JP5446015B2 - Adhesive composition and optical film using the same - Google Patents

Description

  The present invention provides an adhesive composition and an optical film using the same. Specifically, the present invention provides an adhesive composition that is excellent in adhesiveness and can be usefully used for an optical film that requires transparency, and an optical film using the same.

  This application claims the benefit of the filing date of Korean Patent Application No. 10-2008-0032563 filed with the Korean Patent Office on April 8, 2008, the entire contents of which are included in this specification.

  In general, a polarizing plate has a structure in which a triacetyl cellulose (hereinafter referred to as TAC) film is laminated with an aqueous adhesive composed of a PVA aqueous solution on both sides of a polarizer (polarizing film) of a polyvinyl alcohol (PVA) component. (FIG. 1). When a polarizing plate having such a structure is applied to a liquid crystal display device in an IPS (In-Plane Switching) mode without a separate compensation film, the viewing angle characteristics are fragile, and thus two conventional TAC films are used. One of them may be used with an improved viewing angle by replacing it with a TAC (Zero TAC) (Z-TAC) film having almost no retardation in the thickness direction and in-plane. .

  However, Z-TAC basically causes a problem of durability due to dimensional changes when used for a long period of time due to the fragility of the TAC component film to moisture. In order to compensate for these disadvantages, attempts have been made to apply a film having a composition having a high resistance to moisture and low retardation properties such as a cycloolefin resin or an acrylic resin. In particular, it is known that a film having an acrylic composition can have advantages not only in optical properties and durability but also in terms of cost.

  When manufacturing a polarizing plate using a TAC film as a protective film, an aqueous PVA adhesive has been mainly used for bonding with a PVA component polarizer. At this time, in order to improve the adhesive strength, the surface of the TAC film is used after being subjected to alkali treatment or corona treatment. However, when an acrylic film and an aqueous PVA adhesive are used for the production of a polarizing plate, it is difficult to easily secure the adhesive force by alkali treatment or corona treatment. The existing TAC film has a hydrophilic group such as a hydroxy group introduced on the surface of the film by alkali treatment or corona treatment, and can easily secure the adhesive force through hydrogen bonding with the PVA adhesive. The acrylic film has a small amount of hydrophilic groups to be introduced even if the surface is corona-treated or plasma-treated, so there is not enough hydrogen bond with the PVA adhesive, and the acrylic film and the PVA component polarizer Sufficient adhesion is not secured.

  An acrylic UV curable adhesive can be used to attach the acrylic film and the polarizer, but some problems have been confirmed as follows. (1) Since a water-based adhesive is used in the manufacturing process of a general polarizing plate, when a UV curable adhesive is used, a separate UV curing process is required, and the use of a volatile flammable monomer is used. (2) The existing water-based PVA adhesive can be reduced to 100 nm in thickness by adjusting the solid content and managing the process, while the acrylic UV curable adhesive is used. In general, it is difficult to adjust the thickness of the adhesive layer to 1 mm or less, and the agent may cause problems such as bending of the polarizing plate due to an increase in brittleness of the adhesive layer. (3) Acrylic Adhesion with the film side is easy, but it is difficult to ensure adhesion with the polarizer side. In order to secure the adhesive strength with the polarizer, a large amount of acidic reactive groups may be contained, but this is not preferable in terms of process corrosion due to acid and working environment.

  Therefore, in order to produce a polarizing plate using an acrylic film as a protective film for a polarizer, it is relatively difficult to apply an aqueous adhesive which is relatively easy to apply to existing processes and to provide stable properties of the polarizing plate. It has many advantages. Here, development of the preferable aqueous adhesive for the optical film containing a polarizing plate is calculated | required.

  The present invention is an adhesive composition that is excellent in adhesiveness and does not impair the optical properties and durability of an optical film when applied to an optical film, particularly when an acrylic film is used as a protective film for a polarizer. An object of the present invention is to provide an adhesive composition that gives excellent adhesion to a child and, as a result, does not impair the optical properties and durability of the manufactured polarizing plate. Moreover, this invention aims at providing the optical film and polarizing plate which were manufactured using the said adhesive composition.

  In order to achieve the above object, the present invention provides an adhesive composition including a compound having an azetidinium functional group represented by the following chemical formula 1.

In the above chemical formula 1,
X and Y are aliphatic hydrocarbon groups, and at least one of X and Y is an aliphatic hydrocarbon group containing one or more of an amine group, an amide group, and a ketone group, and X and Y are connected to form a ring. Can be formed,
R1 to R6 each represents hydrogen, hydroxyl group, aliphatic hydrocarbon group having from C ₁ C _20, selected from the group consisting of alkyl carboxy ester group and a cyano group,
A ⁻ is a monovalent anion;
n is 30 to 7,000.

  It is preferable that at least one of X and Y contains a hydrophilic group. The compound of Formula 1 preferably has a weight average molecular weight of 10,000 to 2,000,000.

  Further, the present invention is an optical film having a structure in which two or more films are laminated, and is formed using an adhesive composition containing a compound having an azetidinium functional group at at least one interface between the films. Provided is an optical film provided with an adhesive layer.

  In the polarizing plate having a structure in which the first film, the polarizer, and the second film are sequentially laminated, an azetidinium functional group is provided between at least one of the first film and the second film and the polarizer. There is provided a polarizing plate comprising an adhesive layer formed using an adhesive composition containing a compound having the same.

  Moreover, this invention provides the electronic device containing the said optical film or polarizing plate.

  Since the adhesive composition according to the present invention is excellent in adhesiveness and does not impair the transparency of the optical film, it can be applied as it is to the existing optical film process of a laminated structure without any further steps or equipment, so that an optical film can be produced. It can be usefully used. Moreover, the optical film containing the contact bonding layer manufactured using the adhesive composition by this invention is excellent in durability. In particular, when an acrylic film is used as a protective film for a polarizer, the adhesive composition according to the present invention provides excellent adhesion with the polarizer, and as a result, does not hinder the optical properties and durability of the manufactured polarizing plate. .

The structure of the conventional polarizing plate is illustrated. 1 illustrates a structure of a polarizing plate according to an example of the present invention. 1 illustrates a structure of a polarizing plate according to an example of the present invention. It is the photograph which showed the peeling evaluation method of the notch for evaluating adhesive force.

  The optical film according to the present invention includes an adhesive layer formed by using an adhesive composition including a compound having an azetidinium functional group.

  The compound having an azetidinium functional group has a hydrophilic group because the azetidinium functional group can react with a functional group such as a carboxy group on the surface of the optical film and has a positive (+) charge. In addition, it is excellent in wettability to an optical film rich in negative (−) charges on the surface of the film through corona treatment, plasma treatment or the like. Further, the azetidinium functional group can be opened to form a hydrophilic group, and the hydrophilic group can hydrogen bond with a hydroxy group on the surface of an optical film such as a polarizer. In this regard, the compound having the azetidinium functional group may further include a hydrophilic group such as a hydroxy group, a carboxyl group, an amine group, and an amide group in addition to the azetidinium functional group. For these reasons, a compound having an azetidinium functional group can provide superior adhesiveness as compared to existing adhesives such as PVA adhesives. In addition, since the compound having the azetidinium functional group can be crosslinked within the adhesive layer, the water resistance of the adhesive layer is improved, and the optical film including the polarizing plate using the adhesive layer is improved in durability and severe. Peeling between films in a difficult environment can be prevented.

  As the compound having an azetidinium functional group, a compound represented by the following chemical formula 1 can be used.

In the above chemical formula 1,
X and Y are aliphatic hydrocarbon groups, and at least one of X and Y is an aliphatic hydrocarbon group containing one or more of an amine group, an amide group, and a ketone group, and X and Y are connected to form a ring. Can be formed,
R1 to R6 each represents hydrogen, hydroxyl group, aliphatic hydrocarbon group having from C ₁ C _20, selected from the group consisting of alkyl carboxy ester group and a cyano group,
A ⁻ is a monovalent anion;
n is 30 to 7,000.

  It is preferable that at least one of X and Y contains a hydrophilic group. The compound of Formula 1 preferably has a weight average molecular weight of 10,000 to 2,000,000.

  The compound of Chemical Formula 1 includes the compound of Chemical Formula 2 below.

In the above chemical formula 2,
X ′, X ″ and Y ′ are each a C ₁ to C ₂₀ aliphatic hydrocarbon group;
R1 to R6 each represents hydrogen, hydroxyl group, aliphatic hydrocarbon group having from C ₁ C _20, selected from the group consisting of alkyl carboxy ester group and a cyano group,
A ⁻ is a monovalent anion;
n is 30 to 7,000.

  The compound of Chemical Formula 2 includes polyaminoamide-epichlorohydrin (PAE) of Chemical Formula 3 below.

  In the above chemical formula 3, n is 30 to 7,000.

  The adhesive composition according to the present invention may further include a solvent such as water in order to form an adhesive layer. At this time, the concentration of the compound having an azetidinium functional group is 0.1 to 30% by weight, preferably 0.5 to 10% by weight.

More preferably, the adhesive composition according to the present invention has a pH of 2 to 11 and is adjusted to 4 to 10. The adhesive composition according to the present invention can be adjusted in pH using a method of adding a base or the like. No particular limitation is imposed on the base, NaOH, KOH, etc. _NH 4 OH is preferred.

  The adhesive composition according to the present invention may further include a polyvinyl alcohol (PVA) resin. By further including a polyvinyl alcohol-based resin, it is possible to further improve the adhesiveness with an optical film such as a polyvinyl alcohol-based polarizer or a TAC film. In particular, the use of a modified PVA containing an acetoacetyl group or the like is advantageous for adhesiveness and crosslinking with a compound having the azetidinium functional group. As specific examples, Nippon Synthetic Chemical Co., Ltd.'s Gossefmer (trade name) Z-100, Z-200, Z-200H, Z-210, Z-220, Z-320, etc. can be used. It is not limited. At this time, the weight ratio of the polyvinyl alcohol-based resin is not particularly limited, and the range varies somewhat depending on the type of film to be bonded. For example, when a polyvinyl alcohol polarizer and an acrylic film are bonded, it is preferable to use 10 parts by weight or more and 1,000 parts by weight or less with respect to 100 parts by weight of the compound having an azetidinium functional group. When the polyvinyl alcohol-based resin is less than 10 parts by weight, the adhesive strength with the polyvinyl alcohol polarizing element or the TAC film is poor, and when it exceeds 1,000 parts by weight, the adhesive force with the acrylic film is poor. There is a problem that there is.

  Further, the present invention is an optical film having a structure in which two or more films are laminated, and is formed using an adhesive composition containing a compound having an azetidinium functional group at at least one interface between the films. Provided is an optical film provided with an adhesive layer. In the present invention, an optical film refers to a film that performs an optical function, in order to perform a specific optical function such as a polarizing plate as well as a narrow transparent film having a light transmittance of 80% or more. In this case, an optical film having a light transmittance of 50% or less is included.

  Although it does not specifically limit as said film laminated | stacked, Acrylic-type film, PET film, especially PET film, TAC film, COP film, PC (polycarbonate) film, PNB (polynorbornene) -type film etc. which were acrylic primer-treated In particular, in the case of an acrylic film or an acrylic primer-treated PET film, the adhesive force is greatly improved as compared with the case where an existing polyvinyl alcohol-based adhesive is used. The laminated films can be the same or made of different materials.

  The laminated film can be subjected to a surface treatment to improve the adhesive force, if necessary. For example, alkali treatment, corona treatment, plasma treatment, primer treatment and the like can be performed.

  In the polarizing plate having a structure in which the first film, the polarizer, and the second film are sequentially laminated, an azetidinium functional group is provided between at least one of the first film and the second film and the polarizer. There is provided a polarizing plate comprising an adhesive layer formed using an adhesive composition containing a compound having the same. At this time, the first film or the second film can also be subjected to the surface treatment as described above.

  As the first film and the second film, an acrylic film, a PET film, in particular, an acrylic primer-treated PET film, a TAC film, a COP film, a PC (polycarbonate) film, a PNB (polynorbornene) film, or the like is used. be able to. The first film and the second film may be made of the same material or different materials. For example, both the first film and the second film may be an acrylic film or a TAC film (FIG. 2), one of which may be an acrylic film and the other one may be a TAC film ( FIG. 3).

  The adhesive layer is formed by using the above-described adhesive composition according to the present invention. Specifically, the adhesive composition is directly applied on the film and dried, or two or more kinds of films are used. It can be formed by applying an adhesive composition between the two and performing pressure bonding using a pressure-bonding roll and then drying. The thickness of the adhesive layer is preferably 10 nm to 500 nm, and more preferably 20 nm to 200 nm.

  The polarizing plate according to the present invention preferably has a light transmittance of 35 to 45% and a degree of polarization of 98 or more.

  As described above, the optical article such as the optical film and the polarizing plate according to the present invention has no decrease in the light transmittance of the manufactured optical article due to the excellent light transmittance of the adhesive composition containing the compound having an azetidinium functional group. In addition, it is possible to maintain excellent optical properties and the like, and it is possible to improve the durability of an optical article manufactured with an excellent adhesive force.

  In particular, when applied to a polarizing plate, the optical properties of the polarizer due to the adhesive composition, for example, changes in transmittance, polarization degree, hue, etc. are almost similar to those when using an existing polyvinyl alcohol-based adhesive. Also, there is an advantage that it can be applied in place of the mass production line without any change in the separate process conditions.

  The present invention provides an electronic device including the optical film or polarizing plate. Examples of the electronic element include a liquid crystal display element, and the type of the electronic element is not particularly limited as long as the above optical film or polarizing plate is required. The electronic device has a configuration known in the art except that it includes an adhesive layer formed using the adhesive composition according to the present invention. For example, the electronic device may be a liquid crystal display device including a liquid crystal cell, a polarizing plate and a backlight unit according to the present invention provided on both surfaces of the liquid crystal cell.

  Hereinafter, the present invention will be described in more detail through examples. However, the following examples are for illustrating the present invention, and the scope of the present invention is not limited thereby.

Example 1
Kymene-557H (Hercules Korea, 12.5 wt% aqueous solution), which is a compound having an azetidinium group and an amine group, was diluted with pure water to produce a 6 wt% aqueous solution, which was used for corona treatment on both sides of the polarizer. Acrylic film was adhered. As the acrylic film, T-film of 80 μm in thickness of OPTES was used, and the surface of the film was subjected to corona treatment under the condition of 50 W / m ² / min. The adhesive was injected between the polarizer and the acrylic film on both sides thereof, and pressure-bonded using a pressure-bonding roll, and then dried with hot air at a temperature of 80 ° C. for 5 minutes to produce a polarizing plate.

Example 2
A 6 wt% adhesive composition produced by adding NaOH aqueous solution so that the pH of Kymene-557H (Hercules Korea, 12.5 wt% aqueous solution, pH = 5) is 7 and then diluting with pure water was used. Then, an acrylic film subjected to corona treatment was bonded to both sides of the polarizer.

Example 3
Using the adhesive composition of Example 2, a corona-treated acrylic film was bonded to one surface of the polarizer, and an alkali-treated TAC film was bonded to the other surface of the polarizer.

Example 4
The modified polyvinyl alcohol resin Gohsfimmer Z-200 (Nippon Synthetic Chemical) is added at a ratio of 100 parts by weight per 100 parts by weight of Kymene-557H (Hercules Korea, 12.5 wt%), so that the pH becomes 7 After adding the aqueous solution, using a 4.5 wt% adhesive composition manufactured by diluting with pure water, one side of the polarizer is treated with a corona-treated acrylic film, and the other side of the polarizer is coated with an acrylic film. The alkali-treated TAC film was adhered.

Comparative Example 1
An acrylic film in which polyvinyl alcohol resin (average polymerization degree 2400, saponification degree 99.9%) is dissolved in pure water to produce a 3 wt% polyvinyl alcohol aqueous solution, and a corona treatment is applied to both sides of the polarizer using this. Glued.

Comparative Example 2
A modified polyvinyl alcohol resin, Ghosfemer Z-200 (Nippon Synthetic Chemical), is dissolved in pure water to produce a 4.5 wt% modified polyvinyl alcohol aqueous solution, and an amine-based metal compound cross-linking agent is used as the modified polyvinyl alcohol. An adhesive was produced by adding 10 parts by weight per 100 parts by weight. Using this, an acrylic film subjected to corona treatment was bonded to both surfaces of the polarizer.

Comparative Example 3
Using the adhesive of Comparative Example 2, a corona-treated acrylic film was bonded to one surface of the polarizer, and an alkali-treated TAC film was bonded to the other surface of the polarizer.

[Evaluation method]
1. Adhesive strength After making a cut on the surface of the polarizing plate using a cutter, the percentage of peeling around the cut was shown as a percentage (FIG. 4). The lower the number, the better the adhesion.

2. Water resistance After attaching one side of a polarizing plate to a glass plate using an adhesive, it was left immersed in a thermostatic bath at a temperature of 60 ° C., and the polarizer was shrunk and the protective film was peeled off after 4 hours and 48 hours. The water resistance was evaluated.

3. Optical properties The single transmittance (Ts), parallel transmittance (Tp), and orthogonal transmittance (Tc) of the polarizing plate were measured using a spectrophotometer, and the degree of polarization was calculated using the following equation.

[Formula 1]
Polarization degree (P) = √ (Tp−Tc) / (Tp + Tc)

[Evaluation results]
Evaluation results of adhesive strength, water resistance and optical properties of polarizing plate

・Ａ：アクリルフィルム
・Ｋ１：６ｗｔ％ Ｋｙｍｅｎｅ−５５７Ｈ（ｐＨ＝５）
・Ｋ２：６ｗｔ％ Ｋｙｍｅｎｅ−５５７Ｈ（ｐＨ＝７）
・Ｋ３：４．５ｗｔ％ Ｋｙｍｅｎｅ−５５７Ｈ：Ｚ２００＝１：１（ｐＨ＝７）
・Ｐ１：３％ ＰＶＡ
・Ｐ２：４．５％ Ｚ２００：ｃｒｏｓｓｌｉｎｋｅｒ＝１０：１
［項目１］
下記化学式１で表されるアゼチジニウム（ａｚｅｔｉｄｉｎｉｕｍ）官能基を有する化合物を含む接着剤組成物。
［化１］

上記化学式１において、
Ｘ及びＹは脂肪族炭化水素基で、Ｘ及びＹのうち少なくとも１つはアミン基、アミド基及びケトン基から１以上を含む脂肪族炭化水素基であり、ＸとＹは連結されて環を形成することができ、
Ｒ１からＲ６はそれぞれ水素、ヒドロキシル基、Ｃ _１ からＣ _２０ の脂肪族炭化水素基、アルキルカルボキシ酸エステル基及びシアン基から成る群から選択され、
Ａ ⁻ は１価陰イオンであり、
ｎは３０から７，０００である。
［項目２］
上記化学式１の化合物は下記化学式２の化合物である、項目１に記載の接着剤組成物。
［化２］

上記化学式２において、
Ｘ'、Ｘ"及びＹ'はそれぞれＣ _１ からＣ _２０ の脂肪族炭化水素基であり、
Ｒ１からＲ６はそれぞれ水素、ヒドロキシル基、Ｃ _１ からＣ _２０ の脂肪族炭化水素基、アルキルカルボキシ酸エステル基及びシアン基から成る群から選択され、
Ａ ⁻ は１価陰イオンであり、
ｎは３０から７，０００である。
［項目３］
上記化学式２の化合物は下記化学式３の化合物である、項目２に記載の接着剤組成物。
［化３］

上記化学式３において、ｎは３０から７，０００である。
［項目４］
ｐＨが４から１０である、項目１から３の何れか１項に記載の接着剤組成物。
［項目５］
塩基をさらに含む、項目１から４の何れか１項に記載の接着剤組成物。
［項目６］
ポリビニールアルコール系樹脂をさらに含む、項目１から５の何れか１項に記載の接着剤組成物。
［項目７］
２層以上のフィルムが積層された構造を有する光学フィルムであって、上記フィルム間の少なくとも１つの界面にアゼチジニウム官能基を有する化合物を含む接着剤組成物を用いて形成された接着剤層が備えられていることを特徴とする光学フィルム。
［項目８］
上記アゼチジニウム官能基を有する化合物は下記化学式１で表される化合物である、項目７に記載の光学フィルム。
［化１］

上記化学式１において、
Ｘ及びＹは脂肪族炭化水素基で、Ｘ及びＹのうち少なくとも１つはアミン基、アミド基及びケトン基から１以上を含む脂肪族炭化水素基であり、ＸとＹは連結されて環を形成することができ、
Ｒ１からＲ６はそれぞれ水素、ヒドロキシル基、Ｃ _１ からＣ _２０ の脂肪族炭化水素基、アルキルカルボキシ酸エステル基及びシアン基から成る群から選択され、
Ａ ⁻ は１価陰イオンであり、
ｎは３０から７，０００である。
［項目９］
上記化学式１の化合物は下記化学式２である化合物である、項目８に記載の光学フィルム。
［化２］

上記化学式２において、
Ｘ'、Ｘ"及びＹ'はそれぞれＣ _１ からＣ _２０ の脂肪族炭化水素基であり、
Ｒ１からＲ６はそれぞれ水素、ヒドロキシル基、Ｃ _１ からＣ _２０ の脂肪族炭化水素基、アルキルカルボキシ酸エステル基及びシアン基から成る群から選択され、
Ａ ⁻ は１価陰イオンであり、
ｎは３０から７，０００である。
［項目１０］
上記化学式２の化合物は下記化学式３の化合物である、項目９に記載の光学フィルム。
［化３］

上記化学式３において、ｎは３０から７，０００である。
［項目１１］
上記フィルムのうち少なくとも１つはアクリル系フィルム、ＰＥＴフィルム、アクリル系プライマー処理されたＰＥＴフィルム、ＴＡＣフィルム、ＣＯＰフィルム、ＰＣ（ポリカーボネート）フィルム及びＰＮＢ（ポリノルボルネン）系フィルムから選択される、項目７から１０の何れか１項に記載の光学フィルム。
［項目１２］
上記フィルムのうち少なくとも１つは少なくとも一面がアルカリ処理、コロナー処理、プラズマ処理及びプライマー処理から選択される１以上の表面処理が施された、項目７から１１の何れか１項に記載の光学フィルム。
［項目１３］
第１フィルム、偏光子及び第２フィルムが順に積層された構造を有する偏光板において、上記第１フィルム及び第２フィルムのうち少なくとも１つと偏光子との間にアゼチジニウム官能基を有する化合物を含む接着剤組成物を用いて形成された接着剤層が備えられていることを特徴とする偏光板。
［項目１４］
上記アゼチジニウム官能基を有する化合物は下記化学式１で表される化合物である、項目１３に記載の偏光板。
［化１］

上記化学式１において、
Ｘ及びＹは脂肪族炭化水素基で、Ｘ及びＹのうち少なくとも１つはアミン基、アミド基及びケトン基から１以上を含む脂肪族炭化水素基であり、ＸとＹは連結されて環を形成することができ、
Ｒ１からＲ６はそれぞれ水素、ヒドロキシル基、Ｃ _１ からＣ _２０ の脂肪族炭化水素基、アルキルカルボキシ酸エステル基及びシアン基から成る群から選択され、
Ａ ⁻ は１価陰イオンであり、
ｎは３０から７，０００である。
［項目１５］
上記化学式１の化合物は下記化学式２の化合物である、項目１４に記載の偏光板。
［化２］

上記化学式２において、
Ｘ'、Ｘ"及びＹ'はそれぞれＣ _１ からＣ _２０ の脂肪族炭化水素基であり、
Ｒ１からＲ６はそれぞれ水素、ヒドロキシル基、Ｃ _１ からＣ _２０ の脂肪族炭化水素基、アルキルカルボキシ酸エステル基及びシアン基から成る群から選択され、
Ａ ⁻ は１価陰イオンであり、
ｎは３０から７，０００である。
［項目１６］
上記化学式２の化合物は下記化学式３の化合物である、項目１５に記載の偏光板。
［化３］

上記化学式３において、ｎは３０から７，０００である。
［項目１７］
上記第１または第２フィルムは、アクリル系フィルム、ＰＥＴフィルム、アクリル系プライマー処理されたＰＥＴフィルム、ＴＡＣフィルム、ＣＯＰフィルム、ＰＣ（ポリカーボネート）フィルム及びＰＮＢ（ポリノルボルネン）系フィルムから選択される、項目１３から１６の何れか１項に記載の偏光板。
［項目１８］
上記第１または第２フィルムは少なくとも一面がアルカリ処理、コロナー処理、プラズマ処理及びプライマー処理から選択される１以上の表面処理が施された、項目１３から１７の何れか１項に記載の偏光板。
［項目１９］
項目１３から項目１８の何れか１項に記載された偏光板を含む電子素子。

· A: acrylic film
· K1: 6wt% Kymene-557H (pH = 5)
· K2: 6wt% Kymene-557H (pH = 7)
* K3: 4.5 wt% Kymene-557H: Z200 = 1: 1 (pH = 7)
・ P1: 3% PVA
· P2: 4.5% Z200: crosslinker = 10: 1
[Item 1]
An adhesive composition comprising a compound having an azetidinium functional group represented by the following chemical formula 1.
[Chemical 1]

In the above chemical formula 1,
X and Y are aliphatic hydrocarbon groups, and at least one of X and Y is an aliphatic hydrocarbon group containing one or more of an amine group, an amide group, and a ketone group, and X and Y are connected to form a ring. Can be formed,
R1 to R6 each represents hydrogen, hydroxyl group, aliphatic hydrocarbon group having from C ₁ C _20, selected from the group consisting of alkyl carboxy ester group and a cyano group,
A ⁻ is a monovalent anion;
n is 30 to 7,000.
[Item 2]
Item 2. The adhesive composition according to Item 1, wherein the compound of Formula 1 is a compound of Formula 2 below.
[Chemical 2]

In the above chemical formula 2,
X ′, X ″ and Y ′ are each a C ₁ to C ₂₀ aliphatic hydrocarbon group;
R1 to R6 each represents hydrogen, hydroxyl group, aliphatic hydrocarbon group having from C ₁ C _20, selected from the group consisting of alkyl carboxy ester group and a cyano group,
A ⁻ is a monovalent anion;
n is 30 to 7,000.
[Item 3]
Item 3. The adhesive composition according to Item 2, wherein the compound of Chemical Formula 2 is a compound of Chemical Formula 3 below.
[Chemical formula 3]

In the above chemical formula 3, n is 30 to 7,000.
[Item 4]
4. The adhesive composition according to any one of items 1 to 3, wherein the pH is 4 to 10.
[Item 5]
Item 5. The adhesive composition according to any one of items 1 to 4, further comprising a base.
[Item 6]
6. The adhesive composition according to any one of items 1 to 5, further comprising a polyvinyl alcohol-based resin.
[Item 7]
An optical film having a structure in which two or more films are laminated, and an adhesive layer formed using an adhesive composition containing a compound having an azetidinium functional group at at least one interface between the films. An optical film characterized by being made.
[Item 8]
8. The optical film according to item 7, wherein the compound having an azetidinium functional group is a compound represented by the following chemical formula 1.
[Chemical 1]

In the above chemical formula 1,
X and Y are aliphatic hydrocarbon groups, and at least one of X and Y is an aliphatic hydrocarbon group containing one or more of an amine group, an amide group, and a ketone group, and X and Y are connected to form a ring. Can be formed,
R1 to R6 each represents hydrogen, hydroxyl group, aliphatic hydrocarbon group having from C ₁ C _20, selected from the group consisting of alkyl carboxy ester group and a cyano group,
A ⁻ is a monovalent anion;
n is 30 to 7,000.
[Item 9]
Item 9. The optical film according to Item 8, wherein the compound of Formula 1 is a compound represented by Formula 2 below.
[Chemical 2]

In the above chemical formula 2,
X ′, X ″ and Y ′ are each a C ₁ to C ₂₀ aliphatic hydrocarbon group;
R1 to R6 each represents hydrogen, hydroxyl group, aliphatic hydrocarbon group having from C ₁ C _20, selected from the group consisting of alkyl carboxy ester group and a cyano group,
A ⁻ is a monovalent anion;
n is 30 to 7,000.
[Item 10]
Item 10. The optical film according to Item 9, wherein the compound of Formula 2 is a compound of Formula 3 below.
[Chemical formula 3]

In the above chemical formula 3, n is 30 to 7,000.
[Item 11]
Item 7 wherein at least one of the films is selected from an acrylic film, a PET film, an acrylic primer-treated PET film, a TAC film, a COP film, a PC (polycarbonate) film, and a PNB (polynorbornene) film. The optical film according to any one of 1 to 10.
[Item 12]
The optical film according to any one of items 7 to 11, wherein at least one of the films is subjected to at least one surface treatment selected from alkali treatment, corona treatment, plasma treatment and primer treatment. .
[Item 13]
In the polarizing plate having a structure in which a first film, a polarizer, and a second film are sequentially laminated, an adhesive containing a compound having an azetidinium functional group between at least one of the first film and the second film and the polarizer. A polarizing plate comprising an adhesive layer formed using an agent composition.
[Item 14]
14. The polarizing plate according to item 13, wherein the compound having an azetidinium functional group is a compound represented by the following chemical formula 1.
[Chemical 1]

In the above chemical formula 1,
X and Y are aliphatic hydrocarbon groups, and at least one of X and Y is an aliphatic hydrocarbon group containing one or more of an amine group, an amide group, and a ketone group, and X and Y are connected to form a ring. Can be formed,
R1 to R6 each represents hydrogen, hydroxyl group, aliphatic hydrocarbon group having from C ₁ C _20, selected from the group consisting of alkyl carboxy ester group and a cyano group,
A ⁻ is a monovalent anion;
n is 30 to 7,000.
[Item 15]
Item 15. The polarizing plate according to Item 14, wherein the compound of Chemical Formula 1 is a compound of Chemical Formula 2 below.
[Chemical 2]

In the above chemical formula 2,
X ′, X ″ and Y ′ are each a C ₁ to C ₂₀ aliphatic hydrocarbon group;
R1 to R6 each represents hydrogen, hydroxyl group, aliphatic hydrocarbon group having from C ₁ C _20, selected from the group consisting of alkyl carboxy ester group and a cyano group,
A ⁻ is a monovalent anion;
n is 30 to 7,000.
[Item 16]
Item 16. The polarizing plate according to Item 15, wherein the compound of Chemical Formula 2 is a compound of Chemical Formula 3 below.
[Chemical formula 3]

In the above chemical formula 3, n is 30 to 7,000.
[Item 17]
The first or second film is selected from an acrylic film, a PET film, an acrylic primer-treated PET film, a TAC film, a COP film, a PC (polycarbonate) film, and a PNB (polynorbornene) film, The polarizing plate according to any one of 13 to 16.
[Item 18]
18. The polarizing plate according to any one of items 13 to 17, wherein at least one surface of the first or second film is subjected to at least one surface treatment selected from alkali treatment, corona treatment, plasma treatment and primer treatment. .
[Item 19]
Item 19. An electronic device comprising the polarizing plate according to any one of Items 13 to 18.

Claims (15)

An optical film having a structure in which two or more films are laminated, and formed using an adhesive composition containing a compound having an azetidinium functional group represented by the following chemical formula 1 at at least one interface between the films An optical film comprising an adhesive layer, wherein at least one of the films is an acrylic film.

In the above chemical formula 1,
X and Y are aliphatic hydrocarbon groups, and at least one of X and Y is an aliphatic hydrocarbon group containing one or more of an amine group, an amide group, and a ketone group, and X and Y are connected to form a ring. Can be formed,
R1 to R6 each represents hydrogen, hydroxyl group, aliphatic hydrocarbon group having from C ₁ C _20, selected from the group consisting of alkyl carboxy ester group and a cyano group,
A ⁻ is a monovalent anion;
n is 30 to 7,000. The compound represented by Formula 1 is a compound which you express by the following Chemical Formula 2, an optical film according to claim 1:

In the above chemical formula 2,
X ′, X ″ and Y ′ are each a C ₁ to C ₂₀ aliphatic hydrocarbon group;
R1 to R6 each represents hydrogen, hydroxyl group, aliphatic hydrocarbon group having from C ₁ C _20, selected from the group consisting of alkyl carboxy ester group and a cyano group,
A ⁻ is a monovalent anion;
n is 30 to 7,000. The compound represented by Formula 2 is a compound represented by the following Chemical Formula 3, an optical film according to claim 2:

In the above chemical formula 3, n is 30 to 7,000. The optical according to any one of claims 1 to 3 , wherein at least one of the films is subjected to at least one surface treatment selected from alkali treatment, corona treatment, plasma treatment and primer treatment. the film. The optical film according to any one of claims 1 to 4, wherein the pH of the adhesive composition is 4 to 10. The optical film according to claim 1, wherein the adhesive composition further contains a base. The optical film according to claim 1, wherein the adhesive composition further contains a polyvinyl alcohol-based resin. In the polarizing plate having a structure in which a first film, a polarizer, and a second film are sequentially laminated , an azetidinium function represented by the following chemical formula 1 is provided between at least one of the first film and the second film and the polarizer. A polarizing plate comprising an adhesive layer formed using an adhesive composition containing a group-containing compound, wherein at least one of the first film and the second film is an acrylic film .

In the above chemical formula 1,
X and Y are aliphatic hydrocarbon groups, and at least one of X and Y is an aliphatic hydrocarbon group containing one or more of an amine group, an amide group, and a ketone group, and X and Y are connected to form a ring. Can be formed,
R1 to R6 each represents hydrogen, hydroxyl group, aliphatic hydrocarbon group having from C ₁ C _20, selected from the group consisting of alkyl carboxy ester group and a cyano group,
A ⁻ is a monovalent anion;
n is 30 to 7,000. The compound represented by Formula 1 is a compound represented by the following Chemical Formula 2, polarizing plate according to claim 8:

In the above chemical formula 2,
X ′, X ″ and Y ′ are each a C ₁ to C ₂₀ aliphatic hydrocarbon group;
R1 to R6 each represents hydrogen, hydroxyl group, aliphatic hydrocarbon group having from C ₁ C _20, selected from the group consisting of alkyl carboxy ester group and a cyano group,
A ⁻ is a monovalent anion;
n is 30 to 7,000. The compound represented by Formula 2 is a compound represented by the following Chemical Formula 3, polarizing plate according to claim 9:

In the above chemical formula 3, n is 30 to 7,000. The first or second films is at least one surface alkali treatment, corona treatment, plasma treatment and one or more surface treatment selected from the primer processing is applied, according to any one of claims 8 10 Polarizing plate. The polarizing plate according to any one of claims 8 to 11, wherein the pH of the adhesive composition is 4 to 10. The polarizing plate according to claim 8, wherein the adhesive composition further contains a base. The polarizing plate according to claim 8, wherein the adhesive composition further contains a polyvinyl alcohol-based resin. Electronic device comprising a polarizing plate according to any one of claims 8 claim 14.

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