TW201033311A - Adhesive composition and adhesive sheet - Google Patents

Adhesive composition and adhesive sheet Download PDF

Info

Publication number
TW201033311A
TW201033311A TW098144647A TW98144647A TW201033311A TW 201033311 A TW201033311 A TW 201033311A TW 098144647 A TW098144647 A TW 098144647A TW 98144647 A TW98144647 A TW 98144647A TW 201033311 A TW201033311 A TW 201033311A
Authority
TW
Taiwan
Prior art keywords
meth
adhesive
acrylate
adhesive composition
adhesive layer
Prior art date
Application number
TW098144647A
Other languages
Chinese (zh)
Other versions
TWI394808B (en
Inventor
Tadashi Matano
Mamoru Kobayashi
Takayuki Arai
Atsushi Kurokawa
Original Assignee
Lintec Corp
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 Lintec Corp filed Critical Lintec Corp
Publication of TW201033311A publication Critical patent/TW201033311A/en
Application granted granted Critical
Publication of TWI394808B publication Critical patent/TWI394808B/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
    • C09J133/04—Homopolymers or copolymers of esters
    • C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
    • C09J133/10—Homopolymers or copolymers of methacrylic acid esters
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K3/00—Use of inorganic substances as compounding ingredients
    • C08K3/10—Metal compounds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/04—Oxygen-containing compounds
    • C08K5/06—Ethers; Acetals; Ketals; Ortho-esters
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/04—Oxygen-containing compounds
    • C08K5/09—Carboxylic acids; Metal salts thereof; Anhydrides thereof
    • C08K5/092—Polycarboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
    • C09J11/02—Non-macromolecular additives
    • C09J11/04—Non-macromolecular additives inorganic
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
    • C09J11/02—Non-macromolecular additives
    • C09J11/06—Non-macromolecular additives organic
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J4/00—Adhesives 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
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J7/00—Adhesives in the form of films or foils
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J9/00—Adhesives characterised by their physical nature or the effects produced, e.g. glue sticks
    • C09J9/02—Electrically-conducting adhesives

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Inorganic Chemistry (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Adhesive Tapes (AREA)

Abstract

The present invention provides an adhesive composition and an adhesive sheet containing an adhesive layer consisting of the same composition. The said adhesive composition is characterized in that is capable of forming an adhesive layer which has excellent antistatic property such as 5x10<SP>10</SP>Ω/□ or less of surface resistivity, and has sufficient transparency, durability, light leakage resistance together in optical purpose. And, the said adhesive layer containing the said adhesive layer is characterized in that comprises (A) (meth)acrylate copolymer containing 1.0-15 mass% of hydroxyl group monomer as monomeric constituent unit; (B) (meth)acrylate copolymer containing carboxyl group monomer as monomeric constituent unit; c lithium salt; and (D) alkylene glycol dialkyl group ether of which the repeat unit of oxyalkylene chain is 2-10; and the equivalent proportion of the monomer containing carboxyl group of said (B) copolymer relative to the monomer containing hydroxyl group of said (A) copolymer is 0.3 or more.

Description

201033311 六、發明說明： 【發明所屬之技術領域】 本發明係關於具有抗靜電性之黏著劑組成物及黏 著片的發明，更具體而言，特別是關於適合應用在使用 於液晶顯示器等之偏光板、相位差板的具有抗靜電性之 黏著劑組成物及黏著片。 【先前技術】 在液晶胞積層偏光板與相位差板等的光學構件以 製作液晶顯示器之情形中，較佳係利用透過黏著劑層而 進行貼合之方法。具體說明這樣的方法時，可舉出例如 在光學構件上形成黏著劑層以作成黏著片，並以該黏著 劑層的外露面側與液晶胞相接的方式貼合在一起的態 樣。又，在作爲前述態樣的前段階得到由黏著劑層形成 之光學構件所構成的黏著片之情形中，亦可舉例如在剝 離薄膜上形成黏著劑層，並將該黏著劑層轉印至光學構 件上的態樣。另外，亦可華例如上述各態樣的黏著劑層 的外露面，從防止灰塵等附著之觀點至與其他的被黏附 物貼合爲止係藉由剝離薄膜來保護的態樣。 這裡，前述剝離薄膜與光學構件係大多由電絶緣性 高的塑膠材料而構成的。這樣一來，在如前述的各態樣 中隨著貼合或剝離的步驟，在這種情況下會產生靜電。 特別是因剝離所產生的靜電被稱爲剝離帶電壓且被視 -4- 201033311 爲是很大的問題。 因如此所產生的靜電而帶電的黏著片係被指出有 捲入周圍灰麈的問題。另外，亦被指摘在此時所產生的 靜電仍殘留的狀態下黏貼黏著片於液晶胞時’會有液晶 分子的配向上產生錯亂的問題。又’也被指摘即使在能 回復如上述所產生的液晶分子的配向錯亂之情形，沒有 回復的期間係不能進入下一個液晶顯示器製造步驟，而 有造成製造步驟延遲的問題。這樣的問題特別是隨著近 年的液晶顯示器的大型化、驅動方式的改良，已受到很 大的阻礙了。 在解.決此等的問題時，作爲防止帶靜電對策而賦予 黏著劑層的抗靜電性正受到殷切的期盼，具體而言，形 成表面電阻率爲5χ 1〇ι&lt;&gt;Ω/□以下之黏著劑層的黏著劑 組成物係爲所要求的。 另一方面，對於液晶顯示器的構件偏光板、特別是 和視野角擴大薄膜等一體化所形成的偏光板與液晶胞 的貼合、偏光板與相位差板的貼合、相位差板相互的貼 合及相位差板與液晶胞的貼合，係要求具有即使在各式 各樣的環境下也不會產生脫膠剝落的「耐久性」，與具 有對於因薄膜的所謂收縮·膨張之尺寸變化所伴隨的應 力變化所引起的漏光的耐性〔以下，「耐漏光性」〕之黏 著劑層的黏著片（專利文獻1)。 -5- 201033311 綜合以上’現在係要求形成具有表面電阻率爲 5χ1〇ι〇Ω /□以下所謂優異之抗靜電性，且兼備耐久性 及耐漏光性之黏著劑層的黏著劑組成物。但是，直至現 在’那樣的黏著劑組成物雖然被殷切盼望著卻在現實裡 得不到。 做爲與本發明有關連的先行文獻，可舉出例如含有 具有含環氧烷基之反應性單體作爲單體成分之（甲基） 丙烯酸系聚合物與鹼金屬鹽的黏著劑組成物（專利文獻 2)。又，可舉出在玻璃轉移溫度不同的2種聚合物中含 有鋰鹽之黏著劑組成物（專利文獻3)。由於無論哪一種 黏著劑組成物均發揮了抗靜電性能，所以可形成使用許 多親水性單體作爲構成聚合物之單體的組成。因此，作 爲最後剝離被捨棄的表面保護薄膜，雖然認爲在藉由前 述揭示的黏著劑組成物所形成之黏著劑層具有充分的 性能’惟在如本發明般形成液晶顯示器構成體之一部分 的情形中，足以預期會成爲耐久性及耐漏光性的問題。 作爲本發明中最近的先行文獻係可舉出特開 2〇〇8_32852(專利文獻4)。專利文獻4揭示了在含有 共聚合含羥基單體之丙烯酸系共聚物、共聚合丙烯酸之 丙烯酸系共聚物、及多官能性丙烯酸酯系單體之黏著劑 組成物中，含有各種抗靜電劑之黏著劑組成物。利用該 文獻中揭示之黏著劑組成物所形成的黏著劑層係具有 -6- 201033311 耐久性及耐漏光性且具有固定的抗靜電性。然而，該文 獻的黏著劑組成物係檢討各種抗靜電劑的添加，但是在 具有充分的耐久性及耐漏光性方面，係無法達成發揮表 面電阻率5χ1〇ι 0Ω/□以下這樣優異之抗靜電性。 專利文獻1 特許第3272921(特開平9-87593) 號公報 專利文獻2 特開2007-92056號公報 專利文獻3 特開2008-248223號公報 專利文獻4 特開2008-32852號公報 【發明内容】 發明所欲解決之課題 在像這樣的狀況下，本發明的目的係提供用以形成 具有所謂表面電阻率爲5χ1〇ΐί&gt;Ω/□以下優異之抗靜電 性，同時具有充分的耐漏光性與耐久性之黏著劑層的黏 著劑組成物，及具有利用該黏著劑組成物所形成之黏著 劑層的黏著片。 在具有以往的抗靜電性之黏著片類方面，爲了顯現 表面電阻率爲5xl〇iQQ/□以下優異之抗靜電性，需要 添加多量的抗靜電劑，由於顯著地對耐久性造成不良的 影響，而會有難以兼具抗靜電性與耐久性的問題。 解決課題之手段 本發明人等係發現使用2種的（甲基）丙烯酸酯共聚 201033311 物，一方面藉由特別規定（甲基）丙烯酸酯共聚物的經基 的量來賦予適度的親水性，另一方面使其與（甲基）丙烯 酸酯共聚物中的羧基平衡，且藉由使用含有歸定量的鋰 鹽、與特定的伸烷基二醇二烷基醚的黏著劑組成物’利 用該黏著劑組成物所形成之黏著劑層係在液晶胞與光 學構件之間、或光學構件間的貼合上具有充分的耐久性 及耐漏光性，且使抗靜電性大幅地提昇，而完成了本發201033311 VI. Description of the Invention: [Technical Field] The present invention relates to an adhesive composition having an antistatic property and an adhesive sheet, and more particularly, to a polarizing light suitable for use in a liquid crystal display or the like. Adhesive composition and adhesive sheet having antistatic properties of a plate and a phase difference plate. [Prior Art] In the case of producing a liquid crystal display in an optical member such as a liquid crystal cell polarizing plate or a phase difference plate, it is preferred to use a method of bonding through an adhesive layer. Specifically, for example, an adhesive layer is formed on an optical member to form an adhesive sheet, and the exposed surface side of the adhesive layer is brought into contact with the liquid crystal cell. Further, in the case where an adhesive sheet composed of an optical member formed of an adhesive layer is obtained as the front stage of the above-described aspect, for example, an adhesive layer may be formed on the release film, and the adhesive layer may be transferred to the adhesive layer. The aspect on the optical member. Further, for example, the exposed surface of the adhesive layer of each of the above-described aspects may be protected by a release film from the viewpoint of preventing adhesion of dust or the like to adhesion to other adherends. Here, the release film and the optical member are often composed of a plastic material having high electrical insulating properties. Thus, in the case of the bonding or peeling step in each of the foregoing aspects, static electricity is generated in this case. In particular, static electricity generated by peeling is called a peeling strip voltage and is considered to be a big problem. The adhesive sheet charged by the static electricity thus generated is pointed out to have a problem of getting involved in the surrounding ash. In addition, it is also pointed out that there is a problem that the alignment of the liquid crystal molecules is disturbed when the adhesive sheet is adhered to the liquid crystal cell in a state where the static electricity generated at this time remains. Further, it has been pointed out that even in the case where the alignment disorder of the liquid crystal molecules generated as described above can be recovered, the period in which there is no recovery cannot enter the next liquid crystal display manufacturing step, and there is a problem that the manufacturing steps are delayed. Such a problem has been greatly hindered, particularly with the recent increase in the size and driving method of liquid crystal displays. In order to solve such problems, the antistatic property imparted to the adhesive layer as a countermeasure against static electricity is eagerly expected. Specifically, the surface resistivity is 5 χ 1 〇 &lt;gt; Ω / □ The following adhesive composition of the adhesive layer is required. On the other hand, the polarizing plate of the liquid crystal display, particularly the polarizing plate formed by integration with the viewing angle expansion film, and the liquid crystal cell, the bonding of the polarizing plate and the phase difference plate, and the mutual adhesion of the phase difference plates. The combination of the phase difference plate and the liquid crystal cell is required to have "durability" which does not cause degumming and peeling even in various environments, and has a dimensional change for the so-called shrinkage and expansion of the film. Adhesive sheet of the adhesive layer which is resistant to light leakage (hereinafter, "light leakage resistance") due to stress change (Patent Document 1). -5- 201033311 In general, it is required to form an adhesive composition having an excellent antistatic property with a surface resistivity of 5 χ 1 〇 ι Ω / □ and an adhesive layer which has both durability and light leakage resistance. However, until the present adhesive composition is eagerly awaited, it is not available in reality. As a prior art relating to the present invention, for example, an adhesive composition containing a (meth)acrylic polymer having an epoxy group-containing reactive monomer as a monomer component and an alkali metal salt can be mentioned ( Patent Document 2). Further, an adhesive composition containing a lithium salt in two kinds of polymers having different glass transition temperatures is mentioned (Patent Document 3). Since any of the adhesive compositions exhibits antistatic properties, a composition using a plurality of hydrophilic monomers as a monomer constituting the polymer can be formed. Therefore, as the surface protective film which is finally peeled off, although the adhesive layer formed by the above-described adhesive composition is considered to have sufficient performance, it is only a part of the liquid crystal display constituting body as in the present invention. In the case, it is expected to be a problem of durability and light leakage resistance. The most advanced prior art document in the present invention is JP-A-2-32852 (Patent Document 4). Patent Document 4 discloses that an adhesive composition containing an acrylic copolymer containing a hydroxyl group-containing monomer, an acrylic copolymer copolymerized with acrylic acid, and a polyfunctional acrylate monomer contains various antistatic agents. Adhesive composition. The adhesive layer formed by using the adhesive composition disclosed in the literature has durability and light leakage resistance of -6 to 201033311 and has a fixed antistatic property. However, the adhesive composition of this document examines the addition of various antistatic agents. However, in terms of sufficient durability and light leakage resistance, it is impossible to achieve an antistatic property which is excellent in surface resistivity of 5 χ 1 〇 0 Ω / □ or less. Sex. [Patent Document 1] Japanese Laid-Open Patent Publication No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. 2008- 222. Solution to Problem In such a situation, the object of the present invention is to provide an antistatic property having an excellent surface resistivity of 5 χ 1 〇ΐ Ω Ω / □ or less, and sufficient light leakage resistance and durability. An adhesive composition of the adhesive layer and an adhesive sheet having an adhesive layer formed using the adhesive composition. In order to exhibit an excellent antistatic property of a surface resistivity of 5×1 〇iQQ/□ or less, it is necessary to add a large amount of an antistatic agent to the adhesive sheet having the conventional antistatic property, and it is remarkably adversely affected by the durability. However, there is a problem that it is difficult to have both antistatic properties and durability. Means for Solving the Problem The present inventors have found that two types of (meth) acrylate copolymerization 201033311 are used, and on the other hand, moderate hydrophilicity is imparted by specifying the amount of a base group of a (meth) acrylate copolymer. On the other hand, it is balanced with the carboxyl group in the (meth) acrylate copolymer, and is utilized by using an adhesive composition containing a normalized lithium salt and a specific alkylene glycol dialkyl ether. The adhesive layer formed by the adhesive composition has sufficient durability and light leakage resistance between the liquid crystal cell and the optical member, or the bonding between the optical members, and the antistatic property is greatly improved, and the completion is completed. This hair

G w 明。 亦即、本發明係提供： (1) 一種黏著劑組成物，其特徵在於含有：具有含 1.0〜15質量％之羥基單體作爲單體構成單元之（甲基） 丙烯酸酯共聚物（A)、具有含羧基單體作爲單體構成單 元之（甲基）丙烯酸酯共聚物（B)、鋰鹽（C)、及伸氧烷基 鏈之重複單元爲2〜10個的伸烷基二醇二烷基醚（DJ; ^ 且該共聚物（B)之含羧基單體相對於該共聚物（A)之含 〇 羥基單體的當量比爲0.3以上； (2) 如上述（1)之黏著劑組成物，其中該鋰鹽（〇係 選自於由 LiCF3S03、Li(CF3S〇2)2N、及 Li(CF3S02)3C 所構成群組中之1種以上； (3) 如上述（1)或（2)之黏著劑組成物，其中該鋰鹽 (C)與該伸烷基二醇二烷基醚（D)之莫耳比（C)/(D)爲 30/70〜70/30 ; -8- 201033311 (4) 如上述（1)或（2)之黏著劑組成物，其中相對於 該共聚物（A)IOO質量份而言，作爲該鋰鹽（C)與該伸烷 基二醇二烷基醚（D)之合計量係含有1〜20質量份； (5) 如上述（1)或（2)之黏著劑組成物，其中該黏著 劑組成物進一步含有活性能量線硬化型化合物（E); (6) 如上述（1)或（2)之黏著劑組成物，其中該黏著 劑組成物進一步含有異氰酸酯系交聯劑（F); (7) —種黏著片，其係含有由如上述（1)~(6)中任 一項之黏著劑組成物所形成之黏著劑層； (8) 如上述（7)之黏著片，其係在該黏著劑層之兩 面上具有剝離薄膜； (9) 如上述（7)之黏著片，其係在光學構件上具有 黏著劑層；及 (10) 如上述（9)之黏著片，其中該光學構件爲偏光 板或相位差板。 發明的效果 本發明具有抗靜電性之黏著劑組成物及黏著片係 在偏光板與液晶胞、偏光板與相位差板的貼合、相位差 板相互的貼合及相位差板與液晶胞的貼合中貼合部分 的耐久性特別優異，在所得之液晶顯示裝置係即使在高 溫高濕環境下也不易產生漏光，且具有表面電阻率爲 5χ1〇ι〇Ω/□以下之優異抗靜電性。藉此，可提供一種 -9- 201033311 在貼合液晶胞等之際，不會令液晶分子的配向產生紊 亂，特別是在偏光板用等有用的黏著劑組成物，及具有 由該組成物所形成之黏著劑層的黏著片。 【實施方式】 實施發明之最佳形態 以下，詳細說明本發明。 在本發明的黏著劑組成物係使用具有2種不同的 官能基之（甲基）丙烯酸酯共聚物（A)及（B)。 其特徵在於：其中一方的共聚物（A)含有 1.0〜15 質量％之含羥基單體作爲單體構成單元，另一方的（甲 基）丙烯酸酯共聚物（B)具有含羧基單體作爲單體構成 單元，具有含羧基單體相對於含羥基單體之當量比爲 0.3以上的關係，而且含有鋰鹽（C)及伸氧烷基鏈的重 複單位爲2~10之伸烷基二醇二烷基醚（D)。 首先，就（甲基）丙烯酸酯共聚物（A)加以説明。 本發明中，所謂的（甲基）丙烯酸酯係意味著丙烯酸 酯及甲基丙烯酸酯兩者。其他的類似用語也是同樣的。 由於通常係交聯（甲基）丙烯酸酯共聚物用以賦予 所形成之黏著劑層耐久性，使具有形成交聯點之官能基 的（甲基）丙烯酸酯單體，與不具有官能基之（甲基）丙烯 酸酯單體共聚合以得到（甲基）丙烯酸酯共聚物，將其作 爲黏著劑的主劑來實施。在成分（A)方面，羥基爲交聯 -10- 201033311 點。 作爲用以調製共聚物（A)所使用的含有羥基之單體 的具體例，可舉出（甲基）丙烯酸2-羥基乙酯、（甲基）丙 烯酸2-羥基丙酯、（甲基）丙烯酸3-羥基丙酯、（甲基） 丙烯酸2-羥基丁酯、（甲基）丙烯酸3-羥基丁酯、（甲基） 丙烯酸4-羥基丁酯等的（甲基）丙烯酸羥基烷基酯等，此 等之中，特別是從可輕易製造共聚物之點而言，較佳爲 (甲基}丙烯酸2·羥基乙酯、{甲基}丙烯酸4-羥基丁酯。 作爲不含有用以調製共聚物（A)所使用之官能基的 (甲基）丙烯酸酯單體係沒有特別地限制，可舉出例如最 好是酯部分的烷基碳數爲1~20的（甲基）丙烯酸酯。這 裡，作爲酯部分的烷基碳數爲1~20的（甲基）丙烯酸酯 的例子，可舉出（甲基）丙烯酸甲酯、（甲基）丙烯酸乙酯、 (甲基）丙烯酸丙酯、（甲基）丙烯酸丁酯、（甲基）丙烯酸 戊酯 '(甲基）丙烯酸己酯、（甲基）丙烯酸環己酯、（甲基） 丙烯酸2-乙基己酯、（甲基）丙烯酸異辛酯、（甲基）丙烯 酸癸酯 '(甲基）丙烯酸十二烷酯、（甲基）丙烯酸十四烷 酯、（甲基）丙烯酸十六烷酯、（甲基）丙烯酸硬脂基酯等。 此等係可單獨使用’亦可組合2種以上使用。此等的（甲 基）丙烯酸酯之中，特別是從能夠得到適度的黏著性 能、與可輕易製造共聚物（A)之點而言，較佳爲（甲基） 丙嫌酸丁酯。 -11- 201033311 關於在本發明的黏著劑組成物中的共聚物（A)，前 述含羥基單體係在單體構成單元中需要1.0~15質量 %，1.5 ~ 1 0質量％爲佳’ 3 ~ 7質量。/。爲特佳。藉由爲 1.0質量。/。以上，可引出鋰鹽的抗靜電性，藉由爲15 質量。/。以下，則可防止在高溫、高濕下的耐久性降低。 (甲基）丙烯酸酯共聚物（A)的重量平均分子量係通 常爲50萬~250萬，80萬〜200萬爲佳，100萬~180 萬爲較佳。藉由將重量平均分子量設爲50萬以上’可 確保與被黏附物的密合性與在高溫、高濕下的接著耐久 性，且在貼合的部分可防止脫膠與剝落等產生。藉由將 重量平均分子量設爲250萬以下，可防止因黏度增大 等所引起的加工適應性的降低。 又，表示重量平均分子量（Mw)與數量平均分子量 (Μη)比率之分子量分布（Mw/Mn)通常爲 20以下， 1.5-10爲佳，2~5爲特佳。分子量分布爲20以下時， 能得到充分的接著耐久性。此外，上述重量平均分子量 及數量平均分子量係利用凝膠滲透層析（GPC)法所測 定之聚苯乙烯換算値。 在本發明的黏著劑組成物，該（甲基）丙烯酸酯（A) 可單獨使用1種、亦可組合2種以上使用。 接著，就（甲基）丙烯酸酯共聚物（B)加以説明。關 於（甲基）丙烯酸酯共聚物（B)，由於也與共聚物（A)同樣 -12- 201033311 地賦予黏著劑層耐久性’所以通常係使用具有成爲交聯 點之官能基的（甲基）丙烯酸酯單體，與不具有官能基之 (甲基）丙烯酸酯單體的共聚物。在共聚物（B)方面，羧 基成爲交聯點。 作爲在共聚物（B)的含羧基單體之具體例，可舉出 (甲基）丙烯酸、丁烯酸、馬來酸、衣康酸、檸康酸等， 從可輕易製造重量平均分子量爲100萬以上的（甲基） 丙烯酸酯共聚物之點而言，較佳爲（甲基）丙烯酸。 在共聚物（B)中作爲不具有羧基之（甲基）丙烯酸酯 單體係沒有特別地限制，可使用與在共聚物（A)所使用 的相同者，亦即可舉出最好是酯部分的烷基碳數爲 1~20的（甲基）丙烯酸酯。此等係可單獨使用，亦可組 合2種以上使用。 此等的化合物之中，與共聚物（A)的情形同樣地’ 特別是（甲基）丙烯酸丁酯能得到適度的黏著性能時’通 常係重量平均分子量爲50萬~250萬’從可輕易製造 (甲基）丙烯酸酯聚合物（B)之點而言’較佳係80萬~200 萬，特佳係1〇〇萬~18〇萬。此外’分子量分布（Mw/Mn) 也與共聚物（A)的情形相同。 在本發明的黏著劑組成物’前述共聚物（B)的含羧 基單體係相對於前述共聚物（A)的含經基單體’必須控 制共聚物（A)與（B)的量在當量比〇.3以上。 -13- 201033311 相同的當量比可用共聚物（A)與（B)中各自的含羥 基單體或含羧基單體的共聚合比來進行調整，亦可藉由 調整共聚物（A)與（B)的摻合比來進行。當量比係較佳爲 0.3~5.0，更佳爲 〇.3~0.9。 藉由將當量比設爲0.3以上，可得到形成特別是在 耐久性方面優異之黏著劑層的黏著劑組成物。藉由將當 量比設爲5.0以下，黏著力上昇且可防止再加工性降G w Ming. In other words, the present invention provides: (1) An adhesive composition comprising: a (meth) acrylate copolymer (A) having a hydroxy monomer having 1.0 to 15% by mass as a monomer constituent unit; a repeating unit of a (meth) acrylate copolymer (B), a lithium salt (C), and an oxyalkylene chain having a carboxyl group-containing monomer as a monomer constituent unit, and 2 to 10 alkylene glycols a dialkyl ether (DJ; ^ and an equivalent ratio of the carboxyl group-containing monomer of the copolymer (B) to the hydroxyl group-containing monomer of the copolymer (A) is 0.3 or more; (2) as in the above (1) An adhesive composition, wherein the lithium salt is selected from the group consisting of LiCF3S03, Li(CF3S〇2)2N, and Li(CF3S02)3C; (3) as described above (1) Or the adhesive composition of (2), wherein the molar ratio (C)/(D) of the lithium salt (C) to the alkylene glycol dialkyl ether (D) is 30/70 to 70/30 -8-201033311 (4) The adhesive composition according to the above (1) or (2), wherein the lithium salt (C) and the alkylene group are used as the lithium salt (C) with respect to 100 parts by mass of the copolymer (A) Total amount of diol dialkyl ether (D) (1) The adhesive composition according to (1) or (2) above, wherein the adhesive composition further contains an active energy ray-curable compound (E); (6) as described above (1) Or the adhesive composition of (2), wherein the adhesive composition further contains an isocyanate crosslinking agent (F); (7) an adhesive sheet comprising the above (1) to (6) An adhesive layer formed by any one of the adhesive compositions; (8) The adhesive sheet according to (7) above, which has a release film on both sides of the adhesive layer; (9) as in the above (7) An adhesive sheet having an adhesive layer on an optical member; and (10) an adhesive sheet according to the above (9), wherein the optical member is a polarizing plate or a phase difference plate. Effect of the Invention The present invention has an antistatic adhesion. The composition and the adhesive sheet are excellent in durability when the polarizing plate and the liquid crystal cell, the polarizing plate and the phase difference plate are bonded, the phase difference plates are bonded to each other, and the phase difference plate and the liquid crystal cell are bonded together. In the obtained liquid crystal display device, light leakage is less likely to occur even in a high-temperature and high-humidity environment. It has an excellent antistatic property with a surface resistivity of 5 χ 1 〇 ι Ω / □ or less. Therefore, it is possible to provide a -9-201033311, which does not cause disorder of alignment of liquid crystal molecules when laminated with a liquid crystal cell or the like, particularly It is a useful adhesive composition, such as a polarizing plate, and an adhesive sheet which has the adhesive layer formed by this composition. [Embodiment] BEST MODE FOR CARRYING OUT THE INVENTION Hereinafter, the present invention will be described in detail. The adhesive composition uses (meth) acrylate copolymers (A) and (B) having two different functional groups. It is characterized in that one of the copolymers (A) contains 1.0 to 15% by mass of a hydroxyl group-containing monomer as a monomer constituent unit, and the other (meth)acrylate copolymer (B) has a carboxyl group-containing monomer as a single unit. The bulk structural unit has a relationship that the equivalent ratio of the carboxyl group-containing monomer to the hydroxyl group-containing monomer is 0.3 or more, and the lithium salt (C) and the extended oxygen alkyl chain have a repeating unit of 2 to 10 alkylene glycol. Dialkyl ether (D). First, the (meth) acrylate copolymer (A) will be described. In the present invention, the term "(meth)acrylate" means both acrylate and methacrylate. Other similar terms are the same. Since a crosslinked (meth) acrylate copolymer is usually used to impart durability to the formed adhesive layer, a (meth) acrylate monomer having a functional group forming a crosslinking point is used, and a functional group is not provided. The (meth) acrylate monomer is copolymerized to obtain a (meth) acrylate copolymer, which is carried out as a main component of the adhesive. In the case of the component (A), the hydroxyl group is crosslinked -10- 201033311 points. Specific examples of the hydroxyl group-containing monomer used to prepare the copolymer (A) include 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, and (methyl). Hydroxyalkyl (meth)acrylate, such as 3-hydroxypropyl acrylate, 2-hydroxybutyl (meth)acrylate, 3-hydroxybutyl (meth)acrylate, 4-hydroxybutyl (meth)acrylate Among these, in particular, from the viewpoint that the copolymer can be easily produced, (meth}acrylic acid 2·hydroxyethyl ester, {methyl}acrylic acid 4-hydroxybutyl ester is preferred. The (meth) acrylate single system for preparing the functional group used in the copolymer (A) is not particularly limited, and, for example, (meth)acrylic acid having an alkyl group number of 1 to 20 preferably having an ester moiety is exemplified. Here, examples of the (meth) acrylate having an alkyl group having 1 to 20 alkyl groups as an ester moiety include methyl (meth)acrylate, ethyl (meth)acrylate, and (meth)acrylic acid. Propyl ester, butyl (meth)acrylate, amyl (meth)acrylate 'hexyl (meth)acrylate, (A) Cyclohexyl acrylate, 2-ethylhexyl (meth) acrylate, isooctyl (meth) acrylate, decyl (meth) acrylate (dodecyl) (meth) acrylate, (meth) acrylate Tetradecane ester, hexadecyl (meth) acrylate, stearyl (meth) acrylate, etc. These may be used singly or in combination of two or more. These (meth) acrylates may be used. Among them, in particular, from the viewpoint that a moderate adhesive property can be obtained and a copolymer (A) can be easily produced, (meth)acrylic acid butyl citrate is preferred. -11- 201033311 Regarding adhesion in the present invention In the copolymer (A) in the agent composition, the hydroxyl group-containing single system needs to be 1.0 to 15% by mass in the monomer constituent unit, and 1.5 to 10% by mass is preferably '3 to 7 mass%. When the amount is 1.0 mass% or more, the antistatic property of the lithium salt can be extracted, and if it is 15 mass or less, the durability at high temperature and high humidity can be prevented from being lowered. (Meth) acrylate copolymerization The weight average molecular weight of the substance (A) is usually 500,000 to 2.5 million, preferably 800,000 to 2,000,000, and 1,000,000 to 180. In order to ensure the adhesion to the adherend and the adhesion durability under high temperature and high humidity, the weight average molecular weight is set to 500,000 or more, and the debonding and peeling can be prevented in the bonded portion. By setting the weight average molecular weight to 2.5 million or less, it is possible to prevent a decrease in processing suitability due to an increase in viscosity, etc. Further, a molecular weight distribution indicating a ratio of a weight average molecular weight (Mw) to a number average molecular weight (?η) (Mw/Mn) is usually 20 or less, preferably 1.5 to 10, and particularly preferably 2 to 5. When the molecular weight distribution is 20 or less, sufficient adhesion durability can be obtained. Further, the weight average molecular weight and the number average molecular weight are utilized. Polystyrene-equivalent enthalpy measured by gel permeation chromatography (GPC). In the adhesive composition of the present invention, the (meth) acrylate (A) may be used singly or in combination of two or more. Next, the (meth) acrylate copolymer (B) will be described. Since the (meth) acrylate copolymer (B) also imparts durability to the adhesive layer as in the case of the copolymer (A) -12 to 201033311, it is usually used as a functional group having a crosslinking point. a copolymer of an acrylate monomer and a (meth) acrylate monomer having no functional group. In the case of the copolymer (B), the carboxyl group becomes a crosslinking point. Specific examples of the carboxyl group-containing monomer in the copolymer (B) include (meth)acrylic acid, crotonic acid, maleic acid, itaconic acid, citraconic acid, etc., and the weight average molecular weight can be easily produced. The point of the (meth) acrylate copolymer of 1,000,000 or more is preferably (meth)acrylic acid. The (meth) acrylate single system having no carboxyl group in the copolymer (B) is not particularly limited, and the same ones as those used in the copolymer (A) can be used, and it is preferably an ester. A portion of the (meth) acrylate having an alkyl carbon number of 1 to 20. These may be used alone or in combination of two or more. Among these compounds, in the same manner as in the case of the copolymer (A), in particular, when (butyl) (meth)acrylate is capable of obtaining an appropriate adhesive property, the weight average molecular weight is usually 500,000 to 2.5 million'. The point of producing the (meth) acrylate polymer (B) is preferably from 800,000 to 2,000,000, and from 10 to 180,000. Further, the molecular weight distribution (Mw/Mn) is also the same as in the case of the copolymer (A). In the adhesive composition of the present invention, the carboxyl group-containing single system of the aforementioned copolymer (B) must control the amounts of the copolymers (A) and (B) with respect to the trans-group-containing monomer of the copolymer (A). The equivalent ratio is 〇.3 or more. -13- 201033311 The same equivalent ratio can be adjusted by the copolymerization ratio of the respective hydroxyl group-containing monomer or carboxyl group-containing monomer in the copolymers (A) and (B), and can also be adjusted by adjusting the copolymer (A) and The blending ratio of B) is carried out. The equivalent ratio is preferably from 0.3 to 5.0, more preferably from 3.3 to 0.9. By setting the equivalent ratio to 0.3 or more, an adhesive composition which forms an adhesive layer which is excellent in durability in particular can be obtained. By setting the specific gravity ratio to 5.0 or less, the adhesion is increased and the reworkability is prevented from being lowered.

G w 低。 接著，就作爲成分（C)之鋰鹽加以説明。在本發明 係爲了賦予抗靜電性而含有鋰鹽。構成鋰鹽之鋰離子係 具有即使在各種金屬離子之中原子半徑也很小，容易移 動於所形成之黏著劑層中，且在發揮抗靜電性方面爲優 異的。 作爲鋰鹽，可舉出 Lien、LiBr、LiI、LiBF4、LiPF6、 LiSCN 、 LiCl〇4 、 L1CF3SO3 、 Li(CF3S02)2N 、 ❹G w is low. Next, the lithium salt as the component (C) will be described. In the present invention, a lithium salt is contained in order to impart antistatic properties. The lithium ion constituting the lithium salt has a small atomic radius among various metal ions, is easily moved in the formed adhesive layer, and is excellent in exhibiting antistatic property. Examples of the lithium salt include Lien, LiBr, LiI, LiBF4, LiPF6, LiSCN, LiCl〇4, L1CF3SO3, Li(CF3S02)2N, and ruthenium.

Li(CF3S02)3C等。其中，尤以從與黏著劑組成物的親 和性之觀點而言，特佳爲LiCF3S03、Li(CF3S02)2N、Li (CF3S02) 3C and so on. Among them, LiCF3S03 and Li(CF3S02)2N are particularly preferable from the viewpoint of affinity with the adhesive composition.

Li(CF3S〇2)3C。 接著，就作爲成分（D)之伸氧烷基鏈的重複單位爲 2~10之伸烷基二醇二烷基醚加以説明。 利用一起使用成分（C)以及成分（D)，藉由將成分（C) 的鋰離子與成分（D)形成錯合物，可發揮抗靜電性卻又 -14- 201033311 能有效地創造出充分的電離狀態，又可使其維持。另 外，成分（D)係實現提高共聚物（A)及（B)等的黏著劑組 成物之其他成分與成分（C)的親和性的作用。本發明的 成分（D)之特徵係特別能用少量而發揮前述的效果。 在成分（D)的伸烷基二醇二烷基醚中伸氧烷基鏈的 重複單位係通常爲2~10，3~8爲佳，4~6爲特佳。又， 與成分（D)中伸烷基二醇二烷基醚之兩末端的氧原子鍵 結的院基係通常碳數爲1~6，1~4爲佳，1~2爲特佳。 具體而言，較佳係可舉出八乙二醇二丁基醚、八乙 二醇二乙基醚、八乙二醇二甲基醚、六乙二醇二丁基 醚、六乙二醇二乙基醚、六乙二醇二甲基醚、四乙二醇 二丁基醚、四乙二醇二乙基醚、四乙二醇二甲基醚、三 乙二醇二乙基醚、三乙二醇二乙基醚等，特佳係可舉出 四乙二醇二乙基醚、四乙二醇二甲基醚。 前述鋰鹽（C)與伸烷基二醇二烷基醚（D)的摻合比 例，’莫耳比（C)/(D)係通常爲30/70~70/30，較佳係 40/60~60/40，特佳係 50/50。 作爲鋰鹽（C)與伸烷基二醇二烷基醚（D)的最佳組 合的例子，可舉出使用Li(CF3S02)2N作爲鋰鹽（C)，使 用四乙二醇二甲基醚作爲伸烷基二醇二烷基醚（D)，且 慘合成莫耳比（C)/(D)爲50/50者。 鋰鹽（C)與伸烷基二醇二烷基醚（D)較佳係在與其 -15- 201033311 他黏著劑組成物的成分進行混合之前，預先混合。藉由 預先混合，可平均地進行與黏著劑組成物的混合。 鋰鹽（C)與伸烷基二醇二烷基醚（D)的混合物係可 預先含有在共聚物（A)中，又亦可預先含有在共聚物（B) 中。或者，也可以在共聚物（A)及（B)的混合時添加。鋰 鹽（C)與伸烷基二醇二烷基醚（D)的合計含量係相對於 共聚物（A)IOO質量份（換算成固體成分），較佳爲1~3〇 質量份，更佳爲2~20質量份、特佳爲3~15質量份。 鋰鹽（C)與伸烷基二醇二烷基醚（D)的合計含量若爲丄 質量份以上，可確保抗靜電性，若爲30質量份以下， 可防止鋰鹽的析出，又可防止耐久性的降低及因滲出所 致的污染。 接著，就作爲任意成分（E)之活性能量線硬化型化 合物加以説明。藉由使成分（E)含有在黏著劑組成物 中，可物理性地交聯前述共聚物（A)及（B)等，且可使所 形成之黏著劑層形成儲藏彈性模數爲高者。 在本發明的黏著劑組成物中作爲成分（E)使用的活 性能量線硬化型化合物，較佳係可舉出分子量低於 1000的多官能（甲基）丙烯酸酯系單體。 作爲該分子量低於1000的多官能（甲基）丙烯酸醋 系單體’可使用2官能〜6官能的各種多官能（甲基）丙 烯酸酯單體，可單獨使用、亦可組合2種以上使用。可 -16- 201033311 舉出例如1，4 -丁二醇二（甲基）丙烯酸酯、；l，6_己二醇二 (甲基）丙烯酸酯、新戊二醇二（甲基）丙烯酸酯、聚乙二 醇二（甲基）丙烯酸酯、新戊二醇己二酸酯的二（甲基）丙 烯酸酯、羥基新戊酸新戊二醇二（甲基）丙烯酸酯、二環 戊基二（甲基）丙烯酸酯、己內酯變性二環戊烯基二（甲基） 丙烯酸酯、環氧乙烷變性磷酸二（甲基）丙烯酸酯、二（甲 基）丙烯醯氧基乙基異三聚氰酸酯、烯丙基化環己基二 (甲基）丙烯酸酯、三環癸烷二甲醇二（甲基）丙烯酸酯、 二羥甲基二環戊烷二（甲基）丙烯酸酯、環氧乙烷變性六 氫化苯二甲酸二（甲基）丙烯酸酯、新戊二醇變性三羥甲 基丙烷二（甲基）丙烯酸酯、金剛烷二（甲基）丙烯酸酯、 9,9-雙[4-(2-丙烯醯氧基乙氧基）苯基]苐等的2官能 型；三羥甲基丙烷三（甲基）丙烯酸酯、二季戊四醇三（甲 基）丙烯酸酯、丙酸變性二季戊四醇三（甲基）丙烯酸酯、 季戊四醇三（甲基）丙烯酸酯、環氧丙烷變性三羥甲基丙 烷三（甲基）丙烯酸酯、參（甲基）丙烯醯氧基乙基異三聚 氰酸酯等的3官能型；二丙三醇四（甲基）丙烯酸酯、季 戊四醇四（甲基）丙烯酸酯等的4官能型；丙酸變性二季 戊四醇五（甲基）丙烯酸酯等的5官能型；二季戊四醇六 (甲基）丙烯酸酯、己內酯變性二季戊四醇六（甲基）丙烯 酸酯等的6官能型等。 在本發明中，此等的多官能（甲基）丙烯酸酯系單體 -17- 201033311 可僅1種單獨使用、亦可組合2種以上使用，惟此等 之中’較佳係含有在骨架構造中具有環狀構造者。 環狀構造係可爲碳環式構造、亦可爲雜環式構造， 又可爲單環式構造或多環式構造。作爲像這樣的多官能 (甲基）丙烯酸酯系單體，例如較宜係二（甲基）丙烯醯氧 基乙基異三聚氰酸酯、參（甲基）丙烯醯氧基乙基異三聚 氰酸酯等的具有異三聚氰酸酯構造者；二羥甲基二環戊 烷二（甲基）丙烯酸酯、環氧乙烷變性六氫化苯二甲酸二 (甲基）丙烯酸酯、三環癸烷二甲醇二（甲基）丙烯酸酯、 新戊二醇變性三羥甲基丙烷二（甲基）丙烯酸酯、金剛烷 二（甲基）丙烯酸酯等，特別是具有異三聚氰酸酯構造者 爲佳。 又’可使用活性能量線硬化型的丙烯酸酯系低聚物 作爲成分（E)。該丙烯酸酯系低聚物較佳係重量平均分 子量50,000以下者。作爲像這樣的丙烯酸酯系低聚物 的例子，可舉出聚酯丙烯酸酯系、環氧丙烯酸酯系、胺 基甲酸酯丙烯酸酯系、聚醚丙烯酸酯系、聚丁二烯丙烯 酸酯系、聚矽氧丙烯酸酯系等。 這裡’作爲聚酯丙烯酸酯系低聚物，例如可藉由以 (甲基）丙烯酸酯化在經縮合多元羧酸與多元醇所得之 兩末端上具有羥基之聚酯低聚物的羥基而得到，或可藉 由以（甲基）丙烯酸酯化在多元羧酸中加成環氧烷所得 -18- 201033311 之低聚物末端的羥基而得到。環氧丙烯酸酯系低聚物係 可藉由例如使（甲基）丙烯酸與比較低分子量的雙酚型 環氧樹脂與酚醛清漆型環氧樹脂的環氧乙烷環反應，並 進行酯化而得到。又，亦可使用以二元性羧酸酐部分地 變性該環氧丙烯酸酯系低聚物而成之羧基變性型的環 氧丙烯酸酯低聚物。例如，胺基甲酸酯丙烯酸酯系低聚 物係可藉由以（甲基）丙烯酸酯化經由聚醚多元醇或聚 酯多元醇與聚異氰酸酯的反應所得之聚胺基甲酸酯低 聚物而得到，多元醇丙烯酸酯系低聚物係可藉由以（甲 基）丙烯酸酯化聚醚多元醇的羥基而得到。 上述丙烯酸酯系低聚物的重量平均分子量用GPC 法所測定的標準聚甲基丙烯酸甲酯換算之値，如上述所 述較佳在50,000以下，更佳在500~50,000，尤佳在 3，00 0〜40,000的範圍內進行選定。此等的丙烯酸酯系 低聚物係可單獨1種使用、亦可組合2種以上使用。 在本發明，成分（E)亦可使用具有（甲基）丙烯醯基之 基導入側鏈而成之加成物丙烯酸酯系聚合物。例如，這 樣的加成物丙烯酸酯系聚合物係可藉由使用在前述成 分（A)的（甲基）丙烯酸酯聚合物中所説明之（甲基）丙烯 酸酯、與在分子内具有官能基之單體的共聚物，且使具 有（甲基）丙烯醯基及可與該官能基反應之基的化合物 和該共聚物的一部份官能基反應而可得到。該加成物丙 -19- 201033311 烯酸酯系聚合物的重量平均分子量以聚苯乙烯換算係 通常爲50萬~200萬。 在本發明’可由前述之多官能丙烯酸酯系單體、丙 烯酸酯系低聚物及加成物丙烯酸酯系聚合物之中，適宜 使用1種、亦可倂用2種以上來作爲成分（E)。 在本發明中，成分（E)的活性能量線硬化型化合物 的含有比例係相對於前述成分（A)與（B )的合計量1 〇 〇 質量份’以5~50質量份爲佳，1〇~30質量份爲較佳。 由於增多成分（E)的量會特別使「耐漏光性」提昇， 且多於必要以上時’會有與黏著劑組成物的其他成分相 分離，又使所形成之黏著劑層的總光線透射率等的光學 特性惡化的情形。 爲了使上述活性能量線硬化型化合物（E)交聯，在 使用紫外線等的光之情形中，通常係使用光聚合引發 劑。作爲該光聚合引發劑，可舉出例如苯偶姻、苯偶姻 甲基醚、苯偶姻乙基醚、苯偶姻異丙基醚、苯偶姻正丁 基醚、苯偶姻異丁基醚、苯乙酮' 二甲基胺基苯乙酮、 2,2-二甲氧基-2-苯基苯乙酮、2,2-二乙氧基-2-苯基苯 乙酮、2-羥基-2-甲基-1-苯基丙烷-1-酮、1-羥基環己 基苯基酮、2-甲基-卜[4-(甲硫基）苯基]-2-味啉代_丙院 -1-酮、4-(2-羥基乙氧基）苯基- 2-(羥基-2-丙基）酮、二 苯基酮、p-苯基二苯基酮、4,4’-二乙基胺基二苯基酮、 -20- 201033311 二氯二苯基酮、2-甲基蒽醌、2-乙基蒽醌、2-第三 蒽醌、2-胺基蒽醌、2 -甲硫基卩山酮、2 -乙基氧硫D山 2 -氯基氧硫卩山唱、2,4-二甲硫基卩山酮、2,4-二乙基 卩山哩、苄基二甲基縮酮、苯乙酮二甲基縮酮、p -二 胺基安息香酸酯、寡聚[2 -羥基-2-甲基- l- [4-(l -甲 烯基）苯基]丙酮】、氧化2,4,6-三甲基苯甲醯基-二 -膦等。此等係可單獨1種使用，亦可組合2種以 用。 其摻合量係相對於前述成分（E) 100質量份， 係在0.2~20質量份 '較佳係在〇.3~10質量份的 內選擇。 若爲0.2質量份以上，在所得之黏著劑層中會 適度的交聯密度’若爲20質量份以下’防止了滲 物性的降低，且經濟性受到了確保。 接著，就作爲成分（F)之異氰酸酯系交聯劑加 明。 作爲異氰酸酯系交聯劑，可舉出例如三亞甲基 氰酸酯、四亞甲基二異氰酸酯、六亞甲基二異氰酵 五亞甲基二異氰酸酯、1，2_丙烯二異氰酸酯、1，2_ 二異氰酸酯、2，3-丁烯二異氰酸酯、i，3-丁烯二異 酯、2,4,4-或2，2,4-三甲基六亞甲基二異氰酸醋、 二異氰酸酯甲基己酸酯等的脂肪族二異氰酸酯； 丁基 喔' 氧硫 甲基 基乙 苯基 上使 通常 範圍 得到 出與 以説 二異 :酯、 丁烯 氰酸 2,6- 例如 -21- 201033311 1,3-環戊烷二異氰酸酯、1,4-環己烷二異氰酸酯、1，3-環己烷二異氰酸酯、3-異氰酸酯甲基-3,5,5-三甲基環 己基異氰酸酯、4，4’ -亞甲基雙（環己基異氰酸酯）、甲 基-2,4-環己烷二異氰酸酯、甲基-2,6-環己烷二異氰酸 酯、1,4-雙（異氰酸酯甲基）環己烷、1,3-雙（異氰酸酯甲 基）環己烷等的脂環族二異氰酸酯；例如m-苯二異氰酸 酯、p-苯二異氰酸酯、4,4’ -二苯基二異氰酸酯、1，5- 萘二異氰酸酯、4,4’ -二苯基甲烷二異氰酸酯、2,4- 或2,6-甲苯二異氰酸酯或其混合物、4,4’ -甲苯胺二 異氰酸酯、聯茴香胺二異氰酸酯、4，4’ -二苯基醚二異 氰酸酯等的芳香族二異氰酸酯；例如1,3-或1,4-苯二 甲基二異氰酸酯或其混合物、ω、ω’ -二異氰酸酯-1、 4-二乙基苯、1,3-或 1，4-雙（1-異氰酸酯-1-甲基乙基） 苯或其混合物等的芳香脂肪族二異氰酸酯；例如三苯基 ❹ 甲烷-4,4’，4”-三異氰酸酯、1，3,5-三異氰酸酯苯、 2,4,6-三異氰酸酯甲苯、1，3,5-三異氰酸酯己烷等的三 異氰酸酯；例如4,4’-二苯基二甲基甲烷-2,2’-5,5’-四 異氰酸酯等的聚異氰酸酯單體、由上述聚異氰酸酯單體 所誘導之二聚物、三聚物、縮二脲、脲基甲酸酯、具有 由二氧化碳與上述聚異氰酸酯單體所得之 2,4,6-噁二 唑三酮環的聚異氰酸酯；例如乙二醇、丙二醇、丁二醇、 新戊二醇、1,6-己二醇、3-甲基-1,5-戊二醇、3,3’- -22- 201033311 二羥甲基庚烷、環己烷二甲醇、二甘醇、三乙二醇、二 丙二醇、丙三醇、三羥甲基丙烷、季戊四醇、山梨糖醇 等的分子量低於200的低分子量多元醇加成於上述聚 異氰酸酯單體的加成物；例如前述之分子量爲 200~200,000的聚酯多元醇、聚醚多元醇、聚醚酯多 元醇、聚酯醯胺多元醇、聚己內酯多元醇、聚戊內酯多 元醇、丙烯酸多元醇、聚碳酸酯多元醇、多羥基烷烴、 蓖麻油、聚胺基甲酸酯多元醇等的加成於上述聚異氰酸 酯單體的加成物等。 成分（F)的異氰酸酯系交聯劑在使本發明的黏著劑 組成物加熱或加熱與活性能量線交聯之際，係與前述共 聚物中的官能基、亦即與羥基或羧基反應且化學性交聯 前述共聚物彼此。 異氰酸酯系交聯劑(F)係相對於（甲基）丙烯酸酯共 聚物（A)及（B)中的羥基及羧基之合計量，以異氰酸酯基 成爲0.1~100莫耳％的方式使用爲佳。 又，成分（F)的異氰酸酯系交聯劑係作爲使由本發 明的黏著劑組成物所形成之黏著劑層與偏光板之間的 密合性提昇用的密合性改良劑作用。 接著，就成分（G)的矽烷偶合劑加以説明。 矽烷偶合劑係例如在利用由本發明的黏著劑組成 物所形成之黏著劑層貼合偏光板與液晶胞之情形中，用 -23- 201033311 以使黏著劑層的表面與玻璃製的液晶胞之間的密合性 提昇。 作爲該矽烷偶合劑，較佳係使用分子内具有至少1 個烷氧基矽烷基之有機矽化合物。 作爲這樣的矽烷偶合劑的具體例，可舉出乙烯基三 甲氧基矽烷、乙烯基三乙氧基矽烷、3-甲基丙烯醯氧基 丙基三甲氧基矽烷等的聚合性不飽和基含有矽化合 物；3-環氧丙氧基丙基三甲氧基矽烷、2-(3,4-環氧環 己基）乙基三甲氧基矽烷等的具有環氧構造之矽化合 物；3-胺基丙基三甲氧基矽烷、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 基二甲氧基矽烷等的胺基含有矽化合物；3-氯基丙基三 甲氧基矽烷等。此等係可單獨1種使用、亦可組合2 種以上使用。 矽烷偶合劑的含量係相對於前述共聚物100質量 份，以0.01-10質量份的量含有爲佳。更佳爲0.05~5 質量份。矽烷偶合劑的含量若爲10質量份以下，可防 止初期接著力過度降低及剝落產生，又可進而防止耐熱 性降低。若爲0.01質量份以上，能表現出矽烷偶合劑 的效果’且在高溫高濕條件下防止脫膠發生。此等的矽 烷偶合劑係可單獨使用、亦可組合2種以上使用。 接著，就本發明的黏著片加以説明。本發明的黏著 -24- 201033311 片具有由本發明的黏著劑組成物所形成之黏著劑層 者。前述黏著劑層係可在偏光板與相位差板（包含偏光 薄膜、相位差薄膜）等的光學構件上或剝離薄膜上，塗 布混合上述各成分所得之黏著劑組成物，且藉由加熱及 /或照射活性能量線而形成的。 作爲活性能量線係可舉出例如紫外線與電子射線 等。上述紫外線係由高壓水銀燈、無電極燈'氙氣燈等 而得到，另一方面，電子射線係由電子射線加速器等而 得到的。該活性能量線之中，以紫外線爲特別適合。此 外，使用電子射線之情形，可以不添加光聚合引發劑而 形成黏著劑層。 作爲活性能量線的照射量，係可適當選擇以得到具 有適宜的儲藏彈性模數、具有對於通常使用於液晶胞的 無鹼玻璃之黏著力的黏著劑層，惟紫外線的情形係照度 爲 50~1000mW/cm2、光量爲 50~ 1000mJ/cm2 爲佳， 電子射線的情形係10~ 1000krad的範圍爲佳 如此所得之黏著劑層較佳係在80 t的儲藏彈性模 數〔G’〕通常爲0.1~10MPa左右，0.3~3MPa爲較佳。 若爲0_lMPa以上可得到充分的耐漏光性。又，若爲 10M Pa以下能具有充分的黏著力。 另一方面，利用加熱形成前述黏著劑層之情形中， 作爲加熱條件係較佳爲4 Ο ~ 1 5 0 〇C左右、1 0秒~ 1 〇分左 -25- 201033311 右。 此外，加熱係亦可爲揮發爲了將黏著劑組成物塗布 於光學構件或剝離薄膜上所使用的稀釋溶媒之際的加 熱（乾燥步驟）者。 作爲本發明的黏著片，較佳係可舉出在偏光板與相 位差板等的光學構件上，具有由前述黏著劑組成物所形 成之黏著劑層的黏著片，以及在該黏著劑層與光學構件 沒有相接的外露面側上具有剝離薄膜的黏著片，或是在 前述黏著劑層的兩面上具有剝離薄膜之黏著片。 具體得到在光學構件上具有黏著劑層之黏著片的 方法，較佳係可舉出如下述所示的方法。 例如，藉由以甲苯、乙酸乙酯、甲基乙基酮等的溶 劑，將混合上述成分所得之黏著劑組成物稀釋成20 ~ 50 質量％左右，塗布至光學構件上，並在40~15CTC、花 10秒~10分鐘進行加熱乾燥，以形成由黏著劑組成物 所構成之層。接著，從由黏著劑組成物所構成之前述層 的光學構件沒有積層之外露面側，照射前述規定的活性 能量線。藉此，以得到在光學構件上形成黏著劑層之黏 著片。此外，從到黏貼至液晶胞等之前防止灰塵的附著 等之觀點而言，所得之黏著劑層的外露面通常係利用剝 離薄膜來保護的。 又，其他的方法係可以甲苯、乙酸乙酯、甲基乙基 -26- 201033311 酮等的溶劑’將混合上述成分所得之黏著劑組成物稀釋 成2 0~50質量％左右，塗布至剝離薄膜的剝離層上， 並藉由進行與前述同樣的加熱乾燥，以形成由黏著劑組 成物所構成之層。接著，以與光學構件相接的方式，貼 合所得之前述層與剝離薄膜沒有相接的外露面側，藉由 從剝離薄膜上方照射前述規定的活性能量線，亦可得到 在光學構件上具有黏著劑層之黏著片。 另一方面’以下係具體說明得到在前述由黏著劑組 成物所構成之黏著劑層的兩面上具有剝離薄膜之黏著 片的方法。 例如’以甲苯、乙酸乙酯、甲基乙基酮等的溶劑， 將混合上述成分所得之黏著劑組成物稀釋成20~50質 量％左右，並塗布至剝離薄膜的剝離層上，藉由與前述 同樣地進行加熱乾燥，以形成由黏著劑組成物所構成之 層。接著，也以相接的方式將剝離薄膜的剝離面積層於 前述層的外露面側。然後，藉由從前述中任一者、或兩 者之剝離薄膜上方，照射前述規定的活性能量線，可得 到在黏著劑層的兩面上具有剝離薄膜之黏著片。此外， 前述活性能量線係在得到由黏著劑組成物所構成之層 之後、積層剝離薄膜之前，對外露面進行照射，然後也 可以積層剝離薄膜。 另外，藉由使用在如上述所得之黏著劑層的兩面具 -27- 201033311 有剝離薄膜之黏著片，然後剝離一方的剝離薄 露之黏著劑層的表面貼合於光學構件上，亦可 學構件上具有黏著劑層之黏著片。此外，在貼 層與光學構件之際，亦可對任一者的表面或兩 進行電暈處理、電漿處理、皂化處理等的表面 理。 作爲前述剝離薄膜係沒有特別地限制，可 在聚對苯二甲酸乙二酯、聚對苯二甲酸丁二酶 酸乙二酯等的聚酯薄膜、聚丙烯或聚乙烯等的 膜等的塑料薄膜上，塗布聚矽氧樹脂等的剝離 有剝離層者等。關於該剝離薄膜的厚度係沒有 制，通常爲20~150μιη左右。又，在前述之 的兩面具有剝離薄膜之黏著片的情形中，爲了 離兩面中每一面，其中一面剝離薄膜的： 〇.〇8~〇.15N/25mm左右’另一面剝離薄膜的 0.01~0.05N/25mm左右’且兩面剝離薄膜的 差爲0.01N/25mm以上爲佳。 作爲在剝離薄膜上設置由黏著劑組成物 層的方法，可使用例如棒材塗布法、刮刀塗布 塗布法、刮板塗布法、印模塗布法、凹版印刷| 又’經由前述一連串的步驟所得之黏著劑層的 爲5~l〇0/lm，較佳爲1〇~8〇/zm，特佳爲Η 膜，將外 得到在光 合黏著劑 者的表面 活性化處 舉出例如 、聚萘甲 聚烯烴薄 劑而設置 特別地限 黏著劑層 能穩定剝 初離力爲 剝離力爲 剝離力之 所構成之 法、軋輥 I布法等。 厚度通常 ~ 5 0 // m。 -28- 201033311 黏著劑層的厚度若爲5//m以上具有充分的 又，若爲1 0 0 /z m以下則形成殘存溶劑少且黏 者。 在如上述般所得之光學構件上具有黏著: 著片，隨後在黏著劑層的表面具有剝離薄膜之 下剝離薄膜，而在不具有剝離薄膜之情形則直 液晶胞或其他的光學構件貼合，以成爲液晶顯 部分。 又，具有由本發明的黏著劑組成物所形成 層的黏著片，在貼合後2 4小時經過後對無鹼 著力係在 20N/25mm 以下爲佳。同黏 20N/25mm以下時.不會對液晶胞等造成損 剝離。又，同黏著力較佳在0.2~20N/25mm 該黏著力若在〇.2N/25mm以上，可以充分的 有偏光板等，例如可貼合於液晶胞等。 另外，本發明的黏著劑組成物對於無鹼玻 力，較佳係在貼合後經過 168小時之| 20N/ 25mm 以下。 藉由將前述共聚物（B)的含羧基單體對於 物（A)的含羥基單體之當量比設爲0.3以上， 合後、24小時後及1 68小時後的黏著力設定 圍内。 黏著力， 著力穩定 劑層之黏 情形係剝 接這樣與 示器的一 之黏著劑 玻璃之黏 著力在 傷而可再 的範圍。 黏著力持 璃之黏著 I ，亦爲 前述共聚 也能將貼 在上述範 -29- 201033311 實施例 接著’根據實施例及比較例進一步詳細説明本發 明’本發明係不因此等例子而受到任何限定。 &lt;實施例1~11&gt;及&lt;比較例1~4&gt; 調製表1所示之摻合組成（固體成分換算）的黏著劑 組成物’並按照以下的加工程序來調製試樣。 接著’在聚對苯二甲酸乙二酯製、厚度38ym的 剝離薄膜〔琳得科公司製、『SP-PET38 1 1』〕的剝離層 上’以刮刀式塗布機塗布黏著劑組成物〔加入甲苯以稀 釋成固體成分爲20質量。/。〕以使得乾燥後的厚度成爲 25/zm。乾燥溫度設爲9 0 °C、乾燥時間設爲1分鐘。 然後，貼合附有碟狀液晶層（視野角擴大功能層）之 偏光板以使得黏著劑與碟狀液晶層成爲相接。在從貼合 開始的1小時以内，自剝離薄膜側進行UV照射，以得 到作爲目的之附有黏著劑層之偏光板（以下，僅稱爲偏 光板）的試樣。 &lt;UV照射條件&gt; •高壓水銀燈〔Eye Graphics公司製〕 •照度 3 0 0 m W / cm2 ' 光量 300m J / cm2 * UV照度及光量計〔Eye Graphics公司製、 『UVF-PFA 1』〕 &lt;測定項目及評價方法&gt; -30- 201033311 (1) 黏著力 使用裁斷裝置〔荻野製作所公司製、『Super Cutter』〕，將在上述各例所得之偏光板切斷成寬度 25mmx長度 100mm的大小以調製試樣，剝下剝離薄 膜且將黏著劑層的面黏貼於無鹼玻璃〔CORNING公司 製、商品名『EAGLE 2000』〕上。黏貼後’透入高壓 釜〔栗原製作所公司製〕中，以〇.5MPa、50°C、20 ❹ 分鐘的條件使其加壓。 然後，在23°C、50%RH.環境下放置24小時，使 用拉伸試驗機〔ORIENTATIC 公司製、商品名 『Tensilon』〕且根據以下的條件測定黏著力。 剝離速度：300mm/分 剝離角度：180° (2) 80°C儲藏彈性模數〔G β〕Li(CF3S〇2)3C. Next, the alkylene glycol dialkyl ether having a repeating unit of the alkylene oxide chain of the component (D) of 2 to 10 will be described. By using the component (C) and the component (D) together, the lithium ion of the component (C) and the component (D) form a complex compound, and the antistatic property can be exerted, but the -14-201033311 can effectively create sufficient The ionization state can be maintained. Further, the component (D) serves to improve the affinity of the other components of the adhesive composition such as the copolymers (A) and (B) and the component (C). The component (D) of the present invention is characterized in that the aforementioned effects can be exerted particularly in a small amount. The repeating unit system of the alkylene chain in the alkylene glycol dialkyl ether of the component (D) is usually 2 to 10, preferably 3 to 8, and 4 to 6 is particularly preferred. Further, the number of carbon atoms bonded to the oxygen atom at both terminals of the alkylene glycol dialkyl ether in the component (D) is usually 1 to 6, preferably 1 to 4, and particularly preferably 1 to 2. Specifically, preferred are octaethylene glycol dibutyl ether, octaethylene glycol diethyl ether, octaethylene glycol dimethyl ether, hexaethylene glycol dibutyl ether, and hexaethylene glycol. Diethyl ether, hexaethylene glycol dimethyl ether, tetraethylene glycol dibutyl ether, tetraethylene glycol diethyl ether, tetraethylene glycol dimethyl ether, triethylene glycol diethyl ether, Examples of the triethylene glycol diethyl ether and the like include tetraethylene glycol diethyl ether and tetraethylene glycol dimethyl ether. The blending ratio of the aforementioned lithium salt (C) to the alkylene glycol dialkyl ether (D) is usually 30/70 to 70/30, preferably 40, of the molar ratio (C)/(D). /60~60/40, especially good for 50/50. As an example of the optimum combination of the lithium salt (C) and the alkylene glycol dialkyl ether (D), Li(CF3SO2)2N is used as the lithium salt (C), and tetraethylene glycol dimethyl group is used. The ether is used as the alkylene glycol dialkyl ether (D), and the molar ratio of the molar ratio (C)/(D) is 50/50. The lithium salt (C) and the alkylene glycol dialkyl ether (D) are preferably premixed before being mixed with the components of the adhesive composition of -15-201033311. The mixing with the adhesive composition can be performed evenly by premixing. The mixture of the lithium salt (C) and the alkylene glycol dialkyl ether (D) may be contained in the copolymer (A) in advance or may be contained in the copolymer (B) in advance. Alternatively, it may be added during the mixing of the copolymers (A) and (B). The total content of the lithium salt (C) and the alkylene glycol dialkyl ether (D) is preferably 1 to 3 parts by mass, based on 100 parts by mass of the copolymer (A) (in terms of solid content), more preferably It is preferably 2 to 20 parts by mass and more preferably 3 to 15 parts by mass. When the total content of the lithium salt (C) and the alkylene glycol dialkyl ether (D) is at least 丄 by mass, the antistatic property can be ensured, and if it is 30 parts by mass or less, the precipitation of the lithium salt can be prevented, and the lithium salt can be prevented from being precipitated. Prevents deterioration in durability and contamination due to oozing. Next, an active energy ray-curable compound which is an optional component (E) will be described. By allowing the component (E) to be contained in the adhesive composition, the copolymers (A) and (B) and the like can be physically crosslinked, and the formed adhesive layer can be formed to have a high storage elastic modulus. . In the adhesive composition of the present invention, as the active amount of the linear curable compound used as the component (E), a polyfunctional (meth)acrylate monomer having a molecular weight of less than 1,000 is preferable. As the polyfunctional (meth)acrylic acid vine monomer having a molecular weight of less than 1,000, various polyfunctional (meth) acrylate monomers having a bifunctional to hexafunctional function can be used, and they can be used singly or in combination of two or more. . 1-6-201033311 For example, 1,4-butanediol di(meth)acrylate, 1,6-hexanediol di(meth)acrylate, neopentyl glycol di(meth)acrylate , polyethylene glycol di(meth)acrylate, neopentyl glycol adipate di(meth)acrylate, hydroxypivalic acid neopentyl glycol di(meth)acrylate, dicyclopentyl Di(meth)acrylate, caprolactone denatured dicyclopentenyl di(meth)acrylate, ethylene oxide denatured di(meth)acrylate, di(meth)acryloxyethyl Isocyanurate, allylated cyclohexyl di(meth) acrylate, tricyclodecane dimethanol di(meth) acrylate, dimethylol dicyclopentane di(meth) acrylate Ethylene oxide denatured hexahydrophthalic acid di(meth)acrylate, neopentyl glycol denatured trimethylolpropane di(meth)acrylate, adamantane di(meth)acrylate, 9,9 a bifunctional type such as bis[4-(2-propenyloxyethoxy)phenyl]indole; trimethylolpropane tri(meth)acrylate, dipenta Tetrahydrin tri(meth)acrylate, propionic acid denatured dipentaerythritol tri(meth)acrylate, pentaerythritol tri(meth)acrylate, propylene oxide denatured trimethylolpropane tri(meth)acrylate, ginseng a trifunctional type such as (meth)acryloxyethyl isomeric cyanurate; a tetrafunctional type such as diglycerin tetra(meth)acrylate or pentaerythritol tetra(meth)acrylate; propionic acid A 5-functional type such as dipentaerythritol penta (meth) acrylate; a penta-functional type such as dipentaerythritol hexa(meth) acrylate or caprolactone-modified dipentaerythritol hexa(meth) acrylate. In the present invention, these polyfunctional (meth)acrylate monomers -17 to 201033311 may be used alone or in combination of two or more. The structure has a ring structure. The ring structure may be a carbon ring structure or a heterocyclic structure, or may be a single ring structure or a multi ring structure. As such a polyfunctional (meth) acrylate type monomer, for example, it is preferred to use bis(meth) propylene methoxyethyl isomeric cyanurate or stilbene (meth) propylene oxy oxyethyl An isomeric isocyanate structure such as a cyanurate; a dimethylol dicyclopentane di(meth)acrylate, an ethylene oxide-denatured hexahydrophthalic acid di(meth)acrylate , tricyclodecane dimethanol di(meth)acrylate, neopentyl glycol denatured trimethylolpropane di(meth)acrylate, adamantane di(meth)acrylate, etc., especially having heterotrimerization Cyanate ester builders are preferred. Further, an active energy ray-curable acrylate-based oligomer can be used as the component (E). The acrylate-based oligomer is preferably one in which the weight average molecular weight is 50,000 or less. Examples of the acrylate-based oligomers include polyester acrylate type, epoxy acrylate type, urethane acrylate type, polyether acrylate type, and polybutadiene acrylate type. , polyoxy acrylate system and the like. Here, 'as a polyester acrylate-based oligomer, for example, can be obtained by (meth)acrylic acid esterification of a hydroxyl group of a polyester oligomer having a hydroxyl group at both ends obtained by condensing a polyvalent carboxylic acid and a polyol. Alternatively, it may be obtained by (meth)acrylic acid esterification of a hydroxyl group at the end of the oligomer obtained by adding an alkylene oxide to a polycarboxylic acid from -18 to 201033311. The epoxy acrylate-based oligomer can be esterified by, for example, reacting (meth)acrylic acid with a relatively low molecular weight bisphenol epoxy resin and an oxirane ring of a novolac epoxy resin. get. Further, a carboxyl-denatured epoxy acrylate oligomer obtained by partially denaturation of the epoxy acrylate-based oligomer with a dicarboxylic acid anhydride can also be used. For example, a urethane acrylate oligomer can be oligomerized by polyamidolate obtained by (meth)acrylation via a reaction of a polyether polyol or a polyester polyol with a polyisocyanate. The polyol acrylate oligomer can be obtained by esterifying a hydroxyl group of a polyether polyol with (meth) acrylate. The weight average molecular weight of the above acrylate-based oligomer is preferably 50,000 or less, more preferably 500 to 50,000, and still more preferably 3, as measured by the standard polymethyl methacrylate measured by the GPC method. The range of 00 0 to 40,000 is selected. These acrylate-based oligomers may be used alone or in combination of two or more. In the present invention, the component (E) may be an adduct acrylate-based polymer obtained by introducing a side chain of a (meth) acrylonitrile group. For example, such an adduct acrylate-based polymer can have a (meth) acrylate as described in the (meth) acrylate polymer of the above component (A), and has a functional group in the molecule. A copolymer of a monomer, which is obtained by reacting a compound having a (meth) acrylonitrile group and a group reactive with the functional group with a part of a functional group of the copolymer. The adduct C--19-201033311 The weight average molecular weight of the enoate polymer is usually from 500,000 to 2,000,000 in terms of polystyrene. In the above-mentioned polyfunctional acrylate monomer, acrylate oligomer, and adduct acrylate polymer, one type may be used, or two or more types may be used as a component (E). ). In the present invention, the content ratio of the active energy ray-curable compound of the component (E) is preferably 5 to 50 parts by mass based on the total amount of the components (A) and (B). 〇~30 parts by mass is preferred. Since the amount of the component (E) is increased, the "light leakage resistance" is particularly increased, and when it is more than necessary, it is separated from the other components of the adhesive composition, and the total light of the formed adhesive layer is transmitted. The case where the optical characteristics such as the rate deteriorate. In order to crosslink the above-mentioned active energy ray-curable compound (E), in the case of using light such as ultraviolet rays, a photopolymerization initiator is usually used. Examples of the photopolymerization initiator include benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, benzoin n-butyl ether, and benzoin isobutylene. Ether, acetophenone 'dimethylaminoacetophenone, 2,2-dimethoxy-2-phenylacetophenone, 2,2-diethoxy-2-phenylacetophenone, 2-hydroxy-2-methyl-1-phenylpropan-1-one, 1-hydroxycyclohexyl phenyl ketone, 2-methyl-bu [4-(methylthio)phenyl]-2- morpholine代_院-1-ketone, 4-(2-hydroxyethoxy)phenyl-2-(hydroxy-2-propyl)one, diphenyl ketone, p-phenyldiphenyl ketone, 4, 4'-Diethylaminodiphenyl ketone, -20- 201033311 Dichlorodiphenyl ketone, 2-methyl hydrazine, 2-ethyl hydrazine, 2-third hydrazine, 2-amino hydrazine Bismuth, 2-methylthioxanthone, 2-ethyloxysulfur D, 2-chlorooxythiazepine, 2,4-dimethylsulfonate, 2,4-diethylpyrene Anthracene, benzyl dimethyl ketal, acetophenone dimethyl ketal, p-diamino benzoate, oligo[2-hydroxy-2-methyl-l-[4-(l-methene) Phenyl]acetone], 2,4,6-trimethylbenzylidene-diphosphine, and the like. These may be used alone or in combination of two. The blending amount is selected in the range of 0.2 to 20 parts by mass, preferably in the range of 0.3 to 10 parts by mass, based on 100 parts by mass of the above component (E). When the amount is 0.2 parts by mass or more, an appropriate crosslinking density '20 parts by mass or less in the obtained pressure-sensitive adhesive layer' prevents deterioration of the bleeding property and is economical. Next, the isocyanate crosslinking agent as the component (F) is ascertained. Examples of the isocyanate crosslinking agent include trimethylene cyanate, tetramethylene diisocyanate, hexamethylene diisocyanate pentamethylene diisocyanate, 1,2-propylene diisocyanate, and 1, 2_ diisocyanate, 2,3-butene diisocyanate, i,3-butene diisoester, 2,4,4- or 2,2,4-trimethylhexamethylene diisocyanate, two Aliphatic diisocyanate such as isocyanate methyl hexanoate; butyl hydrazine oxythiomethyl phenyl phenyl group gives the usual range of bismuth: ester, buten cyanate 2,6- such as -21 - 201033311 1,3-cyclopentane diisocyanate, 1,4-cyclohexane diisocyanate, 1,3-cyclohexane diisocyanate, 3-isocyanate methyl-3,5,5-trimethylcyclohexyl isocyanate , 4,4'-methylenebis(cyclohexyl isocyanate), methyl-2,4-cyclohexane diisocyanate, methyl-2,6-cyclohexane diisocyanate, 1,4-bis(isocyanate A An alicyclic diisocyanate such as cyclohexane or 1,3-bis(isocyanatemethyl)cyclohexane; for example, m-benzene diisocyanate, p-phenyl diisocyanate, 4,4'-diphenyl Diisocyanate, 1,5-naphthalene diisocyanate, 4,4'-diphenylmethane diisocyanate, 2,4- or 2,6-toluene diisocyanate or a mixture thereof, 4,4'-toluidine diisocyanate, An aromatic diisocyanate such as anisidine diisocyanate or 4,4'-diphenyl ether diisocyanate; for example, 1,3- or 1,4- phenyldimethyl diisocyanate or a mixture thereof, ω, ω'-diisocyanate An aromatic aliphatic diisocyanate of -1, 4-diethylbenzene, 1,3- or 1,4-bis(1-isocyanate-1-methylethyl)benzene or a mixture thereof; for example, triphenylphosphonium methane a triisocyanate such as -4,4',4"-triisocyanate, 1,3,5-triisocyanate benzene, 2,4,6-triisocyanate toluene, 1,3,5-triisocyanate hexane or the like; for example, 4, a polyisocyanate monomer such as 4'-diphenyldimethylmethane-2,2'-5,5'-tetraisocyanate, a dimer, a trimer, a biuret induced by the above polyisocyanate monomer , allophanate, polyisocyanate having a 2,4,6-oxadiazolone ring obtained from carbon dioxide and the above polyisocyanate monomer; for example, ethylene glycol, propylene , butanediol, neopentyl glycol, 1,6-hexanediol, 3-methyl-1,5-pentanediol, 3,3'--22- 201033311 dimethylol heptane, cyclohexane a low molecular weight polyol having a molecular weight of less than 200, such as dimethanol, diethylene glycol, triethylene glycol, dipropylene glycol, glycerol, trimethylolpropane, pentaerythritol, sorbitol, etc., added to the above polyisocyanate monomer An adduct; for example, the aforementioned polyester polyol having a molecular weight of 200 to 200,000, a polyether polyol, a polyether ester polyol, a polyester decylamine polyol, a polycaprolactone polyol, a polyvalerolactone polyol, An addition of an acrylic polyol, a polycarbonate polyol, a polyhydroxyalkane, a castor oil, a polyurethane polyol, or the like to the above polyisocyanate monomer. The isocyanate crosslinking agent of the component (F) reacts with the functional group in the copolymer, that is, with a hydroxyl group or a carboxyl group, and chemically reacts the heating or heating of the adhesive composition of the present invention with the active energy ray. The aforementioned copolymers are cross-linked to each other. The isocyanate-based crosslinking agent (F) is preferably used in an amount of 0.1 to 100 mol% based on the total of the hydroxyl group and the carboxyl group in the (meth)acrylate copolymer (A) and (B). . In addition, the isocyanate-based crosslinking agent of the component (F) acts as an adhesion improving agent for improving the adhesion between the pressure-sensitive adhesive layer formed of the pressure-sensitive adhesive composition of the present invention and the polarizing plate. Next, the decane coupling agent of the component (G) will be described. The decane coupling agent is used, for example, in the case where the polarizing plate and the liquid crystal cell are bonded by the adhesive layer formed of the adhesive composition of the present invention, and -23-201033311 is used to make the surface of the adhesive layer and the liquid crystal cell made of glass. The adhesion between the two is improved. As the decane coupling agent, an organic ruthenium compound having at least one alkoxyalkyl group in the molecule is preferably used. Specific examples of such a decane coupling agent include a polymerizable unsaturated group such as vinyl trimethoxy decane, vinyl triethoxy decane, or 3-methyl propylene oxy propyl trimethoxy decane. Anthracene compound; anthracene compound having an epoxy structure such as 3-glycidoxypropyltrimethoxydecane or 2-(3,4-epoxycyclohexyl)ethyltrimethoxydecane; 3-aminopropyl Trimethoxy decane, N-(2-aminoethyl)-3-aminopropyltrimethoxydecane, N-(2-aminoethyl)-3-aminopropylmethyldimethoxy The amine group such as a decane or the like contains a hydrazine compound; 3-chloropropyltrimethoxydecane or the like. These may be used alone or in combination of two or more. The content of the decane coupling agent is preferably 0.01 to 10 parts by mass based on 100 parts by mass of the copolymer. More preferably 0.05 to 5 parts by mass. When the content of the decane coupling agent is 10 parts by mass or less, it is possible to prevent an excessive decrease in the initial adhesion force and the occurrence of peeling, and further to prevent a decrease in heat resistance. When it is 0.01 part by mass or more, the effect of the decane coupling agent can be exhibited' and the occurrence of degumming can be prevented under high temperature and high humidity conditions. These oxane coupling agents may be used singly or in combination of two or more. Next, the adhesive sheet of the present invention will be described. The adhesive of the present invention - 24 - 201033311 has an adhesive layer formed of the adhesive composition of the present invention. The adhesive layer may be applied to an optical member such as a polarizing plate and a phase difference plate (including a polarizing film or a retardation film) or a release film, and the adhesive composition obtained by mixing the above components may be applied by heating and/or Or formed by illuminating the active energy line. Examples of the active energy ray system include ultraviolet rays, electron beams, and the like. The ultraviolet light is obtained by a high pressure mercury lamp, an electrodeless lamp, a xenon lamp, or the like, and the electron beam is obtained by an electron beam accelerator or the like. Among the active energy rays, ultraviolet rays are particularly suitable. Further, in the case of using an electron beam, an adhesive layer can be formed without adding a photopolymerization initiator. The irradiation amount of the active energy ray can be appropriately selected to obtain an adhesive layer having a suitable storage elastic modulus and having an adhesion to an alkali-free glass generally used for a liquid crystal cell, but the ultraviolet ray is 50 illuminating. 1000mW/cm2, light quantity is preferably 50~1000mJ/cm2, and electron beam is preferably in the range of 10~1000krad. The adhesive layer thus obtained is preferably at a storage elastic modulus of 80 t [G'] is usually 0.1. It is preferably about 10 MPa and 0.3 to 3 MPa. If it is 0_lMPa or more, sufficient light leakage resistance can be obtained. Moreover, if it is 10 MPa or less, it can have sufficient adhesive force. On the other hand, in the case where the pressure-sensitive adhesive layer is formed by heating, the heating condition is preferably about 4 Ο to 150 ° C, and 10 seconds to 1 〇 left -25 to 201033311. Further, the heating means may be a heating (drying step) for volatilizing the diluted solvent used to apply the adhesive composition to the optical member or the release film. The adhesive sheet of the present invention is preferably an adhesive sheet having an adhesive layer formed of the above-described adhesive composition on an optical member such as a polarizing plate or a retardation plate, and an adhesive layer on the adhesive layer. The optical member has no adhesive sheet having a release film on the exposed side of the exposed surface, or an adhesive sheet having a release film on both sides of the adhesive layer. Specifically, a method of obtaining an adhesive sheet having an adhesive layer on an optical member is preferred, and a method as shown below is preferred. For example, the adhesive composition obtained by mixing the above components is diluted to about 20 to 50% by mass in a solvent such as toluene, ethyl acetate or methyl ethyl ketone, and applied to an optical member at 40 to 15 CTC. It is heated and dried for 10 seconds to 10 minutes to form a layer composed of the adhesive composition. Then, the optical member of the layer composed of the adhesive composition is irradiated with the predetermined active energy ray without the exposed side of the layer. Thereby, an adhesive sheet in which an adhesive layer is formed on the optical member is obtained. Further, from the viewpoint of preventing adhesion of dust before sticking to a liquid crystal cell or the like, the exposed surface of the obtained adhesive layer is usually protected by a peeling film. Further, in another method, a solvent composition such as toluene, ethyl acetate or methyl ethyl-26-201033311 ketone may be used to dilute the adhesive composition obtained by mixing the above components to about 20 to 50% by mass, and apply to a release film. The peeling layer is dried by heating in the same manner as described above to form a layer composed of the adhesive composition. Then, the exposed surface side of the layer which is not in contact with the release film is bonded to the optical member, and the predetermined active energy ray is irradiated from above the release film to obtain an optical member. Adhesive sheet of adhesive layer. On the other hand, the following is a method for obtaining an adhesive sheet having a release film on both surfaces of the above-mentioned adhesive layer composed of an adhesive composition. For example, the adhesive composition obtained by mixing the above components is diluted to about 20 to 50% by mass in a solvent such as toluene, ethyl acetate or methyl ethyl ketone, and applied to the release layer of the release film. The above-described heating and drying are carried out in the same manner to form a layer composed of an adhesive composition. Next, the peeling area of the release film was also layered on the exposed side of the layer. Then, by applying the predetermined active energy ray from above the release film of either or both of them, an adhesive sheet having a release film on both surfaces of the adhesive layer can be obtained. Further, the active energy ray is irradiated to the exposed surface after the layer composed of the adhesive composition is obtained, and then the film is peeled off, and then the film may be laminated. In addition, by using the adhesive film of the peeling film in the two masks -27-201033311 of the adhesive layer obtained as described above, and then peeling off the surface of one of the adhesive layers of the peeling and thinning, it is also possible to adhere to the optical member. An adhesive sheet having an adhesive layer on the member. Further, in the case of the bonding layer and the optical member, the surface or both of either surface may be subjected to surface treatment such as corona treatment, plasma treatment, or saponification treatment. The release film system is not particularly limited, and may be a plastic film such as polyethylene terephthalate or polyethylene terephthalate or a film such as polypropylene or polyethylene. On the film, a peeling layer or the like is applied by coating a polyphthalocyanine resin or the like. The thickness of the release film is not required, and is usually about 20 to 150 μm. Further, in the case of the above-mentioned adhesive sheet having a release film on both sides, in order to separate the film from one of the two sides, one side of the film is peeled off: 〇.〇8~〇.15N/25mm', and the other side peeling film is 0.01~0.05 The difference between N/25 mm' and the double-faced release film is preferably 0.01 N/25 mm or more. As a method of providing the adhesive composition layer on the release film, for example, a bar coating method, a knife coating method, a blade coating method, a die coating method, a gravure printing method, and the like can be used. The adhesive layer is 5~l〇0/lm, preferably 1〇~8〇/zm, and particularly preferably a ruthenium film, and the surface activation of the photoadhesive agent is given, for example, polynaphthalene. The polyolefin thinner is provided with a method in which the adhesive layer is particularly limited to stabilize the peeling force from the peeling force to the peeling force, the roll I cloth method, and the like. The thickness is usually ~ 5 0 // m. -28- 201033311 The thickness of the pressure-sensitive adhesive layer is sufficient if it is 5/m or more, and if it is 1/10 or less, the residual solvent is small and sticky. Adhesive on the optical member obtained as described above: sheeting, and then peeling off the film under the surface of the adhesive layer having a release film, and in the case of not having a release film, the straight cell or other optical member is attached, In order to become a liquid crystal display part. Further, the adhesive sheet having the layer formed of the adhesive composition of the present invention preferably has an alkali-free force of 20 N/25 mm or less after 24 hours from the bonding. When it is 20N/25mm or less, it will not cause damage to the liquid crystal cells. Further, the adhesive force is preferably 0.2 to 20 N/25 mm. If the adhesive force is 〇.2N/25 mm or more, a polarizing plate or the like can be sufficiently used, for example, it can be bonded to a liquid crystal cell or the like. Further, the adhesive composition of the present invention preferably has an alkali-free glass force of -20 hours or less after 168 hours of bonding. By setting the equivalent ratio of the carboxyl group-containing monomer of the copolymer (B) to the hydroxyl group-containing monomer of the compound (A) to 0.3 or more, the adhesion after the combination, after 24 hours, and after 1680 hours is set. Adhesion, the adhesion of the stabilizer layer is such that the adhesion of the adhesive glass to the adhesive of the device is in the range of injury. The adhesion of the adhesive glass I can also be affixed to the above-mentioned embodiment. The above-mentioned embodiment can be applied to the above-mentioned embodiment -29-201033311. Next, the present invention will be described in further detail based on the examples and comparative examples. &lt;Examples 1 to 11&gt; and &lt;Comparative Examples 1 to 4&gt; The adhesive composition of the blending composition (solid content conversion) shown in Table 1 was prepared and the sample was prepared according to the following processing procedure. Then, 'adhesive composition was applied by a doctor blade coater on a release layer made of polyethylene terephthalate and a 38 μm-thick release film ("SP-PET 38 1 1" manufactured by Linda Co., Ltd.) Toluene was diluted to a solid content of 20 mass. /. 〕 so that the thickness after drying becomes 25 / zm. The drying temperature was set to 90 ° C and the drying time was set to 1 minute. Then, a polarizing plate to which a disk-shaped liquid crystal layer (viewing angle expansion functional layer) is attached is attached so that the adhesive is in contact with the disk-shaped liquid crystal layer. After one hour from the bonding, UV irradiation was performed from the side of the release film to obtain a sample of a polarizing plate (hereinafter, simply referred to as a polarizing plate) to which an adhesive layer was attached. &lt;UV irradiation conditions&gt; • High-pressure mercury lamp (manufactured by Eye Graphics Co., Ltd.) • Illuminance 300 m W / cm2 ' Light quantity 300 m J / cm2 * UV illuminance and illuminance meter ("Yue Graphics", "UVF-PFA 1") &lt;Measurement item and evaluation method&gt; -30- 201033311 (1) Adhesive force The cutting plate obtained in each of the above examples was cut into a width of 25 mm x a length of 100 mm using a cutting device ("Super Cutter" manufactured by Takino Seisakusho Co., Ltd.). The sample was prepared to have a size, and the release film was peeled off, and the surface of the adhesive layer was adhered to an alkali-free glass (manufactured by CORNING Co., Ltd., trade name "EAGLE 2000"). After pasting, it was poured into a high pressure autoclave (manufactured by Kurihara Seisakusho Co., Ltd.) and pressurized under conditions of 5 MPa, 50 ° C, and 20 ❹ minutes. Then, it was allowed to stand in an environment of 23 ° C and 50% RH for 24 hours, and the adhesion was measured under the following conditions using a tensile tester (manufactured by ORIENTATIC Co., Ltd., trade name "Tensilon"). Peeling speed: 300mm/min Peeling angle: 180° (2) 80°C storage elastic modulus [G β]

^ 按照JISK7244,使用黏彈性測定器〔REOMETRIC ❹ 公司製、商品名『DYNAMIC AN ALA YZER』〕，利用扭 轉剪切法來測定。^ According to JIS K7244, a viscoelasticity measuring instrument (manufactured by REOMETRIC®, trade name "DYNAMIC AN ALA YZER") was used and measured by a twist shear method.

試樣形態：8mm0 x3mm的圓柱 測定頻率：1Hz 測定溫度：8 0 °C (3) 耐漏光性 使用裁斷裝置〔荻野製作所公司製、商品名『Super -31- 201033311Specimen form: 8mm0 x 3mm cylinder Measurement frequency: 1Hz Measurement temperature: 80 °C (3) Light leakage resistance Using cutting device (made by Takino Seisakusho Co., Ltd., product name "Super -31- 201033311

Cutter』〕’調整偏光板成233mmx309mm的尺寸，剝 下剝離薄膜且使黏著劑層的面貼合於無鹼玻璃 〔CORNING公司製、商品名『EAGLE 2〇〇〇』〕。接著， 投入高壓釜〔栗原製作所公司製〕，以〇.5MPa、50°C、 20分鐘的條件使其加壓。 貼合時貼合偏光板於無鹸玻璃的表裏，以使得偏光 軸成爲正交尼科耳狀態〔Z45。/ / 135。〕。在該狀態中 80 °C、乾燥環境下，放置200小時後，用以下所示的 方法評價漏光性。接著，使用明度測定器〔大塚電子公 司製、商品名『MCPD-2000』〕，以圖1所示的方法測 定明度，並將明度差〔△L^ib + c + d + el/la〕作爲耐 漏光性的指標。 a、b、c、d及e係在分別於A領域、B領域、C 領域、D領域及E領域的預先設定之測定點（在各領域 的中央部1處中的明度）求得，作爲漏光性。△ L*之値 越小，表示耐漏光性越優異，通常若△ L*低於4.0，可 作爲液晶顯示裝置用使用。 在圖1中，A領域係漏光沒有產生的部分，B~E 領域係漏光可能產生的某部分。 (4)抗靜電性 按照JISK6 911，用下述手法實施黏著劑的表面電 阻率測定。 -32- 201033311 試樣的形態：50mmx50mm的片狀試樣 黏著劑層的厚度：25y mCutter"] The polarizing plate was adjusted to have a size of 233 mm x 309 mm, and the release film was peeled off, and the surface of the adhesive layer was bonded to an alkali-free glass (manufactured by CORNING Co., Ltd., trade name "EAGLE 2"). Then, it was placed in an autoclave (manufactured by Kurihara Seisakusho Co., Ltd.) and pressurized under the conditions of 5 MPa, 50 ° C, and 20 minutes. When laminating, the polarizing plate is attached to the surface of the flawless glass so that the polarizing axis becomes a crossed Nicols state [Z45. / / 135. ]. In this state, after leaving to stand at 80 ° C in a dry environment for 200 hours, the light leakage was evaluated by the method shown below. Then, using a lightness measuring device (manufactured by Otsuka Electronics Co., Ltd., trade name "MCPD-2000"), the brightness is measured by the method shown in Fig. 1, and the difference in brightness [?L^ib + c + d + el/la] is taken as Indicator of light leakage resistance. a, b, c, d, and e are obtained by pre-determined measurement points (lightness in one central part of each field) in the A field, the B field, the C field, the D field, and the E field, respectively. Light leakage. The smaller the Δ L*, the more excellent the light leakage resistance is. Generally, when Δ L* is less than 4.0, it can be used as a liquid crystal display device. In Fig. 1, the A field is the portion where the light leakage does not occur, and the B~E field is a portion that may be generated by the light leakage. (4) Antistatic property The surface resistivity of the adhesive was measured in accordance with JIS K6 911 by the following method. -32- 201033311 Specimen shape: 50mmx50mm sheet sample Thickness of adhesive layer: 25y m

測定環境：溫度23±2°C 相對濕度：50±2% 測定機器：三菱化學公司製、HIRESTA-UP MCP-HT450 施加電壓：ιοον 讀取從測定開始3 0秒後的値，測定表面電阻率以 作爲抗靜電性的指標。 (5)耐久性評價 使用裁斷裝置〔荻野製作所公司製、商品名F Super Cutter』〕，並將在上述各例所得之偏光板調整成 233mmx309mm 尺寸。 接著，剝下剝離薄膜且將黏著劑層貼合於無鹼玻璃 〔CORNING公司製、『EAGLE 2000』〕後，投入高壓 釜〔栗原製作所公司製〕，以5kg/Cm2、5〇°C、20分 鐘的條件使其加壓。然後，在各耐久性條件下進行投 入，於200小時後使用10倍率放大鏡進行觀察，並用 以下的外觀變化來評價耐久性。 ◎:沒有發生缺點者。 〇：在4邊中，於外周端部0.6mm以上沒有缺點者》 X:黏著劑於外周 4邊的任 1邊從外周端部開始 -33- 201033311 0.6mm以上，有脫膠 '剝落、發泡、條紋等〇_ 1 mm以 上的異常缺點者。 耐久性評價的條件係以下的3種。 (a) 90°C、乾燥環境 (b) 6 0 °C、9 0 % R Η 環境 (c) 在- 30°C與7(TC、乾燥環境下各30分鐘熱震盪 試驗的循環200次 熱震盪試驗機係ESPEC公司製、『Thermal Shock Chamber TSA- 1 0 1 S』。 將在各例所得之黏著劑組成物的摻合組成及特 性，以及附有黏著劑層之偏光板的性能評價結果表示於 表1。 (6)總光線透射率 調製表1所示的摻合組成（固體成分換算）的黏著劑 組成物，在聚對苯二甲酸乙二酯製、厚度38//Π1的剝 離薄膜〔琳得科公司製、『SP-PET3811』〕的剝離層上’ 用刮刀式塗布機塗布黏著劑組成物〔加入甲苯以稀釋成 固體成分爲 20質量％〕以使得乾燥後的厚度爲 25//m。乾燥溫度設爲90°C、乾燥時間設爲1分鐘’ 從剝離薄膜側與反對側的黏著劑層之外露面側，用以下 的條件進行UV照射，以得到試樣。 &lt;UV照射條件&gt; -34- 201033311 .高壓水銀燈〔Eye Graphics公司製〕 •照度 300mW/cm2、光量 300mJ/cm2 •UV照度及光量計〔Eye Graphics公司製、 『UVF-PFA1』〕 所得之試樣係使用裁斷裝置[萩野製作所公司製、 商品名『Super Cutter』]裁斷成5〇xl〇〇mm尺寸， 剝下剝離薄膜，按照JIS K7 36 1- 1，使用日本電色工 業（股）製「NHD2000」來進行測定。 &lt;實施例1 2 &gt; 調製表1中實施例1所示的摻合組成（固體成分換 算）的黏著劑組成物，且在聚對苯二甲酸乙二酯製、厚 度38// m的剝離薄膜〔琳得科公司製、『SP-PET3811』〕 之剝離層上，用刮刀式塗布機塗布黏著劑組成物〔加入 甲苯以稀釋成固體成分爲20質量％〕以使得乾燥後的 厚度爲25;/m。乾燥溫度設爲90°C、乾燥時間設爲1 分鐘。 然後，使聚對苯二甲酸乙二酯製、厚度38//m的 剝離薄膜〔琳得科公司製、『SP-PET3801』〕之剝離層， 以相接的方式積層於由上述步驟所得之層的外露面。 接著，藉由用下述條件從剝離薄膜〔琳得科公司 製、『SP-PET3 801』〕側照射紫外線（UV)，以得到在黏 著劑層的兩面具有剝離薄膜之黏著片。 -35- 201033311 &lt;uv照射條件&gt; .高壓水銀燈〔Eye Graphics公司製〕 •照度 3 0 0 m W / c m2 .、光量 300mJ/cm2 • UV照度及光量計〔Eye Graphics公司製、 『UVF-PFA 1』〕 所得之黏著片係隨後剝下剝離薄膜〔琳得科公司 製、『SP-PET3801』〕，且對該黏著劑層面進行電暈處 ϋ ^ 理之後，以與附有碟狀液晶層（視野角擴大功能層）之偏 光板的碟狀液晶層相接的方式進行貼合，以得到附有黏 著劑層之偏光板。關於所得之偏光板係以與實施例1 同樣的方式，就耐漏光性、抗靜電性、耐久性進行評價。 結果，耐漏光性爲2.19、表面電阻率爲ι.45χ1010Ω/ □，形成與實施例1大致上相同者。又，耐久性也完全 與實施例1同樣爲充分的。 -36- 201033311Measurement environment: Temperature 23±2°C Relative humidity: 50±2% Measurement equipment: manufactured by Mitsubishi Chemical Corporation, HIRESTA-UP MCP-HT450 Applied voltage: ιοον Read 値 after 30 seconds from the measurement, measure surface resistivity As an indicator of antistatic properties. (5) Evaluation of durability The cutting device (trade name F Super Cutter, manufactured by Takino Seisakusho Co., Ltd.) was used, and the polarizing plate obtained in each of the above examples was adjusted to a size of 233 mm x 309 mm. Then, the release film was peeled off, and the adhesive layer was bonded to an alkali-free glass ("EAGLE 2000" manufactured by CORNING Co., Ltd.), and then placed in an autoclave (manufactured by Kurihara Seisakusho Co., Ltd.) at 5 kg/cm 2 , 5 〇 ° C, and 20 The conditions of the minute make it pressurized. Then, the mixture was poured under various durability conditions, and after 200 hours, observation was performed using a 10 magnification magnifying glass, and durability was evaluated by the following change in appearance. ◎: There are no defects. 〇: In the four sides, there is no disadvantage in the outer peripheral end portion of 0.6 mm or more. X: The adhesive is applied from the outer peripheral end to any one of the outer peripheral sides. -33- 201033311 0.6 mm or more, there is degumming, peeling, foaming , streaks, etc. 〇 _ 1 mm or more abnormal defects. The conditions for durability evaluation are the following three types. (a) 90 ° C, dry environment (b) 60 ° C, 90% R Η Environment (c) 200 cycles of heat shock at - 30 ° C and 7 (TC, dry environment for 30 minutes each thermal shock test) The shock tester is a "Thermal Shock Chamber TSA- 1 0 1 S" manufactured by ESPEC Co., Ltd. The blending composition and characteristics of the adhesive composition obtained in each example, and the performance evaluation results of the polarizing plate with the adhesive layer It is shown in Table 1. (6) Total light transmittance The adhesive composition of the blending composition (solid content conversion) shown in Table 1 was peeled off by polyethylene terephthalate and thickness 38//1. Film (on a peeling layer of "SP-PET3811" manufactured by Linde Co., Ltd.] The adhesive composition was applied by a knife coater [toluene was added to be diluted to a solid content of 20% by mass] so that the thickness after drying was 25 //m. The drying temperature was set to 90 ° C, and the drying time was set to 1 minute. From the peeling film side and the opposing side of the adhesive layer, the ultraviolet light was irradiated under the following conditions to obtain a sample. UV irradiation conditions&gt; -34- 201033311 . High pressure mercury lamp (made by Eye Graphics) • Illuminance 3 00mW/cm2, light quantity: 300mJ/cm2 • UV illuminance and illuminance meter ("UVF-PFA1" manufactured by Eye Graphics Co., Ltd.) The sample was cut into 5 using a cutting device [manufactured by Takino Seisakusho Co., Ltd., product name "Super Cutter").剥离xl〇〇mm size, peeling off the peeling film, and measuring according to JIS K7 36 1- 1, using "NHD2000" manufactured by Nippon Denshoku Industries Co., Ltd. &lt;Example 1 2 &gt; Modulation Table 1 Example An adhesive composition of a blending composition (solid content conversion) shown in Fig. 1 and a release film made of polyethylene terephthalate and having a thickness of 38/m (manufactured by Linde Co., Ltd., "SP-PET3811" On the peeling layer, the adhesive composition was applied by a knife coater [toluene was added to be diluted to a solid content of 20% by mass] so that the thickness after drying was 25; / m. The drying temperature was set to 90 ° C, and dried. The time is set to 1 minute. Then, a release film made of polyethylene terephthalate and having a thickness of 38/m (the "SP-PET3801" manufactured by Linde Co., Ltd.) is laminated in a layered manner. The exposed surface of the layer obtained by the above steps. Next, by using The ultraviolet rays (UV) were irradiated from the side of the release film ("SP-PET3 801" manufactured by Linde Co., Ltd.) to obtain an adhesive sheet having a release film on both sides of the adhesive layer. -35- 201033311 &lt;uv irradiation condition&gt; High-pressure mercury lamp (made by Eye Graphics Co., Ltd.) • Illumination 300 m W / c m2 ., light quantity 300 mJ/cm2 • UV illuminance and light meter (made by Eye Graphics, 『UVF-PFA 1』) Subsequently, the release film ("SP-PET3801", manufactured by Linde Co., Ltd.) was peeled off, and the layer of the adhesive was subjected to corona treatment, and then a disk-shaped liquid crystal layer (viewing angle expansion function layer) was attached. The disc-shaped liquid crystal layers of the polarizing plate are bonded in such a manner as to be in contact with each other to obtain a polarizing plate with an adhesive layer. The obtained polarizing plate was evaluated in the same manner as in Example 1 in terms of light leakage resistance, antistatic property, and durability. As a result, the light leakage resistance was 2.19, and the surface resistivity was ι.45 χ 1010 Ω/□, which was substantially the same as that of Example 1. Further, the durability was also completely the same as in the first embodiment. -36- 201033311

耐久性評價的條件 熱震盪 試驗 ◎ ◎ ◎ ◎ ◎ ◎ ◎ ◎ ◎ ◎ ◎ ◎ X ◎ Li鹽析出NG 60°C χ90% R.H. ◎ ◎ ◎ ◎ ◎ ◎ 〇 ◎ 〇 〇 〇 X X ◎ ^ p ◎ ◎ ◎ ◎ ◎ ◎ ◎ ◎ ◎ ◎ ◎ X X ◎ 抗靜電性 [表面電阻 率】 (χ1010Ω/ □) 1.42 2.10 1.56 2.46 0.54 1- 0.88 0.44 0.66 0.78 0.59 0.59 0.38 0.41 21.30 1.50 耐漏 光性 L*) 2.14 2.22 2.15 2.33 2.12 1.72 2.87 2.33 1.69 2.21 2.23 2.33 2.32 2.41 2.29 儲存彈 性雛 [〇Ί (MPa) 0.44 ： 0.56 0.47 0.46 0.45 0.65 '0.12 0.53 3.50 0.48 0.41 0.46 0.45 0.43 0.39 黏著力 [放置24 小時後】 (MPa/ 25mm) 寸 — o CO in ¢0 (N 寸 v〇 ¢0 (N CO v〇 &lt;N in q rH co (N (N 00 CO in v〇 CO 寸 CO 總光 線透 射率： _1 ON ON ON σ\ ON σ\ 〇\ 〇\ 〇\ σ&gt; σ&gt; 〇\ C\ 〇&gt; ON Os Os σ\ O' ON O' σ» σ&gt; 00 矽烷 偶合 劑(G1 質量 0.16 0.16 0.16 0.16 0.16 0.16 0.16 0.16 0.16 0.16 0.16 0.16 0.16 0.03 0.03 異讎 酯系交 聯劑(Π 質量份 Ό CN v〇 oi v〇 &lt;N (N (N v〇 ci vo (N v〇 (N v〇 v〇 (N v〇 oi (N \〇 &lt;N ο — ο — 靼趙細· S' 飨E避® 質量份: 1 in in in in in § 〇 lO in ΙΛ IO IO in in Μ ss g ss ii i 質量份; 1 _1 寸 vd 寸 \d 寸 vb 寸 vd 才 \ό 寸 \d 寸 \〇 寸 \d 才 vD 寸 vd 寸 \b 才 vd 才 vd 4·0”） 20.0*1) 鋰鹽 (C) i i 質量 份 in l〇 l〇 in in IO l〇 l〇 in IO in in in ΙΟ AA/ HEA 1.07 2.15 0.54 1.07 0.32 0.32 0.64 0.64 0.64 0.32 0.32 0.16 0.08 0.54 0.54 (甲基)丙嫌酸共 聚物(B&gt; 1 ___1 質量 份 O o o o 8 § § o o ο ο 組成 (AA/B A)； 10/90 10/90 5/95 5/95 10/90 10/90 10/90 10/90 10/90 5/95 10/90 5/95 10/90 5/95 5/95 (甲基)丙嫌酸共聚 物(A&gt; 質量 份 o 8 o rH o i-H o o O o f-H o 8 o 8 o ο «-Η ο ι—Ι 組成 (HEA/B A) 1.5/98.5 1.5/98.5 1.5/98.5 1.5/98.5 5/95 5/95 5/95 5/95 5/95 5/95 10/90 5/95 20/80 1.5/98.5 1.5/98.5 賁施例1 賁施例2 實施例3 實施例4 實施例5 實施例6 實施例7 實施例8 寅施例9 實施例10 賁施例11 比較例1 比較例2 比較例3 比較例4 201033311 從表1的結果，可明顯得知在實施例所得之具有由本 發明黏著劑組成物所形成之黏著劑層的黏著片（附有黏著 劑層之偏光板），具有比在比較例中者更充分的耐久性，且 具有表面電阻率爲 5χ1〇ι〇Ω/□以下所謂優異之抗靜電 性。另外，在構成共聚物（Α)之含羥基單體的比例爲5質量 %以上的實施例5~11方面，已知能維持耐久性，且具有表 面電阻率達到1〇9Ω/□等級之非常優異的抗靜電性。 表1中記載的使用材料及所使用的光聚合引發劑係如 Φ 以下所示。 (1) (甲基）丙烯酸酯共聚物（Α):丙烯酸丁酯（ΒΑ)與丙烯 酸羥基乙酯（HE Α)的共聚物〔重量平均分子量：150萬、分 子量分布：3.5〕 (2) (甲基）丙烯酸酯共聚物（B):丙烯酸丁酯（BA)與丙烯 酸（AA)的共聚物〔重量平均分子量：150萬、分子量分 布：3.5〕Conditional thermal shock test for durability evaluation ◎ ◎ ◎ ◎ ◎ ◎ ◎ ◎ ◎ ◎ X ◎ Li salt precipitation NG 60 ° C χ 90% RH ◎ ◎ ◎ ◎ ◎ ◎ ◎ ◎ 〇〇〇 XX ◎ ^ p ◎ ◎ ◎ ◎ ◎ ◎ ◎ ◎ ◎ ◎ ◎ XX ◎ Antistatic [surface resistivity] (χ1010Ω/□) 1.42 2.10 1.56 2.46 0.54 1- 0.88 0.44 0.66 0.78 0.59 0.59 0.38 0.41 21.30 1.50 Light leakage resistance L*) 2.14 2.22 2.15 2.33 2.12 1.72 2.87 2.33 1.69 2.21 2.23 2.33 2.32 2.41 2.29 Storage elastic chick [〇Ί (MPa) 0.44 : 0.56 0.47 0.46 0.45 0.65 '0.12 0.53 3.50 0.48 0.41 0.46 0.45 0.43 0.39 Adhesion [after 24 hours of placement] (MPa / 25mm) Inch — o CO in ¢0 (N inch v〇¢0 (N CO v〇&lt;N in q rH co (N (N 00 CO in v〇CO inch CO total light transmittance: _1 ON ON ON σ\ ON σ\ 〇\ 〇\ 〇\ σ&gt;σ&gt; 〇\ C\ 〇&gt; ON Os Os σ\ O' ON O' σ» σ&gt; 00 decane coupling agent (G1 mass 0.16 0.16 0.16 0.16 0.16 0.16 0.16 0.16 0.16 0.16 0.16 0.16 0.16 0.03 0.03 Isodecyl ester crosslinker (Π mass part Ό CN v〇oi v 〇&lt;N (N (N v〇ci vo (N v〇 (N v〇v〇(N v〇oi (N \〇&lt;N ο — ο — 靼赵细·S' 飨E Avoid® by mass : 1 in in in in § 〇lO in IO IO IO in in s ss g ss ii i parts by mass; 1 _1 inch vd inch\d inch vb inch vd only \ό inch\d inch\〇 inch\d vD Inch vd inch\b only vd vd 4·0”) 20.0*1) lithium salt (C) ii parts in l〇l〇in in IO l〇l〇in IO in in ΙΟ AA/ HEA 1.07 2.15 0.54 1.07 0.32 0.32 0.64 0.64 0.64 0.32 0.32 0.16 0.08 0.54 0.54 (meth)acrylic acid copolymer (B&gt; 1 ___1 parts by mass O ooo 8 § § oo ο ο composition (AA/BA); 10/90 10/90 5 /95 5/95 10/90 10/90 10/90 10/90 10/90 5/95 10/90 5/95 10/90 5/95 5/95 (meth)acrylic acid copolymer (A&gt; Parts by mass o 8 o rH o iH oo O o fH o 8 o 8 o ο «-Η ο ι—Ι Composition (HEA/BA) 1.5/98.5 1.5/98.5 1.5/98.5 1.5/98.5 5/95 5/95 5 /95 5/95 5/95 5/95 10/90 5/95 20/80 1.5/98.5 1.5/98.5 Example 1 Example 2 Example 3 Example 4 Example 5 Example 6 Example 7 Implementation Example 8 Implementation Example 9 Implementation 10 贲 Example 11 Comparative Example 1 Comparative Example 2 Comparative Example 3 Comparative Example 4 201033311 From the results of Table 1, the adhesive sheet having the adhesive layer formed of the adhesive composition of the present invention obtained in the examples was apparent ( The polarizing plate with the adhesive layer) has more durability than those in the comparative example, and has a surface resistivity of 5 χ 1 〇 ι Ω / □ or less, which is excellent in antistatic property. In addition, in Examples 5 to 11 in which the proportion of the hydroxyl group-containing monomer constituting the copolymer (Α) is 5% by mass or more, it is known that the durability can be maintained and the surface resistivity is excellent at a level of 1〇9 Ω/□. Antistatic properties. The materials used and the photopolymerization initiators used in Table 1 are as follows. (1) (Meth) acrylate copolymer (Α): a copolymer of butyl acrylate (ΒΑ) and hydroxyethyl acrylate (HE Α) [weight average molecular weight: 1.5 million, molecular weight distribution: 3.5] (2) ( Methyl) acrylate copolymer (B): copolymer of butyl acrylate (BA) and acrylic acid (AA) [weight average molecular weight: 1.5 million, molecular weight distribution: 3.5]

(3) 鋰鹽（C):Li(CF3S02)2N 〇 (4)伸烷基二醇二烷基醚（D):四乙二醇二甲基醚 (5) 活性能量線硬化型化合物（E):多官能丙烯酸酯系單 體之參（丙烯醯氧基乙基）異三聚氰酸酯〔3官能型丙烯酸酯 〔東亞合成公司製、商品名『ARONIX M-315』、分子 量：423〕 (6) 異氰酸酯系交聯劑（F):三羥甲基丙烷變性甲苯二異 氰酸醋〔日本聚胺基甲酸酯公司製『CORONATE L』〕 (7) 矽烷偶合劑（G):3 -環氧丙氧基丙基三甲氧基矽烷 〔信越化學工業公司製『KBM-403』〕 -38- 201033311 (8)光聚合引發劑：二苯基酮與ι_羥基環己基 質量比爲1:1的混合物〔汽巴特殊化學品公司製 『IRGACURE 500』、使用量：相對於多官能（甲3 酯系單體（E)IOO質量份爲10質量份〕 產業上的利用可能性 在本發明的黏著劑組成物或剝離薄膜上、或 特別是與視野角擴大薄膜等一體化而成之偏光板 差板等的光學構件上具有由該黏著劑組成物所形 @ 劑層的黏著片，係能夠在帶電壓低的狀態下耐久 貼合於其他的光學構件或液晶胞，同時所得之液 置係具有即使在高溫高濕環境下亦不易產生漏 性。 【圖式簡單說明】 圖1係顯示評價在實施例、比較例所得之附 之偏光板的耐漏光性的評價方法之説明圖。 【主要元件符號說明】 苯基酮的 、商品名 S )丙烯酸 偏光板、 、及相位 成之黏著 性良好地 晶顯不裝 光等的特 有黏著劑 -39-(3) Lithium salt (C): Li(CF3S02)2N 〇(4) alkylene glycol dialkyl ether (D): tetraethylene glycol dimethyl ether (5) active energy ray-curable compound (E) ): a conjugate of a polyfunctional acrylate monomer (propylene oxyethyl) isocyanurate [3-functional acrylate [manufactured by Toagosei Co., Ltd., trade name "ARONIX M-315", molecular weight: 423] (6) Isocyanate crosslinking agent (F): Trimethylolpropane denatured toluene diisocyanate [CORONATE L manufactured by Japan Polyurethane Co., Ltd.] (7) Decane coupling agent (G): 3 -glycidoxypropyltrimethoxydecane [KBM-403" manufactured by Shin-Etsu Chemical Co., Ltd. -38- 201033311 (8) Photopolymerization initiator: mass ratio of diphenyl ketone to ι-hydroxycyclohexyl is 1 Mixture of 1:1 [IRGACURE 500" manufactured by Ciba Specialty Chemicals Co., Ltd., and the amount of use: 10 parts by mass relative to the polyfunctional (methyl ester monomer (E) 100 parts by mass) The optical member such as the adhesive composition or the release film of the invention, or particularly the polarizing plate difference plate integrated with the viewing angle expansion film or the like, has The adhesive sheet of the adhesive composition is capable of being adhered to other optical members or liquid crystal cells in a state where the voltage is low, and the obtained liquid system is difficult to be obtained even in a high-temperature and high-humidity environment. [Brief Description of the Drawings] Fig. 1 is an explanatory view showing a method for evaluating the light leakage resistance of the polarizing plates obtained in the examples and the comparative examples. [Description of main component symbols] Name S) Acrylic polarizing plate, and a special adhesive with a good adhesion to the phase, such as no light, etc. -39-

Claims (1)

201033311 七、申請專利範圍： 1. 一種黏著劑組成物，其特徵在於含有：具有含1.〇〜15 質量％之羥基單體作爲單體構成單元之（甲基）丙烯酸酯 共聚物（A)、具有含羧基單體作爲單體構成單元之（甲基） 丙烯酸酯共聚物（B)、鋰鹽（C)、及伸氧烷基鏈之重複單 元爲2〜10個的伸烷基二醇二烷基醚（D);且該共聚物（B) 之含羧基單體相對於該共聚物（A)之含羥基單體的當量 比爲〇 . 3以上。 0 2.如申請專利範圍第1項之黏著劑組成物，其中該鋰鹽（C&gt; 係選自於由 LiCF3S03、Li(CF3S02)2N、及 Li(CF3S02}3C 所構成群組中之1種以上。 3.如申請專利範圍第1或2項之黏著劑組成物，其中該鋰 鹽（C)與該伸烷基二醇二烷基醚（D)之莫耳比（C)/(D)爲 30/70〜70/30 » 4 ·如申請專利範圍第1或2項之黏著劑組成物，其中相對 於該共聚物（A) 100質量份而言，作爲該鋰鹽（C)與該伸 烷基二醇二烷基醚（D)之合計量係含有1〜20質量份。 5 ·如申請專利範圍第1或2項之黏著劑組成物，其中該黏 著劑組成物進一步含有活性能量線硬化型化合物（E)。 6 ·如申請專利範圍第1或2項之黏著劑組成物，其中該黏 著劑組成物進一步含有異氰酸酯系交聯劑（F)。 7. —種黏著片，其係具有由如申請專利範圍第1至6項中 任一項之黏著劑組成物所形成之黏著劑層。 8. 如申請專利範圍第7項之黏著片，其係在該黏著劑層之 兩面上具有剝離薄膜。 -40- 201033311 9.如申請專利範圍第7項之黏著片，其係在光學構件上具 有黏著劑層。 10.如申請專利範圍第9項之黏著片，其中該光學構件爲偏 光板或相位差板。201033311 VII. Patent application scope: 1. An adhesive composition characterized by comprising: (meth) acrylate copolymer (A) having a hydroxy monomer having a 〇1 to 15% by mass as a monomer constituent unit a repeating unit of a (meth) acrylate copolymer (B), a lithium salt (C), and an oxyalkylene chain having a carboxyl group-containing monomer as a monomer constituent unit, and 2 to 10 alkylene glycols The dibasic ether (D); and the equivalent ratio of the carboxyl group-containing monomer of the copolymer (B) to the hydroxyl group-containing monomer of the copolymer (A) is 0.3 or more. [2] The adhesive composition of claim 1, wherein the lithium salt (C&gt; is selected from the group consisting of LiCF3S03, Li(CF3S02)2N, and Li(CF3S02}3C 3. The adhesive composition according to claim 1 or 2, wherein the molar ratio of the lithium salt (C) to the alkylene glycol dialkyl ether (D) (C) / (D) The adhesive composition of claim 1 or 2, wherein the lithium salt (C) is used as the lithium salt (C) with respect to 100 parts by mass of the copolymer (A) The total amount of the alkylene glycol dialkyl ether (D) is 1 to 20 parts by mass. The adhesive composition according to claim 1 or 2, wherein the adhesive composition further contains an activity. The energy ray-curable compound (E). The adhesive composition according to claim 1 or 2, wherein the adhesive composition further contains an isocyanate crosslinking agent (F). It has an adhesive layer formed of the adhesive composition as set forth in any one of claims 1 to 6. 8. An adhesive sheet having a release film on both sides of the adhesive layer. -40- 201033311 9. The adhesive sheet of claim 7, which has an adhesive layer on the optical member. The adhesive sheet of item 9, wherein the optical member is a polarizing plate or a phase difference plate. -41 --41 -
TW098144647A 2009-02-16 2009-12-24 Adhesive and adhesive sheet TWI394808B (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP2009033181A JP4991774B2 (en) 2009-02-16 2009-02-16 Adhesive and adhesive sheet

Publications (2)

Publication Number Publication Date
TW201033311A true TW201033311A (en) 2010-09-16
TWI394808B TWI394808B (en) 2013-05-01

Family

ID=42653312

Family Applications (1)

Application Number Title Priority Date Filing Date
TW098144647A TWI394808B (en) 2009-02-16 2009-12-24 Adhesive and adhesive sheet

Country Status (4)

Country Link
JP (1) JP4991774B2 (en)
KR (1) KR101201102B1 (en)
CN (1) CN101818032B (en)
TW (1) TWI394808B (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
TWI547535B (en) * 2012-03-21 2016-09-01 日本化藥股份有限公司 Ultraviolet-curable type resin composition
TWI662102B (en) * 2014-06-18 2019-06-11 日商住友化學股份有限公司 Polarizer, polarization plate with adhesive, and image display device

Families Citing this family (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP6324651B2 (en) * 2011-03-29 2018-05-16 住友化学株式会社 Liquid crystal display
KR102375987B1 (en) 2011-05-26 2022-03-17 닛토덴코 가부시키가이샤 Polarizing film with adhesive layer and image display device
JP2012247574A (en) 2011-05-26 2012-12-13 Nitto Denko Corp Adhesion type polarizing plate and image display device
JP6050660B2 (en) * 2011-11-22 2016-12-21 リンテック株式会社 Adhesive and adhesive sheet
JP5977582B2 (en) * 2012-05-25 2016-08-24 藤森工業株式会社 Surface protective film and optical component on which it is bonded
JP6647767B2 (en) * 2012-11-05 2020-02-14 ソマール株式会社 Antistatic resin composition and molded article
JP2014189778A (en) * 2013-03-28 2014-10-06 Lintec Corp Double-sided tacky sheet and coiled body
WO2014168182A1 (en) * 2013-04-11 2014-10-16 日本カーバイド工業株式会社 Multilayer sheet
JP6274206B2 (en) * 2013-04-24 2018-02-07 王子ホールディングス株式会社 Adhesive sheet, laminate and method for producing the same
TWI662099B (en) * 2014-06-18 2019-06-11 日商王子控股股份有限公司 Adhesive composition for polarizer and adhesive sheet for polarizer
CN106795413A (en) * 2014-06-18 2017-05-31 王子控股株式会社 Polarizer adhesive composition and polarizer bonding sheet
JP5997355B1 (en) * 2015-11-26 2016-09-28 住友化学株式会社 Polarizing plate with adhesive layer and image display device
KR20230079498A (en) * 2016-04-28 2023-06-07 린텍 가부시키가이샤 Film for forming protective coat and composite sheet for forming protective coat
KR102108563B1 (en) * 2017-04-27 2020-05-08 주식회사 엘지화학 Laminate for manufacturing liquid crystal cell and method for manufacturing liquid crystal cell
JP6876544B2 (en) * 2017-06-29 2021-05-26 日東電工株式会社 Adhesive polarizing plate and image display device
JP6920502B2 (en) * 2017-06-29 2021-08-18 日東電工株式会社 Adhesive polarizing plate and image display device

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP5019552B2 (en) * 2004-05-26 2012-09-05 日東電工株式会社 Adhesive optical member
TWI387629B (en) * 2004-07-26 2013-03-01 Nitto Denko Corp Pressure-sensitive adhesive composition, pressure-sensitive adhesive sheets, and surface protecting film
JP4800018B2 (en) * 2004-12-03 2011-10-26 日東電工株式会社 Adhesive composition, adhesive sheet and surface protective film
JP4814000B2 (en) * 2006-07-26 2011-11-09 リンテック株式会社 Optical functional film bonding adhesive, optical functional film and method for producing the same
JP5649274B2 (en) * 2007-11-07 2015-01-07 日本合成化学工業株式会社 Adhesive for polarizing plate and polarizing plate with adhesive layer
JP2010065217A (en) * 2008-08-12 2010-03-25 Nippon Synthetic Chem Ind Co Ltd:The Self-adhesive composition for optical member, self-adhesive for optical member, and optical member with self-adhesive layer obtained by using the same

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
TWI547535B (en) * 2012-03-21 2016-09-01 日本化藥股份有限公司 Ultraviolet-curable type resin composition
US9663688B2 (en) 2012-03-21 2017-05-30 Nipponkayaku Kabushikikaisha Optical member and ultraviolet-curable adhesive to be used for producing the same
TWI662102B (en) * 2014-06-18 2019-06-11 日商住友化學股份有限公司 Polarizer, polarization plate with adhesive, and image display device

Also Published As

Publication number Publication date
KR101201102B1 (en) 2012-11-13
CN101818032A (en) 2010-09-01
JP2010189489A (en) 2010-09-02
CN101818032B (en) 2013-06-26
TWI394808B (en) 2013-05-01
KR20100093470A (en) 2010-08-25
JP4991774B2 (en) 2012-08-01

Similar Documents

Publication Publication Date Title
TW201033311A (en) Adhesive composition and adhesive sheet
TWI421318B (en) Adhesive, adhesion sheet and optical film with adhesive
JP5149533B2 (en) Adhesive for optical functional film, optical functional film with adhesive, and method for producing the same
TWI485215B (en) Adhesive composition for optics, optical adhesive and optical film
JP5000940B2 (en) Adhesive for polarizing plate, adhesive sheet, polarizing plate with adhesive and method for producing the same, and optical film and method for producing the same
JP5047556B2 (en) Adhesive for bonding optical functional film, optical functional film with adhesive, and method for producing the same
JP5039333B2 (en) Adhesive, polarizing plate with adhesive, and method for producing the same
TWI478999B (en) Adhesive composition, adhesive and optical film
JP2006235568A (en) Adhesive for polarizing plate, and polarizing plate with adhesive and its production method
KR20140102130A (en) adhesion composition, an adhesive and adhesion sheet
JP7166762B2 (en) PSA SHEET, MANUFACTURING METHOD THEREOF, AND IMAGE DISPLAY DEVICE
TWI485216B (en) Adhesive composition, adhesive and adhesive sheet
JP5567619B2 (en) Adhesive, adhesive sheet and optical film with adhesive
TW201339278A (en) Adhesive and adhesive sheet
JP2011140576A (en) Pressure-sensitive adhesive composition, pressure-sensitive adhesive and pressure-sensitive adhesive sheet
JP2011105830A (en) Pressure sensitive adhesive composition, pressure sensitive adhesive and optical film
TWI798417B (en) Adhesive composition, adhesive and adhesive sheet
TWI532817B (en) Double-faced pressure-sensitive adhesive sheet
JP6502999B2 (en) Adhesive composition, adhesive and adhesive sheet
JP5527886B2 (en) Adhesive composition, adhesive and adhesive sheet
TWI602893B (en) Active energy ray curable adhesive composition, adhesive, adhesive sheet and optical component containing adhesive
JP7428494B2 (en) Repeated bending laminate member and repeatable bending device
TW202313731A (en) Optical laminate, pressure-sensitive adhesive sheet, and image display device
TW202248246A (en) Adhesive sheet, optical laminate, image display device, and method for producing adhesive sheet