JP2008031212A - Adhesive for bonding optical function film, optical function film having adhesive and method for producing the same - Google Patents
Adhesive for bonding optical function film, optical function film having adhesive and method for producing the same Download PDFInfo
- Publication number
- JP2008031212A JP2008031212A JP2006203577A JP2006203577A JP2008031212A JP 2008031212 A JP2008031212 A JP 2008031212A JP 2006203577 A JP2006203577 A JP 2006203577A JP 2006203577 A JP2006203577 A JP 2006203577A JP 2008031212 A JP2008031212 A JP 2008031212A
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- Prior art keywords
- adhesive
- optical functional
- functional film
- meth
- bonding
- Prior art date
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- 239000000853 adhesive Substances 0.000 title claims abstract description 133
- 230000001070 adhesive effect Effects 0.000 title claims abstract description 132
- 230000003287 optical effect Effects 0.000 title claims abstract description 77
- 238000004519 manufacturing process Methods 0.000 title claims description 13
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- 238000003860 storage Methods 0.000 claims abstract description 20
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- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 61
- 239000004820 Pressure-sensitive adhesive Substances 0.000 claims description 59
- 239000004973 liquid crystal related substance Substances 0.000 claims description 32
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 20
- 239000003431 cross linking reagent Substances 0.000 claims description 13
- 239000006087 Silane Coupling Agent Substances 0.000 claims description 9
- 125000000524 functional group Chemical group 0.000 claims description 9
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- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical group OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 claims description 8
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- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 5
- 230000001678 irradiating effect Effects 0.000 description 5
- BPSIOYPQMFLKFR-UHFFFAOYSA-N trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CO[Si](OC)(OC)CCCOCC1CO1 BPSIOYPQMFLKFR-UHFFFAOYSA-N 0.000 description 5
- 229920003067 (meth)acrylic acid ester copolymer Polymers 0.000 description 4
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- NNLVGZFZQQXQNW-ADJNRHBOSA-N [(2r,3r,4s,5r,6s)-4,5-diacetyloxy-3-[(2s,3r,4s,5r,6r)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6s)-4,5,6-triacetyloxy-2-(acetyloxymethyl)oxan-3-yl]oxyoxan-2-yl]methyl acetate Chemical compound O([C@@H]1O[C@@H]([C@H]([C@H](OC(C)=O)[C@H]1OC(C)=O)O[C@H]1[C@@H]([C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](COC(C)=O)O1)OC(C)=O)COC(=O)C)[C@@H]1[C@@H](COC(C)=O)O[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1OC(C)=O NNLVGZFZQQXQNW-ADJNRHBOSA-N 0.000 description 4
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- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
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Images
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
- C09J133/08—Homopolymers or copolymers of acrylic acid esters
-
- 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
- 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
- C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
- C09J7/38—Pressure-sensitive adhesives [PSA]
- C09J7/381—Pressure-sensitive adhesives [PSA] based on macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- C09J7/385—Acrylic polymers
-
- 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
- C09J2203/00—Applications of adhesives in processes or use of adhesives in the form of films or foils
- C09J2203/318—Applications of adhesives in processes or use of adhesives in the form of films or foils for the production of liquid crystal displays
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Polarising Elements (AREA)
- Liquid Crystal (AREA)
- Adhesive Tapes (AREA)
Abstract
Description
本発明は、光学機能性フィルム用粘着剤、粘着剤付き光学機能性フィルム及びその製造方法に関する。さらに詳しくは、本発明は、偏光板、特に視野角拡大フィルムなどと一体化してなる偏光板又は偏光板に位相差板が積層される場合に好適に適用され、該偏光板を液晶セル又は位相差板に耐久性よく接着し得ると共に、得られた液晶表示装置が、高温高湿環境下でも光漏れが生じにくいなどの特性を有する光学機能性フィルム用粘着剤、該粘着剤付き光学機能性フィルム及びその製造方法に関するものである。 The present invention relates to an optical functional film adhesive, an optical functional film with an adhesive, and a method for producing the same. More specifically, the present invention is suitably applied when a retardation plate is laminated on a polarizing plate, particularly a polarizing plate or a polarizing plate formed integrally with a viewing angle widening film. A pressure-sensitive adhesive for an optical functional film, which can adhere to a retardation plate with durability, and the obtained liquid crystal display device has characteristics such that light leakage hardly occurs even in a high-temperature and high-humidity environment, and the optical functionality with the pressure-sensitive adhesive The present invention relates to a film and a manufacturing method thereof.
従来、ガラス、セラミックス、金属などの被着体に、粘着剤を介して有機材料からなるシートを貼合した場合、経時により、シート端部が剥がれてきたり、浮きが生じるなど、好ましくない事態がしばしば生じる。
このような事態を解決するために、一般的には、粘着剤を構成する成分の分子量を上げたり、架橋密度を高めるなどして、粘着性能を高めた強粘着性材料を用いることが行われている。しかしながら、このような強粘着性材料を用いた場合、保持力は向上するものの、高温高湿条件下では、有機材料からなるシートの収縮や膨潤によって、粘着剤が追従できなくなり、様々なトラブルの発生要因となっている。
Conventionally, when a sheet made of an organic material is bonded to an adherend such as glass, ceramics, or metal via an adhesive, an unfavorable situation occurs such that the sheet edge peels off or floats with time. Often occurs.
In order to solve such a situation, in general, it is performed to use a highly adhesive material with improved adhesion performance by increasing the molecular weight of the component constituting the adhesive or increasing the crosslinking density. ing. However, when such a strong adhesive material is used, the holding power is improved, but under high-temperature and high-humidity conditions, the pressure-sensitive adhesive cannot follow due to the shrinkage and swelling of the sheet made of organic material, which causes various troubles. It is a cause.
ところで、光学部品の中には、その表面に偏光板を貼合して使用するものがあり、その代表例として液晶表示装置（ＬＣＤ）の液晶セルが挙げられる。以下、図１を用いて説明する。
この液晶セル１３は、一般に配向層を形成した２枚の透明電極基板の配向層を内側にして、スペーサにより所定の間隔になるように配置し、その周辺をシールして、該間隔に液晶材料を挟持させると共に、上記２枚の透明電極基板に、それぞれ粘着剤１２を介して、偏光板１１が配置された講造を有している。前記偏光板は、一般的にポリビニルアルコール系偏光子の両面に、光学的等方性フィルム、例えばトリアセチルセルロース（ＴＡＣ）フィルムなどを貼り合わせた３層講造を有する偏光フィルムからなり、さらにその片面には、液晶セルなどの光学部品に貼着することを目的に粘着剤層が設けられている。
また、図２に示す模式図のように、視野角特性の改善を図るため、偏光板２１と液晶セル２３の間に粘着剤２２及び２５を介して位相差板２４が配置される場合もある。
Incidentally, some optical components are used by attaching a polarizing plate to the surface thereof, and a typical example thereof is a liquid crystal cell of a liquid crystal display (LCD). Hereinafter, a description will be given with reference to FIG.
The
In addition, as shown in the schematic diagram of FIG. 2, a
上述のような構成の偏光板を液晶セルなどの光学部品に貼着した場合、又は偏光板と位相差板を貼着した場合、異種材料の多層構造となり、材料特性から寸法安定性が乏しく、特に高温高湿環境下では、収縮や膨潤による寸法変化が大きい。該偏光板には粘着剤として、一般に前述の強粘着性のものが用いられているため、偏光板の寸法変化に伴う浮きや剥がれは抑制することができるが、該偏光板の寸法変化に伴う応力を粘着剤層で吸収することができず、偏光板における残留応力が不均一になる。その結果、ＴＮ液晶セルでは、いわゆる「光漏れ」が、ＳＴＮ液晶では「色むら」が発現しやすくなるという問題が生じる。 When the polarizing plate having the above-described configuration is attached to an optical component such as a liquid crystal cell, or when a polarizing plate and a retardation plate are attached, it becomes a multilayer structure of different materials, and the dimensional stability is poor from the material characteristics. Particularly in a high temperature and high humidity environment, the dimensional change due to shrinkage and swelling is large. Since the above-mentioned strong adhesive is generally used as the pressure-sensitive adhesive for the polarizing plate, it is possible to suppress floating and peeling accompanying the dimensional change of the polarizing plate, but with the dimensional change of the polarizing plate. The stress cannot be absorbed by the adhesive layer, and the residual stress in the polarizing plate becomes non-uniform. As a result, there is a problem that so-called “light leakage” is likely to occur in the TN liquid crystal cell and “color unevenness” is likely to occur in the STN liquid crystal.
このような問題を解決するために、例えば粘着剤に可塑剤などの低分子量体を添加することで、適度に軟らかくして応力緩和性を付与する技術が開示されている（例えば、特許文献１参照）。しかしながら、低分子量体の添加は、偏光板を剥離した際に被着体を汚染する原因となる上、保持力を低下させることとなり、経時による浮きや剥がれが発生しやすくなる。
したがって、接着耐久性と光漏れ防止性を両立することが課題であった。
In order to solve such a problem, for example, a technique has been disclosed in which a low molecular weight material such as a plasticizer is added to an adhesive to moderately soften and impart stress relaxation properties (for example, Patent Document 1). reference). However, the addition of a low molecular weight substance causes the adherend to be contaminated when the polarizing plate is peeled off, and also reduces the holding power, and is likely to be lifted or peeled off over time.
Therefore, it has been a problem to achieve both adhesion durability and light leakage prevention properties.
本発明は、このような状況下で、偏光板、視野角拡大フィルム一体化偏光板あるいは位相差板一体型偏光板と液晶セルガラスとの貼合、偏光板と位相差板、位相差板と位相差板、輝度向上フィルムと位相差板などのような、光学機能性フィルム同士の貼合に好適な粘着剤を提供することを目的とするものである。すなわち、上記液晶ガラスとの貼合に用いた場合、高温高湿環境下でも耐久性よく接着し得ると共に、得られた画像表示装置が、光漏れが生じにくいなどの特性を有し、また、上記光学機能性フィルム同士の貼合に用いた場合、高温高湿環境下でもこれらの光学機能性フィルム端部における欠点幅を抑制し得る粘着剤を提供することを目的するものである。
さらに、携帯電話や車に搭載される画像表示装置は画面周辺の額縁部分が狭くなってきているが、これらの画像表示装置などにおける耐久性や耐光漏れ性に対する高い信頼性を実現し得る粘着剤を提供することを目的とするものである。
Under such circumstances, the present invention provides a polarizing plate, a viewing angle widening film integrated polarizing plate or a retardation plate integrated polarizing plate and a liquid crystal cell glass, a polarizing plate, a retardation plate, a retardation plate, An object of the present invention is to provide a pressure-sensitive adhesive suitable for bonding optical functional films such as a phase difference plate, a brightness enhancement film and a phase difference plate. That is, when used for pasting with the liquid crystal glass, it can be adhered with high durability even in a high-temperature and high-humidity environment, and the obtained image display device has characteristics such that light leakage hardly occurs, An object of the present invention is to provide a pressure-sensitive adhesive that can suppress the defect width at the end of these optical functional films even in a high-temperature and high-humidity environment when used for bonding the optical functional films.
Furthermore, image display devices mounted on mobile phones and cars have a narrow frame portion around the screen. Adhesives that can achieve high durability and durability against light leakage in these image display devices Is intended to provide.
本発明者らは、前記の特性を有する光学機能性フィルム用粘着剤を開発すべく鋭意研究を重ねた結果、特定のアクリル系共重合体と、活性エネルギー線硬化型化合物を含む粘着性材料に、活性エネルギー線を照射してなり、ひずみ４０００％以内での最大せん断荷重が特定値以上であり、かつ特定の貯蔵弾性率（Ｇ’）を有する粘着剤が、その目的に適合し得ることを見出した。
また、上記粘着剤付きの光学機能性フィルムは、剥離シートの剥離層上に設けられた粘着性材料層に光学機能性フィルムを貼合し、剥離シート側から活性エネルギー線を照射することにより、効率よく製造し得ることを見出した。
本発明は、かかる知見に基づいて完成したものである。
すなわち、本発明は、
（１）（Ａ）カルボキシル基を含有するモノマーがモノマー組成比で０．５質量％を超えるアクリル系重合体と、（Ｂ）活性エネルギー線硬化型化合物を含む粘着性材料に、活性エネルギー線を照射してなり、無アルカリガラスに対して接着面積１００ｍｍ2（１０ｍｍ×１０ｍｍ）にて貼り合わせ、せん断速度０．１ｍｍ／ｍｉｎでせん断荷重を測定したときの、ひずみ４０００％以内での最大せん断荷重が５０Ｎ以上であり、２３℃における貯蔵弾性率（Ｇ’）が、０．３〜１５ＭＰａであることを特徴とする光学機能性フィルム貼合用粘着剤、
（２）８０℃における貯蔵弾性率（Ｇ’）が、０．３Ｍ〜１０ＭＰａである上記（１）に記載の光学機能性フィルム貼合用粘着剤、
（３）光学機能性フィルムが偏光板であって、偏光板を液晶ガラスセルに貼合させるのに用いられる上記（１）又は（２）に記載の光学機能性フィルム用粘着剤、
（４）光学機能性フィルムが偏光板及び／又は位相差板であり、偏光板と位相差板の貼合又は位相差板と位相差板の貼合に用いられる上記（１）又は（２）に記載の光学機能性フィルム貼合用粘着剤、
（５）カルボキシル基を含有するモノマーが（メタ）アクリル酸である上記（１）〜（４）のいずれかに記載の光学機能性フィルム貼合用粘着剤、
（６）（Ｂ）成分の活性エネルギー線硬化型化合物が、分子量１０００未満の多官能（メタ）アクリレート系モノマーである上記（１）〜（５）のいずれかに記載の光学機能性フィルム用粘着剤、
（７）多官能（メタ）アクリレート系モノマーが環状構造を有する上記（６）に記載の光学機能性フィルム用粘着剤、
（８）多官能（メタ）アクリレート系モノマーがイソシアヌレート構造を有する上記（７）に記載の光学機能性フィルム貼合用粘着剤。
（９）（Ａ）成分と（Ｂ）成分の含有割合が、質量比で１００：１〜１００：１００である上記（１）〜（８）のいずれかに記載の光学機能性フィルム用粘着剤、
（１０）粘着性材料が、さらに（Ｃ）アクリル共重合体中の官能基と反応し得る架橋剤及び（Ｄ）シランカップリング剤を含む粘着性材料を含む上記（１）〜（９）のいずれかに記載の光学機能性フィルム用粘着剤、
（１１）光学機能性フィルムの少なくとも片面に上記（１）〜（１０）のいずれかに記載の粘着剤からなる層を有することを特徴とする粘着剤付き光学機能性フィルム、
（１２）光学機能性フィルムが偏光板又は位相差板である上記（１１）に記載の粘着剤付き光学機能性フィルム、
（１３）無アルカリガラスに対する粘着力が、貼合後、２４時間経過後において０．２Ｎ／２５ｍｍ以上であり、かつ貼合後、７日間経過後において４０Ｎ／２５ｍｍ以上である上記（１１）又は（１２）に記載の粘着剤付き光学機能性フィルム、及び
（１４）剥離シートの剥離層上に設けられた粘着性材料層に光学機能性フィルムを貼合した後、剥離シート側から活性エネルギー線を照射することを特徴とする上記（１１）〜（１３）のいずれかに記載の粘着剤付き光学機能性フィルムの製造方法、
を提供するものである。
As a result of intensive studies to develop an adhesive for optical functional films having the above properties, the present inventors have developed a pressure-sensitive adhesive material containing a specific acrylic copolymer and an active energy ray-curable compound. A pressure sensitive adhesive having a specific storage elastic modulus (G ′), which is irradiated with active energy rays and has a maximum shear load within a strain of 4000% or more and a specific value, can meet the purpose. I found it.
Moreover, the optical functional film with the adhesive is bonded to the adhesive material layer provided on the release layer of the release sheet, and irradiated with active energy rays from the release sheet side, It has been found that it can be produced efficiently.
The present invention has been completed based on such findings.
That is, the present invention
(1) An active energy ray is applied to an adhesive material containing (A) an acrylic polymer in which the monomer containing a carboxyl group exceeds 0.5% by mass in the monomer composition ratio, and (B) an active energy ray-curable compound. Irradiated, bonded to alkali-free glass with an adhesive area of 100 mm 2 (10 mm × 10 mm), and measured for shear load at a shear rate of 0.1 mm / min, maximum shear load within a strain of 4000% Is an adhesive for optical functional film bonding, wherein the storage elastic modulus (G ′) at 23 ° C. is 0.3 to 15 MPa,
(2) The adhesive for optical functional film bonding according to the above (1), wherein the storage elastic modulus (G ′) at 80 ° C. is 0.3 M to 10 MPa,
(3) The optical functional film is a polarizing plate, and the adhesive for an optical functional film according to the above (1) or (2), which is used to bond the polarizing plate to a liquid crystal glass cell,
(4) The optical functional film is a polarizing plate and / or a retardation plate, and the above (1) or (2) is used for bonding of the polarizing plate and the retardation plate or bonding of the retardation plate and the retardation plate. The adhesive for optical functional film bonding described in
(5) The pressure-sensitive adhesive for optical functional film bonding according to any one of (1) to (4), wherein the monomer containing a carboxyl group is (meth) acrylic acid,
(6) The adhesive for an optical functional film according to any one of the above (1) to (5), wherein the active energy ray-curable compound as the component (B) is a polyfunctional (meth) acrylate monomer having a molecular weight of less than 1,000. Agent,
(7) The pressure-sensitive adhesive for optical functional film according to (6), wherein the polyfunctional (meth) acrylate monomer has a cyclic structure,
(8) The pressure-sensitive adhesive for optical functional film bonding according to (7), wherein the polyfunctional (meth) acrylate monomer has an isocyanurate structure.
(9) The pressure-sensitive adhesive for optical functional films according to any one of the above (1) to (8), wherein the content ratio of the component (A) and the component (B) is 100: 1 to 100: 100 by mass ratio. ,
(10) The above (1) to (9), wherein the adhesive material further comprises (C) an adhesive material containing a crosslinking agent capable of reacting with a functional group in the acrylic copolymer and (D) a silane coupling agent. The adhesive for optical functional films according to any one of the above,
(11) An optical functional film with a pressure-sensitive adhesive comprising a layer made of the pressure-sensitive adhesive according to any one of (1) to (10) above on at least one surface of the optical functional film,
(12) The optical functional film with an adhesive according to the above (11), wherein the optical functional film is a polarizing plate or a retardation plate,
(13) The above (11), wherein the adhesive strength to the alkali-free glass is 0.2 N / 25 mm or more after 24 hours from pasting and 40 N / 25 mm or more after 7 days after pasting. After bonding an optical functional film to the optical functional film with an adhesive as described in (12) and the adhesive material layer provided on the release layer of (14) the release sheet, the active energy rays are applied from the release sheet side. The method for producing an optical functional film with an adhesive according to any one of the above (11) to (13), wherein
Is to provide.
本発明によれば、偏光板、特に視野角拡大フィルムなどと一体化してなる偏光板に、又は偏光板に位相差板が積層される場合に好適に適用され、該偏光板を液晶セル又は位相差板に耐久性よく接着し得ると共に、得られた液晶表示装置が、高温高湿環境下でも光漏れが生じにくいなどの特性を有する光学機能性フィルム用粘着剤、及び該粘着剤付き光学機能性フィルムを提供することができる。
また、本発明によれば、前記粘着剤付き光学機能性フィルムを効率よく製造する方法を提供することができる。
According to the present invention, the present invention is preferably applied to a polarizing plate, particularly a polarizing plate integrated with a viewing angle widening film or the like, or when a retardation plate is laminated on the polarizing plate. A pressure-sensitive adhesive for optical functional films, which can adhere to a retardation plate with high durability, and the obtained liquid crystal display device has characteristics such that light leakage hardly occurs even in a high-temperature and high-humidity environment, and an optical function with the pressure-sensitive adhesive A protective film can be provided.
Moreover, according to this invention, the method of manufacturing the said optical functional film with an adhesive efficiently can be provided.
本発明の光学機能性フィルム用粘着剤は、無アルカリガラスに対して接着面積１００ｍｍ2（１０ｍｍ×１０ｍｍ）にて貼り合わせ、せん断速度０．１ｍｍ／ｍｉｎでせん断荷重を測定したときの、ひずみ４０００％以内での最大せん断荷重が５０Ｎ以上であることを要する。最大せん断荷重が５０Ｎ以上であると、十分な粘着力が得られると共に、高温高湿環境下での耐久性が良好となる。貼合時の作業性の観点から、この最大せん断荷重の上限は２００Ｎ程度である。この最大せん断荷重は５０〜１５０Ｎであることが好ましく、より好ましくは７５〜１３０Ｎである。
なお、前記最大せん断荷重は、下記の方法で測定した値である。
＜最大せん断荷重の測定方法＞
粘着剤付き偏光板から、１０ｍｍ幅、１００ｍｍ長のサンプルを切り出し、剥離シートを剥がして（粘着剤層の厚さ２５μｍ）、無アルカリガラス［コーニング社製「１７３７」］の端部に貼付面積が１０ｍｍ×１０ｍｍとなるように貼付したのち、栗原製作所製オートクレーブにて、０．５ＭＰａ、５０℃、２０分間の条件で加圧する。その後、２３℃、相対湿度５０％の環境下で２４時間放置したのち、同環境下で、引張試験機（インストロン社製）に、無アルカリガラスにおけるサンプル未貼付側の端部、及びサンプルにおける未貼付側の端部を装着して、せん断速度０．１ｍｍ／ｍｉｎにてせん断方向に引張り、その荷重を測定する。測定はひずみ量４０００％（せん断方向の変形量１０００μｍ）まで行い、４０００％変形までの最大荷重を最大せん断荷重とする。なお、ひずみは、せん断方向の変形量と粘着剤層の厚さの比で表される。
The pressure-sensitive adhesive for optical functional film of the present invention is bonded to non-alkali glass with an adhesive area of 100 mm 2 (10 mm × 10 mm), and the strain is 4000 when the shear load is measured at a shear rate of 0.1 mm / min. The maximum shear load within% is required to be 50N or more. When the maximum shear load is 50 N or more, sufficient adhesive force can be obtained, and durability in a high-temperature and high-humidity environment becomes good. From the viewpoint of workability at the time of pasting, the upper limit of this maximum shear load is about 200N. The maximum shear load is preferably 50 to 150N, more preferably 75 to 130N.
The maximum shear load is a value measured by the following method.
<Measurement method of maximum shear load>
A 10 mm wide, 100 mm long sample was cut out from the polarizing plate with an adhesive, the release sheet was peeled off (the thickness of the adhesive layer was 25 μm), and the area pasted on the end of the alkali-free glass [Corning “1737”] After pasting so that it may become 10 mm * 10 mm, it pressurizes on the conditions of 0.5 MPa, 50 degreeC, and 20 minutes with the autoclave by Kurihara Seisakusho. Then, after leaving for 24 hours in an environment of 23 ° C. and a relative humidity of 50%, in the same environment, in the tensile tester (manufactured by Instron), the end of the sample non-attached side in non-alkali glass and the sample Attach the end of the non-stick side, pull in the shear direction at a shear rate of 0.1 mm / min, and measure the load. The measurement is performed up to a strain amount of 4000% (a deformation amount in the shear direction of 1000 μm), and a maximum load up to a deformation of 4000% is defined as a maximum shear load. The strain is expressed as a ratio between the amount of deformation in the shear direction and the thickness of the pressure-sensitive adhesive layer.
また、本発明の粘着剤は、２３℃における貯蔵弾性率（Ｇ’）が、０．３〜１５ＭＰａであることを要す。この貯蔵弾性率（Ｇ’）が０．３ＭＰａ以上であれば十分な光漏れ防止性が得られる。また、１５ＭＰａ以下であると、接着耐久性が良好となる。以上の観点から特に好ましい２３℃の貯蔵弾性率（Ｇ’）は０．３５〜１２ＭＰａである。また、８０℃の貯蔵弾性率（Ｇ’）も、０．１〜１０ＭＰａであることが好ましく、さらに好ましくは０．３〜３ＭＰａである。
なお、前記貯蔵弾性率（Ｇ’）は、下記の方法で測定した値である。
＜貯蔵弾性率（Ｇ’）の測定方法＞
貯蔵弾性率（Ｇ’）は、厚さ３０μｍの粘着剤を積層し、８ｍｍφ×３ｍｍ厚の円柱状の試験片を作製し、ねじり剪断法により、下記の条件で測定する。
測定装置：レオメトリック社製動的粘弾性測定装置「ＤＹＮＡＭＩＣ ＡＮＡＬＹＺＥＲ ＲＤＡII」
周波数 ：１Ｈｚ
温度 ：２３℃、８０℃
Moreover, the adhesive of this invention requires that the storage elastic modulus (G ') in 23 degreeC is 0.3-15 Mpa. If this storage elastic modulus (G ′) is 0.3 MPa or more, sufficient light leakage prevention properties can be obtained. Moreover, adhesion durability will become favorable in it being 15 Mpa or less. From the above viewpoint, the storage elastic modulus (G ′) at 23 ° C. is particularly preferably 0.35 to 12 MPa. Further, the storage elastic modulus (G ′) at 80 ° C. is preferably 0.1 to 10 MPa, and more preferably 0.3 to 3 MPa.
The storage elastic modulus (G ′) is a value measured by the following method.
<Method for measuring storage elastic modulus (G ′)>
The storage elastic modulus (G ′) is measured by the following conditions by laminating an adhesive having a thickness of 30 μm to produce a cylindrical test piece having a thickness of 8 mmφ × 3 mm and using a torsional shear method.
Measuring device: rheometric dynamic viscoelasticity measuring device "DYNAMIC ANALYZER RDAII"
Frequency: 1Hz
Temperature: 23 ° C, 80 ° C
前記の貯蔵弾性率及び粘着力を有する本発明の光学機能性フィルム用粘着剤は、（Ａ）カルボキシル基を含有するモノマーがモノマー組成比で０．５質量％を超えるアクリル系重合体と、（Ｂ）活性エネルギー線硬化型化合物を含む粘着性材料に、活性エネルギー線を照射してなる粘着剤である。
当該粘着性材料における（Ａ）成分のアクリル系共重合体としては、（メタ）アクリル酸エステル系共重合体を挙げることができる。
なお、本発明において、（メタ）アクリル酸エステルとは、アクリル酸エステル及びメタクリル酸エステルの両方を意味する。他の類似用語も同様である。
前記（メタ）アクリル酸エステル系共重合体としては、各種架橋方法によって架橋が可能な架橋点を有するものが用いられる。このような架橋点を有する（メタ）アクリル酸エステル系共重合体としては特に制限はなく、従来粘着剤の樹脂成分として慣用されている（メタ）アクリル酸エステル系共重合体の中から、任意のものを適宣選択して用いることができる。
The pressure-sensitive adhesive for optical functional film of the present invention having the above storage elastic modulus and adhesive strength is (A) an acrylic polymer in which a monomer containing a carboxyl group exceeds 0.5% by mass in terms of the monomer composition ratio; B) An adhesive obtained by irradiating an adhesive material containing an active energy ray-curable compound with active energy rays.
Examples of the acrylic copolymer of the component (A) in the adhesive material include (meth) acrylic acid ester copolymers.
In the present invention, (meth) acrylic acid ester means both acrylic acid ester and methacrylic acid ester. The same applies to other similar terms.
As the (meth) acrylic acid ester-based copolymer, those having a crosslinking point that can be crosslinked by various crosslinking methods are used. There is no particular limitation on the (meth) acrylic acid ester-based copolymer having such a crosslinking point, and any (meth) acrylic acid ester-based copolymer conventionally used as a resin component of an adhesive can be arbitrarily selected. Can be selected and used.
このような架橋点を有する(メタ)アクリル酸エステル系共重合体としては、エステル部分のアルキル基の炭素数が１〜２０の(メタ)アクリル酸エステルと、分子内に架橋性官能基を有する単量体と、所望により用いられる他の単量体との共重合体を好ましく挙げることができる。ここで、エステル部分のアルキル基の炭素数が１〜２０の(メタ)アクリル酸エステルの例としては、(メタ)アクリル酸メチル、(メタ)アクリル酸エチル、(メタ)アクリル酸プロピル、(メタ)アクリル酸ブチル、(メタ)アクリル酸ペンチル、(メタ)アクリル酸ヘキシル、(メタ)アクリル酸シクロヘキシル、(メタ)アクリル酸２−エチルヘキシル、(メタ)アクリル酸イソオクチル、(メタ)アクリル酸デシル、(メタ)アクリル酸ドデシル、(メタ)アクリル酸ミリスチル、(メタ)アクリル酸パルミチル、(メタ)アクリル酸ステアリルなどが挙げられる。これらは単独で用いてもよいし、２種以上を組み合わせて用いてもよい。 The (meth) acrylic acid ester copolymer having such a crosslinking point has a (meth) acrylic acid ester having an alkyl group of 1 to 20 carbon atoms and a crosslinkable functional group in the molecule. Preferable examples include copolymers of monomers and other monomers used as desired. Here, examples of the (meth) acrylic acid ester having 1 to 20 carbon atoms of the alkyl group in the ester portion include methyl (meth) acrylate, ethyl (meth) acrylate, propyl (meth) acrylate, (meth ) Butyl acrylate, pentyl (meth) acrylate, hexyl (meth) acrylate, cyclohexyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, isooctyl (meth) acrylate, decyl (meth) acrylate, Examples include dodecyl (meth) acrylate, myristyl (meth) acrylate, palmityl (meth) acrylate, stearyl (meth) acrylate, and the like. These may be used alone or in combination of two or more.
一方、分子内に架橋性官能基を有する単量体は、官能基として水酸基、カルボキシル基、アミノ基、アミド基の少なくとも１種を含むことが好ましく、具体例としては、(メタ)アクリル酸２−ヒドロキシエチル、(メタ)アクリル酸２−ヒドロキシプロピル、(メタ)アクリル酸３−ヒドロキシプロピル、(メタ)アクリル酸２−ヒドロキシブチル、(メタ)アクリル酸３−ヒドロキシブチル、(メタ)アクリル酸４−ヒドロキシブチルなどの(メタ)アクリル酸ヒドロキシアルキルエステル；アクリルアミド、メタクリルアミド、Ｎ−メチルアクリルアミド、Ｎ−メチルメタクリルアミド、Ｎ−メチロールアクリルアミド、Ｎ−メチロールメタクリルアミドなどのアクリルアミド類；(メタ)アクリル酸モノメチルアミノエチル、(メタ)アクリル酸モノエチルアミノエチル、(メタ)アクリル酸モノメチルアミノプロピル、(メタ)アクリル酸モノエチルアミノプロピルなどの(メタ)アクリル酸モノアルキルアミノエステル；アクリル酸、メタクリル酸、クロトン酸、マレイン酸、イタコン酸、シトラコン酸などのエチレン性不飽和カルボン酸などが挙げられる。これらの単量体は単独で用いてもよいし、２種以上を組み合わせて用いてもよい。
（Ａ）成分のアクリル系重合体は、カルボキシル基を含有するモノマーをモノマー組成比で０．５質量％を超える量を含有するものである。カルボキシル含有を有するモノマーの含有量が０．５質量％を超える量であると、後述する架橋剤との反応により、架橋が十分となり、耐久性が良好となる。カルボキシル基を含有するモノマーのより好ましい含有量は０．５５〜１５質量％であり、特に１〜１０質量％の範囲が好ましい。本発明において、カルボキシル基を含有するモノマーとしては、（メタ）アクリル酸が好ましい。
On the other hand, the monomer having a crosslinkable functional group in the molecule preferably contains at least one of a hydroxyl group, a carboxyl group, an amino group, and an amide group as a functional group. As a specific example, (meth) acrylic acid 2 -Hydroxyethyl, 2-hydroxypropyl (meth) acrylate, 3-hydroxypropyl (meth) acrylate, 2-hydroxybutyl (meth) acrylate, 3-hydroxybutyl (meth) acrylate, (meth) acrylic acid 4 -(Meth) acrylic acid hydroxyalkyl esters such as hydroxybutyl; acrylamides such as acrylamide, methacrylamide, N-methylacrylamide, N-methylmethacrylamide, N-methylolacrylamide, N-methylolmethacrylamide; (meth) acrylic acid Monomethylaminoethyl, monoethyl (meth) acrylate (Meth) acrylic acid monoalkylamino esters such as noethyl, (meth) acrylic acid monomethylaminopropyl, (meth) acrylic acid monoethylaminopropyl; acrylic acid, methacrylic acid, crotonic acid, maleic acid, itaconic acid, citraconic acid, etc. And ethylenically unsaturated carboxylic acid. These monomers may be used independently and may be used in combination of 2 or more type.
The acrylic polymer as the component (A) contains a monomer containing a carboxyl group in an amount exceeding 0.5% by mass in terms of the monomer composition ratio. When the content of the monomer having a carboxyl content is more than 0.5% by mass, crosslinking with the later-described reaction with a crosslinking agent is sufficient, and durability is improved. The more preferable content of the monomer containing a carboxyl group is 0.55 to 15% by mass, and the range of 1 to 10% by mass is particularly preferable. In the present invention, (meth) acrylic acid is preferred as the monomer containing a carboxyl group.
当該粘着性材料において、（Ａ）成分として用いられる（メタ）アクリル酸エステル系共重合体は、その共重合形態については特に制限はなく、ランダム、ブロック、グラフト共重合体のいずれであってもよい。また、分子量としては、重量平均分子量で５０万以上であるものが用いられる。この重量平均分子量が５０万以上であると、被着体との密着性や接着耐久性が十分となり、浮きや剥がれなどが生じない。密着性及び接着耐久性などを考慮すると、この重量平均分子量は、６０万〜２２０万のものが好ましく、特に７０万〜２００万のものが好ましい。
なお、上記重量平均分子量は、ゲルパーミエーションクロマトグラフィー（ＧＰＣ）法により測定したポリスチレン換算の値である。
この（Ａ）成分の（メタ）アクリル酸エステル系共重合体は１種用いてもよいし、２種以上を組み合わせて用いてもよい。
In the adhesive material, the (meth) acrylic acid ester copolymer used as the component (A) is not particularly limited with respect to the copolymerization form, and may be any of random, block, and graft copolymers. Good. As the molecular weight, those having a weight average molecular weight of 500,000 or more are used. When the weight average molecular weight is 500,000 or more, adhesion to the adherend and adhesion durability are sufficient, and neither floating nor peeling occurs. In view of adhesion and adhesion durability, the weight average molecular weight is preferably 600,000 to 2,200,000, particularly preferably 700,000 to 2,000,000.
In addition, the said weight average molecular weight is the value of polystyrene conversion measured by the gel permeation chromatography (GPC) method.
This (meth) acrylic acid ester copolymer of component (A) may be used singly or in combination of two or more.
当該粘着性材料において、（Ｂ）成分として用いられる活性エネルギー線硬化型化合物としては、分子量１０００未満の多官能（メタ）アクリレート系モノマーを好ましく挙げることができる。
この分子量１０００未満の多官能（メタ）アクリレート系モノマーとしては、例えば１，４−ブタンジオールジ（メタ）アクリレート、１，６−ヘキサンジオールジ（メタ）アクリレート、ネオペンチルグリコールジ（メタ）アクリレート、ポリエチレングリコールジ（メタ）アクリレート、ネオペンチルグリコールアジペートジ（メタ）アクリレート、ヒドロキシピバリン酸ネオペンチルグリコールジ（メタ）アクリレート、ジシクロペンタニルジ（メタ）アクリレート、カプロラクトン変性ジシクロペンテニルジ（メタ）アクリレート、エチレンオキシド変性リン酸ジ（メタ）アクリレート、ジ（アクリロキシエチル）イソシアヌレート、アリル化シクロヘキシルジ（メタ）アクリレート、９，９−ビス［４−（２−アクリロイルオキシエトキシ）フェニル］フルオレンなどの２官能型；トリメチロールプロパントリ（メタ）アクリレート、ジペンタエリスリトールトリ（メタ）アクリレート、プロピオン酸変性ジペンタエリスリトールトリ（メタ）アクリレート、ペンタエリスリトールトリ（メタ）アクリレート、プロピレンオキシド変性トリメチロールプロパントリ（メタ）アクリレート、トリス（アクリロキシエチル）イソシアヌレートなどの３官能型；ジグリセリンテトラ（メタ）アクリレート、ペンタエリスリトールテトラ（メタ）アクリレートなどの４官能型；プロピオン酸変性ジペンタエリスリトールペンタ（メタ）アクリレートなどの５官能型；ジペンタエリスリトールヘキサ（メタ）アクリレート、カプロラクトン変性ジペンタエリスリトールヘキサ（メタ）アクリレートなどの６官能型などが挙げられる。
In the adhesive material, as the active energy ray-curable compound used as the component (B), a polyfunctional (meth) acrylate monomer having a molecular weight of less than 1000 can be preferably exemplified.
Examples of the polyfunctional (meth) acrylate monomer having a molecular weight of less than 1000 include 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, hydroxypivalate neopentyl glycol di (meth) acrylate, dicyclopentanyl di (meth) acrylate, caprolactone modified dicyclopentenyl di (meth) acrylate , Ethylene oxide-modified phosphoric acid di (meth) acrylate, di (acryloxyethyl) isocyanurate, allylated cyclohexyl di (meth) acrylate, 9,9-bis [4- (2-acryloyloxy) Bifunctional types such as toxi) phenyl] fluorene; trimethylolpropane tri (meth) acrylate, dipentaerythritol tri (meth) acrylate, propionic acid-modified dipentaerythritol tri (meth) acrylate, pentaerythritol tri (meth) acrylate, propylene Trifunctional types such as oxide-modified trimethylolpropane tri (meth) acrylate and tris (acryloxyethyl) isocyanurate; tetrafunctional types such as diglycerin tetra (meth) acrylate and pentaerythritol tetra (meth) acrylate; propionic acid-modified di Pentafunctional type such as pentaerythritol penta (meth) acrylate; dipentaerythritol hexa (meth) acrylate, caprolactone modified dipentaerythritol hexa (meth) Such as 6 functional types such as acrylate.
本発明において、これらの多官能（メタ）アクリレート系モノマーは、１種のみを単独で用いてもよく、２種以上を組み合わせて用いてもよいが、これらの中で、骨格構造に環状構造を有するものを含有することが好ましい。環状構造は、炭素環式構造でも、複素環式構造でもよく、また、単環式構造でも多環式構造でもよい。このような多官能（メタ）アクリレート系モノマーとしては、例えばジ（アクリロキシエチル）イソシアヌレート，トリス（アクリロキシエチル）イソシアヌレートなどのイソシアヌレート構造を有するもの、ジメチロールジシクロペンタンジアクリレート、エチレンオキサイド変性ヘキサヒドロフタル酸ジアクリレート、トリシクロデカンジメタノールアクリレート、ネオペンチルグリコール変性トリメチロールプロパンジアクリレート、アダマンタンジアクリレート、９，９−ビス［４−（２−アクリロイルオキシエトキシ）フェニル］フルオレンなどが好適である。
また、（Ｂ）成分として活性エネルギー線硬化型のアクリレート系オリゴマーを用いることができる。このアクリレート系オリゴマーは重量平均分子量５０，０００以下のものが好ましい。このようなアクリレート系オリゴマーの例としては、ポリエステルアクリレート系、エポキシアクリレート系、ウレタンアクリレート系、ポリエーテルアクリレート系、ポリブタジエンアクリレート系、シリコーンアクリレート系などが挙げられる。
In the present invention, these polyfunctional (meth) acrylate monomers may be used alone or in combination of two or more. Among these, a cyclic structure is added to the skeleton structure. It is preferable to contain what it has. The cyclic structure may be a carbocyclic structure or a heterocyclic structure, and may be a monocyclic structure or a polycyclic structure. Examples of such polyfunctional (meth) acrylate monomers include those having an isocyanurate structure such as di (acryloxyethyl) isocyanurate, tris (acryloxyethyl) isocyanurate, dimethylol dicyclopentane diacrylate, ethylene Oxide modified hexahydrophthalic acid diacrylate, tricyclodecane dimethanol acrylate, neopentyl glycol modified trimethylolpropane diacrylate, adamantane diacrylate, 9,9-bis [4- (2-acryloyloxyethoxy) phenyl] fluorene, etc. Is preferred.
Further, an active energy ray-curable acrylate oligomer can be used as the component (B). The acrylate oligomer preferably has a weight average molecular weight of 50,000 or less. Examples of such acrylate oligomers include polyester acrylate, epoxy acrylate, urethane acrylate, polyether acrylate, polybutadiene acrylate, and silicone acrylate.
ここで、ポリエステルアクリレート系オリゴマーとしては、例えば多価カルボン酸と多価アルコールの縮合によって得られる両末端に水酸基を有するポリエステルオリゴマーの水酸基を（メタ）アクリル酸でエステル化することにより、あるいは、多価カルボン酸にアルキレンオキシドを付加して得られるオリゴマーの末端の水酸基を（メタ）アクリル酸でエステル化することにより得ることができる。エポキシアクリレート系オリゴマーは、例えば、比較的低分子量のビスフェノール型エポキシ樹脂やノボラック型エポキシ樹脂のオキシラン環に、（メタ）アクリル酸を反応しエステル化することにより得ることができる。また、このエポキシアクリレート系オリゴマーを部分的に二塩基性カルボン酸無水物で変性したカルボキシル変性型のエポキシアクリレートオリゴマーも用いることができる。ウレタンアクリレート系オリゴマーは、例えば、ポリエーテルポリオールやポリエステルポリオールとポリイソシアナートの反応によって得られるポリウレタンオリゴマーを、（メタ）アクリル酸でエステル化することにより得ることができ、ポリオールアクリレート系オリゴマーは、ポリエーテルポリオールの水酸基を（メタ）アクリル酸でエステル化することにより得ることができる。
上記アクリレート系オリゴマーの重量平均分子量は、ＧＰＣ法で測定した標準ポリメチルメタクリレート換算の値で、５０，０００以下が好ましく、より好ましくは５００〜５０，０００、さらに好ましくは３，０００〜４０，０００の範囲で選定される。
これらのアクリレート系オリゴマーは、１種を単独で用いてもよく、２種以上を組み合わせて用いてもよい。
Here, examples of the polyester acrylate oligomer include esterification of hydroxyl groups of a polyester oligomer having hydroxyl groups at both ends obtained by condensation of polyvalent carboxylic acid and polyhydric alcohol with (meth) acrylic acid, It can be obtained by esterifying the terminal hydroxyl group of an oligomer obtained by adding an alkylene oxide to a carboxylic acid with (meth) acrylic acid. The epoxy acrylate oligomer can be obtained, for example, by reacting (meth) acrylic acid with an oxirane ring of a relatively low molecular weight bisphenol type epoxy resin or novolak type epoxy resin and esterifying it. A carboxyl-modified epoxy acrylate oligomer obtained by partially modifying this epoxy acrylate oligomer with a dibasic carboxylic acid anhydride can also be used. The urethane acrylate oligomer can be obtained, for example, by esterifying a polyurethane oligomer obtained by the reaction of polyether polyol or polyester polyol and polyisocyanate with (meth) acrylic acid. It can be obtained by esterifying the hydroxyl group of ether polyol with (meth) acrylic acid.
The weight average molecular weight of the acrylate oligomer is a standard polymethyl methacrylate conversion value measured by GPC method, preferably 50,000 or less, more preferably 500 to 50,000, still more preferably 3,000 to 40,000. It is selected in the range.
These acrylate oligomers may be used alone or in combination of two or more.
本発明においては、（Ｂ）成分として（メタ）アクリロイル基を有する基が側鎖に導入されたアダクトアクリレート系ポリマーを用いることもできる。このようなアダクトアクリレート系ポリマーは、前述の（Ａ）成分の（メタ）アクリル酸エステル系共重合体において説明した（メタ）アクリル酸エステルと、分子内に架橋性官能基を有する単量体との共重合体を用い、該共重合体の架橋性官能基の一部に、（メタ）アクリロイル基及び架橋性官能基と反応する基を有する化合物を反応させることにより得ることができる。該アダクトアクリレート系ポリマーの重量平均分子量は、ポリスチレン換算で、通常５０万〜２００万である。
本発明においては、（Ｂ）成分として、前記の多官能アクリレート系モノマー、アクリレート系オリゴマー及びアダクトアクリレート系ポリマーの中から、適宜１種を選び用いてもよく、２種以上を選び併用してもよい。
本発明においては、前記（Ａ）成分のアクリル系共重合体と、（Ｂ）成分の活性エネルギー線硬化型化合物の含有割合は、得られる粘着剤の性能の面から、質量比で、１００：１〜１００：１００が好ましく、より好ましくは１００：５〜１００：５０、さらに好ましくは１００：１０〜１００：４０の範囲である。
なお、本発明の粘着剤が、上記（Ａ）成分及び（Ｂ）成分を含有する場合は、活性エネルギー線を照射した後の貯蔵弾性率（Ｇ’）が、前記条件を満足するものである。すなわち、２３℃における貯蔵弾性率（Ｇ’）が０．３〜１５ＭＰａであり、さらに８０℃における貯蔵弾性率（Ｇ’）が０．３〜１０ＭＰａであることが好ましい。
In the present invention, an adduct acrylate polymer in which a group having a (meth) acryloyl group is introduced into the side chain can also be used as the component (B). Such an adduct acrylate-based polymer includes the (meth) acrylic acid ester described in the above-mentioned (meth) acrylic acid ester-based copolymer of the component (A), a monomer having a crosslinkable functional group in the molecule, And a compound having a (meth) acryloyl group and a group capable of reacting with a crosslinkable functional group is allowed to react with a part of the crosslinkable functional group of the copolymer. The weight average molecular weight of the adduct acrylate polymer is usually 500,000 to 2,000,000 in terms of polystyrene.
In the present invention, as the component (B), one type may be appropriately selected from the above polyfunctional acrylate monomers, acrylate oligomers and adduct acrylate polymers, or two or more types may be used in combination. Good.
In the present invention, the content ratio of the acrylic copolymer of the component (A) and the active energy ray-curable compound of the component (B) is 100% by mass from the aspect of the performance of the obtained adhesive. 1-100: 100 is preferable, More preferably, it is the range of 100: 5-100: 50, More preferably, it is the range of 100: 10-100: 40.
In addition, when the adhesive of this invention contains the said (A) component and (B) component, the storage elastic modulus (G ') after irradiating an active energy ray satisfies the said conditions. . That is, the storage elastic modulus (G ′) at 23 ° C. is 0.3 to 15 MPa, and the storage elastic modulus (G ′) at 80 ° C. is preferably 0.3 to 10 MPa.
当該粘着性材料には、所望により光重合開始剤を含有させることができる。この光重合開始剤としては、例えばベンゾイン、ベンゾインメチルエーテル、ベンゾインエチルエーテル、ベンゾインイソプロピルエーテル、ベンゾイン−ｎ−ブチルエーテル、ベンゾインイソブチルエーテル、アセトフェノン、ジメチルアミノアセトフェノン、２，２−ジメトキシ−２−フェニルアセトフェノン、２，２−ジエトキシ−２−フェニルアセトフェノン、２−ヒドロキシ−２−メチル−１−フェニルプロパン−１−オン、１−ヒドロキシシクロヘキシルフェニルケトン、２−メチル−１−［４−（メチルチオ）フェニル］−２−モルフォリノ−プロパン−１−オン、４−（２−ヒドロキシエトキシ）フェニル−２−（ヒドロキシ−２−プロピル）ケトン、ベンゾフェノン、ｐ−フェニルベンゾフェノン、４，４’−ジエチルアミノベンゾフェノン、ジクロロベンゾフェノン、２−メチルアントラキノン、２−エチルアントラキノン、２−ターシャリ−ブチルアントラキノン、２−アミノアントラキノン、２−メチルチオキサントン、２−エチルチオキサントン、２−クロロチオキサントン、２，４−ジメチルチオキサントン、２，４−ジエチルチオキサントン、ベンジルジメチルケタール、アセトフェノンジメチルケタール、ｐ−ジメチルアミノ安息香酸エステル、オリゴ［２−ヒドロキシ−２−メチル−１［４−（１−メチルビニル）フェニル］プロパノン］、２，４，６−トリメチルベンゾイル−ジフェニル−フォスフィンオキサイドなどが挙げられる。これらは１種を単独で用いてもよいし、２種以上を組み合わせて用いてもよく、また、その配合量は、前記（Ｂ）成分１００質量部に対して、通常０．２〜２０質量部の範囲で選ばれる。 The adhesive material can contain a photopolymerization initiator as desired. Examples of the photopolymerization initiator include benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, benzoin-n-butyl ether, benzoin isobutyl 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-1- [4- (methylthio) phenyl]- 2-morpholino-propan-1-one, 4- (2-hydroxyethoxy) phenyl-2- (hydroxy-2-propyl) ketone, benzophenone, p-phenylbenzophenone, 4,4′-diethyla Nobenzophenone, dichlorobenzophenone, 2-methylanthraquinone, 2-ethylanthraquinone, 2-tert-butylanthraquinone, 2-aminoanthraquinone, 2-methylthioxanthone, 2-ethylthioxanthone, 2-chlorothioxanthone, 2,4-dimethylthioxanthone, 2,4-diethylthioxanthone, benzyldimethyl ketal, acetophenone dimethyl ketal, p-dimethylaminobenzoate, oligo [2-hydroxy-2-methyl-1 [4- (1-methylvinyl) phenyl] propanone], 2, Examples include 4,6-trimethylbenzoyl-diphenyl-phosphine oxide. These may be used individually by 1 type, may be used in combination of 2 or more types, and the compounding quantity is 0.2-20 mass normally with respect to 100 mass parts of said (B) component. Selected in the range of parts.
当該粘着性材料には、所望により、（Ｃ）成分としてアクリル共重合体中の官能基と反応し得る架橋剤を含有させることができる。この架橋剤としては、特に制限はなく、従来アクリル系粘着剤において架橋剤として慣用されているものの中から、任意のものを適宜選択して用いることができる。このような架橋剤としては、例えばポリイソシアネート化合物、エポキシ樹脂、メラミン樹脂、尿素樹脂、ジアルデヒド類、メチロールポリマー、アジリジン系化合物、金属キレート化合物、金属アルコキシド、金属塩などが挙げられるが、ポリイソシアネート化合物が好ましく用いられる。
ここで、ポリイソシアネート化合物としては、トリレンジイソシアネート、ジフェニルメタンジイソシアネート、キシリレンジイソシアネートなどの芳香族ポリイソシアネート、ヘキサメチレンジイソシアネートなどの脂肪族ポリイソシアネート、イソホロンジイソシアネート、水素添加ジフェニルメタンジイソシアネートなどの脂環式ポリイソシアネートなど、及びそれらのビウレット体、イソシアヌレート体、さらにはエチレングリコール、プロピレングリコール、ネオペンチルグリコール、トリメチロールプロパン、ヒマシ油などの低分子活性水素含有化合物との反応物であるアダクト体などを挙げることができる。
本発明においては、この架橋剤は１種を単独で用いてもよいし、２種以上を組み合わせて用いてもよい。また、その使用量は、架橋剤の種類にもよるが、前記（Ａ）成分のアクリル系共重合体１００質量部に対し、通常０．０１〜２０質量部、好ましくは、０．１〜１０質量部である。
If desired, the adhesive material may contain a crosslinking agent capable of reacting with a functional group in the acrylic copolymer as the component (C). There is no restriction | limiting in particular as this crosslinking agent, Arbitrary things can be suitably selected and used from what was conventionally used as a crosslinking agent in an acrylic adhesive. Examples of such crosslinking agents include polyisocyanate compounds, epoxy resins, melamine resins, urea resins, dialdehydes, methylol polymers, aziridine compounds, metal chelate compounds, metal alkoxides, and metal salts. A compound is preferably used.
Here, as the polyisocyanate compound, aromatic polyisocyanates such as tolylene diisocyanate, diphenylmethane diisocyanate, xylylene diisocyanate, aliphatic polyisocyanates such as hexamethylene diisocyanate, alicyclic polyisocyanates such as isophorone diisocyanate, hydrogenated diphenylmethane diisocyanate, etc. And their biurets, isocyanurates, and adducts that are reaction products with low-molecular active hydrogen-containing compounds such as ethylene glycol, propylene glycol, neopentyl glycol, trimethylol propane, castor oil, etc. Can do.
In this invention, this crosslinking agent may be used individually by 1 type, and may be used in combination of 2 or more type. Moreover, although the usage-amount is based also on the kind of crosslinking agent, it is 0.01-20 mass parts normally with respect to 100 mass parts of acrylic copolymers of the said (A) component, Preferably, it is 0.1-10. Part by mass.
当該粘着性材料には、所望により、（Ｄ）成分としてシランカップリング剤を含有させることができる。このシランカップリング剤を含有させることにより、偏光板を、例えば液晶ガラスセルなどに貼合する場合に、粘着剤とガラスセルの間の密着性がより良好となる。このシランカップリング剤としては、分子内にアルコキシシリル基を少なくとも１個有する有機ケイ素化合物であって、粘着剤成分との相溶性がよく、かつ光透過性を有するもの、例えば実質上透明なものが好適である。このようなシランカップリング剤の添加量は、粘着性材料の固形分１００質量部に対し、０．００１〜１０質量部の範囲が好ましく、特に０．００５〜５質量部の範囲が好ましい。
前記シランカップリング剤の具体例としては、ビニルトリメトキシシラン、ビニルトリエトキシシラン、３−メタクリロキシプロピルトリメトキシシラン等の重合性不飽和基含有ケイ素化合物、３−グリシドキシプロピルトリメトキシシラン、２−（３，４−エポキシシクロヘキシル）エチルトリメトキシシラン等のエポキシ構造を有するケイ素化合物、３−アミノプロピルトリメトキシシラン、Ｎ−（２−アミノエチル）−３−アミノプロピルトリメトキシシラン、Ｎ−（２−アミノエチル）−３−アミノプロピルメチルジメトキシシラン等のアミノ基含有ケイ素化合物、３−クロロプロピルトリメトキシシラン等が挙げられる。これらは、１種を単独で用いてもよく、２種以上を組み合わせて用いてもよい。
If desired, the adhesive material can contain a silane coupling agent as component (D). By including this silane coupling agent, when the polarizing plate is bonded to, for example, a liquid crystal glass cell, the adhesion between the pressure-sensitive adhesive and the glass cell becomes better. This silane coupling agent is an organosilicon compound having at least one alkoxysilyl group in the molecule, having good compatibility with the pressure-sensitive adhesive component, and having light transparency, for example, substantially transparent Is preferred. The addition amount of such a silane coupling agent is preferably in the range of 0.001 to 10 parts by mass, particularly preferably in the range of 0.005 to 5 parts by mass with respect to 100 parts by mass of the solid content of the adhesive material.
Specific examples of the silane coupling agent include a polymerizable unsaturated group-containing silicon compound such as vinyltrimethoxysilane, vinyltriethoxysilane, 3-methacryloxypropyltrimethoxysilane, 3-glycidoxypropyltrimethoxysilane, Silicon compounds having an epoxy structure such as 2- (3,4-epoxycyclohexyl) ethyltrimethoxysilane, 3-aminopropyltrimethoxysilane, N- (2-aminoethyl) -3-aminopropyltrimethoxysilane, N- Examples include amino group-containing silicon compounds such as (2-aminoethyl) -3-aminopropylmethyldimethoxysilane, and 3-chloropropyltrimethoxysilane. These may be used individually by 1 type and may be used in combination of 2 or more type.
当該粘着性材料には、本発明の目的が損なわれない範囲で、所望によりアクリル系粘着剤に通常使用されている各種添加剤、例えば粘着付与剤、酸化防止剤、紫外線吸収剤、光安定剤、軟化剤、充填剤などを添加することができる。
本発明の光学機能性フィルム用粘着剤は、このようにして得られた前記粘着性材料に、活性エネルギー線を照射してなるものである。
活性エネルギー線としては、例えば紫外線や電子線などが挙げられる。上記紫外線は、高圧水銀ランプ、無電極ランプ、キセノンランプなどで得られ、一方、電子線は電子線加速器などによって得られる。この活性エネルギー線の中では、特に紫外線が好適である。なお、電子線を使用する場合は、光重合開始剤を添加することなく、粘着剤を形成することができる。
当該粘着性材料に対する活性エネルギー線の照射量としては、前述の貯蔵弾性率、無アルカリガラス及びポリカーボネートに対する粘着力を有する粘着剤が得られるように、適宜選定されるが、紫外線の場合は照度５０〜１０００ｍＷ／ｃｍ2、光量５０〜１０００ｍＪ／ｃｍ2、電子線の場合は１０〜１０００ｋｒａｄの範囲が好ましい。
In the adhesive material, various additives usually used in acrylic adhesives as desired, for example, tackifiers, antioxidants, ultraviolet absorbers, light stabilizers, as long as the object of the present invention is not impaired. , Softeners, fillers and the like can be added.
The pressure-sensitive adhesive for optical functional films of the present invention is obtained by irradiating the pressure-sensitive adhesive material thus obtained with active energy rays.
Examples of the active energy rays include ultraviolet rays and electron beams. The ultraviolet rays are obtained with a high-pressure mercury lamp, an electrodeless lamp, a xenon lamp or the like, while the electron beam is obtained with an electron beam accelerator or the like. Among these active energy rays, ultraviolet rays are particularly preferable. In addition, when using an electron beam, an adhesive can be formed, without adding a photoinitiator.
The irradiation amount of the active energy ray for the adhesive material is appropriately selected so as to obtain the above-mentioned storage elastic modulus, an adhesive having an adhesive force to alkali-free glass and polycarbonate, and in the case of ultraviolet rays, the illuminance is 50 In the case of -1000mW / cm < 2 >, the light quantity 50-1000mJ / cm < 2 >, and an electron beam, the range of 10-1000krad is preferable.
本発明の光学機能性フィルム用粘着剤は、偏光フィルム単独からなる偏光板に適用して、該偏光板を、例えば液晶ガラスセルに接着させるのに用いることができるが、特に偏光フィルムと視野角拡大フィルムとが一体化してなる偏光板に適用し、この偏光板を、例えば液晶ガラスセルに接着させるのに、好ましく用いることができる。
前記偏光フィルムと視野角拡大フィルムとが一体化してなる偏光板としては、例えばポリビニルアルコール系偏光子の両面に、それぞれトリアセチルセルロース（ＴＡＣ）フィルムを貼り合わせてなる偏光フィルムの片面に、例えばディスコティック液晶からなる視野角拡大機能層を塗布により設けたもの、あるいは視野角拡大フィルムを接着剤で貼り合わせたものなどを挙げることができる。この場合、粘着剤は、前記視野角拡大機能層又は視野角拡大フィルム側に設ける。
また、図２に示すように偏光板と液晶ガラスセルの間に位相差板がある場合にも、本発明の光学機能性フィルム用粘着剤は好適に使用し得る。すなわち、偏光フィルム単独からなる偏光板と位相差板を本発明の粘着剤で貼合して光学フィルムを製造し、該光学フィルムの位相差板と液晶ガラスセルを粘着剤で貼合するものである。ここで位相差板と液晶ガラスセルを貼合する粘着剤としては特に限定されず、通常偏光板と液晶ガラスセルの貼合に用いられる粘着剤を使用することができる。具体的には、特開平１１−１３１０３３に開示されるアクリル系共重合体、架橋剤及びシラン化合物からなる粘着剤組成物などが挙げられる。なお、偏光板と液晶ガラスセルの貼合に、本発明の粘着剤を用いることもできる。
本発明の粘着剤はゲル分率が８５％以上であることが好ましい。すなわち、有機溶媒にて抽出される程度の低分子量成分が少ない場合は、加熱下や温熱下の環境で浮きや剥がれ、被着体への汚染が少なく、ゲル分率が８５％以上である粘着剤は耐久性や安定性が高い。ゲル分率はさらに９０〜９９．９％であることが好ましい。
本発明の光学機能性フィルム用粘着剤を用いて、前記のようにして液晶ガラスセル又は位相差板に偏光板を接着させることにより作製した液晶表示装置は、高温高湿環境下でも光漏れが生じにくい上、偏光板と液晶ガラスセルとの接着耐久性に優れている。
The pressure-sensitive adhesive for optical functional films of the present invention can be applied to a polarizing plate composed of a polarizing film alone and used to adhere the polarizing plate to, for example, a liquid crystal glass cell. It can be preferably used for application to a polarizing plate formed by integrating a magnifying film and bonding the polarizing plate to, for example, a liquid crystal glass cell.
As the polarizing plate in which the polarizing film and the viewing angle widening film are integrated, for example, on one side of a polarizing film obtained by bonding a triacetyl cellulose (TAC) film to each side of a polyvinyl alcohol polarizer, for example, disco Examples thereof include those provided by applying a viewing angle widening functional layer made of a tick liquid crystal, and those obtained by bonding a viewing angle widening film with an adhesive. In this case, the adhesive is provided on the viewing angle widening functional layer or the viewing angle widening film side.
Moreover, also when there exists a phase difference plate between a polarizing plate and a liquid crystal glass cell as shown in FIG. 2, the adhesive for optical functional films of this invention can be used conveniently. That is, a polarizing plate and a retardation plate made of a polarizing film alone are bonded with the pressure-sensitive adhesive of the present invention to produce an optical film, and the phase difference plate of the optical film and a liquid crystal glass cell are bonded with a pressure-sensitive adhesive. is there. Here, the pressure-sensitive adhesive for bonding the retardation plate and the liquid crystal glass cell is not particularly limited, and a pressure-sensitive adhesive usually used for bonding the polarizing plate and the liquid crystal glass cell can be used. Specific examples include an adhesive composition comprising an acrylic copolymer, a crosslinking agent and a silane compound disclosed in JP-A-11-133103. In addition, the adhesive of this invention can also be used for bonding of a polarizing plate and a liquid crystal glass cell.
The pressure-sensitive adhesive of the present invention preferably has a gel fraction of 85% or more. In other words, when there are few low molecular weight components that can be extracted with an organic solvent, the adhesive is floated or peeled off under heating or in an environment of heat, has little contamination to the adherend, and has a gel fraction of 85% or more. The agent is highly durable and stable. The gel fraction is preferably 90 to 99.9%.
The liquid crystal display device produced by adhering a polarizing plate to a liquid crystal glass cell or a retardation plate as described above using the pressure-sensitive adhesive for optical functional films of the present invention has light leakage even in a high temperature and high humidity environment. In addition to being difficult to occur, the adhesive durability between the polarizing plate and the liquid crystal glass cell is excellent.
本発明はまた、偏光板上に、前述の本発明の光学機能性フィルム用接着剤からなる層を有する粘着剤付き光学機能性フィルムをも提供する。光学機能性フィルムのうちの偏光板としては、前述したように、偏光フィルム単独からなるものであってもよいが、図１に示すような構成の場合には、偏光フィルムと視野角拡大フィルムとが一体化してなるものが好ましい。
また、前記の光学機能性フィルム用粘着剤からなる層の厚さは、通常１〜１００μｍ程度、好ましくは１〜５０μｍ、さらに好ましくは２〜３０μｍである。
この粘着剤付き光学機能性フィルムの製造方法については、偏光板等の光学機能性フィルム上に本発明の粘着剤からなる層が設けられたものが得られる方法であればよく、特に制限はないが、以下に示す本発明の方法によれば、効率よく所望の粘着剤付き光学機能性フィルムを製造することができる。
本発明の方法においては、剥離シートの剥離層上に設けられた粘着性材料層に、偏光板等の光学機能性フィルムを貼合した後、該剥離シート側から活性エネルギー線を、前記粘着剤材料層が、前述の所定の特性を有する本発明の粘着剤から構成される層になるように照射することによって、本発明の粘着剤付き光学機能性フィルムが得られる。
This invention also provides the optical functional film with an adhesive which has a layer which consists of an adhesive agent for optical functional films of the above-mentioned this invention on a polarizing plate. As described above, the polarizing plate of the optical functional film may be composed of a polarizing film alone, but in the case of the configuration shown in FIG. Are preferably integrated.
The thickness of the layer made of the pressure-sensitive adhesive for optical functional films is usually about 1 to 100 μm, preferably 1 to 50 μm, and more preferably 2 to 30 μm.
About the manufacturing method of this optical functional film with an adhesive, what is necessary is just a method by which what was provided with the layer which consists of an adhesive of this invention on optical functional films, such as a polarizing plate, There is no restriction | limiting in particular. However, according to the method of the present invention shown below, a desired optical functional film with a pressure-sensitive adhesive can be efficiently produced.
In the method of the present invention, after an optical functional film such as a polarizing plate is bonded to the adhesive material layer provided on the release layer of the release sheet, the active energy ray is applied from the release sheet side to the adhesive. By irradiating the material layer so as to be a layer composed of the pressure-sensitive adhesive of the present invention having the above-mentioned predetermined characteristics, the optical functional film with the pressure-sensitive adhesive of the present invention is obtained.
前記剥離シートとしては、ポリエチレンテレフタレート、ポリブチレンテレフタレート、ポリエチレンナフタレート等のポリエステルフィルム、ポリプロピレンやポリエチレン等のポリオレフィンフィルムなどのプラスチックフィルムに、シリコーン樹脂などの剥離剤を塗布し剥離層を設けたものなどが挙げられる。この剥離シートの厚さについては特に制限はないが、通常２０〜１５０μｍ程度である。
また、粘着性材料及び活性エネルギー線の照射条件については、前述の本発明の光学機能性フィルム用粘着剤において説明したとおりである。
剥離シート上に粘着性材料層を設ける方法としては、例えばバーコート法、ナイフコート法、ロールコート法、ブレードコート法、ダイコート法、グラビアコート法などを用いて、粘着性材料をコーティングして塗膜を形成させ、乾燥させる方法を用いることができる。乾燥条件は特に制限されないが、通常５０〜１５０℃で１０秒〜１０分程度である。
Examples of the release sheet include a polyester film such as polyethylene terephthalate, polybutylene terephthalate, polyethylene naphthalate, etc., a plastic film such as a polyolefin film such as polypropylene or polyethylene, and a release layer such as a silicone resin applied to the release film. Is mentioned. Although there is no restriction | limiting in particular about the thickness of this peeling sheet, Usually, it is about 20-150 micrometers.
Moreover, about the adhesive material and the irradiation conditions of an active energy ray, it is as having demonstrated in the adhesive for optical functional films of the above-mentioned this invention.
As a method for providing the adhesive material layer on the release sheet, for example, a bar coating method, a knife coating method, a roll coating method, a blade coating method, a die coating method, a gravure coating method, or the like is used. A method of forming a film and drying it can be used. The drying conditions are not particularly limited, but are usually about 10 seconds to 10 minutes at 50 to 150 ° C.
また、図２に示すような構成の場合には、偏光板としては、偏光フィルム単独からなるものである場合が多く、光学機能性フィルム用粘着剤からなる層の厚さは前記と同様である。図２に示すような構成における粘着剤付き偏光板の製造方法についても、上記と同様に偏光板上に本発明の粘着剤からなる層が設けられたものが得られる方法であればよく、特に制限はない。上記した本発明の製造方法によって効率的に製造することができる。
さらに、図２に示すような構成の場合には、２枚の剥離シートの剥離層側に接するように上述の偏光板用粘着剤を挟持してなる粘着シートを作製しておき、該粘着シートを用いて偏光板と位相差板を貼合することができる。ここで粘着剤として上記（Ｂ）成分を用いる場合には、活性エネルギー線は２枚の剥離シートに粘着剤を挟持した後に照射してもよいし、一方の剥離シートに粘着剤を設け、活性エネルギー線を照射した後に他の剥離シートで挟持してもよい。なお、活性エネルギー線の照射条件は、前述の所定の特性を有する本発明の粘着剤から構成される層になるように選択される。
In the case of the configuration shown in FIG. 2, the polarizing plate is often made of a polarizing film alone, and the thickness of the layer made of the pressure-sensitive adhesive for optical functional films is the same as described above. . As for the method for producing a polarizing plate with an adhesive in the configuration as shown in FIG. 2, any method can be used as long as it is a method in which a layer made of the adhesive of the present invention is provided on the polarizing plate as described above. There is no limit. It can manufacture efficiently by the manufacturing method of the above-mentioned this invention.
Further, in the case of the configuration as shown in FIG. 2, a pressure-sensitive adhesive sheet is prepared by sandwiching the above-mentioned pressure-sensitive adhesive for polarizing plate so as to be in contact with the release layer side of the two release sheets. A polarizing plate and a phase difference plate can be bonded together. Here, when the component (B) is used as a pressure-sensitive adhesive, the active energy ray may be irradiated after the pressure-sensitive adhesive is sandwiched between two release sheets, or one of the release sheets is provided with a pressure-sensitive adhesive. After irradiating the energy beam, it may be sandwiched between other release sheets. In addition, the irradiation conditions of an active energy ray are selected so that it may become a layer comprised from the adhesive of this invention which has the above-mentioned predetermined characteristic.
本発明の粘着剤付き光学機能性フィルムは、無アルカリガラスに対する粘着力が、貼合後、２４時間経過後において０．２Ｎ／２５ｍｍ以上であり、かつ貼合後、７日間経過後において４０Ｎ／２５ｍｍ以上であることが好ましい。上記２４時間経過後の粘着力が０．２Ｎ／２５ｍｍ以上であれば、偏光板等の光学機能性フィルムを十分な粘着力で、例えば液晶ガラスセルに貼合することができる。より好ましい粘着力は１．０〜３５Ｎ／２５ｍｍである。また、上記７日間経過後の粘着力が４０Ｎ／２５ｍｍ以上であれば、上記貼合がより強固なものとなる。より好ましい粘着力は、４５Ｎ／２５ｍｍ以上である。粘着力の上限は特に限定されず、光学機能性フィルムの強度にもよるが、通常５０Ｎ／２５ｍｍ程度である。
なお、上記粘着力の測定方法については、後に詳述する。
The optical functional film with pressure-sensitive adhesive of the present invention has an adhesive strength against non-alkali glass of 0.2 N / 25 mm or more after 24 hours from pasting and 40 N / after 7 days after pasting. It is preferable that it is 25 mm or more. If the adhesive force after the lapse of 24 hours is 0.2 N / 25 mm or more, an optical functional film such as a polarizing plate can be bonded to, for example, a liquid crystal glass cell with sufficient adhesive force. A more preferable adhesive force is 1.0 to 35 N / 25 mm. Moreover, if the adhesive force after the said 7-day progress is 40 N / 25mm or more, the said bonding will become stronger. A more preferable adhesive force is 45 N / 25 mm or more. The upper limit of the adhesive strength is not particularly limited, but is usually about 50 N / 25 mm, although it depends on the strength of the optical functional film.
The method for measuring the adhesive strength will be described in detail later.
次に、本発明を実施例により、さらに詳細に説明するが、本発明は、これらの例によってなんら限定されるものではない。
なお、実施例１〜６、比較例１で得られた粘着剤の性能及び粘着剤付き偏光板の性能を、以下に示す要領で求めた。
（１）粘着剤の貯蔵弾性率
明細書本文に記載の方法に従って、２３℃及び８０℃における貯蔵弾性率を測定した。
（２）粘着力（無アルカリガラスに対する粘着力）
粘着剤付き偏光板から、２５ｍｍ幅、１００ｍｍ長のサンプルを切り出し、剥離シートを剥がして（粘着剤層の厚さ２５μｍ）、無アルカリガラス［コーニング社製「１７３７」］に貼付したのち、栗原製作所製オートクレーブにて、０．５ＭＰａ、５０℃、２０分間の条件で加圧した。その後、２３℃、相対湿度５０％の環境下で２４時間あるいは１６８時間放置したのち、同環境下で、引張試験機（オリエンテック社製テンシロン）を用いて、剥離速度３００ｍｍ／ｍｉｎ、剥離角度１８０°の条件で粘着力を測定した。
（３）最大せん断荷重
明細書本文に記載の方法に従って、４０００％変形時までの最大せん断荷重を求めた。
EXAMPLES Next, although an Example demonstrates this invention further in detail, this invention is not limited at all by these examples.
In addition, the performance of the adhesive obtained in Examples 1-6 and the comparative example 1 and the performance of the polarizing plate with an adhesive were calculated | required in the way shown below.
(1) Storage elastic modulus of adhesive The storage elastic modulus at 23 ° C. and 80 ° C. was measured according to the method described in the specification text.
(2) Adhesive strength (adhesive strength against non-alkali glass)
A 25 mm wide, 100 mm long sample was cut out from the polarizing plate with an adhesive, the release sheet was peeled off (the thickness of the adhesive layer was 25 μm), and affixed to an alkali-free glass [Corning “1737”], then Kurihara Seisakusho Pressurization was performed under the conditions of 0.5 MPa, 50 ° C., and 20 minutes in an autoclave. Then, after being left for 24 hours or 168 hours in an environment of 23 ° C. and a relative humidity of 50%, using the tensile tester (Orientec Tensilon) in the same environment, a peeling speed of 300 mm / min, a peeling angle of 180 The adhesive strength was measured under the condition of °.
(3) Maximum shear load According to the method described in the specification, the maximum shear load up to 4000% deformation was determined.
（４）ゲル分率
粘着剤厚２５μｍを８０ｍｍ×８０ｍｍのサイズにサンプリングして、ポリエステル製メッシュ（メッシュサイズ２００）に包み粘着剤のみの重さを精密天秤にて秤量した。このときの重さをＭ１とする。ソックスレー（抽出器）を用いて酢酸エチル溶剤に粘着剤を浸漬させ、還流を行い１６時間処理した。その後粘着剤をとり出し、温度２３℃、相対湿度５０％の環境下、２４時間で風乾させ、さらに８０℃のオーブン中にて１２時間乾燥させた。乾燥後の粘着剤のみの重さを精密天秤にて秤量した。このときの重さをＭ２とする。ゲル分率は、（Ｍ２／Ｍ１）×１００で表される（％)。
（５）粘着剤付き偏光板の耐久性
粘着剤付き偏光板を、裁断装置（荻野精機製作所社製スーパーカッター「ＰＮ１−６００」）により、２３３ｍｍ×３０９ｍｍサイズに調整したのち、無アルカリガラス［コーニング社製「１７３７」］に貼合後、栗原製作所社製オートクレーブにて、０．５ＭＰａ、５０℃、２０分間の条件で加圧した。その後、下記の各耐久条件の環境下に投入し、２００時間後に取り出し、２３℃、相対湿度５０％の環境下で、１０倍率ルーペを用いて観察を行い、以下の判定基準で耐久性を評価した。
○：４辺において、外周端部から０．６ｍｍ以上に欠点がないもの。
△：４辺のいずれか１辺に、外周端部から０．６ｍｍ以上に浮き、剥がれ、発泡、スジなどの０．１ｍｍ未満の粘着剤の外観異常欠点があるもの。
×：４辺のいずれか１辺に、外周端部から０．６ｍｍ以上に浮き、剥がれ、発泡、スジなどの０．１ｍｍ以上の粘着剤の外観異常欠点があるもの。
＜耐久条件＞
６０℃・相対湿度９０％環境、８０℃、９０℃
−２０℃⇔６０℃の各３０分のヒートショック試験、２００サイクル
(4) Gel fraction An adhesive thickness of 25 μm was sampled to a size of 80 mm × 80 mm, wrapped in a polyester mesh (mesh size 200), and the weight of the adhesive alone was weighed with a precision balance. The weight at this time is M1. The pressure-sensitive adhesive was immersed in an ethyl acetate solvent using a Soxhlet (extractor), refluxed and treated for 16 hours. Thereafter, the pressure-sensitive adhesive was taken out, air-dried in an environment of a temperature of 23 ° C. and a relative humidity of 50% for 24 hours, and further dried in an oven at 80 ° C. for 12 hours. The weight of only the pressure-sensitive adhesive after drying was weighed with a precision balance. The weight at this time is M2. The gel fraction is expressed as (M2 / M1) × 100 (%).
(5) Durability of polarizing plate with pressure-sensitive adhesive A polarizing plate with pressure-sensitive adhesive is adjusted to a size of 233 mm × 309 mm with a cutting device (Super cutter “PN1-600” manufactured by Sugano Seiki Seisakusho Co., Ltd.), and then alkali-free glass [Corning After being bonded to “1737” manufactured by Kogyo Co., Ltd., pressure was applied in an autoclave manufactured by Kurihara Seisakusho under the conditions of 0.5 MPa, 50 ° C., and 20 minutes. After that, it was put in the environment of each of the following durability conditions, taken out after 200 hours, and observed using a 10 magnification loupe in an environment of 23 ° C. and a relative humidity of 50%, and durability was evaluated according to the following criteria. did.
◯: There are no defects on the four sides 0.6 mm or more from the outer peripheral edge.
Δ: Any one of the four sides has an abnormal appearance defect of an adhesive of less than 0.1 mm such as floating, peeling, foaming, or streaking from the outer peripheral edge to 0.6 mm or more.
X: One of the four sides has an abnormal appearance defect of an adhesive of 0.1 mm or more such as floating, peeling, foaming, or streaking from the outer peripheral end portion to 0.6 mm or more.
<Durability conditions>
60 ℃, relative humidity 90% environment, 80 ℃, 90 ℃
Heat shock test at -20 ° C to 60 ° C for 30 minutes each, 200 cycles
（６）光漏れ性能
粘着剤付き偏光板を、裁断装置（荻野精機製作所社製スーパーカッター「ＰＮ１−６００」）により、２３３ｍｍ×３０９ｍｍサイズに調整したのち、無アルカリガラス［コーニング社製「１７３７」］に貼合後、栗原製作所社製オートクレーブにて、０．５ＭＰａ、５０℃、２０分間の条件で加圧した。なお、上記貼合は、無アルカリガラスの表裏に、粘着剤付き偏光板を偏光軸がクロスニコル状態になるように行う。この状態で８０℃、２００時間放置した。その後、２３℃、相対湿度５０％の環境下に２時間放置して、同環境下で、以下に示す方法で光漏れ性を評価した。
大塚電子社製ＭＣＰＤ−２０００を用い、図３に示す各領域の明度を測定し、明度差ΔＬ*を、式
ΔＬ*＝［（ｂ＋ｃ＋ｄ＋ｅ）／４］−ａ
（ただし、ａ、ｂ、ｃ、ｄ及びｅは、それぞれＡ領域、Ｂ領域、Ｃ領域、Ｄ領域及びＥ領域のあらかじめ定められた測定点（各領域の中央部１箇所）における明度である。）で求め、光漏れ性とする。ΔＬ*の値が小さいほど、光漏れが少ないことを示す。
（７）光学フィルムの耐久性
光学フィルムを、裁断装置（荻野精機製作所社製スーパーカッター「ＰＮ１−６００」）により、１００ｍｍ×１７４ｍｍサイズに調整したのち、位相差板の粘着加工側を厚さ７００μｍのアルカリガラス［コーニング社製「１７３７」］に貼合後、栗原製作所社製オートクレーブにて、０．５ＭＰａ、５０℃、２０分間の条件で加圧した。その後、下記の各耐久条件の環境下に投入し、２００時間後に取り出し、２３℃、相対湿度５０％の環境下で、１０倍率ルーペを用いて、偏光板と位相差板の界面について観察を行い、以下の判定基準で耐久性を評価した。
○：４辺において、偏光板と位相差板の界面に浮き、剥がれがないもの。
×：４辺のいずれか１辺において、偏光板と位相差板の界面に浮き、剥がれがあるもの。
＜耐久条件＞
６０℃・相対湿度９０％環境、８０℃、９０℃
−２０℃⇔６０℃の各３０分のヒートショック試験、２００サイクル
(6) Light Leakage Performance After adjusting the polarizing plate with an adhesive to a size of 233 mm × 309 mm using a cutting device (Super cutter “PN1-600” manufactured by Sugano Seiki Seisakusho Co., Ltd.), alkali-free glass [“1737” manufactured by Corning Co., Ltd.] ] Was pressed under the conditions of 0.5 MPa, 50 ° C., and 20 minutes in an autoclave manufactured by Kurihara Seisakusho. In addition, the said bonding is performed so that a polarizing axis may be in a crossed nicols state on the front and back of an alkali free glass, and a polarizing plate with an adhesive. In this state, it was left at 80 ° C. for 200 hours. Then, it was left to stand in an environment of 23 ° C. and a relative humidity of 50% for 2 hours, and the light leakage was evaluated by the following method under the same environment.
Using the MCPD-2000 manufactured by Otsuka Electronics Co., Ltd., the brightness of each region shown in FIG. 3 was measured, and the brightness difference ΔL * was expressed as: ΔL * = [(b + c + d + e) / 4] −a
(Where a, b, c, d, and e are the lightness values at predetermined measurement points (one central portion of each region) in the A region, B region, C region, D region, and E region, respectively. ) To obtain light leakage. A smaller value of ΔL * indicates less light leakage.
(7) Durability of optical film After adjusting the optical film to a size of 100 mm × 174 mm with a cutting device (Super cutter “PN1-600” manufactured by Sugano Seiki Seisakusho Co., Ltd.), the thickness of the adhesive processing side of the retardation plate is 700 μm. After being bonded to an alkaline glass [Corning “1737”], it was pressurized with an autoclave manufactured by Kurihara Seisakusho under the conditions of 0.5 MPa, 50 ° C., and 20 minutes. After that, it was put in an environment of the following durability conditions, taken out after 200 hours, and observed at the interface between the polarizing plate and the retardation plate using a 10 magnification loupe in an environment of 23 ° C. and a relative humidity of 50%. The durability was evaluated according to the following criteria.
◯: Floating at the interface between the polarizing plate and the retardation plate on 4 sides and not peeling off.
X: It floats on the interface between the polarizing plate and the retardation plate on any one of the four sides and peels off.
<Durability conditions>
60 ℃, relative humidity 90% environment, 80 ℃, 90 ℃
Heat shock test at -20 ° C to 60 ° C for 30 minutes each, 200 cycles
実施例１〜９及び比較例１、２
（１）粘着剤付き偏光板の作製
第１表に示す組成の粘着性材料（ａ）を調製し、剥離シートとしての厚さ３８μｍのポリエチレンテレフタレート製剥離フィルム［リンテック社製「ＳＰ−ＰＥＴ３８１１」］の剥離層上に、乾燥後の厚さが２５μｍになるように、ナイフ式塗工機で塗布したのち、９０℃で１分間乾燥処理して粘着性材料層を形成した。
次いで、ディスコティック液晶層付偏光フィルムからなる、偏光フィルムと視野角拡大フィルムとが一体化した偏光板を、粘着性材料層とディスコティック液晶層が接するように貼合した。貼合してから３０分後に剥離フィルム側から、紫外線（ＵＶ）を下記の条件で照射した後、２３℃、相対湿度５０％の環境下で１０日間養生し、粘着剤付き偏光板を作製した。粘着剤層の厚さは２５μｍであった。
＜ＵＶ照射条件＞
・フュージョン社製無電極ランプ Ｈバルブ使用
・照度６００ｍＷ／ｃｍ2、光量１５０ｍＪ／ｃｍ2
ＵＶ照度・光量計は、アイグラフィックス社製「ＵＶＰＦ−３６」を使用した。
粘着剤の性能及び粘着剤付き偏光板の性能の評価結果を第２表に示す。
Examples 1 to 9 and Comparative Examples 1 and 2
(1) Preparation of polarizing plate with pressure-sensitive adhesive A pressure-sensitive adhesive material (a) having the composition shown in Table 1 was prepared, and a release film made of polyethylene terephthalate having a thickness of 38 μm as a release sheet [“SP-PET3811” manufactured by Lintec Corporation] On this release layer, after applying with a knife type coater so that the thickness after drying was 25 μm, it was dried at 90 ° C. for 1 minute to form an adhesive material layer.
Next, a polarizing plate made of a polarizing film with a discotic liquid crystal layer and integrated with a polarizing film and a viewing angle widening film was bonded so that the adhesive material layer and the discotic liquid crystal layer were in contact with each other. Thirty minutes after pasting, ultraviolet rays (UV) were irradiated from the side of the release film under the following conditions, followed by curing for 10 days in an environment of 23 ° C. and 50% relative humidity to produce a polarizing plate with an adhesive. . The thickness of the pressure-sensitive adhesive layer was 25 μm.
<UV irradiation conditions>
Fusion Co. electrodeless lamp H bulb used, illuminance 600 mW / cm 2, light quantity 150 mJ / cm 2
“UVPF-36” manufactured by Eye Graphics Co., Ltd. was used as the UV illuminance / light meter.
Table 2 shows the evaluation results of the performance of the pressure-sensitive adhesive and the performance of the polarizing plate with the pressure-sensitive adhesive.
（２）光学フィルムの作製
（粘着剤付き偏光板の作製）
第１表に示す組成の粘着性材料を、剥離シートとしての厚さ３８μｍのポリエチレンテレフタレート製剥離フィルム［リンテック社製「ＳＰ−ＰＥＴ３８１１」］の剥離層上に、乾燥後の厚さが１５μｍになるように、ナイフ式塗工機で塗布したのち、９０℃で１分間乾燥処理して粘着性材料層を形成した。
次いで、偏光フィルムからなる偏光板（厚さ１８０μｍ）と粘着性材料層を貼合し、貼合してから３０分後に剥離フィルム側から、上記と同様の条件で紫外線を照射した後、２３℃、相対湿度５０％の条件で１０日間養生し、粘着剤付き偏光板を作製した。
（位相差板の粘着加工）
剥離シートとしての厚さ３８μｍのポリエチレンテレフタレート製剥離フィルム［リンテック社製「ＳＰ−ＰＥＴ３８１１」］の剥離層上に、乾燥後の厚さが２５μｍになるように、ナイフ式塗工機で粘着剤（ｂ）を塗布したのち、９０℃で１分間乾燥処理して粘着性材料層を形成した。
粘着剤（ｂ）としては、アクリル酸ブチルとアクリル酸の比が９５／５であるベース材料１００質量部に、イソシアネート系架橋剤であるトリメチロールプロパン変性トリレンジイソシアネート（日本ポリウレタン社製「コロネートＬ」）を０．３質量部及びシランカップリング剤である３−グリシドキシプロピルトリメトキシシラン（信越化学工業社製「ＫＢＭ−４０３」）０．３質量部を配合した粘着剤を用いた。
位相差フィルムとして環状炭化水素フィルム（オプテス社製「ゼオノアＺＦ１１６」、厚さ１００μｍ）を用い、これに上記粘着性材料層を貼合した後に、２３℃、相対湿度５０％の環境下で１０日間養生した。
（光学フィルムの作製）
粘着剤付き偏光板の剥離フィルムを剥がし、粘着加工を施した位相差板の粘着加工を行っていない側と貼合し、光学フィルムを得た。
光学フィルムの性能の評価結果を第３表に示す。
(2) Production of optical film (production of polarizing plate with adhesive)
The adhesive material having the composition shown in Table 1 is dried to a thickness of 15 μm on a release layer of a release film made of polyethylene terephthalate having a thickness of 38 μm as a release sheet [“SP-PET3811” manufactured by Lintec Corporation]. Thus, after apply | coating with a knife type coating machine, it dried at 90 degreeC for 1 minute, and formed the adhesive material layer.
Next, a polarizing plate made of a polarizing film (thickness 180 μm) and an adhesive material layer were bonded, and after 30 minutes from the bonding, ultraviolet rays were irradiated from the release film side under the same conditions as described above, and then 23 ° C. The film was cured for 10 days under the condition of 50% relative humidity to produce a polarizing plate with an adhesive.
(Adhesion processing of retardation plate)
On a release layer of a release film made of polyethylene terephthalate having a thickness of 38 μm as a release sheet [“SP-PET3811” manufactured by LINTEC Co., Ltd.], a pressure-sensitive adhesive ( After applying b), it was dried at 90 ° C. for 1 minute to form an adhesive material layer.
As the adhesive (b), 100 parts by mass of a base material having a ratio of butyl acrylate to acrylic acid of 95/5, trimethylolpropane-modified tolylene diisocyanate (Nippon Polyurethane Co. )) And 0.3 parts by mass of 3-glycidoxypropyltrimethoxysilane (“KBM-403” manufactured by Shin-Etsu Chemical Co., Ltd.), which is a silane coupling agent, were used.
A cyclic hydrocarbon film ("ZEONOR ZF116" manufactured by Optes Co., Ltd., thickness: 100 μm) is used as a retardation film, and after the adhesive material layer is bonded thereto, it is 10 days in an environment of 23 ° C. and 50% relative humidity. Cured.
(Production of optical film)
The release film of the adhesive-attached polarizing plate was peeled off and bonded to the non-adhesive side of the retardation plate subjected to the adhesive process to obtain an optical film.
The evaluation results of the performance of the optical film are shown in Table 3.
（注）
＜アクリル系重合体＞
Ａ１：アクリル酸ブチルとアクリル酸を、質量比９５：５の割合で用い、常法に従って重合してなる、重量平均分子量１８０万の共重合体
Ａ２：アクリル酸ブチルとアクリル酸を、質量比９６：４の割合で用い、常法に従って重合してなる、重量平均分子量１８０万の共重合体
Ａ３：アクリル酸ブチルとアクリル酸を、質量比９８：２の割合で用い、常法に従って重合してなる、重量平均分子量１８０万の共重合体
Ａ４：アクリル酸ブチルとアクリル酸２−ヒドロキシエチルを、質量比９９：１の割合で用い、常法に従って重合してなる、重量平均分子量１５０万の共重合体
＜活性エネルギー線硬化型化合物＞
Ｍ−３１５：トリス（アクリロキシエチル）イソシアヌレート、分子量＝４２３、３官能型（東亜合成社製、商品名「アロニックスＭ−３１５」）
Ｒ−６８４：トリシクロデカンジメタノールアクリレート（日本化薬社製「ＫＡＹＡＲＡＤ Ｒ−６８４」、分子量＝３３６）
Ａ−ＢＲＥＦ：９，９−ビス［４−（２−アクリロイルオキシエトキシ）フェニル］フルオレン（新中村化学社製、分子量＝５４６、２官能型）
＜架橋剤＞
Ｃ１：イソシアネート系架橋剤［トリメチロールプロパン変性トリレンジイソシアネート（日本ポリウレタン社製「コロネートＬ」）］
Ｃ２：エポキシ系架橋剤（三菱瓦斯化学社製「ＴＥＴＲＡＤ−Ｃ」）］
＜シランカップリング剤＞
３−グリシドキシプロピルトリメトキシシラン（信越化学工業社製「ＫＢＭ−４０３」）
＜光重合開始剤＞
ベンゾフェノンと１−ヒドロキシシクロヘキシルフェニルケトンとの質量比１：１の混合物、チバ・スペシャルティ・ケミカルズ社製「イルガキュア５００」
(note)
<Acrylic polymer>
A1: A copolymer having a weight average molecular weight of 1,800,000 obtained by polymerization according to a conventional method using butyl acrylate and acrylic acid in a mass ratio of 95: 5. A2: butyl acrylate and acrylic acid in a mass ratio of 96 A copolymer having a weight average molecular weight of 1,800,000 A3: butyl acrylate and acrylic acid are used in a mass ratio of 98: 2 and polymerized according to a conventional method. Copolymer A4 having a weight average molecular weight of 1,800,000: a copolymer having a weight average molecular weight of 1,500,000 which is polymerized according to a conventional method using butyl acrylate and 2-hydroxyethyl acrylate in a mass ratio of 99: 1. Polymer <Active energy ray-curable compound>
M-315: tris (acryloxyethyl) isocyanurate, molecular weight = 423, trifunctional type (product name “Aronix M-315” manufactured by Toa Gosei Co., Ltd.)
R-684: Tricyclodecane dimethanol acrylate (“KAYARAD R-684” manufactured by Nippon Kayaku Co., Ltd., molecular weight = 336)
A-BREF: 9,9-bis [4- (2-acryloyloxyethoxy) phenyl] fluorene (manufactured by Shin-Nakamura Chemical Co., Ltd., molecular weight = 546, bifunctional type)
<Crosslinking agent>
C1: Isocyanate-based crosslinking agent [trimethylolpropane-modified tolylene diisocyanate (“Coronate L” manufactured by Nippon Polyurethane)]
C2: Epoxy crosslinking agent (“TETRAD-C” manufactured by Mitsubishi Gas Chemical Company)]
<Silane coupling agent>
3-Glycidoxypropyltrimethoxysilane (“KBM-403” manufactured by Shin-Etsu Chemical Co., Ltd.)
<Photopolymerization initiator>
A mixture of benzophenone and 1-hydroxycyclohexyl phenyl ketone in a mass ratio of 1: 1, “Irgacure 500” manufactured by Ciba Specialty Chemicals
＊：粘着力が大きく、粘着剤偏光板が破断した。破断時の粘着力の値が５０Ｎ／２５ｍｍであったので、実際の粘着力は５０Ｎ／２５ｍｍを超えている。 *: Adhesive strength was large, and the adhesive polarizing plate was broken. Since the value of the adhesive strength at break was 50 N / 25 mm, the actual adhesive strength exceeds 50 N / 25 mm.
本発明の光学機能性フィルム用粘着剤は、偏光板、特に視野角拡大フィルムなどと一体化してなる偏光板に、又は偏光板に位相差板が積層される場合に好適に適用され、該偏光板を液晶セル又は位相差板に耐久性よく接着し得ると共に、得られた液晶表示装置が、高温高湿環境下でも光漏れが生じにくいなどの特性を有している。 The pressure-sensitive adhesive for optical functional film of the present invention is suitably applied to a polarizing plate integrated with a polarizing plate, particularly a viewing angle widening film, or when a retardation plate is laminated on the polarizing plate. The plate can be bonded to the liquid crystal cell or the retardation plate with good durability, and the obtained liquid crystal display device has characteristics such that light leakage hardly occurs even in a high temperature and high humidity environment.
１，２；液晶表示装置
１１，２１；偏光板
１２，２２，２５；粘着剤
１３，２３；ガラス（液晶セル）
２４；位相差板
1, 2; Liquid
24; retardation plate
Claims (14)
Priority Applications (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2006203577A JP5047556B2 (en) | 2006-07-26 | 2006-07-26 | Adhesive for bonding optical functional film, optical functional film with adhesive, and method for producing the same |
| KR1020070048607A KR101313345B1 (en) | 2006-07-26 | 2007-05-18 | Adhesive for laminating optical functional film, optical functional film with adhesive and method for manufacturing the same |
| CN200710106466XA CN101113314B (en) | 2006-07-26 | 2007-05-29 | Adhesive for laminating optical functional film, optical functional film with adhesive and method for manufacturing the same |
| TW096119221A TWI462982B (en) | 2006-07-26 | 2007-05-30 | Binder for sticking optical functionality film, opitical functionality film with binder and manufacturing method thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2006203577A JP5047556B2 (en) | 2006-07-26 | 2006-07-26 | Adhesive for bonding optical functional film, optical functional film with adhesive, and method for producing the same |
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| JP (1) | JP5047556B2 (en) |
| KR (1) | KR101313345B1 (en) |
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Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2005239878A (en) * | 2004-02-26 | 2005-09-08 | Lintec Corp | Pressure-sensitive adhesive composition, and adhesive sheet and adhesive optical member using the same |
| JP2006169438A (en) * | 2004-12-17 | 2006-06-29 | Mitsubishi Plastics Ind Ltd | Pressure-sensitive adhesive sheet for bonding of optical element |
| JP2006330714A (en) * | 2005-04-28 | 2006-12-07 | Nippon Synthetic Chem Ind Co Ltd:The | Optical laminated body with adhesive layer |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP3410202B2 (en) * | 1993-04-28 | 2003-05-26 | 日本テキサス・インスツルメンツ株式会社 | Adhesive sheet for attaching wafer and method for manufacturing semiconductor device using the same |
| DE19520238C2 (en) * | 1995-06-02 | 1998-01-15 | Beiersdorf Ag | Self-adhesive tape |
| JP4634680B2 (en) * | 1999-07-08 | 2011-02-16 | ソマール株式会社 | Easily peelable adhesive film |
| KR100711423B1 (en) * | 2000-03-14 | 2007-05-02 | 린텍 가부시키가이샤 | Adhesive composition, adhesive sheet using the same and adhesive optical members |
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| JP4433145B2 (en) * | 2003-02-12 | 2010-03-17 | 日東電工株式会社 | Optical member pressure-sensitive adhesive composition, optical member pressure-sensitive adhesive layer, pressure-sensitive adhesive optical member, and image display device |
| CN1260316C (en) * | 2004-03-11 | 2006-06-21 | 刘萍 | UV solidifying pressure sensitive coating capable of stripping and preparation process thereof |
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-
2006
- 2006-07-26 JP JP2006203577A patent/JP5047556B2/en active Active
-
2007
- 2007-05-18 KR KR1020070048607A patent/KR101313345B1/en active IP Right Grant
- 2007-05-29 CN CN200710106466XA patent/CN101113314B/en active Active
- 2007-05-30 TW TW096119221A patent/TWI462982B/en active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2005239878A (en) * | 2004-02-26 | 2005-09-08 | Lintec Corp | Pressure-sensitive adhesive composition, and adhesive sheet and adhesive optical member using the same |
| JP2006169438A (en) * | 2004-12-17 | 2006-06-29 | Mitsubishi Plastics Ind Ltd | Pressure-sensitive adhesive sheet for bonding of optical element |
| JP2006330714A (en) * | 2005-04-28 | 2006-12-07 | Nippon Synthetic Chem Ind Co Ltd:The | Optical laminated body with adhesive layer |
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Also Published As
| Publication number | Publication date |
|---|---|
| TWI462982B (en) | 2014-12-01 |
| JP5047556B2 (en) | 2012-10-10 |
| CN101113314A (en) | 2008-01-30 |
| KR101313345B1 (en) | 2013-10-01 |
| TW200808930A (en) | 2008-02-16 |
| CN101113314B (en) | 2011-06-15 |
| KR20080010269A (en) | 2008-01-30 |
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