JP2012158702A - Adhesive agent composition for optical film and processed product of the same - Google Patents
Adhesive agent composition for optical film and processed product of the same Download PDFInfo
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- 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
- C09J133/24—Homopolymers or copolymers of amides or imides
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/62—Polymers of compounds having carbon-to-carbon double bonds
- C08G18/6216—Polymers of alpha-beta ethylenically unsaturated carboxylic acids or of derivatives thereof
- C08G18/6266—Polymers of amides or imides from alpha-beta ethylenically unsaturated carboxylic acids
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- 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
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- 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
- C09J133/24—Homopolymers or copolymers of amides or imides
- C09J133/26—Homopolymers or copolymers of acrylamide or methacrylamide
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- 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
- C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
- C09J175/04—Polyurethanes
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- 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
- C09J7/20—Adhesives in the form of films or foils characterised by their carriers
- C09J7/22—Plastics; Metallised plastics
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- 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
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B5/00—Optical elements other than lenses
- G02B5/30—Polarising elements
- G02B5/3025—Polarisers, i.e. arrangements capable of producing a definite output polarisation state from an unpolarised input state
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B5/00—Optical elements other than lenses
- G02B5/30—Polarising elements
- G02B5/3025—Polarisers, i.e. arrangements capable of producing a definite output polarisation state from an unpolarised input state
- G02B5/3033—Polarisers, i.e. arrangements capable of producing a definite output polarisation state from an unpolarised input state in the form of a thin sheet or foil, e.g. Polaroid
- G02B5/3041—Polarisers, i.e. arrangements capable of producing a definite output polarisation state from an unpolarised input state in the form of a thin sheet or foil, e.g. Polaroid comprising multiple thin layers, e.g. multilayer stacks
- G02B5/305—Polarisers, i.e. arrangements capable of producing a definite output polarisation state from an unpolarised input state in the form of a thin sheet or foil, e.g. Polaroid comprising multiple thin layers, e.g. multilayer stacks including organic materials, e.g. polymeric layers
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- 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
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- 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
- C09J2301/00—Additional features of adhesives in the form of films or foils
- C09J2301/30—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier
- C09J2301/302—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier the adhesive being pressure-sensitive, i.e. tacky at temperatures inferior to 30°C
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Physics & Mathematics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Adhesive Tapes (AREA)
- Polarising Elements (AREA)
Abstract
Description
本発明は、光学フィルム用粘着剤組成物およびその加工品に関するものである。より詳しくは、光学フィルムに有利に用いられ、優れた耐久性および光漏れ防止効果を有し、かつ光学フィルムに適用された際には、当該光学フィルムの巻き取り時における皺や凹みの発生を抑制する光学フィルム用粘着剤組成物に関するものである。 The present invention relates to an optical film pressure-sensitive adhesive composition and a processed product thereof. More specifically, it is advantageously used in an optical film, has excellent durability and light leakage prevention effect, and when applied to an optical film, it causes wrinkles and dents when winding the optical film. It is related with the adhesive composition for optical films to suppress.
光学フィルム用途の粘着剤には、この用途に特有の諸特性が要求される。これらは例えば、
(1)耐久性：すなわち光学フィルムを被着体に貼り合わせたとき、高温高湿度雰囲気下においても発泡、浮き、剥がれ等を生じさせないこと、
(2)リワーク性：すなわち貼付時に位置ズレ等が生じた場合の貼り直しに堪えること、
(3)光漏れ防止性：すなわち光学フィルムの収縮に伴う応力下にあっても、表示装置に予期せぬ光漏れによる色むらを発生させないこと、
(4)加工性：すなわち粘着剤を適用した光学フィルムの加工が容易であること
などである。
Various properties peculiar to this application are required for the pressure-sensitive adhesive used for the optical film. These are for example
(1) Durability: That is, when an optical film is bonded to an adherend, it does not cause foaming, floating, peeling, etc. even in a high temperature and high humidity atmosphere.
(2) Reworkability: In other words, be able to withstand re-sticking when misalignment occurs when sticking,
(3) Preventing light leakage: In other words, the display device will not cause color unevenness due to unexpected light leakage even under stress caused by shrinkage of the optical film.
(4) Processability: That is, it is easy to process an optical film to which an adhesive is applied.
上記特性のうち、近年は光漏れ防止性に関する種々の検討がなされている。ところで、この光漏れ現象の発生は、表示装置中の偏光板が高温高湿下で収縮を生じるとき、この偏光板を貼着している粘着剤層も応力下に置かれる結果、粘着剤層を構成するポリマーが一定方向に配向し、粘着剤層が複屈折性を呈するようになることが一つの原因と考えられている。粘着剤層中の複屈折を低減するためには、粘着剤を構成するポリマー側鎖に芳香環を導入することが一つの解決策として挙げられる。そこで例えば特許文献１では、芳香環含有アクリルモノマーと、アミノ基含有アクリルモノマーとを一定量含有するモノマー混合物を共重合させてなる光学フィルム用粘着剤組成物を開示している。一方で特許文献２では、粘着剤層にかかる応力緩和に着目して、芳香環含有アクリルモノマーを含むモノマー混合物を、分子量分布が比較的大きくなるように共重合させた、引張り弾性率の低い光学フィルム用粘着剤組成物を開示している。 Of the above characteristics, various studies on the light leakage prevention property have been made in recent years. By the way, the occurrence of this light leakage phenomenon is caused by the fact that when the polarizing plate in the display device shrinks under high temperature and high humidity, the pressure-sensitive adhesive layer to which the polarizing plate is attached is also put under stress. It is considered that one of the causes is that the polymer constituting the resin is oriented in a certain direction and the pressure-sensitive adhesive layer becomes birefringent. In order to reduce the birefringence in the pressure-sensitive adhesive layer, one solution is to introduce an aromatic ring into the polymer side chain constituting the pressure-sensitive adhesive. Therefore, for example, Patent Document 1 discloses an optical film pressure-sensitive adhesive composition obtained by copolymerizing a monomer mixture containing a certain amount of an aromatic ring-containing acrylic monomer and an amino group-containing acrylic monomer. On the other hand, in Patent Document 2, paying attention to stress relaxation applied to the pressure-sensitive adhesive layer, an optically low tensile elastic modulus obtained by copolymerizing a monomer mixture containing an aromatic ring-containing acrylic monomer so as to have a relatively large molecular weight distribution. Disclosed is an adhesive composition for a film.
しかしながら、特許文献１および特許文献２のような構成では、光漏れの低減効果は得られるものの、芳香環含有アクリルモノマーを含む粘着剤は一般に弾性率が低いために、このような粘着剤を適用した光学フィルムをロール状に巻き取った際に皺や凹み等が発生し、歩留まりが悪くなるという問題がある。 However, in the configurations such as Patent Document 1 and Patent Document 2, although an effect of reducing light leakage can be obtained, an adhesive containing an aromatic ring-containing acrylic monomer generally has a low elastic modulus, so such an adhesive is applied. When the obtained optical film is wound up in a roll shape, wrinkles, dents and the like are generated, and there is a problem that the yield is deteriorated.
一方、例えば特許文献３のように、粘着剤層のエージング時間を短縮することによって、当該粘着剤層が適用された光学フィルムにおけるカット性等の加工性を向上させる試みもなされている。しかしながら、特許文献３のような手法を芳香環含有アクリルモノマー系の粘着剤に適用すると、芳香環含有アクリルモノマーを含む粘着剤層の弾性率の低さから、要求される加工性の中でも皺や凹みの抑制は難しい。 On the other hand, for example, as in Patent Document 3, attempts have been made to improve workability such as cutability in an optical film to which the pressure-sensitive adhesive layer is applied by shortening the aging time of the pressure-sensitive adhesive layer. However, when a technique such as Patent Document 3 is applied to an aromatic ring-containing acrylic monomer-based pressure-sensitive adhesive, the low elasticity of the pressure-sensitive adhesive layer containing the aromatic ring-containing acrylic monomer makes it difficult to achieve the required workability. It is difficult to suppress dents.
本発明は、かかる技術背景に鑑みてなされたものであり、偏光フィルム、位相差フィルム、楕円偏光フィルム等の光学フィルムを貼着した後、高湿熱条件下に置かれても剥がれや発泡を生じさせないだけでなく、再剥離が必要な場合でも被着体に汚染を生じず、上記光学フィルムに寸法変化が生じる際にもその応力に対応し、光漏れによる色むらを抑制可能であり、なおかつ、上記光学フィルムをロール状に巻き取る際にも皺や凹みの発生を抑制することのできる光学フィルム用粘着剤組成物を提供すること、及び当該粘着剤組成物を用いた光学フィルムを提供することを目的とするものである。 The present invention has been made in view of such a technical background. After an optical film such as a polarizing film, a retardation film, or an elliptically polarizing film is attached, peeling or foaming occurs even if the film is placed under high-humidity heat conditions. In addition to preventing the adherend from being contaminated even when re-peeling is necessary, it can cope with the stress even when dimensional changes occur in the optical film, and can suppress uneven color due to light leakage, and The present invention provides an optical film pressure-sensitive adhesive composition that can suppress wrinkles and dents even when the optical film is rolled up, and an optical film using the pressure-sensitive adhesive composition. It is for the purpose.
本発明者らは、上記課題を解決すべく、アクリル系ポリマーの配合について検討を行った結果、アクリル系ポリマーの構成成分として芳香環含有アクリルモノマーの他にアミド基含有アクリルモノマーを加え、かつこのポリマーの架橋剤としてイソシアネート系架橋剤を利用することで、光学フィルム用粘着剤に要求される主な特性を全て満足させることができることを見出し、本発明を完成した。 In order to solve the above-mentioned problems, the present inventors have studied the blending of an acrylic polymer, and as a result, added an amide group-containing acrylic monomer in addition to an aromatic ring-containing acrylic monomer as a constituent of the acrylic polymer, and It has been found that by using an isocyanate-based crosslinking agent as a polymer crosslinking agent, all of the main characteristics required for an optical film pressure-sensitive adhesive can be satisfied, and the present invention has been completed.
すなわち本発明は、構成モノマーとして、８〜３５重量部の芳香環含有アクリルモノマーと、１〜１２重量部のアミド基含有アクリルモノマーを含むアクリル系ポリマー１００重量部に対し、イソシアネート系架橋剤を４〜２０重量部配合してなる光学フィルム用粘着剤組成物である。 That is, according to the present invention, the isocyanate-based crosslinking agent is added to 4 parts by weight of an acrylic polymer containing 8 to 35 parts by weight of an aromatic ring-containing acrylic monomer and 1 to 12 parts by weight of an amide group-containing acrylic monomer. It is an adhesive composition for optical films formed by blending ~ 20 parts by weight.
また本発明は、上記光学フィルム用粘着剤組成物より得られる粘着剤層を少なくとも片方の面に設けたことを特徴とする光学フィルムである。 Moreover, this invention is an optical film characterized by providing the adhesive layer obtained from the said adhesive composition for optical films on at least one surface.
本発明によれば、芳香環含有アクリルモノマーを配合した粘着剤に特有の弾性率の低さを解消することができ、優れた耐久性および光漏れ防止効果を有し、かつ光学フィルムに適用した際には、当該光学フィルムの巻き取り時に皺や凹みの発生を抑制する光学フィルム用粘着剤組成物を提供することができる。 According to the present invention, the low modulus of elasticity peculiar to a pressure-sensitive adhesive containing an aromatic ring-containing acrylic monomer can be eliminated, and it has excellent durability and light leakage prevention effect, and is applied to an optical film. In that case, it is possible to provide a pressure-sensitive adhesive composition for an optical film that suppresses generation of wrinkles and dents when the optical film is wound.
本発明の光学フィルム用粘着剤組成物は、芳香環含有アクリルモノマー８〜３５重量部と、アミド基含有アクリルモノマー１〜１２重量部とを構成モノマー中に含むアクリル系ポリマーを、このポリマー１００重量部に対し４〜２０重量部のイソシアネート系架橋剤により架橋させることにより調製される。 The pressure-sensitive adhesive composition for an optical film of the present invention comprises an acrylic polymer containing 8 to 35 parts by weight of an aromatic ring-containing acrylic monomer and 1 to 12 parts by weight of an amide group-containing acrylic monomer in a constituent monomer, and 100 parts by weight of the polymer. It is prepared by crosslinking with 4 to 20 parts by weight of an isocyanate-based crosslinking agent.
本発明で用いる、構成モノマーとして８〜３５重量部の芳香環含有アクリルモノマーと、１〜１２重量部のアミド基含有アクリルモノマーとを含むアクリル系ポリマー（以下、「アクリル系ポリマー（Ａ）」という）は、前記量の芳香環含有アクリルモノマーおよびアミド基含有アクリルモノマーと、後述するアルキル基含有アクリルモノマーとを含むモノマー混合物を共重合させたものであり、このモノマー混合物中には、必要に応じてカルボキシル基含有アクリルモノマーをさらに加えても良い。 An acrylic polymer containing 8 to 35 parts by weight of an aromatic ring-containing acrylic monomer as a constituent monomer and 1 to 12 parts by weight of an amide group-containing acrylic monomer (hereinafter referred to as “acrylic polymer (A)”). ) Is a copolymer of a monomer mixture containing the above-mentioned amounts of the aromatic ring-containing acrylic monomer and amide group-containing acrylic monomer and the alkyl group-containing acrylic monomer described later. In this monomer mixture, if necessary, A carboxyl group-containing acrylic monomer may be further added.
本発明のアクリル系ポリマー（Ａ）を構成する芳香環含有アクリルモノマー（以下、「芳香環モノマー（ａ１）」という）は、分子内に芳香環を有するアクリルモノマーである。この芳香環モノマー（ａ１）の具体例としては、例えば、フェニルアクリレート、フェノキシエチル（メタ）アクリレート、ベンジル（メタ）アクリレート、フェノキシジエチレングリコール（メタ）アクリレート、エチレンオキサイド変性ノニルフェノール（メタ）アクリレート、ヒドロキシエチル化β−ナフトールアクリレート、ビフェニル（メタ）アクリレート等が挙げられる。芳香環モノマー（ａ１）の配合量は、上記のようにアクリル系ポリマー（Ａ）の構成モノマー中、８〜３５質量％であり、好ましくは９.５〜２０質量％である。 The aromatic ring-containing acrylic monomer constituting the acrylic polymer (A) of the present invention (hereinafter referred to as “aromatic ring monomer (a1)”) is an acrylic monomer having an aromatic ring in the molecule. Specific examples of the aromatic ring monomer (a1) include, for example, phenyl acrylate, phenoxyethyl (meth) acrylate, benzyl (meth) acrylate, phenoxydiethylene glycol (meth) acrylate, ethylene oxide-modified nonylphenol (meth) acrylate, and hydroxyethylation. (beta) -naphthol acrylate, biphenyl (meth) acrylate, etc. are mentioned. The compounding quantity of an aromatic ring monomer (a1) is 8-35 mass% in the structural monomer of an acrylic polymer (A) as mentioned above, Preferably it is 9.5-20 mass%.
芳香環モノマー（ａ１）の配合量が８質量％未満だと、アクリル系ポリマー（Ａ）の複屈折抑制性が満足に得られなくなる。また、芳香環モノマー（ａ１）の配合量が３５質量％より多いと、アクリル系ポリマー（Ａ）の弾性率が小さくなり、得られる粘着剤層は凹みを生じやすく加工性に劣るものとなる。 When the blending amount of the aromatic ring monomer (a1) is less than 8% by mass, the birefringence suppressing property of the acrylic polymer (A) cannot be obtained satisfactorily. Moreover, when there are more compounding quantities of an aromatic ring monomer (a1) than 35 mass%, the elasticity modulus of an acryl-type polymer (A) will become small, and the obtained adhesive layer tends to produce a dent and becomes inferior to workability.
また、本発明のアクリル系ポリマー（Ａ）を構成するアミド基含有アクリルモノマー（以下、「アミド基モノマー（ａ２）」という）は、分子内にアミド基またはＮ置換アミド基を有するアクリルモノマーである。このアミド基モノマー（ａ２）の具体例としては、例えば、（メタ）アクリルアミド、（メタ）アクリロイルモルホリン、Ｎ−メチロール（メタ）アクリルアミド、Ｎ−エチロール（メタ）アクリルアミド、Ｎ−メトキシエチル（メタ）アクリルアミド、Ｎ，Ｎ−ジメチルアクリルアミド、Ｎ−イソプロピルアクリルアミド等が挙げられる。このアミド基モノマー（ａ２）の配合量も、上記したようにアクリル系ポリマー（Ａ）の構成モノマー中、１〜１２質量％であり、好ましくは２.５〜１０質量％である。 The amide group-containing acrylic monomer (hereinafter referred to as “amide group monomer (a2)”) constituting the acrylic polymer (A) of the present invention is an acrylic monomer having an amide group or an N-substituted amide group in the molecule. . Specific examples of the amide group monomer (a2) include, for example, (meth) acrylamide, (meth) acryloylmorpholine, N-methylol (meth) acrylamide, N-ethylol (meth) acrylamide, and N-methoxyethyl (meth) acrylamide. N, N-dimethylacrylamide, N-isopropylacrylamide and the like. The blending amount of the amide group monomer (a2) is also 1 to 12% by mass, preferably 2.5 to 10% by mass in the constituent monomer of the acrylic polymer (A) as described above.
アミド基モノマー（ａ２）の配合量が１質量％未満だと、得られる粘着剤組成物中において、後述するイソシアネート系架橋剤の反応を十分に促進することができず、得られる粘着剤層は弾性率の低いものとなる結果、凹みを生じやすく加工性に劣るものとなる。また、アミド基モノマー（ａ２）の配合量が１２質量％より多いと、得られる粘着剤組成物中でイソシアネート系架橋剤の反応が進みすぎ、得られる粘着剤層は適度な粘着力を持たないものとなる。 If the blending amount of the amide group monomer (a2) is less than 1% by mass, the resulting pressure-sensitive adhesive composition cannot sufficiently promote the reaction of the isocyanate-based crosslinking agent described later, and the resulting pressure-sensitive adhesive layer is As a result of the low elastic modulus, dents are likely to occur and the processability is poor. Moreover, when there are more compounding quantities of an amide group monomer (a2) than 12 mass%, reaction of an isocyanate type crosslinking agent will advance too much in the obtained adhesive composition, and the obtained adhesive layer does not have moderate adhesive force. It will be a thing.
更に、本発明のアクリル系ポリマー（Ａ）は、上記芳香環モノマー（ａ１）およびアミド基モノマー（ａ２）の他に、その主要成分として分子内に炭素数１〜１２の直鎖または分岐アルキル基を有するアクリルモノマー（以下、「アクリルモノマー（ａ３）」という）を含む。アクリルモノマー（ａ３）の具体例としては、例えば、メチル（メタ）アクリレート、エチル（メタ）アクリレート、プロピル（メタ）アクリレート、イソプロピル（メタ）アクリレート、ブチル（メタ）アクリレート、イソブチル（メタ）アクリレート、ペンチル（メタ）アクリレート、ヘキシル（メタ）アクリレート、２−エチルヘキシル（メタ）アクリレート、オクチル（メタ）アクリレート、ノニル（メタ）アクリレート、デシル（メタ）アクリレート、ドデシル（メタ）アクリレート、ラウリル（メタ）アクリレート等が挙げられる。このアクリルモノマー（ａ３）の配合量は、アクリル系ポリマー（Ａ）の構成モノマー中、４５〜９０質量％であり、より好ましくは６５〜８７質量％である。 In addition to the aromatic ring monomer (a1) and amide group monomer (a2), the acrylic polymer (A) of the present invention is a linear or branched alkyl group having 1 to 12 carbon atoms in the molecule as its main component. An acrylic monomer (hereinafter referred to as “acrylic monomer (a3)”). Specific examples of the acrylic monomer (a3) include, for example, methyl (meth) acrylate, ethyl (meth) acrylate, propyl (meth) acrylate, isopropyl (meth) acrylate, butyl (meth) acrylate, isobutyl (meth) acrylate, pentyl (Meth) acrylate, hexyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, octyl (meth) acrylate, nonyl (meth) acrylate, decyl (meth) acrylate, dodecyl (meth) acrylate, lauryl (meth) acrylate, etc. Can be mentioned. The compounding quantity of this acrylic monomer (a3) is 45-90 mass% in the constituent monomer of an acrylic polymer (A), More preferably, it is 65-87 mass%.
本発明のアクリル系ポリマー（Ａ）の重合に当たっては、上記各モノマーの他、必要によりカルボキシル基含有アクリルモノマー（以下、「カルボキシル基モノマー（ａ４）」という）を使用することもできる。 In the polymerization of the acrylic polymer (A) of the present invention, a carboxyl group-containing acrylic monomer (hereinafter referred to as “carboxyl group monomer (a4)”) may be used as necessary in addition to the above-mentioned monomers.
このカルボキシル基モノマー（ａ４）は、分子内にカルボキシル基を有するアクリルモノマーである。このカルボキシル基モノマー（ａ４）を適量配合することにより、粘着剤組成物の凝集性等が向上する。 This carboxyl group monomer (a4) is an acrylic monomer having a carboxyl group in the molecule. By blending an appropriate amount of this carboxyl group monomer (a4), the cohesiveness of the pressure-sensitive adhesive composition is improved.
カルボキシル基モノマー（ａ４）としては、例えば（メタ）アクリル酸、２−カルボキシエチル（メタ）アクリレート、３−カルボキシプロピル（メタ）アクリレート、４−カルボキシブチル（メタ）アクリレートなどを挙げることができる。このカルボキシル基モノマー（ａ４）の配合量は、アクリル系ポリマー（Ａ）の構成モノマー中０.５〜８質量％、より好ましくは１〜５質量％である。 Examples of the carboxyl group monomer (a4) include (meth) acrylic acid, 2-carboxyethyl (meth) acrylate, 3-carboxypropyl (meth) acrylate, 4-carboxybutyl (meth) acrylate and the like. The compounding quantity of this carboxyl group monomer (a4) is 0.5-8 mass% in the structural monomer of an acrylic polymer (A), More preferably, it is 1-5 mass%.
アクリル系ポリマー（Ａ）を構成するモノマー成分としては、前記モノマーの他に、本発明の目的を損なわない範囲で、上述した以外のモノマーを任意で、モノマー全量の４０質量％以下の範囲で用いることができる。この任意モノマーの割合は、さらには３０質量％以下であるのが好ましい。かかる任意モノマーとしては、（メタ）アクリル酸メトキシエチル、（メタ）アクリル酸エトキシエチル、メトキシジエチレングリコール（メタ）アクリレートなどの（メタ）アクリル酸アルコキシアルキルモノマーなどが挙げられる。 As the monomer component constituting the acrylic polymer (A), in addition to the monomer, any monomer other than those described above may be used within the range not impairing the object of the present invention, and used in a range of 40% by mass or less of the total amount of monomers. be able to. The ratio of this arbitrary monomer is preferably 30% by mass or less. Examples of such optional monomers include (meth) acrylic acid alkoxyalkyl monomers such as (meth) acrylic acid methoxyethyl, (meth) acrylic acid ethoxyethyl, and methoxydiethylene glycol (meth) acrylate.
さらには任意モノマーとして、酢酸ビニル、スチレン、α−メチルスチレン、Ｎ−ビニルカプロラクタムなどのビニル系モノマー、（メタ）アクリル酸グリシジルなどのエポキシ基含有アクリルモノマーなどが挙げられる。 Furthermore, examples of the optional monomer include vinyl monomers such as vinyl acetate, styrene, α-methylstyrene, and N-vinylcaprolactam, and epoxy group-containing acrylic monomers such as glycidyl (meth) acrylate.
上記した各モノマーの重合は、アクリル系ポリマーを得るための一般的な方法、例えば上記各モノマーを必要により溶媒とともに混合し、次いで適切な重合開始剤を加え、熱または光等を作用させることで行うことができる。 The polymerization of each monomer described above is performed by a general method for obtaining an acrylic polymer, for example, by mixing each monomer with a solvent as necessary, then adding an appropriate polymerization initiator, and applying heat or light. It can be carried out.
本発明のアクリル系ポリマー（Ａ）の分子量は特に限定されないが、光学フィルムに適用した際に良好な物性を発現させるためには、重量平均分子量で４０〜２００万程度とすることが好ましく、５０〜１５０万程度がより好ましい。 The molecular weight of the acrylic polymer (A) of the present invention is not particularly limited, but in order to develop good physical properties when applied to an optical film, the weight average molecular weight is preferably about 40 to 2 million, About 1.5 million is more preferable.
上記のようにして得られるアクリル系ポリマー（Ａ）を利用し、本発明の光学フィルム用粘着剤組成物を調製するには、常法に従ってアクリル系ポリマー（Ａ）に所定量のイソシアネート系架橋剤を加えて反応させれば良い。この際に、必要によりシランカップリング剤を加えることができる。 In order to prepare the pressure-sensitive adhesive composition for an optical film of the present invention using the acrylic polymer (A) obtained as described above, a predetermined amount of an isocyanate-based crosslinking agent is added to the acrylic polymer (A) according to a conventional method. Add and react. At this time, a silane coupling agent can be added if necessary.
本発明の光学フィルム用粘着剤組成物に使用できるイソシアネート系架橋剤（以下、「架橋剤（Ｂ）」という）の例としては、トリレンジイソシアネート、クロルフェニレンジイソシアナート、ヘキサメチレンジイソシアナート、テトラメチレンジイソシアナート、イソホロンジイソシアネート、キシ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、水添されたジフェニルメタンジイソシアネートなどのイソシアネートモノマー及びこれらイソシアネートモノマーをトリメチロールプロパンなどと付加したイソシアネート化合物やイソシアヌレート化物、ビュレット型化合物、さらにはポリエーテルポリオールやポリエステルポリオール、アクリルポリオール、ポリブタジエンポリオール、ポリイソプレンポリオールなど付加反応させたウレタンプレポリマー型のイソシアネートなどを挙げることができる。これらの中でも、本発明にはトリレンジイソシアネート系架橋剤が好ましい。架橋剤（Ｂ）の配合量は、アクリル系ポリマー（Ａ）１００重量部に対して４〜２０重量部であり、８〜１５重量部とすることが好ましい。 Examples of the isocyanate-based crosslinking agent (hereinafter referred to as “crosslinking agent (B)”) that can be used in the optical film pressure-sensitive adhesive composition of the present invention include tolylene diisocyanate, chlorophenylene diisocyanate, hexamethylene diisocyanate, Isocyanate monomers such as tetramethylene diisocyanate, isophorone diisocyanate, xylylene diisocyanate, diphenylmethane diisocyanate, hydrogenated diphenylmethane diisocyanate, and isocyanate compounds obtained by adding these isocyanate monomers with trimethylolpropane, isocyanurates, burette type compounds, Add polyether polyol, polyester polyol, acrylic polyol, polybutadiene polyol, polyisoprene polyol, etc. Etc. and an isocyanate of the urethane prepolymer type was compliant. Of these, tolylene diisocyanate crosslinking agents are preferred in the present invention. The compounding quantity of a crosslinking agent (B) is 4-20 weight part with respect to 100 weight part of acrylic polymers (A), and it is preferable to set it as 8-15 weight part.
ところで本発明においては、粘着剤層中又は被着体等から粘着剤層に移行してきた水分がイソシアネート系架橋剤（Ｂ）と反応することを発端としてポリ尿素が生成し、このようなポリ尿素鎖がアクリル系ポリマー（Ａ）と絡み合うことで、単純な高架橋とは異なるＩＰＮ（相互侵入網目高分子）構造を形成していると推察される。ここで、本発明のアクリル系ポリマー（Ａ）がアミド基モノマー（ａ２）を構成要素として含むことで、上記ポリ尿素生成反応が適度に促進される結果、上記ＩＰＮ構造形成が良好に進行する。そうすることで、本発明の光学フィルム用粘着剤組成物は、従来の芳香環を含有する粘着剤組成物と比較して高い弾性率を発現していると推察される。 By the way, in the present invention, polyurea is produced starting from the reaction of moisture that has migrated in the pressure-sensitive adhesive layer or from the adherend to the pressure-sensitive adhesive layer with the isocyanate-based crosslinking agent (B). It is inferred that the chain is intertwined with the acrylic polymer (A), thereby forming an IPN (interpenetrating network polymer) structure that is different from simple hypercrosslinking. Here, as a result of the acrylic polymer (A) of the present invention containing the amide group monomer (a2) as a constituent element, the polyurea formation reaction is moderately promoted, and as a result, the IPN structure formation proceeds well. By doing so, it is guessed that the adhesive composition for optical films of this invention has expressed the high elasticity modulus compared with the adhesive composition containing the conventional aromatic ring.
なお、架橋剤（Ｂ）の量が上記範囲を逸脱して少ないと、上記ＩＰＮ構造がうまく形成されず、得られる粘着剤層は弾性率の低いものとなり、凹みを生じやすく加工性に劣る上、耐久性も劣るものとなる。また、架橋剤（Ｂ）の量が上記範囲を逸脱して多いと、過剰に生成したポリ尿素鎖がアクリルポリマー構造中に取り込まれずにブリードアウトし、再剥離時に被着体を汚染するおそれがある。 If the amount of the crosslinking agent (B) is small and deviates from the above range, the IPN structure is not formed well, and the resulting pressure-sensitive adhesive layer has a low elastic modulus, tends to cause dents and is inferior in workability. In addition, durability is inferior. Further, if the amount of the cross-linking agent (B) exceeds the above range, excessively produced polyurea chains may bleed out without being taken into the acrylic polymer structure, and the adherend may be contaminated during re-peeling. is there.
本発明の光学フィルム用粘着剤組成物の調製に当たっては、上記アクリル系ポリマー（Ａ）および架橋剤（Ｂ）の他に、必要によりシランカップリング剤を配合することができる。このシランカップリング剤（以下、「カップリング剤（Ｃ）」ということがある）を配合することで、被着体への粘着力および得られる粘着剤層の耐久性を向上させる効果が得られる。 In preparing the pressure-sensitive adhesive composition for an optical film of the present invention, a silane coupling agent can be blended as necessary in addition to the acrylic polymer (A) and the crosslinking agent (B). By blending this silane coupling agent (hereinafter sometimes referred to as “coupling agent (C)”), the effect of improving the adhesion to the adherend and the durability of the resulting adhesive layer can be obtained. .
このカップリング剤（Ｃ）としては、例えば、ビニルトリメトキシシラン、ビニルトリエトキシシラン、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、３−グリシドキシプロピルメチルジメトキシシラン、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−イソシアネートプロピルトリエトキシシランなどのイソシアネート基含有ケイ素化合物、３−メルカプトプロピルトリメトキシシランなどのメルカプト基含有ケイ素化合物、アセトアセチル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。これらの中でも、エポキシ構造を有するケイ素化合物が好ましい。カップリング剤（Ｃ）を配合する場合の配合量は、アクリル系ポリマー（Ａ）１００重量部に対して０.０５〜１重量部であり、好ましくは０.０５〜０.６重量部である。 Examples of the coupling agent (C) include polymerizable unsaturated group-containing silicon compounds such as vinyltrimethoxysilane, vinyltriethoxysilane, and methacryloxypropyltrimethoxysilane, 3-glycidoxypropyltrimethoxysilane, 3 -Glycidoxypropylmethyldimethoxysilane, silicon compounds having an epoxy structure such as 2- (3,4-epoxycyclohexyl) ethyltrimethoxysilane, 3-aminopropyltrimethoxysilane, N- (2-aminoethyl) -3 Amino group-containing silicon compounds such as aminopropyltrimethoxysilane and N- (2-aminoethyl) -3-aminopropylmethyldimethoxysilane, isocyanate group-containing silicon compounds such as 3-isocyanatopropyltriethoxysilane, and 3-mercaptopropyl G Examples include mercapto group-containing silicon compounds such as limethoxysilane, acetoacetyl group-containing silicon compounds, and 3-chloropropyltrimethoxysilane. Among these, a silicon compound having an epoxy structure is preferable. When the coupling agent (C) is blended, the blending amount is 0.05 to 1 part by weight, preferably 0.05 to 0.6 part by weight, based on 100 parts by weight of the acrylic polymer (A). .
本発明の光学フィルム用粘着剤組成物は、アクリル系ポリマー（Ａ）、架橋剤（Ｂ）および必要によりカップリング剤（Ｃ）から調製されるが、更にこれを必要により溶剤等に溶解し、光学フィルム上に塗工することで粘着剤層を形成することができる。 The pressure-sensitive adhesive composition for an optical film of the present invention is prepared from an acrylic polymer (A), a crosslinking agent (B) and, if necessary, a coupling agent (C), and is further dissolved in a solvent or the like as necessary. An adhesive layer can be formed by coating on an optical film.
本発明の光学フィルム用粘着剤組成物が利用される光学フィルムは、特に限定されるものではなく、例えば偏光フィルム、位相差フィルム、楕円偏光フィルム、反射防止フィルム、輝度向上フィルム、光拡散フィルム、ガラス飛散防止フィルムおよび表面保護フィルム等に使用することができる。 The optical film in which the pressure-sensitive adhesive composition for an optical film of the present invention is used is not particularly limited. For example, a polarizing film, a retardation film, an elliptically polarizing film, an antireflection film, a brightness enhancement film, a light diffusion film, It can be used for a glass scattering prevention film and a surface protection film.
本発明の光学フィルム用粘着剤組成物は、アミド基含有モノマーおよびイソシアネート系架橋剤を使用することにより強固なＩＰＮ構造が形成されるため、従来の芳香環モノマーを使用した粘着剤層と比較して、高い弾性率を有する粘着剤層の形成を可能としたものである。この結果、従来の光学フィルムの欠点であった巻き取り時の皺や凹みの発生を抑制することができる。 The pressure-sensitive adhesive composition for an optical film of the present invention forms a strong IPN structure by using an amide group-containing monomer and an isocyanate-based crosslinking agent, and therefore, compared with a pressure-sensitive adhesive layer using a conventional aromatic ring monomer. Thus, it is possible to form a pressure-sensitive adhesive layer having a high elastic modulus. As a result, generation of wrinkles and dents at the time of winding, which was a defect of the conventional optical film, can be suppressed.
なお、アミド基含有モノマーに類似するものとしてアミノ基含有モノマーがあるが、仮にアミド基含有モノマーに代えてこれを配合しても、本発明のような強固なＩＰＮ構造を形成することができない上に、シート老化性に優れた粘着剤層を得ることはできない。またアミド基含有モノマーとアミノ基含有モノマーを併用した場合でも、本発明の粘着剤層に匹敵するシート老化性を得ることはできず、強固なＩＰＮ構造を形成することもできない。 An amino group-containing monomer is similar to the amide group-containing monomer, but even if this is blended in place of the amide group-containing monomer, a strong IPN structure as in the present invention cannot be formed. In addition, it is impossible to obtain an adhesive layer excellent in sheet aging. Further, even when an amide group-containing monomer and an amino group-containing monomer are used in combination, sheet aging properties comparable to the pressure-sensitive adhesive layer of the present invention cannot be obtained, and a strong IPN structure cannot be formed.
また、粘着剤層に所定の耐久性、加工性等を発現させるためには、本発明のアクリル系ポリマー（Ａ）は水酸基含有アクリルモノマーを構成要素として実質的に含んでいないことが好ましい。これは、アクリル系ポリマーが活性な水酸基を含む場合、当該水酸基がイソシアネート系架橋剤と速やかに反応して、本発明で意図されるＩＰＮ構造がうまく形成されないためと考えられる。 Moreover, in order for the pressure-sensitive adhesive layer to exhibit predetermined durability, workability and the like, it is preferable that the acrylic polymer (A) of the present invention does not substantially contain a hydroxyl group-containing acrylic monomer as a constituent element. This is presumably because when the acrylic polymer contains an active hydroxyl group, the hydroxyl group reacts quickly with the isocyanate crosslinking agent, and the IPN structure intended in the present invention is not formed well.
次に実施例、製造例および試験例を挙げ、本発明を更に詳しく説明するが、本発明はこれら実施例等に何ら制約されるものではない。 EXAMPLES Next, although an Example, a manufacture example, and a test example are given and this invention is demonstrated in more detail, this invention is not restrict | limited at all by these Examples.
製 造 例 １〜１３
攪拌機、還流冷却器、温度計及び窒素導入管を備えた反応装置に、それぞれ表１に示す重量部（以下、実施例又は表で、「部」と略記することがある）の各共重合モノマーと酢酸エチルを仕込み、アゾビスイソブチロニトリル（大塚化学社製）（以下「AIBN」と略記する）０．１部を加え、反応容器内の空気を窒素ガスで置換した。次いで、窒素雰囲気下で攪拌しながら７２℃に昇温した後、８時間反応させることにより、表１に記載の分子量を有するアクリル系ポリマーを得た。
Production Examples 1-13
Each of the copolymer monomers in parts by weight shown in Table 1 (hereinafter sometimes abbreviated as “parts” in the Examples or Tables) is added to a reactor equipped with a stirrer, a reflux condenser, a thermometer, and a nitrogen introduction tube. And ethyl acetate were added, 0.1 part of azobisisobutyronitrile (manufactured by Otsuka Chemical Co., Ltd.) (hereinafter abbreviated as “AIBN”) was added, and the air in the reaction vessel was replaced with nitrogen gas. Next, the mixture was heated to 72 ° C. with stirring in a nitrogen atmosphere and then reacted for 8 hours to obtain an acrylic polymer having the molecular weight shown in Table 1.
モノマー組成：
実 施 例 １〜８、比 較 例 １〜７
製造例１〜１３で作製したアクリル系ポリマーそれぞれ１００重量部に対して、後記表２に記載の架橋剤およびシランカップリング剤（０．３重量部）をそれぞれ添加して混合し、粘着剤組成物を得た。
Examples 1-8, Comparative Examples 1-7
A crosslinker and a silane coupling agent (0.3 parts by weight) described in Table 2 below are added to and mixed with 100 parts by weight of each of the acrylic polymers prepared in Production Examples 1 to 13, and an adhesive composition I got a thing.
得られた粘着剤組成物を、表面に離型処理が施された厚さ３８μｍのポリエチレンテレフタレート（ＰＥＴ）樹脂フィルム上に、乾燥後の厚さが２０μｍになるように塗布し、９０℃で溶媒を除去し、粘着シートを得た。この粘着シートを偏光フィルムの片面に転写し、粘着剤付き偏光フィルムを得た。 The obtained pressure-sensitive adhesive composition was applied on a 38 μm thick polyethylene terephthalate (PET) resin film having a surface subjected to a release treatment so that the thickness after drying was 20 μm, and the solvent was used at 90 ° C. Was removed to obtain an adhesive sheet. This pressure-sensitive adhesive sheet was transferred to one side of a polarizing film to obtain a polarizing film with a pressure-sensitive adhesive.
試 験 例 １
上記実施例及び比較例で得られた粘着剤付き偏光フィルムについて、それらの耐久性、シート老化性、光漏れ防止性および加工性の各特性を以下の評価方法で評価した。結果を粘着剤組成物の配合と共に表２に示す。
Test example 1
About the polarizing film with an adhesive obtained by the said Example and comparative example, each characteristic of those durability, sheet aging property, light leakage prevention property, and workability was evaluated with the following evaluation methods. The results are shown in Table 2 together with the composition of the pressure-sensitive adhesive composition.
＜ 評価方法 ＞
（ 耐久性 ）
上記粘着剤付き偏光フィルムをそれぞれ２５０ｍｍ×３５０ｍｍに裁断し、ＰＥＴフィルムを剥離後、ガラス基板上に貼り付けて作製した試料片を、８５℃/ドライ条件で５００時間放置し、耐熱耐久性試験を行った。また、同様に作製した試料片を、６０℃/９５％ＲＨで５００時間放置し、耐湿熱耐久性試験を行った。これらの試験後、試料片に発生する発泡、浮き、剥がれの状態を目視で観察し、下記基準で耐久性を評価した。
<Evaluation method>
( durability )
Each of the above polarizing films with adhesive is cut into 250 mm × 350 mm, and after removing the PET film, the sample piece prepared by pasting on a glass substrate is left at 85 ° C./dry condition for 500 hours to conduct a heat durability test. went. In addition, a similarly produced sample piece was allowed to stand at 60 ° C./95% RH for 500 hours, and a moisture and heat resistance test was performed. After these tests, the state of foaming, floating and peeling generated on the sample pieces was visually observed, and the durability was evaluated according to the following criteria.
評 価 状 態
○ ： 発泡、浮き、剥がれ等の外観不良が認められなかった
△ ： 発泡、浮き、剥がれ等の外観不良がわずかに認められた
× ： 発泡、浮き、剥がれ等の外観不良が明らかに認められた
Evaluation state ○: No poor appearance such as foaming, floating, peeling, etc. △: Some poor appearance such as foaming, floating, peeling, etc. was observed ×: Clearly poor appearance such as foaming, floating, peeling Recognized by
（ シート老化性 ）
上記粘着剤付き偏光フィルムを４０℃/５０％ＲＨで３０日間保管した後、ガラス基板上に貼り付けて作製した試料片を、６０℃/９５％ＲＨで１０００時間放置し、試料片に発生する発泡、浮き、剥がれの状態を目視で観察し、シート老化性を評価した。なお、評価基準は耐久性におけるものと同様である。
(Sheet aging)
After the polarizing film with the pressure-sensitive adhesive is stored at 40 ° C./50% RH for 30 days, the sample piece produced by pasting on the glass substrate is left at 60 ° C./95% RH for 1000 hours to generate the sample piece. The state of foaming, floating and peeling was visually observed to evaluate sheet aging. The evaluation criteria are the same as those in durability.
（ 光漏れ防止性 ）
上記のように作製された粘着剤付き偏光フィルム２枚を、ガラス基板の表裏面それぞれに、相互にクロスニコルになるようにラミネーターロールを用いて貼着し、次いで、５０℃、５気圧に調整されたオートクレーブに２０分間保持し、試料板を作製した。作製した試料板を、８５℃の条件下で５００時間放置し、光漏れ防止性を目視で観察した。評価基準は以下のとおりである。
(Light leakage prevention)
Adhering two polarizing films with pressure-sensitive adhesive prepared as described above to the front and back surfaces of the glass substrate using a laminator roll so as to be crossed Nicols, and then adjusting to 50 ° C. and 5 atm. The sample plate was produced by holding in the autoclave for 20 minutes. The prepared sample plate was allowed to stand for 500 hours under the condition of 85 ° C., and the light leakage prevention property was visually observed. The evaluation criteria are as follows.
評 価
６ ： 光漏れが確認されず、実用上問題ない
５ ： 光漏れが０〜１.０ｍｍの範囲で確認されるが、漏れが淡く実用上問題ない
４ ： 光漏れが０〜１.０ｍｍの範囲で確認され、漏れが比較的濃いが、実用上問
題ない
３ ： 光漏れが１.０〜５.０ｍｍの範囲で確認されるが、漏れが淡く実用上問題
ない
２ ： 光漏れが１.０〜５.０ｍｍの範囲で確認され、かつ漏れが濃く、実用上問
題になる
１ ： 光漏れが５.０ｍｍ以上の範囲で確認され、実用上問題になる
Evaluation 6: Light leakage is not confirmed and there is no practical problem 5: Light leakage is confirmed in the range of 0 to 1.0 mm, but the leakage is light and there is no practical problem 4: Light leakage is 0 to 1.0 mm The leak is relatively dark, but there are practical problems.
No problem 3: Light leakage is confirmed in the range of 1.0 to 5.0 mm, but the leakage is light and practically problematic.
No 2: Light leakage is confirmed in the range of 1.0 to 5.0 mm, and the leakage is deep.
1: Light leakage is confirmed in the range of 5.0mm or more, which is a practical problem.
（ 加工性 ）
塗工直後の粘着剤付き偏光フィルムを１００×１００ｍｍサイズにカットし、計１００枚の試料片を作製し、これらの試料片を、偏光板面を上にして積み重ね、上から１ｋｇの加重をかけ、２３℃、５０％ＲＨの条件下で３日間放置し、凹みの発生を評価した。評価基準は以下のとおりである。
(Machinability)
The polarizing film with adhesive immediately after coating is cut to a size of 100 × 100 mm, and a total of 100 sample pieces are prepared. These sample pieces are stacked with the polarizing plate face up, and a weight of 1 kg is applied from above. , 23 ° C. and 50% RH for 3 days to evaluate the occurrence of dents. The evaluation criteria are as follows.
評 価
◎ ： 凹みが生じたシートの合計枚数０枚
○ ： 凹みが生じたシートの合計枚数１〜５枚
△ ： 凹みが生じたシートの合計枚数６〜１０枚
× ： 凹みが生じたシートの合計枚数１１枚以上
Evaluation ◎: Total number of sheets with dents 0: Total number of sheets with dents 1 to 5 △: Total number of sheets with dents 6: 10 11 or more in total
＜ 結 果 ＞
表１および表２から明らかなように、所定量の芳香環含有アクリルモノマーと、アミド基含有アクリルモノマーを構成成分として含むアクリル系ポリマーから調製された粘着剤組成物を使用した実施例１から８の光学フィルムは、耐久性、シート老化性、光漏れ防止性の特性において良好なものであり、かつ、加工性においても優れたものであった。 As is apparent from Tables 1 and 2, Examples 1 to 8 using pressure-sensitive adhesive compositions prepared from acrylic polymers containing a predetermined amount of an aromatic ring-containing acrylic monomer and an amide group-containing acrylic monomer as constituent components. This optical film was excellent in durability, sheet aging properties, light leakage prevention properties, and excellent in workability.
本発明の光学フィルム用粘着剤組成物を利用した光学フィルムは、耐久性、シート老化性、光漏れ防止性の特性において良好なばかりでなく、従来の粘着剤で問題となっていた加工性の問題も解消したものである。従って本発明は、光学フィルムの製造において有利に利用しうるものである。 The optical film using the optical film pressure-sensitive adhesive composition of the present invention is not only good in durability, sheet aging property, and light leakage prevention properties, but also has the workability that has been a problem with conventional pressure-sensitive adhesives. The problem is also solved. Therefore, the present invention can be advantageously used in the production of optical films.
Claims (6)
An optical film, comprising a pressure-sensitive adhesive layer obtained from the pressure-sensitive adhesive composition for an optical film according to claim 1 on at least one surface.
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2011020385A JP2012158702A (en) | 2011-02-02 | 2011-02-02 | Adhesive agent composition for optical film and processed product of the same |
| CN2012800065147A CN103339213A (en) | 2011-02-02 | 2012-01-24 | Adhesive agent composition for optical film and processed product of the same |
| KR1020137016178A KR20130141610A (en) | 2011-02-02 | 2012-01-24 | Adhesive agent composition for optical film and processed product of the same |
| PCT/JP2012/051379 WO2012105358A1 (en) | 2011-02-02 | 2012-01-24 | Adhesive agent composition for optical film and processed product of the same |
| TW101103366A TW201241124A (en) | 2011-02-02 | 2012-02-02 | Adhesive agent composition for optical film and processed product of the same |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2011020385A JP2012158702A (en) | 2011-02-02 | 2011-02-02 | Adhesive agent composition for optical film and processed product of the same |
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| JP2012158702A true JP2012158702A (en) | 2012-08-23 |
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|---|---|
| JP (1) | JP2012158702A (en) |
| KR (1) | KR20130141610A (en) |
| CN (1) | CN103339213A (en) |
| TW (1) | TW201241124A (en) |
| WO (1) | WO2012105358A1 (en) |
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| KR20160141750A (en) | 2014-03-31 | 2016-12-09 | 닛토덴코 가부시키가이샤 | Adhesive agent composition for optical films, adhesive agent layer for optical films, optical film having adhesive agent layer attached thereto, and image display device |
| JP2017031425A (en) * | 2016-10-11 | 2017-02-09 | 藤森工業株式会社 | Pressure-sensitive adhesive layer and self-adhesive film |
| KR20190055208A (en) | 2016-09-30 | 2019-05-22 | 닛토덴코 가부시키가이샤 | An optical pressure-sensitive adhesive layer, a production method of an optical pressure-sensitive adhesive layer, an optical film having a pressure-sensitive adhesive layer, and an image display device |
| KR20190055197A (en) | 2016-09-30 | 2019-05-22 | 닛토덴코 가부시키가이샤 | A pressure-sensitive adhesive composition for a polarizing film, a method for producing a pressure-sensitive adhesive layer for a polarizing film, a polarizing film having a pressure-sensitive adhesive layer, |
| KR20190055207A (en) | 2016-09-30 | 2019-05-22 | 닛토덴코 가부시키가이샤 | An optical pressure-sensitive adhesive layer, a production method of an optical pressure-sensitive adhesive layer, an optical film having a pressure-sensitive adhesive layer, and an image display device |
| KR20190057101A (en) | 2016-09-30 | 2019-05-27 | 닛토덴코 가부시키가이샤 | An optical pressure-sensitive adhesive layer, a production method of an optical pressure-sensitive adhesive layer, an optical film having a pressure-sensitive adhesive layer, and an image display device |
| KR20190099099A (en) | 2015-09-29 | 2019-08-23 | 닛토덴코 가부시키가이샤 | Adhesive composition for optical films, adhesive layer for optical films, optical films with adhesive layer, and image display |
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| JP4780766B2 (en) * | 2006-03-27 | 2011-09-28 | 日東電工株式会社 | Optical adhesive, optical film with adhesive, and image display device |
| JP5379409B2 (en) * | 2008-02-15 | 2013-12-25 | 日東電工株式会社 | Adhesive composition for optical film, adhesive optical film, and image display device |
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2011
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-
2012
- 2012-01-24 KR KR1020137016178A patent/KR20130141610A/en not_active Application Discontinuation
- 2012-01-24 CN CN2012800065147A patent/CN103339213A/en active Pending
- 2012-01-24 WO PCT/JP2012/051379 patent/WO2012105358A1/en active Application Filing
- 2012-02-02 TW TW101103366A patent/TW201241124A/en unknown
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| JP2008144126A (en) * | 2006-11-17 | 2008-06-26 | Fujifilm Corp | Acrylate-based pressure-sensitive adhesive, and polarizing plate and liquid crystal display device obtained using the same |
| JP2010184962A (en) * | 2009-02-10 | 2010-08-26 | Saiden Chemical Industry Co Ltd | Pressure-sensitive adhesive composition for polarizing plate |
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Also Published As
| Publication number | Publication date |
|---|---|
| CN103339213A (en) | 2013-10-02 |
| KR20130141610A (en) | 2013-12-26 |
| TW201241124A (en) | 2012-10-16 |
| WO2012105358A1 (en) | 2012-08-09 |
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