formula 2:

其中,R1分別獨立地為H或C1烷基,R2分別獨立地為C1~C6烷基,R3分別獨立地為C1~C8烷基,R4分別獨立地為C2~C6烷基,M分別獨立地為13族~15族元素,X分別獨立地為17族元素或拉電子基,n分別獨立地為2~6。第一單體單元佔單體單元總莫耳數的50%~70%,第二單體單元佔單體單元總莫耳數的30%~40%。 Among them, R1 is independently H or C1 alkyl, R2 is independently C1 ~ C6 alkyl, R3 is independently C1 ~ C8 alkyl, R4 is independently C2 ~ C6 alkyl, and M is independently It is a group 13 to 15 element, X is independently a group 17 element or an electron-drawing group, and n is independently 2 to 6. The first monomer unit accounts for 50% to 70% of the total moles of the monomer units, and the second monomer unit accounts for 30% to 40% of the total moles of the monomer units.

在本發明的另一方面,提供一種應用前述抗靜電劑或基於其更進一步調整之抗靜電劑的黏著劑組成物。此種黏著劑 組成物包括主劑、架橋劑、以及如前所述之抗靜電劑。相對於100重量份之主劑,架橋劑為0.1~1.0重量份,抗靜電劑為1.0~5.0重量份。 In another aspect of the present invention, there is provided an adhesive composition to which the aforementioned antistatic agent or an antistatic agent based on which is further adjusted. This adhesive The composition includes a main agent, a bridging agent, and an antistatic agent as described above. Relative to 100 parts by weight of the main agent, the bridging agent is 0.1 to 1.0 parts by weight, and the antistatic agent is 1.0 to 5.0 parts by weight.

在本發明的又一方面,提供一種應用此種黏著劑組成物或基於其更進一步調整之黏著劑組成物的顯示裝置。此種顯示裝置包括顯示面板、光學膜、以及黏著層。光學膜配置於顯示面板上。黏著層配置於光學膜上。黏著層將用於顯示裝置之表面保護膜黏著至光學膜。黏著層由如前所述之黏著劑組成物所形成。 In still another aspect of the present invention, a display device using such an adhesive composition or an adhesive composition further adjusted based on the same is provided. Such a display device includes a display panel, an optical film, and an adhesive layer. The optical film is disposed on the display panel. The adhesive layer is disposed on the optical film. The adhesive layer adheres a surface protective film for a display device to an optical film. The adhesive layer is formed of the adhesive composition as described above.

在本發明的再另一方面,提供一種前述抗靜電劑或基於其更進一步調整之抗靜電劑的黏著劑組成物。此種黏著劑組成物包括主劑、光起始劑、以及如前所述之抗靜電劑。主劑包括雙官能基(甲基)丙烯酸酯單體、單官能基(甲基)丙烯酸酯單體、和含羥基(甲基)丙烯酸酯單體,其中,雙官能基(甲基)丙烯酸酯單體的每一分子具有二元不飽和鍵且總碳原子數小於10。以雙官能基(甲基)丙烯酸酯單體、單官能基(甲基)丙烯酸酯單體、含羥基(甲基)丙烯酸酯單體、光起始劑、和抗靜電劑的重量總和為100重量份,雙官能基(甲基)丙烯酸酯單體佔30~75重量份,單官能基(甲基)丙烯酸酯單體佔10~60重量份,含羥基(甲基)丙烯酸酯單體佔1~50重量份,光起始劑佔5~10重量份,抗靜電劑佔0.5~5重量份。 In yet another aspect of the present invention, there is provided an adhesive composition of the aforementioned antistatic agent or an antistatic agent based on the antistatic agent. Such an adhesive composition includes a main agent, a photoinitiator, and an antistatic agent as described above. The main agent includes a difunctional (meth) acrylate monomer, a monofunctional (meth) acrylate monomer, and a hydroxyl-containing (meth) acrylate monomer, among which the difunctional (meth) acrylate The monomer has a binary unsaturated bond per molecule and the total number of carbon atoms is less than 10. The total weight of the bifunctional (meth) acrylate monomer, monofunctional (meth) acrylate monomer, hydroxyl (meth) acrylate-containing monomer, photoinitiator, and antistatic agent is 100 Parts by weight, bifunctional (meth) acrylate monomers account for 30 to 75 parts by weight, monofunctional (meth) acrylate monomers account for 10 to 60 parts by weight, and hydroxyl-containing (meth) acrylate monomers account for 1 to 50 parts by weight, 5 to 10 parts by weight of the photoinitiator, and 0.5 to 5 parts by weight of the antistatic agent.

在本發明的又一方面,提供一種應用此種黏著劑組成物或基於其更進一步調整之黏著劑組成物的偏光板。偏光板包括偏光膜、二個保護膜、以及二個黏著層。二個保護膜分別配置 於偏光膜的上表面和下表面上。二個黏著層分別配置於偏光膜和二個保護膜之間,二個黏著層由如前所述之黏著劑組成物所形成。 In still another aspect of the present invention, there is provided a polarizing plate using such an adhesive composition or an adhesive composition further adjusted based on the same. The polarizing plate includes a polarizing film, two protective films, and two adhesive layers. Two protective films are configured separately On the upper and lower surfaces of the polarizing film. The two adhesive layers are respectively disposed between the polarizing film and the two protective films, and the two adhesive layers are formed of the adhesive composition as described above.

為了對本發明之上述及其他方面有更佳的瞭解,下文特舉實施方案和實施例,並配合所附圖式詳細說明如下: In order to have a better understanding of the above and other aspects of the present invention, the embodiments and examples are given below and described in detail with the accompanying drawings as follows:

100‧‧‧顯示裝置 100‧‧‧ display device

110‧‧‧顯示面板 110‧‧‧display panel

120‧‧‧光學膜 120‧‧‧ Optical Film

130‧‧‧黏著層 130‧‧‧ Adhesive layer

140‧‧‧表面保護膜 140‧‧‧surface protection film

200‧‧‧偏光板 200‧‧‧ polarizing plate

210‧‧‧偏光膜 210‧‧‧polarizing film

220‧‧‧黏著層 220‧‧‧ Adhesive layer

230‧‧‧保護膜 230‧‧‧ protective film

第1圖為根據實施方案之顯示裝置的示意圖。 FIG. 1 is a schematic diagram of a display device according to an embodiment.

第2圖為根據實施方案之,偏光板的示意圖。 FIG. 2 is a schematic view of a polarizing plate according to an embodiment.

在本發明的一方面,提供一種抗靜電劑。此種抗靜電劑為一種由具有不同特性之丙烯酸酯單體所聚合而成的丙烯酸酯系抗靜電劑。具體來說,根據實施方案之抗靜電劑包括如下列式1所示之第一單體單元以及如下列式2所示之第二單體單元: In one aspect of the invention, an antistatic agent is provided. This kind of antistatic agent is an acrylic antistatic agent which is polymerized from acrylate monomers with different characteristics. Specifically, the antistatic agent according to the embodiment includes a first monomer unit as shown in the following Formula 1 and a second monomer unit as shown in the following Formula 2:

[式2] 其中,R1分別獨立地為H或C1烷基,R2分別獨立地為C1~C6烷基,R3分別獨立地為C1~C8烷基,R4分別獨立地為C2~C6烷基,M分別獨立地為13族~15族元素,X分別獨立地為17族元素或拉電子基,n分別獨立地為2~6。所述「分別獨立」,意指在抗靜電劑中,各個單體單元可具有相同或不同的官能基。舉例來說,二個第一單體單元可具有相同或不同的R1。再舉例來說,一個第一單體單元與和其相連的第二單體單元可具有相同或不同的R1。此外,R1、R2、R3、R4之碳數可以為不同或相同,並無特別限制。第一單體單元佔單體單元總莫耳數的50%~70%,第二單體單元佔單體單元總莫耳數的30%~40%。在一些實施方案中,抗靜電劑可更包括如下列式3所示之第三單體單元: 其中,R1如前所述分別獨立地為H或C1烷基,R5分別獨立地為C1~C8烷基。第三單體單元佔單體單元總莫耳數的20%以下。 [Formula 2] Among them, R1 is independently H or C1 alkyl, R2 is independently C1 ~ C6 alkyl, R3 is independently C1 ~ C8 alkyl, R4 is independently C2 ~ C6 alkyl, and M is independently It is a group 13 to 15 element, X is independently a group 17 element or an electron-drawing group, and n is independently 2 to 6. The “respectively independent” means that in the antistatic agent, each monomer unit may have the same or different functional groups. For example, the two first monomer units may have the same or different R1. For another example, a first monomer unit and a second monomer unit connected thereto may have the same or different R1. In addition, the carbon numbers of R1, R2, R3, and R4 may be different or the same, and there is no particular limitation. The first monomer unit accounts for 50% to 70% of the total moles of the monomer units, and the second monomer unit accounts for 30% to 40% of the total moles of the monomer units. In some embodiments, the antistatic agent may further include a third monomer unit as shown in Formula 3 below: Wherein, R1 is independently H or C1 alkyl, and R5 is independently C1 to C8 alkyl, as described above. The third monomer unit accounts for less than 20% of the total moles of the monomer unit.

如式1所示,第一單體單元包括陽離子四級銨官能基和陰離子M。藉此,根據實施方案之抗靜電劑可提供抗靜電功能。如前所述,四級銨官能基中的R2為C1~C6烷基,R3為C1~C8烷基。M中的M為13族~15族元素,X為17族元素或拉電子基,n為2~6。具體來說,根據一些實施方案,作為X的拉電子基可為如下列式4~式7所示之官能基: As shown in Formula 1, the first monomer unit includes a cationic quaternary ammonium functional group and an anion M . Thereby, the antistatic agent according to the embodiment can provide an antistatic function. As mentioned above, R2 in the quaternary ammonium functional group is a C1-C6 alkyl group, and R3 is a C1-C8 alkyl group. M M in the group is a group 13 to 15 element, X is a group 17 element or an electron-withdrawing group, and n is 2 to 6. Specifically, according to some embodiments, the electron-withdrawing group as X may be a functional group represented by the following Formula 4 to Formula 7:

其中,m為1~5。舉例來說,在一些實施方案中,第一單體單元之陰離子M分別獨立地為四氟硼酸根、六氟磷酸根、六氟銻酸根、含氟的醯亞胺根,全氟烷基磺醯基、氟磺醯基、二(氟磺醯基)醯亞胺根、二(三氟甲磺醯基)醯亞胺根、雙磺醯基醯亞胺根、六氟銻酸根、或四(氟代苯基)硼酸根。其中,全氟烷基磺醯基例如可 為三氟甲磺醯基、五氟乙磺醯基等等。雙磺醯基醯亞胺根例如可為雙(五氟乙磺醯基)醯亞胺根等等。 Among them, m is 1 to 5. For example, in some embodiments, the anion M of the first monomer unit They are independently tetrafluoroborate, hexafluorophosphate, hexafluoroantimonate, fluorine-containing sulfonimide, perfluoroalkylsulfonyl, fluorosulfonyl, and bis (fluorosulfonyl) sulfonium Root, bis (trifluoromethanesulfonyl) fluorenimide, bissulfonylfluorenimide, hexafluoroantimonate, or tetrakis (fluorophenyl) borate. Among them, the perfluoroalkylsulfonyl group may be, for example, a trifluoromethanesulfonyl group, a pentafluoroethanesulfonyl group, or the like. The bissulfinofluorenimide may be, for example, bis (pentafluoroethanesulfonyl) sulfenimide and the like.

如式2所示,第二單體單元包括羥基(-OH)。藉此,在一些應用於黏著劑組成物的實施方案中,根據實施方案之抗靜電劑可與黏著劑組成物中之架橋劑反應,並藉由架橋劑進一步地與黏著劑組成物中之主劑連結,從而以鍵結方式固定在由黏著劑組成物所形成的黏著層中,可進一步地避免抗靜電劑聚結析出造成析出物產生。 As shown in Formula 2, the second monomer unit includes a hydroxyl group (-OH). Thus, in some embodiments applied to the adhesive composition, the antistatic agent according to the embodiment can react with the bridging agent in the adhesive composition, and further cross-link with the host in the adhesive composition by the bridging agent. The agent is connected to be fixed in the adhesive layer formed by the adhesive composition in a bonding manner, which can further prevent the generation of precipitates caused by the aggregation and precipitation of the antistatic agent.

舉例來說,在一些實施方案中,以所有單體單元加總的莫耳數(即單體單元總莫耳數)為100%,抗靜電劑可由50%~70%的第一單體單元、30%~40%的第二單體單元、和0~20%的第三單體單元所組成。舉例來說,在一些實施方案中,抗靜電劑可具有如式8所示之片段: 其中,x、y、z為正整數。當然,可以理解,第一單體單元、第二單體單元、和第三單體單元可不必如式8所示之順序排列。 For example, in some embodiments, the total number of moles of all monomer units (ie, the total number of moles of monomer units) is 100%, and the antistatic agent may be 50% to 70% of the first monomer units. , 30% to 40% of the second monomer unit, and 0 to 20% of the third monomer unit. For example, in some embodiments, the antistatic agent may have a fragment as shown in Formula 8: Among them, x, y, and z are positive integers. Of course, it can be understood that the first monomer unit, the second monomer unit, and the third monomer unit need not be arranged in the order shown in Formula 8.

根據上述實施方案之抗靜電劑可應用於黏著劑組成物中。在本發明的一方面,所述抗靜電劑應用於感壓性黏著劑組成物中。因此,在此提供一種黏著劑組成物,其特別可為一種感壓性黏著劑組成物。此種根據實施方案之黏著劑組成物包括主劑、架橋劑、以及根據實施方案之抗靜電劑。相對於100重量份之主劑,架橋劑為0.1~1.0重量份,抗靜電劑為1.0~5.0重量份。在一些實施方案中,黏著劑組成物可更包括矽烷偶合劑。相對於100重量份之該主劑,矽烷偶合劑為0.1~1.0重量份。 The antistatic agent according to the above embodiment can be applied to an adhesive composition. In one aspect of the present invention, the antistatic agent is used in a pressure-sensitive adhesive composition. Therefore, an adhesive composition is provided, which can be a pressure-sensitive adhesive composition. Such an adhesive composition according to the embodiment includes a main agent, a bridging agent, and an antistatic agent according to the embodiment. Relative to 100 parts by weight of the main agent, the bridging agent is 0.1 to 1.0 parts by weight, and the antistatic agent is 1.0 to 5.0 parts by weight. In some embodiments, the adhesive composition may further include a silane coupling agent. The silane coupling agent is 0.1 to 1.0 parts by weight based on 100 parts by weight of the main agent.

舉例來說,在一些實施方案中,主劑可包括至少一種(甲基)丙烯酸酯。由於甲基屬於較小的官能基,在本發明所屬技術領域中,許多成分在以甲基取代氫的情況下同樣可以適用。因此,為了簡便起見,慣於使用「(甲基)」來表示此二種情況的適用。舉例來說,(甲基)丙烯酸酯即囊括丙烯酸酯和甲基丙烯酸酯的情況。根據一些實施方案,所使用之至少一種(甲基)丙烯酸酯可為(甲基)丙烯酸甲酯、(甲基)丙烯酸乙酯、(甲基)丙烯酸丙酯、(甲基)丙烯酸正丁酯、(甲基)丙烯酸正辛酯、(甲基)丙烯酸十一烷酯、(甲基)丙烯酸異丁酯、(甲基)丙烯酸2-乙基己酯、(甲基)丙烯酸異辛酯、(甲基)丙烯酸2-甲氧基乙酯、(甲基)丙烯酸乙氧基甲酯、(甲基)丙烯酸苄酯、(甲基)丙烯酸2-苯氧基乙酯、(甲基)丙烯酸2-(2-苯氧基乙氧基)乙酯、環氧乙烷改質之壬基酚之(甲基)丙烯酸酯、和/或(甲基)丙烯酸2-(鄰-苯基苯氧基)乙酯。 For example, in some embodiments, the base agent may include at least one (meth) acrylate. Since the methyl group belongs to a smaller functional group, in the technical field to which the present invention belongs, many components can also be applied in the case of replacing the hydrogen with a methyl group. Therefore, for simplicity, "(methyl)" is used to indicate the application of these two cases. For example, (meth) acrylates include both acrylates and methacrylates. According to some embodiments, at least one (meth) acrylate used may be methyl (meth) acrylate, ethyl (meth) acrylate, propyl (meth) acrylate, n-butyl (meth) acrylate , N-octyl (meth) acrylate, undecyl (meth) acrylate, isobutyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, isooctyl (meth) acrylate, 2-methoxyethyl (meth) acrylate, ethoxymethyl (meth) acrylate, benzyl (meth) acrylate, 2-phenoxyethyl (meth) acrylate, (meth) acrylic acid 2- (2-phenoxyethoxy) ethyl ester, (meth) acrylate of nonylphenol modified by ethylene oxide, and / or 2- (o-phenylphenoxy) (meth) acrylate ) Ethyl.

舉例來說,在一些實施方案中,架橋劑可為分子內具有至少二個異氰酸酯基(-NCO)的異氰酸酯系化合物。根據一些實施方案,所使用之異氰酸酯系化合物可為甲苯二異氰酸酯、二異氰酸六亞甲酯、異佛爾酮二異氰酸酯、二異氰酸二甲苯酯、氫化二異氰酸二甲苯酯、二苯基甲烷二異氰酸酯、氫化二苯基甲烷二異氰酸酯、萘二異氰酸酯、二苯基甲烷二異氰酸酯。根據一些實施方案,所使用之異氰酸酯系化合物可為前述任一者之二聚物、前述任一者之三聚物、和/或前述任一者與多元醇反應形成之加成物。 For example, in some embodiments, the bridging agent may be an isocyanate-based compound having at least two isocyanate groups (-NCO) in the molecule. According to some embodiments, the isocyanate-based compound used may be toluene diisocyanate, hexamethylene diisocyanate, isophorone diisocyanate, ditolyl diisocyanate, hydrogenated diisocyanate, Diphenylmethane diisocyanate, hydrogenated diphenylmethane diisocyanate, naphthalene diisocyanate, diphenylmethane diisocyanate. According to some embodiments, the isocyanate-based compound used may be a dimer of any of the foregoing, a trimer of any of the foregoing, and / or an adduct formed by the reaction of any of the foregoing and a polyol.

舉例來說,根據一些實施方案,矽烷偶合劑可為乙烯基三甲氧基矽烷、乙烯基三乙氧基矽烷、乙烯基參(2-甲氧基乙氧基)矽烷、3-甲基丙烯氧基丙基三甲氧基矽烷、3-環氧丙氧基丙基三甲氧基矽烷、2-(3,4-環氧基環己基)乙基三甲氧基矽烷、3-環氧丙氧基丙基甲基二甲氧基矽烷、3-環氧丙氧基丙基三乙氧基矽烷、3-環氧丙氧基丙基乙氧基二甲基矽烷、3-胺基丙基三甲氧基矽烷、3-胺基丙基三乙氧基矽烷、N-(2-胺基乙基)-3-胺基丙基三甲氧基矽烷、N-(2-胺基乙基)-3-胺基丙基甲基二甲氧基矽烷、3-氯丙基甲基二甲氧基矽烷、3-氯丙基三甲氧基矽烷、3-甲基丙烯醯氧基丙基三甲氧基矽烷、和/或3-巰基丙基三甲氧基矽烷。 For example, according to some embodiments, the silane coupling agent may be vinyltrimethoxysilane, vinyltriethoxysilane, vinyl ginseng (2-methoxyethoxy) silane, 3-methacryloxy Propyltrimethoxysilane, 3-glycidoxypropyltrimethoxysilane, 2- (3,4-epoxycyclohexyl) ethyltrimethoxysilane, 3-glycidoxypropyl Methyldimethoxysilane, 3-glycidoxypropyltriethoxysilane, 3-glycidoxypropylethoxydimethylsilane, 3-aminopropyltrimethoxy Silane, 3-aminopropyltriethoxysilane, N- (2-aminoethyl) -3-aminopropyltrimethoxysilane, N- (2-aminoethyl) -3-amine Propylmethyldimethoxysilane, 3-chloropropylmethyldimethoxysilane, 3-chloropropyltrimethoxysilane, 3-methacryloxypropyltrimethoxysilane, and / Or 3-mercaptopropyltrimethoxysilane.

根據上述實施方案之黏著劑組成物可應用於顯示裝置中。因此,在本發明的又一方面,提供一種顯示裝置。如第1圖所示,顯示裝置100包括顯示面板110、光學膜120、以及黏著 層130。顯示面板110例如是液晶顯示面板。光學膜120配置於顯示面板110上。光學膜120可為一單層或多層膜片,其可為對光學之增益、配向、補償、轉向、直交、擴散、保護、防黏、耐刮、抗眩、反射抑制、高折射率等有所助益的膜。舉例來說,光學膜120可為但不限於是偏光膜、離型膜、廣視角膜、增亮膜、反射膜、保護膜、具有控制視角補償或雙折射(birefraction)等特性的配向液晶膜、易接合處理膜、硬塗膜、抗反射膜、防黏膜、擴散膜、防眩膜等各種表面處理膜、或其組合。黏著層130配置於光學膜120上。黏著層130將用於顯示裝置100之表面保護膜140黏著至光學膜120。黏著層130由根據上述實施方案之黏著劑組成物所形成。舉例來說,可將黏著劑組成物塗佈至光學膜120上,之後乾燥黏著劑組成物以形成黏著層130。表面保護膜140例如在售出之後顧客欲使用顯示裝置100時撕除。 The adhesive composition according to the above embodiment can be applied to a display device. Therefore, in another aspect of the present invention, a display device is provided. As shown in FIG. 1, the display device 100 includes a display panel 110, an optical film 120, and an adhesive layer. Layer 130. The display panel 110 is, for example, a liquid crystal display panel. The optical film 120 is disposed on the display panel 110. The optical film 120 may be a single-layer or multi-layer film, which may be for gain, alignment, compensation, steering, orthogonal, diffusion, protection, anti-stick, scratch resistance, anti-glare, reflection suppression, high refractive index, etc. Beneficial Film. For example, the optical film 120 may be, but is not limited to, a polarizing film, a release film, a wide viewing angle film, a brightness enhancement film, a reflective film, a protective film, an alignment liquid crystal film with characteristics such as controlling viewing angle compensation or birefraction. , Various surface treatment films such as easy-to-bond treatment film, hard coating film, anti-reflection film, anti-adhesive film, diffusion film, anti-glare film, or a combination thereof. The adhesive layer 130 is disposed on the optical film 120. The adhesive layer 130 adheres the surface protective film 140 for the display device 100 to the optical film 120. The adhesive layer 130 is formed of the adhesive composition according to the above embodiment. For example, the adhesive composition may be coated on the optical film 120, and then the adhesive composition is dried to form the adhesive layer 130. The surface protective film 140 is torn off, for example, when a customer wants to use the display device 100 after being sold.

根據實施方案之黏著劑組成物包括抗靜電劑,在表面保護膜與其所貼附至之顯示裝置在螢幕側最外層的元件(例如光學膜)二者都為絕緣體的情況下,可避免靜電反應造成顯示裝置受到損壞或汙染。根據一些實施方案,由根據實施方案之黏著劑組成物所形成的黏著層,具有1012Ω/□以下之表面電阻。 The adhesive composition according to the embodiment includes an antistatic agent, and in the case where the surface protection film and the outermost element (such as an optical film) on the screen side of the display device to which it is attached are both insulators, electrostatic reactions can be avoided. Causes the display device to be damaged or contaminated. According to some embodiments, the adhesive layer formed of the adhesive composition according to the embodiment has a surface resistance of 10 12 Ω / □ or less.

此外,在根據上述實施方案之黏著劑組成物中,架橋劑可將根據實施方案之抗靜電劑連結至主劑。以具有異氰酸酯基的架橋劑為例,其可進行如式9所示之反應:[式9] 其中,R表示架橋劑的其他部分,R’表示主劑、根據實施方案之抗靜電劑、甚至是矽烷偶合劑水解後生成之矽醇類的其他部分。藉由此種反應,具有二或更多個異氰酸酯基的架橋劑可將根據實施方案之抗靜電劑連結至黏著劑組成物的其他成分,例如連結至主劑。從而,根據實施方案之抗靜電劑可藉由鍵結的方式固定在由黏著劑組成物所形成的黏著層中,進而不在黏著層中遷移、甚至析出而造成析出物產生。相較之下,一般所使用之抗靜電劑為不具有羥基的小分子添加物,容易因熱運動而在黏著層中遷移甚至析出,從而造成析出物問題。特別是在高溫或高溫高濕的環境下,析出物問題將更嚴重。 In addition, in the adhesive composition according to the above-mentioned embodiment, the bridging agent may link the antistatic agent according to the embodiment to the main agent. Taking a bridging agent having an isocyanate group as an example, it can perform a reaction shown in Formula 9: [Formula 9] Among them, R represents the other part of the bridging agent, and R ′ represents the other part of the main agent, the antistatic agent according to the embodiment, and even the silanols generated after hydrolysis of the silane coupling agent. By this reaction, a bridging agent having two or more isocyanate groups can link the antistatic agent according to the embodiment to other components of the adhesive composition, for example, to the main agent. Therefore, the antistatic agent according to the embodiment can be fixed in the adhesive layer formed by the adhesive composition by means of bonding, so as not to migrate or even precipitate in the adhesive layer to cause precipitation. In contrast, generally used antistatic agents are small molecule additives that do not have hydroxyl groups, which are easy to migrate or even precipitate in the adhesive layer due to thermal movement, causing problems with the precipitates. Especially in high temperature or high temperature and humidity environment, the problem of precipitates will be more serious.

在本發明的另一方面,所述抗靜電劑應用於光固化性黏著劑組成物中,特別是可應用於UV膠組成物中。因此,在此提供一種黏著劑組成物,其特別可為一種光固化性黏著劑組成物。此種根據實施方案之黏著劑組成物包括主劑、光起始劑、以及根據實施方案之抗靜電劑。主劑包括雙官能基(甲基)丙烯酸酯單體、單官能基(甲基)丙烯酸酯單體、和含羥基(甲基)丙烯酸酯單體,其中,雙官能基(甲基)丙烯酸酯單體的每一分子具有二元不飽和鍵且總碳原子數小於10。以雙官能基(甲基)丙烯酸酯單體、單官能基(甲基)丙烯酸酯單體、含羥基(甲基)丙烯酸酯單體、光起 始劑、和抗靜電劑的重量總和為100重量份,雙官能基(甲基)丙烯酸酯單體佔30~75重量份,單官能基(甲基)丙烯酸酯單體佔10~60重量份,含羥基(甲基)丙烯酸酯單體佔1~50重量份,光起始劑佔5~10重量份,抗靜電劑佔0.5~5重量份。 In another aspect of the present invention, the antistatic agent is applied to a photocurable adhesive composition, and is particularly applicable to a UV adhesive composition. Therefore, an adhesive composition is provided herein, which is particularly a photocurable adhesive composition. Such an adhesive composition according to an embodiment includes a main agent, a photoinitiator, and an antistatic agent according to an embodiment. The main agent includes a difunctional (meth) acrylate monomer, a monofunctional (meth) acrylate monomer, and a hydroxyl-containing (meth) acrylate monomer, among which the difunctional (meth) acrylate The monomer has a binary unsaturated bond per molecule and the total number of carbon atoms is less than 10. Difunctional (meth) acrylate monomers, monofunctional (meth) acrylate monomers, hydroxyl-containing (meth) acrylate monomers, The total weight of the initiator and the antistatic agent is 100 parts by weight. The bifunctional (meth) acrylate monomer accounts for 30 to 75 parts by weight, and the monofunctional (meth) acrylate monomer accounts for 10 to 60 parts by weight. The hydroxyl-containing (meth) acrylate monomer accounts for 1 to 50 parts by weight, the photoinitiator accounts for 5 to 10 parts by weight, and the antistatic agent accounts for 0.5 to 5 parts by weight.

舉例來說,在一些實施方案中,雙官能基(甲基)丙烯酸酯單體可為乙二醇二(甲基)丙烯酸酯、丁二醇二(甲基)丙烯酸酯、間苯二酚二(甲基)丙烯酸酯、和/或對苯二酚二(甲基)丙烯酸酯。 For example, in some embodiments, the difunctional (meth) acrylate monomer may be ethylene glycol di (meth) acrylate, butanediol di (meth) acrylate, resorcinol di (Meth) acrylate, and / or hydroquinone di (meth) acrylate.

舉例來說,在一些實施方案中,單官能基(甲基)丙烯酸酯單體可為(甲基)丙烯酸甲酯、(甲基)丙烯酸乙酯、(甲基)丙烯酸丙酯、(甲基)丙烯酸正丁酯、(甲基)丙烯酸正辛酯、(甲基)丙烯酸十一烷酯、(甲基)丙烯酸異丁酯、(甲基)丙烯酸2-乙基己酯、(甲基)丙烯酸異辛酯、(甲基)丙烯酸2-甲氧基乙酯、(甲基)丙烯酸乙氧基甲酯、(甲基)丙烯酸苄酯、(甲基)丙烯酸2-苯氧基乙酯、(甲基)丙烯酸2-(2-苯氧基乙氧基)乙酯、環氧乙烷改質之壬基酚之(甲基)丙烯酸酯、和/或(甲基)丙烯酸2-(鄰-苯基苯氧基)乙酯。 For example, in some embodiments, the monofunctional (meth) acrylate monomer may be methyl (meth) acrylate, ethyl (meth) acrylate, propyl (meth) acrylate, (methyl) ) N-butyl acrylate, n-octyl (meth) acrylate, undecyl (meth) acrylate, isobutyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, (meth) Isooctyl acrylate, 2-methoxyethyl (meth) acrylate, ethoxymethyl (meth) acrylate, benzyl (meth) acrylate, 2-phenoxyethyl (meth) acrylate, 2- (2-phenoxyethoxy) ethyl (meth) acrylate, (meth) acrylate of nonylphenol modified by ethylene oxide, and / or 2- (ortho) (meth) acrylate -Phenylphenoxy) ethyl ester.

舉例來說,在一些實施方案中,含羥基(甲基)丙烯酸酯單體可為包含[式2]之丙烯酸酯:[式2] 其中,R1分別獨立地為H或C1烷基,R4分別獨立地為C2~C6烷基。具體來說,含羥基(甲基)丙烯酸酯單體可為羥乙基(甲基)丙烯酸酯、羥基丙基(甲基)丙烯酸酯、羥基丁基(甲基)丙烯酸酯、三羥甲基丙烷二(甲基)丙烯酸酯、季戊四醇三(甲基)丙烯酸酯、二季戊四醇五(甲基)丙烯酸酯、苯基環氧丙基(甲基)丙烯酸酯、和/或(甲基)丙烯酸己內酯加成物。 For example, in some embodiments, the hydroxyl-containing (meth) acrylate monomer may be an acrylate comprising [Formula 2]: [Formula 2] Among them, R1 is independently H or C1 alkyl, and R4 is independently C2-C6 alkyl. Specifically, the hydroxy (meth) acrylate-containing monomer may be hydroxyethyl (meth) acrylate, hydroxypropyl (meth) acrylate, hydroxybutyl (meth) acrylate, trimethylol Propane di (meth) acrylate, pentaerythritol tri (meth) acrylate, dipentaerythritol penta (meth) acrylate, phenylepoxypropyl (meth) acrylate, and / or (meth) acrylic acid Lactone adduct.

舉例來說,在一些實施方案中,光起始劑可為2-羥基-2-甲基-1-苯基丙酮、1-羥基環己基苯基甲酮、甲基-2-(4-嗎啉基)-1-[4-(甲硫基)苯基]-1-丙酮、2,4,6-三甲基苯甲醯基-二苯基氧化膦、2,4,6-三甲基苯甲醯基苯基膦酸乙酯、2-二甲氨基-2-苄基-1-[4-(4-嗎啉基)苯基]-1-丁酮、2-羥基-2-甲基-1-[4-(2-羥基乙氧基)苯基]-1-丙酮、和/或苯甲醯甲酸甲酯。 For example, in some embodiments, the photoinitiator can be 2-hydroxy-2-methyl-1-phenylacetone, 1-hydroxycyclohexylphenylmethanone, methyl-2- (4-? (Pinolinyl) -1- [4- (methylthio) phenyl] -1-acetone, 2,4,6-trimethylbenzylidene-diphenylphosphine oxide, 2,4,6-trimethyl Ethyl benzamidinephenylphosphonate, 2-dimethylamino-2-benzyl-1- [4- (4-morpholinyl) phenyl] -1-butanone, 2-hydroxy-2- Methyl-1- [4- (2-hydroxyethoxy) phenyl] -1-acetone, and / or methyl benzamate.

根據上述實施方案之黏著劑組成物可應用於偏光板中。因此,在本發明的又一方面,提供一種偏光板。如第2圖所示,偏光板200包括偏光膜210、黏著層220、和保護膜230。在一些實施方案中,可以只有一個保護膜230,配置於偏光膜210的上表面或下表面上,並且只有一個黏著層220,配置於偏光膜210 和保護膜230之間,以將保護膜230黏著至偏光膜210。在另一些實施方案中,如第2圖所示,二個保護膜230分別配置於偏光膜210的上表面和下表面上,並且二個黏著層220分別配置於偏光膜210和二個保護膜230之間,以將保護膜230黏著至偏光膜210。黏著層220由根據上述實施方案之黏著劑組成物所形成。保護膜230與對應之黏著層220的數量無需特別受限。 The adhesive composition according to the above embodiment can be applied to a polarizing plate. Therefore, in another aspect of the present invention, a polarizing plate is provided. As shown in FIG. 2, the polarizing plate 200 includes a polarizing film 210, an adhesive layer 220, and a protective film 230. In some embodiments, there may be only one protective film 230 disposed on the upper or lower surface of the polarizing film 210 and only one adhesive layer 220 disposed on the polarizing film 210 And the protective film 230 to adhere the protective film 230 to the polarizing film 210. In other embodiments, as shown in FIG. 2, two protective films 230 are respectively disposed on the upper surface and the lower surface of the polarizing film 210, and two adhesive layers 220 are respectively disposed on the polarizing film 210 and the two protective films. 230 to adhere the protective film 230 to the polarizing film 210. The adhesive layer 220 is formed of the adhesive composition according to the embodiment described above. The number of the protective film 230 and the corresponding adhesive layer 220 need not be particularly limited.

根據實施方案之黏著劑組成物包括抗靜電劑,在保護膜與偏光膜二者都為絕緣體的情況下,可避免靜電反應造成偏光膜受到損壞或汙染。根據一些實施方案,由根據實施方案之黏著劑組成物所形成的黏著層,具有1012Ω/□以下之表面電阻。 The adhesive composition according to the embodiment includes an antistatic agent, and in a case where both the protective film and the polarizing film are insulators, the polarizing film can be prevented from being damaged or polluted by an electrostatic reaction. According to some embodiments, the adhesive layer formed of the adhesive composition according to the embodiment has a surface resistance of 10 12 Ω / □ or less.

以下提供具體的實施例和比較例,以提供對於根據實施方案之抗靜電劑和黏著劑組成物更進一步的了解。 Specific examples and comparative examples are provided below to provide a further understanding of the antistatic agent and the adhesive composition according to the embodiment.

[樣品準備] [Sample preparation]

[實施例1] [Example 1]

提供R1為C1烷基、R2為C2烷基、R3為C2烷基之第一單體單元的丙烯酸酯0.06莫耳,提供R1為C1烷基、R4為C2烷基之第二單體單元的丙烯酸酯0.03莫耳,提供R1為H、R5為C8烷基之第三單體單元的丙烯酸酯0.01莫耳,將其混合,在70℃進行7小時的聚合反應。之後,取3重量份,與丙烯酸正辛酯100重量份、甲苯二異氰酸酯0.4重量份、乙烯基三甲氧基矽烷0.3重量份混合,於23℃/濕度RH65%環境熟成7日,以形成黏著劑組成物成品。 Acrylic 0.06 moles of the first monomer unit where R1 is a C1 alkyl group, R2 is a C2 alkyl group, and R3 is a C2 alkyl group, and the second monomer unit of R1 is a C1 alkyl group and R4 is a C2 alkyl group The acrylate was 0.03 mol, and the acrylate of the third monomer unit having R1 as H and R5 as C8 alkyl group was provided with 0.01 mol. The acrylate was mixed and polymerized at 70 ° C. for 7 hours. After that, 3 parts by weight were mixed with 100 parts by weight of n-octyl acrylate, 0.4 parts by weight of toluene diisocyanate, and 0.3 parts by weight of vinyltrimethoxysilane, and matured in an environment of 23 ° C / RH 65% for 7 days to form an adhesive. Composition finished product.

[實施例2] [Example 2]

提供R1為C1烷基、R2為C2烷基、R3為C2烷基之第一單體單元的丙烯酸酯0.06莫耳,提供R1為C1烷基、R4為C3烷基之第二單體單元的丙烯酸酯0.03莫耳,提供R1為H、R5為C4烷基之第三單體單元的丙烯酸酯0.01莫耳,將其混合,在75℃進行5小時的聚合反應。之後,取4重量份,與丙烯酸正辛酯100重量份、甲苯二異氰酸酯0.4重量份、乙烯基三甲氧基矽烷0.3重量份混合,於23℃/濕度RH65%環境熟成7日,以形成黏著劑組成物成品。 Acrylic 0.06 moles of the first monomer unit where R1 is a C1 alkyl group, R2 is a C2 alkyl group, and R3 is a C2 alkyl group, and the second monomer unit of R1 is a C1 alkyl group and R4 is a C3 alkyl group Acrylate was 0.03 mol, and 0.01 mol of acrylate was provided for the third monomer unit in which R1 is H and R5 is a C4 alkyl group. The acrylate was mixed and polymerized at 75 ° C for 5 hours. After that, 4 parts by weight were mixed with 100 parts by weight of n-octyl acrylate, 0.4 parts by weight of toluene diisocyanate, and 0.3 parts by weight of vinyltrimethoxysilane, and matured at 23 ° C / humidity RH65% for 7 days to form an adhesive. Composition finished product.

[實施例3] [Example 3]

將提供R1為H、R2為C2烷基、R3為C2烷基之第一單體單元的丙烯酸酯0.07莫耳,提供R1為H、R4為C2烷基之第二單體單元的丙烯酸酯0.03莫耳,將其混合,在80℃進行3小時的聚合反應。之後,取5重量份,與丙烯酸正辛酯100重量份、甲苯二異氰酸酯0.4重量份、乙烯基三甲氧基矽烷0.3重量份混合,於23℃/濕度RH65%環境熟成7日,以形成黏著劑組成物成品。 Acrylate 0.07 moles of the first monomer unit R1 is H, R2 is a C2 alkyl group, and R3 is a C2 alkyl group, and 0.03 acrylates of the second monomer unit R1 is H and R4 is a C2 alkyl group Mol was mixed, and a polymerization reaction was performed at 80 ° C for 3 hours. After that, 5 parts by weight were mixed with 100 parts by weight of n-octyl acrylate, 0.4 parts by weight of toluene diisocyanate, and 0.3 parts by weight of vinyltrimethoxysilane, and matured at 23 ° C / humidity RH65% for 7 days to form an adhesive. Composition finished product.

[比較例1] [Comparative Example 1]

取3重量份市售之廣榮化學之ILP-60T抗靜電劑與丙烯酸正辛酯100重量份、甲苯二異氰酸酯0.4重量份、乙烯基三甲氧基矽烷0.3重量份混合,於23℃/濕度RH65%環境熟成7日,以形成黏著劑組成物成品。 Take 3 parts by weight of commercially available Guangrong Chemical's ILP-60T antistatic agent and 100 parts by weight of n-octyl acrylate, 0.4 parts by weight of toluene diisocyanate, and 0.3 parts by weight of vinyl trimethoxysilane, and mix at 23 ° C / RHRH65 The environment is matured for 7 days to form a finished adhesive composition.

[比較例2] [Comparative Example 2]

5重量份市售之廣榮化學之ILP-60T抗靜電劑與丙烯酸正辛酯100重量份、甲苯二異氰酸酯0.5重量份、乙烯基三甲氧基矽烷0.3重量份混合,於23℃/濕度RH65%環境熟成7日,以形成黏著劑組成物成品。 5 parts by weight of commercially available Guangrong Chemical's ILP-60T antistatic agent was mixed with 100 parts by weight of n-octyl acrylate, 0.5 parts by weight of toluene diisocyanate, and 0.3 parts by weight of vinyltrimethoxysilane, and mixed at 23 ° C / RHRH65 The environment is matured for 7 days to form a finished adhesive composition.

[表面阻抗測試] [Surface impedance test]

將前述樣品塗佈至市售之光學膜,在110℃進行2分鐘的乾燥。之後,以高阻抗計(三菱化學型號MCP-HT450)於溫度23℃、相對溼度65%的環境中測量阻抗值,其單位為Ω/□。 The aforementioned sample was applied to a commercially available optical film and dried at 110 ° C for 2 minutes. After that, the impedance value was measured with a high impedance meter (Mitsubishi Chemical Model MCP-HT450) in an environment with a temperature of 23 ° C and a relative humidity of 65%, and the unit is Ω / □.

[信賴性測試] [Reliability Test]

將前述樣品塗佈至市售之光學膜,貼合市售之表面保護膜。之後,於溫度60℃、相對溼度90%之環境中放置500小時,再撕除表面保護膜,以肉眼觀察光學膜表面是否產生析出物。以「○」表示無析出物,「╳」表示產生析出物。 The aforementioned sample was applied to a commercially available optical film, and a commercially available surface protective film was bonded. After that, it was left in an environment at a temperature of 60 ° C. and a relative humidity of 90% for 500 hours, and then the surface protective film was peeled off, and whether a precipitate was generated on the surface of the optical film was visually observed. "○" indicates no precipitate, and "╳" indicates that precipitate was generated.

[結果討論] [Result discussion]

表面阻抗測試和信賴性測試的結果如表1所示。實施例1~3的表面阻抗皆在1012Ω/□以下,可確實提供抗靜電效果。此外,實施例1~3皆通過信賴性測試,未產生析出物,而使用市售之抗靜電劑的比較例1~2則有析出物產生。 The results of the surface impedance test and reliability test are shown in Table 1. The surface impedances of Examples 1 to 3 are all 10 12 Ω / □ or less, which can surely provide an antistatic effect. In addition, all of Examples 1 to 3 passed the reliability test and no precipitates were generated, while Comparative Examples 1 to 2 using a commercially available antistatic agent had precipitates.

綜上所述,雖然本發明已以實施方案和實施例揭露如上,然其並非用以限定本發明。本發明所屬技術領域中具有通常知識者,在不脫離本發明之精神和範圍內,當可作各種之更動與潤飾。因此,本發明之保護範圍當視後附之申請專利範圍所界定者為準。 In summary, although the present invention has been disclosed as above with embodiments and examples, it is not intended to limit the present invention. Those with ordinary knowledge in the technical field to which the present invention pertains can make various changes and modifications without departing from the spirit and scope of the present invention. Therefore, the protection scope of the present invention shall be determined by the scope of the attached patent application.

Claims (16)

一種抗靜電劑,包括:如下列式1所示之第一單體單元以及如下列式2所示之第二單體單元: 其中,R1分別獨立地為H或C1烷基,R2分別獨立地為C1~C6烷基,R3分別獨立地為C1~C8烷基,R4分別獨立地為C2~C6烷基,M分別獨立地為13族~15族元素,X分別獨立地為17族元素或拉電子基,n分別獨立地為2~6;其中,該第一單體單元佔單體單元總莫耳數的50%~70%,該第二單體單元佔該單體單元總莫耳數的30%。An antistatic agent includes a first monomer unit shown in the following formula 1 and a second monomer unit shown in the following formula 2: Among them, R1 is independently H or C1 alkyl, R2 is independently C1 ~ C6 alkyl, R3 is independently C1 ~ C8 alkyl, R4 is independently C2 ~ C6 alkyl, and M is independently It is a group 13 to 15 element, X is independently a group 17 element or an electron-withdrawing group, and n is independently 2 to 6; wherein the first monomer unit accounts for 50% of the total mole number of the monomer unit ~ 70%, the second monomer unit accounts for 30% of the total moles of the monomer unit. 如申請專利範圍第1項所述之抗靜電劑,更包括:如下列式3所示之第三單體單元:其中,R1分別獨立地為H或C1烷基,R5分別獨立地為C1~C8烷基;其中,該第三單體單元佔該單體單元總莫耳數的20%以下。The antistatic agent according to item 1 of the scope of patent application, further includes: a third monomer unit as shown in the following formula 3: Among them, R1 is independently H or C1 alkyl, and R5 is independently C1 to C8 alkyl; wherein the third monomer unit accounts for less than 20% of the total mole number of the monomer unit. 如申請專利範圍第1項所述之抗靜電劑,其中,該拉電子基為如下列式4~式7所示之官能基: 其中,m為1~5。The antistatic agent according to item 1 of the scope of the patent application, wherein the electron-withdrawing group is a functional group represented by the following formula 4 to formula 7: Among them, m is 1 to 5. 如申請專利範圍第1項所述之抗靜電劑,其中,該第一單體單元之陰離子M分別獨立地為四氟硼酸根、六氟磷酸根、六氟銻酸根、含氟的醯亞胺根,全氟烷基磺醯基、氟磺醯基、二(氟磺醯基)醯亞胺根、二(三氟甲磺醯基)醯亞胺根、雙磺醯基醯亞胺根、六氟銻酸根、或四(氟代苯基)硼酸根。The antistatic agent according to item 1 of the scope of patent application, wherein the anion M of the first monomer unit They are independently tetrafluoroborate, hexafluorophosphate, hexafluoroantimonate, fluorine-containing sulfonimide, perfluoroalkylsulfonyl, fluorosulfonyl, and bis (fluorosulfonyl) sulfonium Root, bis (trifluoromethanesulfonyl) fluorenimide, bissulfonylfluorenimide, hexafluoroantimonate, or tetrakis (fluorophenyl) borate. 一種黏著劑組成物,包括:主劑;架橋劑;以及如申請專利範圍第1~4項所述之抗靜電劑;其中,相對於100重量份之該主劑,該架橋劑為0.1~1.0重量份,該抗靜電劑為1.0~5.0重量份。An adhesive composition includes: a main agent; a bridging agent; and an antistatic agent as described in items 1 to 4 of the scope of patent application; wherein the bridging agent is 0.1 to 1.0 relative to 100 parts by weight of the main agent. The antistatic agent is 1.0 to 5.0 parts by weight. 如申請專利範圍第5項所述之黏著劑組成物,更包括:矽烷偶合劑;其中,相對於100重量份之該主劑,該矽烷偶合劑為0.1~1.0重量份。The adhesive composition according to item 5 of the patent application scope further includes: a silane coupling agent; wherein the silane coupling agent is 0.1 to 1.0 part by weight relative to 100 parts by weight of the main agent. 如申請專利範圍第6項所述之黏著劑組成物,其中,該主劑包括至少一種(甲基)丙烯酸酯;且/或其中,該架橋劑為分子內具有至少二個異氰酸酯基(-NCO)的異氰酸酯系化合物。The adhesive composition according to item 6 of the patent application scope, wherein the main agent includes at least one (meth) acrylate; and / or wherein the bridging agent has at least two isocyanate groups (-NCO) in the molecule ) Is an isocyanate-based compound. 如申請專利範圍第7項所述之黏著劑組成物,其中,該至少一種(甲基)丙烯酸酯為(甲基)丙烯酸甲酯、(甲基)丙烯酸乙酯、(甲基)丙烯酸丙酯、(甲基)丙烯酸正丁酯、(甲基)丙烯酸正辛酯、(甲基)丙烯酸十一烷酯、(甲基)丙烯酸異丁酯、(甲基)丙烯酸2-乙基己酯、(甲基)丙烯酸異辛酯、(甲基)丙烯酸2-甲氧基乙酯、(甲基)丙烯酸乙氧基甲酯、(甲基)丙烯酸苄酯、(甲基)丙烯酸2-苯氧基乙酯、(甲基)丙烯酸2-(2-苯氧基乙氧基)乙酯、環氧乙烷改質之壬基酚之(甲基)丙烯酸酯、和/或(甲基)丙烯酸2-(鄰-苯基苯氧基)乙酯;且/或其中,該異氰酸酯系化合物為甲苯二異氰酸酯、二異氰酸六亞甲酯、異佛爾酮二異氰酸酯、二異氰酸二甲苯酯、氫化二異氰酸二甲苯酯、二苯基甲烷二異氰酸酯、氫化二苯基甲烷二異氰酸酯、萘二異氰酸酯、二苯基甲烷二異氰酸酯、前述任一者之二聚物、三聚物、和/或與多元醇反應形成之加成物;且/或其中,該矽烷偶合劑為乙烯基三甲氧基矽烷、乙烯基三乙氧基矽烷、乙烯基參(2-甲氧基乙氧基)矽烷、3-甲基丙烯氧基丙基三甲氧基矽烷、3-環氧丙氧基丙基三甲氧基矽烷、2-(3,4-環氧基環己基)乙基三甲氧基矽烷、3-環氧丙氧基丙基甲基二甲氧基矽烷、3-環氧丙氧基丙基三乙氧基矽烷、3-環氧丙氧基丙基乙氧基二甲基矽烷、3-胺基丙基三甲氧基矽烷、3-胺基丙基三乙氧基矽烷、N-(2-胺基乙基)-3-胺基丙基三甲氧基矽烷、N-(2-胺基乙基)-3-胺基丙基甲基二甲氧基矽烷、3-氯丙基甲基二甲氧基矽烷、3-氯丙基三甲氧基矽烷、3-甲基丙烯醯氧基丙基三甲氧基矽烷、和/或3-巰基丙基三甲氧基矽烷。The adhesive composition according to item 7 in the scope of the patent application, wherein the at least one (meth) acrylate is methyl (meth) acrylate, ethyl (meth) acrylate, or propyl (meth) acrylate , N-butyl (meth) acrylate, n-octyl (meth) acrylate, undecyl (meth) acrylate, isobutyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, Isooctyl (meth) acrylate, 2-methoxyethyl (meth) acrylate, ethoxymethyl (meth) acrylate, benzyl (meth) acrylate, 2-phenoxy (meth) acrylate Ethyl ester, 2- (2-phenoxyethoxy) ethyl (meth) acrylate, (meth) acrylate of nonylphenol modified by ethylene oxide, and / or (meth) acrylic acid 2- (o-phenylphenoxy) ethyl ester; and / or wherein the isocyanate compound is toluene diisocyanate, hexamethylene diisocyanate, isophorone diisocyanate, xylene diisocyanate Ester, hydrogenated diisocyanate, diphenylmethane diisocyanate, hydrogenated diphenylmethane diisocyanate, naphthalene diisocyanate, diphenylmethane diisocyanate, dimerization of any of the foregoing , Trimer, and / or an adduct formed by reacting with a polyol; and / or wherein the silane coupling agent is vinyltrimethoxysilane, vinyltriethoxysilane, vinyl ginseng (2-methyl Ethoxyethoxy) silane, 3-methacryloxypropyltrimethoxysilane, 3-glycidoxypropyltrimethoxysilane, 2- (3,4-epoxycyclohexyl) ethyl Trimethoxysilane, 3-glycidoxypropylmethyldimethoxysilane, 3-glycidoxypropyltriethoxysilane, 3-glycidoxypropylethoxy Dimethylsilane, 3-aminopropyltrimethoxysilane, 3-aminopropyltriethoxysilane, N- (2-aminoethyl) -3-aminopropyltrimethoxysilane, N- (2-aminoethyl) -3-aminopropylmethyldimethoxysilane, 3-chloropropylmethyldimethoxysilane, 3-chloropropyltrimethoxysilane, 3- Methacryloxypropyltrimethoxysilane and / or 3-mercaptopropyltrimethoxysilane. 如申請專利範圍第5項所述之黏著劑組成物,為感壓性黏著劑組成物。The adhesive composition described in item 5 of the patent application scope is a pressure-sensitive adhesive composition. 如申請專利範圍第5項所述之黏著劑組成物,該黏著劑組成物的表面阻抗值在1012Ω/□以下。According to the adhesive composition described in item 5 of the scope of patent application, the surface resistance value of the adhesive composition is below 10 12 Ω / □. 一種顯示裝置,包括:顯示面板;光學膜,配置於該顯示面板上;以及黏著層,配置於該光學膜上,該黏著層將用於該顯示裝置之表面保護膜黏著至該光學膜,該黏著層由如申請專利範圍第5~10項所述之黏著劑組成物所形成。A display device includes: a display panel; an optical film disposed on the display panel; and an adhesive layer disposed on the optical film. The adhesive layer is used to adhere a surface protective film for the display device to the optical film. The adhesive layer is formed by the adhesive composition as described in items 5 to 10 of the scope of patent application. 一種黏著劑組成物,包括:主劑,包括:雙官能基(甲基)丙烯酸酯單體,每一分子具有二元不飽和鍵且總碳原子數小於10;單官能基(甲基)丙烯酸酯單體;含羥基(甲基)丙烯酸酯單體;光起始劑;以及如申請專利範圍第1~4項所述之抗靜電劑;其中,以該雙官能基(甲基)丙烯酸酯單體、該單官能基(甲基)丙烯酸酯單體、該含羥基(甲基)丙烯酸酯單體、該光起始劑、和該抗靜電劑的重量總和為100重量份,該雙官能基(甲基)丙烯酸酯單體佔30~75重量份,該單官能基(甲基)丙烯酸酯單體佔10~60重量份,該含羥基(甲基)丙烯酸酯單體佔1~50重量份,該光起始劑佔5~10重量份,該抗靜電劑佔0.5~5重量份。An adhesive composition includes: a main agent, including: a difunctional (meth) acrylate monomer, each molecule having a binary unsaturated bond and a total number of carbon atoms less than 10; and a monofunctional (meth) acrylic acid Ester monomers; hydroxy (meth) acrylate-containing monomers; photoinitiators; and antistatic agents as described in claims 1 to 4 of the scope of patent applications; wherein the bifunctional (meth) acrylates are The total weight of the monomer, the monofunctional (meth) acrylate monomer, the hydroxyl-containing (meth) acrylate monomer, the photoinitiator, and the antistatic agent is 100 parts by weight. 30 to 75 parts by weight of the (meth) acrylate monomer, 10 to 60 parts by weight of the monofunctional (meth) acrylate monomer, and 1 to 50 of the hydroxyl (meth) acrylate monomer The photo-initiator accounts for 5-10 parts by weight, and the antistatic agent accounts for 0.5-5 parts by weight. 如申請專利範圍第12項所述之黏著劑組成物,其中,該雙官能基(甲基)丙烯酸酯單體為乙二醇二(甲基)丙烯酸酯、丁二醇二(甲基)丙烯酸酯、間苯二酚二(甲基)丙烯酸酯、和/或對苯二酚二(甲基)丙烯酸酯;且/或該單官能基(甲基)丙烯酸酯單體為(甲基)丙烯酸甲酯、(甲基)丙烯酸乙酯、(甲基)丙烯酸丙酯、(甲基)丙烯酸正丁酯、(甲基)丙烯酸正辛酯、(甲基)丙烯酸十一烷酯、(甲基)丙烯酸異丁酯、(甲基)丙烯酸2-乙基己酯、(甲基)丙烯酸異辛酯、(甲基)丙烯酸2-甲氧基乙酯、(甲基)丙烯酸乙氧基甲酯、(甲基)丙烯酸苄酯、(甲基)丙烯酸2-苯氧基乙酯、(甲基)丙烯酸2-(2-苯氧基乙氧基)乙酯、環氧乙烷改質之壬基酚之(甲基)丙烯酸酯、和/或(甲基)丙烯酸2-(鄰-苯基苯氧基)乙酯;且/或該光起始劑為2-羥基-2-甲基-1-苯基丙酮、1-羥基環己基苯基甲酮、甲基-2-(4-嗎啉基)-1-[4-(甲硫基)苯基]-1-丙酮、2,4,6-三甲基苯甲醯基-二苯基氧化膦、2,4,6-三甲基苯甲醯基苯基膦酸乙酯、2-二甲氨基-2-苄基-1-[4-(4-嗎啉基)苯基]-1-丁酮、2-羥基-2-甲基-1-[4-(2-羥基乙氧基)苯基]-1-丙酮、和/或苯甲醯甲酸甲酯。The adhesive composition according to item 12 of the scope of patent application, wherein the difunctional (meth) acrylate monomer is ethylene glycol di (meth) acrylate, butanediol di (meth) acrylic acid Ester, resorcinol di (meth) acrylate, and / or hydroquinone di (meth) acrylate; and / or the monofunctional (meth) acrylate monomer is (meth) acrylic acid Methyl ester, ethyl (meth) acrylate, propyl (meth) acrylate, n-butyl (meth) acrylate, n-octyl (meth) acrylate, undecyl (meth) acrylate, (meth) ) Isobutyl acrylate, 2-ethylhexyl (meth) acrylate, isooctyl (meth) acrylate, 2-methoxyethyl (meth) acrylate, ethoxymethyl (meth) acrylate , Benzyl (meth) acrylate, 2-phenoxyethyl (meth) acrylate, 2- (2-phenoxyethoxy) ethyl (meth) acrylate, modified ethylene oxide (Meth) acrylates of phenols and / or 2- (o-phenylphenoxy) ethyl (meth) acrylates; and / or the photoinitiator is 2-hydroxy-2-methyl- 1-phenylacetone, 1-hydroxycyclohexylphenylmethanone, methyl-2- (4-morpholinyl) -1- [4- (methylsulfide Phenyl) phenyl] -1-acetone, 2,4,6-trimethylbenzylidene-diphenylphosphine oxide, 2,4,6-trimethylbenzylidenephenylphosphonic acid ethyl ester, 2-dimethylamino-2-benzyl-1- [4- (4-morpholinyl) phenyl] -1-butanone, 2-hydroxy-2-methyl-1- [4- (2-hydroxy Ethoxy) phenyl] -1-acetone, and / or methyl benzamate. 如申請專利範圍第12項所述之黏著劑組成物,其中,該含羥基(甲基)丙烯酸酯單體為包含[式2]之丙烯酸酯:其中,R1分別獨立地為H或C1烷基,R4分別獨立地為C2~C6烷基。The adhesive composition according to item 12 of the scope of the patent application, wherein the hydroxyl-containing (meth) acrylate monomer is an acrylate containing [Formula 2]: Among them, R1 is independently H or C1 alkyl, and R4 is independently C2-C6 alkyl. 如申請專利範圍第14項所述之黏著劑組成物,其中,該含羥基(甲基)丙烯酸酯單體為羥乙基(甲基)丙烯酸酯、羥基丙基(甲基)丙烯酸酯、羥基丁基(甲基)丙烯酸酯、三羥甲基丙烷二(甲基)丙烯酸酯、季戊四醇三(甲基)丙烯酸酯、二季戊四醇五(甲基)丙烯酸酯、苯基環氧丙基(甲基)丙烯酸酯、和/或(甲基)丙烯酸己內酯加成物。The adhesive composition according to item 14 of the scope of the patent application, wherein the hydroxy (meth) acrylate-containing monomer is hydroxyethyl (meth) acrylate, hydroxypropyl (meth) acrylate, hydroxy Butyl (meth) acrylate, trimethylolpropane di (meth) acrylate, pentaerythritol tri (meth) acrylate, dipentaerythritol penta (meth) acrylate, phenylepoxypropyl (methyl) ) Acrylate, and / or (meth) acrylate caprolactone adduct. 一種偏光板,包括:偏光膜;保護膜,配置於該偏光膜的上表面或下表面上;黏著層,配置於該偏光膜和該保護膜之間,該黏著層由如申請專利範圍第12~15項所述之黏著劑組成物所形成。A polarizing plate includes: a polarizing film; a protective film disposed on an upper surface or a lower surface of the polarizing film; an adhesive layer disposed between the polarizing film and the protective film; Formed by the adhesive composition described in ~ 15.
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