KR101497182B1 - Acryl-based copolymer and optical film comprising the same - Google Patents

Acryl-based copolymer and optical film comprising the same Download PDF

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KR101497182B1
KR101497182B1 KR1020110079168A KR20110079168A KR101497182B1 KR 101497182 B1 KR101497182 B1 KR 101497182B1 KR 1020110079168 A KR1020110079168 A KR 1020110079168A KR 20110079168 A KR20110079168 A KR 20110079168A KR 101497182 B1 KR101497182 B1 KR 101497182B1
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acrylate
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KR20130016953A (en
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김수경
강병일
한창훈
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주식회사 엘지화학
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    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10—Esters
    • C08F220/12—Esters of monohydric alcohols or phenols
    • C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
    • C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/04—Acids; Metal salts or ammonium salts thereof
    • C08F220/06—Acrylic acid; Methacrylic acid; Metal salts or ammonium salts thereof
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10—Esters
    • C08F220/12—Esters of monohydric alcohols or phenols
    • C08F220/14—Methyl esters, e.g. methyl (meth)acrylate
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10—Esters
    • C08F220/26—Esters containing oxygen in addition to the carboxy oxygen
    • C08F220/30—Esters containing oxygen in addition to the carboxy oxygen containing aromatic rings in the alcohol moiety
    • C08F220/301—Esters containing oxygen in addition to the carboxy oxygen containing aromatic rings in the alcohol moiety and one oxygen in the alcohol moiety
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
    • C08J5/18—Manufacture of films or sheets
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B1/00—Optical elements characterised by the material of which they are made; Optical coatings for optical elements
    • G02B1/04—Optical elements characterised by the material of which they are made; Optical coatings for optical elements made of organic materials, e.g. plastics
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B1/00—Optical elements characterised by the material of which they are made; Optical coatings for optical elements
    • G02B1/10—Optical coatings produced by application to, or surface treatment of, optical elements
    • G02B1/14—Protective coatings, e.g. hard coatings
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/02—Diffusing elements; Afocal elements
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/30—Polarising elements
    • G—PHYSICS
    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on liquid crystals, e.g. single liquid crystal display cells
    • G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333—Constructional arrangements; Manufacturing methods
    • G02F1/1335—Structural association of cells with optical devices, e.g. polarisers or reflectors

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  • Chemical & Material Sciences (AREA)
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  • Organic Chemistry (AREA)
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  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Optics & Photonics (AREA)
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  • Nonlinear Science (AREA)
  • Engineering & Computer Science (AREA)
  • Mathematical Physics (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Materials Engineering (AREA)
  • Polarising Elements (AREA)

Abstract

본 발명은 50 내지 86 중량부의 알킬 (메트)아크릴레이트; 1 내지 20중량부의 2-페녹시에틸 (메트)아크릴레이트; 및 13 내지 30중량부의 (메트)아크릴산 단위를 포함하는 아크릴계 공중합체 및 이를 포함하는 광학 필름에 관한 것이다.The present invention relates to a rubber composition comprising 50 to 86 parts by weight of an alkyl (meth) acrylate; 1 to 20 parts by weight of 2-phenoxyethyl (meth) acrylate; And 13 to 30 parts by weight of a (meth) acrylic acid unit, and an optical film comprising the acrylic copolymer.

Description

아크릴계 공중합체, 이를 포함하는 광학 필름{ACRYL-BASED COPOLYMER AND OPTICAL FILM COMPRISING THE SAME}TECHNICAL FIELD [0001] The present invention relates to an acrylic copolymer,

본 발명은 아크릴계 공중합체 및 광학 필름에 관한 것으로, 보다 상세하게는, 위상차 특성, 내열성이 우수하고, 열팽창계수가 낮은 아크릴계 공중합체 및 이를 포함하는 광학 필름에 관한 것이다.
The present invention relates to an acrylic copolymer and an optical film, and more particularly, to an acrylic copolymer having excellent retardation characteristics and heat resistance and a low coefficient of thermal expansion, and an optical film containing the acrylic copolymer.

최근 광학 기술의 발전에 따라 종래의 브라운관(CRT)를 대체하는 플라즈마 디스플레이(PDP), 액정 디스플레이(LCD), 유기 EL 디스플레이(LED) 등과 같은 다양한 디스플레이 기술이 제안되고 시판되고 있다. 한편, 이러한 디스플레이 장치들에는 편광필름, 편광자 보호 필름, 위상차 필름, 도광판, 플라스틱 기판과 같은 다양한 폴리머 필름들이 사용되고 있으며, 이러한 디스플레이용 폴리머 소재는 그 요구 특성이 한층 고도화되고 있는 추세이다.Recently, various display technologies such as a plasma display (PDP), a liquid crystal display (LCD), and an organic EL display (LED), which replace conventional CRTs, have been proposed and marketed according to the development of optical technology. On the other hand, various polymer films such as a polarizing film, a polarizer protective film, a retardation film, a light guide plate, and a plastic substrate are used for such display devices, and such a polymer material for displays has a tendency to be further improved.

현재 디스플레이용 폴리머 필름으로 가장 많이 사용되고 있는 것은, 편광판 보호 필름 등으로 사용되는 트리아세틸 셀룰로오스 필름(TriAcetyl Cellulose, TAC)이나, TAC 필름은 고온 또는 고습의 분위기 하에서 장시간 사용할 경우, 편광도가 저하되고 편광자와 필름이 분리되거나 광 특성이 저하되는 문제점이 있다. 이러한 문제점을 해결하기 위해서, TAC 필름의 대안으로, 내열성이 우수한 폴리스티렌, 메틸 메타크릴레이트와 같은 아크릴, 또는 폴리카보네이트 계열의 폴리머 필름들이 제안되었다. 이들 폴리머 필름들의 경우, 내열성이 우수하다는 장점은 있으나, 필름 형성 시에 복굴절이 발생하기 때문에 디스플레이 장치에 적용될 경우, 필름 복굴절에 의해 디스플레이 장치의 광학 특성이 저하된다는 문제점이 있다.Currently, the most widely used polymer film for displays is a triacetyl cellulose (TAC) film or a TAC film which is used as a protective film for a polarizing plate or the like. When the polymer is used for a long time under a high temperature or high humidity atmosphere, There is a problem that the film is separated or the optical characteristic is deteriorated. As an alternative to the TAC film, polymer films of acrylic or polycarbonate type, such as polystyrene and methyl methacrylate, which have excellent heat resistance, have been proposed. These polymer films have an advantage in that they have excellent heat resistance. However, since birefringence occurs when a film is formed, there is a problem that the optical characteristics of a display device are deteriorated by film birefringence when applied to a display device.

이와 같은 문제점을 해결하기 위해, 내열성이 우수하면서도 위상차값이 낮은 폴리머 필름용 소재로 양의 복굴절을 갖는 단량체 또는 폴리머와, 음의 복굴절을 갖는 단량체 또는 폴리머를 공중합하거나 블렌드하는 방법이 제안되었다. 이러한 방법 중 대표적인 것으로 벤질 메타크릴레이트와 메틸 메타크릴레이트의 공중합체를 들 수 있다. 그러나 벤질 메타크릴레이트와 메틸 메타크릴레이트의 경우 위상차값이 0에 가까워 광학 특성이 우수하지만, 편광판의 보호 필름으로 사용되는 TAC 필름에 비해 열팽창계수가 높기 때문에, 편광필름과 TAC 필름과 함께 합지하여 사용할 경우, 편광판이 심하게 휘어지거나 뒤틀리는 컬 현상이 발생한다는 문제점이 있다. 이와 같은 편광판 컬 현상이 발생하면, 편광판에 빛샘 현상이 야기되어 디스플레이의 품질이 떨어질 뿐 아니라, 디스플레이 패널 내의 액정을 손상시킬 수 있기 때문에 개선이 시급한 상황이다.
In order to solve such a problem, a method of copolymerizing or blending a monomer or polymer having positive birefringence and a monomer or polymer having negative birefringence as a polymer film material having excellent heat resistance and low retardation value has been proposed. Representative examples of such methods include copolymers of benzyl methacrylate and methyl methacrylate. However, since benzyl methacrylate and methyl methacrylate have a retardation value close to zero, they have excellent optical properties. However, since they have a higher thermal expansion coefficient than TAC films used as protective films for polarizing plates, they are laminated together with polarizing films and TAC films There is a problem that a curling phenomenon occurs in which the polarizing plate is severely bent or twisted. When such a polarizing plate curling phenomenon occurs, light leakage occurs in the polarizing plate to deteriorate the display quality and damage the liquid crystal in the display panel.

본 발명은 상기와 같은 문제점을 해결하기 위한 것으로, 내열성이 우수하고, 0에 가까운 위상차값을 가지며, 낮은 열팽창계수를 갖는 아크릴계 공중합체 및 이를 이용한 광학 필름을 제공한다.
An object of the present invention is to provide an acrylic copolymer having excellent heat resistance, a retardation value close to zero, and a low thermal expansion coefficient, and an optical film using the acrylic copolymer.

이를 위해 본 발명은 일 측면에서, 50 내지 86 중량부의 알킬 (메트)아크릴레이트; 1 내지 20중량부의 2-페녹시에틸 (메트)아크릴레이트; 및 13 내지 30중량부의 (메트)아크릴산을 포함하는 아크릴계 공중합체를 제공한다.
To this end, in one aspect, the present invention provides a composition comprising 50 to 86 parts by weight of an alkyl (meth) acrylate; 1 to 20 parts by weight of 2-phenoxyethyl (meth) acrylate; And 13 to 30 parts by weight of (meth) acrylic acid.

다른 측면에서 본 발명은, 상기 아크릴계 공중합체를 포함하는 광학 필름 및 이를 포함하는 편광판을 제공한다.
In another aspect, the present invention provides an optical film comprising the acrylic copolymer and a polarizing plate comprising the same.

본 발명의 아크릴계 공중합체를 이용하여 제조되는 광학 필름은 유리전이온도가 120도 이상으로 내열성이 우수하며, 면내 위상차값 및 두께 방향 위상차값이 매우 작고, 열팽창계수가 50 ~ 70ppm/K로 작아 편광판 보호 필름 등에 유용하게 사용될 수 있다.
The optical film produced using the acrylic copolymer of the present invention has a glass transition temperature of 120 ° C or higher and excellent heat resistance. The optical film has a very small in-plane retardation value and a retardation value in the thickness direction and a small thermal expansion coefficient of 50-70 ppm / K, A protective film or the like.

이하, 본 발명을 보다 구체적으로 설명하기로 한다.
Hereinafter, the present invention will be described in more detail.

본 발명의 발명자들은 내열성이 우수하고, 복굴절성 및 열팽창계수가 낮은 광학 필름용 수지 조성물을 개발하기 위해 연구를 거듭한 결과, 본 발명의 알킬 (메타)아크릴레이트, 2-페녹시에틸 (메트)아크릴레이트 및 (메트)아크릴산을 필수 구성요소로 포함하고, 선택적으로 이소보닐 (메트)아크릴레이트를 포함하는 아크릴계 공중합체를 개발하였다. 본 발명의 아크릴계 공중합체를 이용하여 광학 필름을 제조할 경우, 위상차값 및 열팽창계수가 작고, 유리전이온도가 높은 광학 필름을 제조할 수 있다.
The inventors of the present invention have conducted extensive research to develop a resin composition for an optical film having excellent heat resistance and low birefringence and thermal expansion coefficient. As a result, it has been found that the alkyl (meth) acrylate, 2-phenoxyethyl Acrylate and (meth) acrylic acid as essential components, and optionally an isobonyl (meth) acrylate. When an optical film is produced using the acrylic copolymer of the present invention, an optical film having a small retardation value and a small thermal expansion coefficient and a high glass transition temperature can be produced.

본 발명의 아크릴계 공중합체는 알킬 (메타)아크릴레이트 단위, 2-페녹시 에틸 (메트)아크릴레이트 단위, (메트)아크릴산 단위를 포함하며, 필요에 따라, 이소보닐 (메트)아크릴레이트를 추가로 포함할 수 있다.
The acrylic copolymer of the present invention contains an alkyl (meth) acrylate unit, a 2-phenoxyethyl (meth) acrylate unit and a (meth) acrylic acid unit, and if necessary, an isobonyl .

한편, 상기 아크릴계 공중합체는 공중합 형태에 의해 특별히 한정되지 않으며, 예를 들면, 블록 공중합체, 랜덤 공중합체, 교호 공중합체 또는 이들이 혼합된 형태일 수 있다.
On the other hand, the acrylic copolymer is not particularly limited depending on the type of copolymerization, and may be, for example, a block copolymer, a random copolymer, an alternating copolymer, or a mixture thereof.

본 발명의 공중합체에 있어서, 상기 알킬 (메타)아크릴레이트는 알킬 아크릴레이트 및 알킬 메타크릴레이트를 모두 의미하는 것으로, 이로써 한정되는 것은 아니나, 광학적 투명성, 상용성, 가공성 및 생산성을 고려할 때, 상기 알킬 (메타)아크릴레이트의 알킬기의 탄소수는 1 ~ 10 정도인 것이 바람직하며, 탄소수 1 ~ 4 정도인 것이 더 바람직하며, 메틸기 또는 에틸기인 것이 가장 바람직하다. 한편, 상기 알킬 (메타)아크릴레이트의 함량은 50 내지 86 중량부 정도인 것이 바람직하다. 알킬 (메타)아크릴레이트의 함량이 상기 범위일 때 우수한 위상차 특성 및 광학 특성을 얻을 수 있기 때문이다.
In the copolymer of the present invention, the alkyl (meth) acrylate means both an alkyl acrylate and an alkyl methacrylate. However, considering the optical transparency, compatibility, processability and productivity, The alkyl group of the alkyl (meth) acrylate preferably has about 1 to about 10 carbon atoms, more preferably about 1 to about 4 carbon atoms, and most preferably a methyl group or an ethyl group. On the other hand, the content of the alkyl (meth) acrylate is preferably about 50 to 86 parts by weight. When the content of the alkyl (meth) acrylate is within the above range, excellent retardation and optical characteristics can be obtained.

한편, 상기 2-페녹시에틸 (메트)아크릴레이트는 알킬 (메트)아크릴레이트의 위상차값을 상쇄하여 위상차값을 0에 가깝게 하기 위한 것으로, 2-페녹시에틸 메타크릴레이트 또는 2-페녹시에틸 아크릴레이트일 수 있다. 2-페녹시에틸 (메트)아크릴레이트의 함량은 1 내지 20중량부 정도인 것이 바람직하다. 2-페녹시에틸 (메트)아크릴레이트의 함량이 1중량부 미만인 경우에는 원하는 위상차 특성을 얻기 어려우며, 20중량부를 초과할 경우에는 내열성이 저하될 수 있기 때문이다.
On the other hand, the above-mentioned 2-phenoxyethyl (meth) acrylate is intended to make the retardation value close to zero by canceling the retardation value of the alkyl (meth) acrylate, and 2-phenoxyethyl methacrylate or 2-phenoxyethyl Acrylate. The content of 2-phenoxyethyl (meth) acrylate is preferably about 1 to 20 parts by weight. If the content of 2-phenoxyethyl (meth) acrylate is less than 1 part by weight, it is difficult to obtain a desired retardation property, and if it exceeds 20 parts by weight, heat resistance may be deteriorated.

한편, 상기 (메트)아크릴산 단위는 공중합체의 내열성을 향상시키기 위한 것으로, 본 발명의 (메트)아크릴산은 탄소수 1 내지 5의 알킬기로 치환 또는 비치환된 (메트)아크릴산일 수 있으며, 이로써 한정되는 것은 아니나, 예를 들면 아크릴산, 메타크릴산, 메틸메타크릴산, 에틸아크릴산, 에틸메타크릴산, 부틸아크릴산, 부틸메타크릴산 등일 수 있다. 본 발명의 공중합체에 있어서, 상기 (메트)아크릴산의 함량은 13 내지 30중량부 정도인 것이 바람직하다. (메트)아크릴산의 함량이 13 중량부 미만인 경우에는 내열성 향상 효과가 미미하고, 30중량부를 초과할 경우, 겔 현상이 발생하여 필름 성형성이 떨어질 수 있기 때문이다.
On the other hand, the (meth) acrylic acid unit is for improving the heat resistance of the copolymer. The (meth) acrylic acid of the present invention may be (meth) acrylic acid substituted or unsubstituted with an alkyl group having 1 to 5 carbon atoms, For example, acrylic acid, methacrylic acid, methyl methacrylic acid, ethyl acrylic acid, ethyl methacrylic acid, butyl acrylic acid, butyl methacrylic acid, and the like. In the copolymer of the present invention, the content of the (meth) acrylic acid is preferably about 13 to 30 parts by weight. When the content of (meth) acrylic acid is less than 13 parts by weight, the effect of improving the heat resistance is insignificant. When the content is more than 30 parts by weight, gelation may occur and film formability may be deteriorated.

상기와 같은 성분들을 포함하는 본 발명의 아크릴계 공중합체는 당해 기술 분야에 잘 알려진 공중합체 제조 방법에 의해 제조될 수 있다. 예를 들면, 본 발명의 아크릴계 공중합체는 각 성분의 단량체를 혼합한 후, 용액 중합, 괴상 중합, 현탁 중합 또는 유화 중합하는 방법에 의해 제조될 수 있다.
The acrylic copolymer of the present invention containing the above components can be produced by a copolymer production method well known in the art. For example, the acrylic copolymer of the present invention can be produced by a method of mixing monomers of respective components, followed by solution polymerization, bulk polymerization, suspension polymerization or emulsion polymerization.

한편, 이와 같은 본 발명의 아크릴계 공중합체는 유리전이온도가 120℃ 내지 500℃ 정도, 바람직하게는 125℃ 내지 500℃, 가장 바람직하게는 125℃ 내지 200℃ 정도로 내열성이 우수하다. 또한, 본 발명의 아크릴계 공중합체는 열팽창계수가 50 ~ 70ppm/K로 낮기 때문에, 본 발명의 아크릴계 공중합체로 제조된 필름을 사용할 경우 편광판 합지 후에 컬 발생으로 인해 발생하는 휨과 빛샘 문제를 최소화할 수 있다.
On the other hand, the acrylic copolymer of the present invention has a glass transition temperature of about 120 ° C to 500 ° C, preferably 125 ° C to 500 ° C, and most preferably 125 ° C to 200 ° C. In addition, since the acrylic copolymer of the present invention has a low thermal expansion coefficient of 50 to 70 ppm / K, when the film made of the acrylic copolymer of the present invention is used, the problem of warping and light leakage caused by curling after polarizing plate lamination is minimized .

한편, 가공성, 내열성 및 생산성 측면을 고려할 때, 상기 아크릴계 공중합체의 중량평균분자량은 5만 내지 50만, 더 바람직하게는 5만 내지 20만 정도인 것이 좋다.
On the other hand, in consideration of processability, heat resistance and productivity, the acrylic copolymer preferably has a weight average molecular weight of 50,000 to 500,000, more preferably 50,000 to 200,000.

한편, 상기 아크릴계 공중합체 수지는 용액 캐스터법이나 압출법과 같은 당해 기술 분야에 잘 알려진 방법에 따라 필름 형태로 제조될 수 있다. 경제적인 면을 고려할 때 압출법을 사용하는 것이 더 바람직하다. 경우에 따라 필름 제조 공정 시에, 필름의 물성을 해하지 않는 범위 내에서 개량제와 같은 첨가제를 추가로 첨가할 수 있으며, 일축 또는 이축 연신 단계가 추가로 수행될 수 있다.
On the other hand, the acrylic copolymer resin may be produced in a film form according to a method well known in the art, such as a solution casting method or an extrusion method. It is more preferable to use the extrusion method in view of the economical aspect. Optionally, an additive such as an improving agent may be added in the film production process within a range that does not deteriorate the physical properties of the film, and a uniaxial or biaxial stretching step may be further performed.

연신 공정은 종 방향(MD) 연신, 횡 방향(TD) 연신을 각각 수행할 수도 있고, 모두 수행할 수도 있다. 또한, 종 방향 연신과 횡 방향 연신을 모두 수행하는 경우에, 어느 한 쪽을 먼저 연신한 후에 다른 방향으로 연신할 수도 있고, 두 방향을 동시에 연신할 수도 있다. 또한, 상기 연신은 한 단계로 수행될 수도 있고, 다단계에 걸쳐 이루어질 수도 있다. 종 방향 연신의 경우, 롤 사이의 속도 차에 의한 연신을 수행할 수 있으며, 횡 방향 연신의 경우 텐타를 사용할 수 있다. 텐타의 레일 개시각은 통상 10도 이내로 하여, 횡 방향 연신 시에 생기는 보잉(Bowing) 현상을 억제하고 광학 축의 각도를 규칙적으로 제어한다. 횡 방향 연신을 다 단계로 수행할 경우에도 보잉 억제 효과를 얻을 수 있다.
The stretching process may perform longitudinal (MD) stretching, transverse (TD) stretching, or both. In the case of performing both the longitudinal drawing and the transverse drawing, either one of them may be stretched in the other direction, or the two directions may be stretched at the same time. In addition, the stretching may be performed in one step or may be performed in multiple steps. In the case of longitudinal stretching, stretching by the speed difference between rolls can be performed, and in the case of transverse stretching, tenter can be used. The time of railing of the tenter is usually within 10 degrees, thereby suppressing the bowing phenomenon occurring in the transverse direction drawing and controlling the angle of the optical axis regularly. Even when the transverse stretching is performed in multiple stages, the effect of inhibiting the bowing can be obtained.

한편, 상기 연신은, 상기 수지 조성물의 유리전이온도를 Tg라 할 때, (Tg-20℃) ~ (Tg+30℃)의 저장 탄성율이 저하되기 시작하고, 이에 따라 손실 탄성율이 저장 탄성율보다 커지게 되는 온도부터, 고분자 사슬의 배향이 완화되어 소실되는 온도까지의 영역을 가리키는 것이다. 수지 조성물의 유리전이온도는 시차주사형 열량계(DSC)에 의해 측정될 수 있다. 상기 연신 공정시의 온도는 수지 조성물의 유리전이온도인 것이 더 바람직하다.
On the other hand, when the glass transition temperature of the resin composition is taken as Tg, the storage elastic modulus of (Tg-20 ° C) to (Tg + 30 ° C) starts to be lowered so that the loss elastic modulus is larger than the storage elastic modulus Refers to the range from the temperature at which the polymer chains are lost to the temperature at which the orientation of the polymer chains is relaxed and disappears. The glass transition temperature of the resin composition can be measured by a differential scanning calorimeter (DSC). It is more preferable that the temperature at the drawing step is the glass transition temperature of the resin composition.

연신 속도는 소형 연신기(universal testing machine, Zwick Z010)의 경우는 1 내지 100mm/min의 범위 내에서, 그리고 파일로트 연신 장비의 경우는 0.1 내지 2 m/min의 범위 내에서 연신 조작을 행하는 것이 바람직하며, 연신 배율은 5 내지 300% 정도인 것이 바람직하다.
The stretching speed is preferably in the range of 1 to 100 mm / min for a universal testing machine (Zwick Z010) and in the range of 0.1 to 2 m / min for a pile stretching machine And the drawing magnification is preferably about 5 to 300%.

상기와 같은 연신 과정을 통해 필름의 위상차 특성을 조절할 수 있다.
The retardation characteristics of the film can be controlled through the stretching process as described above.

한편, 상기와 같은 방법으로 제조된 본 발명의 광학 필름은 파장 580nm에서 면 방향 위상값(Rin)이 0 내지 10nm이고, 두께 방향 위상차값(Rth)이 -10 내지 10nm 정도인 것이 바람직하며, 보다 바람직하게는 면 방향 위상차값이 0 ~ 5nm이고, 두께 방향 위상차값이 -5 ~ 5nm이며, 가장 바람직하게는 면 방향 위상차값이 0 ~ 3nm, 두께 방향 위상차값이 -3 ~ 3nm일 수 있다. 여기서 상기 면 방향 위상차값은 하기 수학식 1로 정의된 값을 말하며, 두께 방향 위상차값은 하기 수학식 2로 정의된 값을 말한다.On the other hand, the optical film of the present invention produced by the above-described method preferably has a plane direction phase value (R in ) of 0 to 10 nm and a thickness direction retardation value (R th ) of about -10 to 10 nm at a wavelength of 580 nm More preferably 0 to 5 nm in the retardation value in the plane direction and -5 to 5 nm in the thickness direction retardation value and most preferably 0 to 3 nm in the retardation value in the plane direction and -3 to 3 nm in the thickness direction retardation value have. Herein, the plane retardation value refers to a value defined by the following equation (1), and the thickness direction retardation value refers to a value defined by the following equation (2).

[수학식 1][Equation 1]

Rin=(nx-ny)×dR in = (n x -n y ) x d

[수학식 2]&Quot; (2) "

Rth=(nz-ny)×dR th = (n z -n y ) x d

상기 [수학식 1] 및 [수학식 2]에서, nx는 필름의 면 방향에 있어서, 가장 굴절율이 큰 방향의 굴절율이고, ny는 필름의 면 방향에 있어서, nx 방향의 수직 방향의 굴절율이며, nz는 두께 방향의 굴절율이고, d는 필름의 두께이다.
In the above equations (1) and (2), n x is the refractive index in the direction with the largest refractive index in the plane direction of the film, and n y is the refractive index in the direction perpendicular to the n x direction Refractive index, n z is the refractive index in the thickness direction, and d is the thickness of the film.

상기와 같은 위상차값을 갖는 본 발명의 광학 필름은 편광자의 일면 또는 양면에 부착되어 편광판 보호 필름으로 유용하게 사용될 수 있다. 이때 편광자와 본 발명의 광학 필름의 부착은 롤 코터, 그라비어 코터, 바 코터, 나이프 코터 또는 캐필러리 코터 등을 사용하여 필름 또는 편광자의 표면에 접착제를 코팅한 후, 보호 필름과 편광자를 합지 롤로 가열 합지하거나, 상온 압착하여 합지하는 방법에 의해 수행될 수 있다. 한편, 상기 접착제로는 당해 기술 분야에서 사용되는 접착제들, 예를 들면, 폴리비닐알코올계 접착제, 폴리우레탄계 접착제, 아크릴계 접착제 등이 제한 없이 사용될 수 있다.
The optical film of the present invention having such a retardation value may be attached to one side or both sides of the polarizer and may be usefully used as a polarizer protective film. At this time, the attachment of the polarizer and the optical film of the present invention can be performed by coating an adhesive on the surface of the film or the polarizer using a roll coater, a gravure coater, a bar coater, a knife coater or a capillary coater, Followed by laminating by heating, or by pressing at room temperature. As the adhesive, adhesives used in the related art, for example, a polyvinyl alcohol adhesive, a polyurethane adhesive, an acrylic adhesive and the like may be used without limitation.

또한, 본 발명의 광학 필름은 액정표시장치, 플라즈마 디스플레이, 전계발광장치와 같은 다양한 디스플레이 적용될 수 있다.
In addition, the optical film of the present invention can be applied to various displays such as a liquid crystal display, a plasma display, and an electroluminescent device.

이하, 구체적인 실시예를 통해 본 발명을 보다 구체적으로 설명한다. 하기 실시에는 본 발명의 이해를 돕기 위한 예시에 불과하며, 본 발명의 범위가 이에 한정되는 것은 아니다.
Hereinafter, the present invention will be described more specifically by way of specific examples. The following examples are given for the purpose of helping to understand the present invention, but the scope of the present invention is not limited thereto.

본 발명에 있어서, 물성 평가 방법은 하기와 같다.
In the present invention, the physical property evaluation method is as follows.

1. 중량평균분자량: 제조된 수지를 테트라하이드로퓨란에 녹여 겔 삼투 크로마토그래피(GPC)를 이용하여 측정하였다.1. Weight average molecular weight: The prepared resin was dissolved in tetrahydrofuran and measured by gel permeation chromatography (GPC).

2. 유리전이온도(Tg): TA Instrument사의 시차주사열량체(DSC)를 이용하여 측정하였다.2. Glass transition temperature (Tg): Measured using a differential scanning calorimeter (DSC) manufactured by TA Instrument.

3. 열팽창계수(CTE): TA Instrument사의 TMA Q400을 사용하여 측정하였다.3. Thermal Expansion Coefficient (CTE): Measured using TMA Q400 from TA Instrument.

4. 위상차값: Ellipso Tech사의 Elli-SE를 이용하여 측정하였다.
4. Phase difference value: Measured using Elli-SE of Ellipso Tech.

<실시예 1>&Lt; Example 1 >

메틸 메타크릴레이트 79 중량부, 2-페녹시에틸 아크릴레이트 6중량부, 메타크릴산 15중량부를 중합하여 아크릴계 공중합체 수지를 제조한 후, 제조된 아크릴계 공중합체 수지의 중량평균분자량, 유리전이온도 및 열팽창계수를 측정하였다. 중량평균분자량은 12만이었으며, 유리전이온도는 132℃, 열팽창계수는 60ppm/K였다.79 parts by weight of methyl methacrylate, 6 parts by weight of 2-phenoxyethyl acrylate and 15 parts by weight of methacrylic acid were polymerized to prepare an acrylic copolymer resin, and the weight average molecular weight and glass transition temperature And thermal expansion coefficient were measured. The weight average molecular weight was 120,000, the glass transition temperature was 132 占 폚, and the thermal expansion coefficient was 60 ppm / K.

이 수지를 이용하여 용액 캐스팅법으로 필름 상으로 제조한 후, 유리전이온도에서 연신을 실시하여 필름을 제조하였다. 제조된 필름의 위상차값을 측정하였으며, 측정 결과, 면내 위상차값은 2.2nm, 두께방향 위상차값은 1.3nm로 나타났다.
This film was formed into a film by solution casting using the resin, and then stretched at a glass transition temperature to prepare a film. The retardation value of the prepared film was measured. As a result of the measurement, the in-plane retardation value was 2.2 nm and the thickness retardation value was 1.3 nm.

<실시예 2>&Lt; Example 2 >

메틸 메타크릴레이트 73중량부, 2-페녹시에틸 아크릴레이트 7중량부, 메타크릴산 17중량부, 이소보닐 메타크릴레이트 3중량부를 중합하여 아크릴계 공중합체 수지를 제조한 후, 제조된 아크릴계 공중합체 수지의 중량평균분자량, 유리전이온도 및 열팽창계수를 측정하였다. 중량평균분자량은 11만5천이었으며, 유리전이온도는 125℃, 열팽창계수는 55ppm/K였다.73 parts by weight of methyl methacrylate, 7 parts by weight of 2-phenoxyethyl acrylate, 17 parts by weight of methacrylic acid and 3 parts by weight of isobornyl methacrylate were polymerized to prepare an acrylic copolymer resin, The weight average molecular weight, glass transition temperature and thermal expansion coefficient of the resin were measured. The weight average molecular weight was 115,000, the glass transition temperature was 125 占 폚, and the thermal expansion coefficient was 55 ppm / K.

이 수지를 이용하여 용액 캐스팅법으로 필름 상으로 제조한 후, 유리전이온도에서 연신을 실시하여 필름을 제조하였다. 제조된 필름의 위상차값을 측정하였으며, 측정 결과, 면내 위상차값은 1.1nm, 두께방향 위상차값은 0.3nm로 나타났다.
This film was formed into a film by solution casting using the resin, and then stretched at a glass transition temperature to prepare a film. The retardation value of the prepared film was measured. As a result of the measurement, the in-plane retardation value was 1.1 nm and the thickness retardation value was 0.3 nm.

<실시예 3>&Lt; Example 3 >

메틸 메타크릴레이트 79중량부, 2-페녹시에틸 메트아크릴레이트 6중량부, 메타크릴산 15중량부를 중합하여 아크릴계 공중합체 수지를 제조한 후, 제조된 아크릴계 공중합체 수지의 중량평균분자량, 유리전이온도 및 열팽창계수를 측정하였다. 중량평균분자량은 11만이었으며, 유리전이온도는 133℃ 열팽창계수는 61ppm/K였다.79 parts by weight of methyl methacrylate, 6 parts by weight of 2-phenoxyethyl methacrylate and 15 parts by weight of methacrylic acid were polymerized to prepare an acrylic copolymer resin, and then the weight average molecular weight, glass transition Temperature and thermal expansion coefficient were measured. The weight average molecular weight was 110,000, the glass transition temperature was 133 占 폚 and the thermal expansion coefficient was 61 ppm / K.

이 수지를 이용하여 용액 캐스팅법으로 필름 상으로 제조한 후, 유리전이온도에서 연신을 실시하여 필름을 제조하였다. 제조된 필름의 위상차값을 측정하였으며, 측정 결과, 면내 위상차값은 2.0nm, 두께방향 위상차값은 1.2nm로 나타났다.
This film was formed into a film by solution casting using the resin, and then stretched at a glass transition temperature to prepare a film. The retardation value of the prepared film was measured. As a result of the measurement, the in-plane retardation value was 2.0 nm and the retardation value in the thickness direction was 1.2 nm.

<비교예 1>&Lt; Comparative Example 1 &

메틸 메타크릴레이트 85중량부, 메타크릴산 15중량부를 중합하여 아크릴계 공중합체 수지를 제조한 후, 제조된 아크릴계 공중합체 수지의 중량평균분자량, 유리전이온도 및 열팽창계수를 측정하였다. 중량평균분자량은 11만9천이었으며, 유리전이온도는 135℃, 열팽창계수는 62ppm/K였다.85 parts by weight of methyl methacrylate and 15 parts by weight of methacrylic acid were polymerized to prepare an acrylic copolymer resin, and the weight average molecular weight, glass transition temperature and thermal expansion coefficient of the acrylic copolymer resin thus prepared were measured. The weight average molecular weight was 119,000, the glass transition temperature was 135 占 폚, and the thermal expansion coefficient was 62 ppm / K.

이 수지를 이용하여 용액 캐스팅법으로 필름 상으로 제조한 후, 유리전이온도에서 연신을 실시하여 필름을 제조하였다. 제조된 필름의 위상차값을 측정하였으며, 측정 결과, 면내 위상차값은 12.3nm, 두께방향 위상차값은 13.1nm로 나타났다.
This film was formed into a film by solution casting using the resin, and then stretched at a glass transition temperature to prepare a film. The retardation value of the prepared film was measured. As a result of the measurement, the in-plane retardation value was 12.3 nm and the thickness retardation value was 13.1 nm.

<비교예 2>&Lt; Comparative Example 2 &

메틸 메타크릴레이트 94중량부, 2-페녹시에틸 아크릴레이트 6중량부를 중합하여 아크릴계 공중합체 수지를 제조한 후, 제조된 아크릴계 공중합체 수지의 중량평균분자량, 유리전이온도 및 열팽창계수를 측정하였다. 중량평균분자량은 11만 1천이었으며, 유리전이온도는 115℃, 열팽창계수는 90ppm/K였다.94 parts by weight of methyl methacrylate and 6 parts by weight of 2-phenoxyethyl acrylate were polymerized to prepare an acrylic copolymer resin, and the weight average molecular weight, glass transition temperature and thermal expansion coefficient of the acrylic copolymer resin thus prepared were measured. The weight average molecular weight was 111,000, the glass transition temperature was 115 占 폚, and the thermal expansion coefficient was 90 ppm / K.

이 수지를 이용하여 용액 캐스팅법으로 필름 상으로 제조한 후, 유리전이온도에서 연신을 실시하여 필름을 제조하였다. 제조된 필름의 위상차값을 측정하였으며, 측정 결과, 면내 위상차값은 2.1nm, 두께방향 위상차값은 0.2nm로 나타났다.
This film was formed into a film by solution casting using the resin, and then stretched at a glass transition temperature to prepare a film. The retardation value of the prepared film was measured. As a result of the measurement, the in-plane retardation value was 2.1 nm and the retardation value in the thickness direction was 0.2 nm.

<비교예 3>&Lt; Comparative Example 3 &

메틸 메타크릴레이트 86중량부, 2-페녹시에틸 아크릴레이트 6중량부, 메타크릴산 8중량부를 중합하여 아크릴계 공중합체 수지를 제조한 후, 제조된 아크릴계 공중합체 수지의 중량평균분자량, 유리전이온도 및 열팽창계수를 측정하였다. 중량평균분자량은 11만 이었으며, 유리전이온도는 123℃, 열팽창계수는 75ppm/K였다.86 parts by weight of methyl methacrylate, 6 parts by weight of 2-phenoxyethyl acrylate and 8 parts by weight of methacrylic acid were polymerized to prepare an acrylic copolymer resin, and then the weight average molecular weight, glass transition temperature And thermal expansion coefficient were measured. The weight average molecular weight was 110,000, the glass transition temperature was 123 占 폚, and the thermal expansion coefficient was 75 ppm / K.

이 수지를 이용하여 용액 캐스팅법으로 필름 상으로 제조한 후, 유리전이온도에서 연신을 실시하여 필름을 제조하였다. 제조된 필름의 위상차값을 측정하였으며, 측정 결과, 면내 위상차값은 2.1nm, 두께방향 위상차값은 1.1nm로 나타났다.
This film was formed into a film by solution casting using the resin, and then stretched at a glass transition temperature to prepare a film. The retardation value of the prepared film was measured. As a result of the measurement, the in-plane retardation value was 2.1 nm and the retardation value in the thickness direction was 1.1 nm.

<비교예 4>&Lt; Comparative Example 4 &

메틸 메타크릴레이트 55중량부, 2-페녹시에틸 아크릴레이트 30중량부, 메타크릴산 15중량부를 중합하여 아크릴계 공중합체 수지를 제조한 후, 제조된 아크릴계 공중합체 수지의 중량평균분자량, 유리전이온도 및 열팽창계수를 측정하였다. 중량평균분자량은 10만 8천이었으며, 유리전이온도는 101℃, 열팽창계수는 61ppm/K였다.55 parts by weight of methyl methacrylate, 30 parts by weight of 2-phenoxyethyl acrylate and 15 parts by weight of methacrylic acid were polymerized to prepare an acrylic copolymer resin, and then the weight average molecular weight, glass transition temperature And thermal expansion coefficient were measured. The weight average molecular weight was 108,000, the glass transition temperature was 101 占 폚, and the thermal expansion coefficient was 61 ppm / K.

이 수지를 이용하여 용액 캐스팅법으로 필름 상으로 제조한 후, 유리전이온도에서 연신을 실시하여 필름을 제조하였다. 제조된 필름의 위상차값을 측정하였으며, 측정 결과, 면내 위상차값은 50.4nm, 두께방향 위상차값은 -1.1nm로 나타났다.
This film was formed into a film by solution casting using the resin, and then stretched at a glass transition temperature to prepare a film. The retardation value of the prepared film was measured. As a result of the measurement, the in-plane retardation value was 50.4 nm and the thickness direction retardation value was -1.1 nm.

<비교예 5>&Lt; Comparative Example 5 &

메틸 메타크릴레이트 54중량부, 2-페녹시에틸아크릴레이트 6중량부, 메타크릴산 40중량부를 중합하여 아크릴계 공중합체 수지를 제조하였다. 이 공중합체는 반응 과정에서 겔이 생성되어 원하는 시료를 얻을 수 없었다.54 parts by weight of methyl methacrylate, 6 parts by weight of 2-phenoxyethyl acrylate and 40 parts by weight of methacrylic acid were polymerized to prepare an acrylic copolymer resin. In this copolymer, a gel was formed during the reaction, and a desired sample could not be obtained.

Claims (15)

50 내지 86 중량부의 알킬 (메트)아크릴레이트 단위;
1 내지 20중량부의 2-페녹시에틸 (메트)아크릴레이트 단위; 및
13 내지 30중량부의 (메트)아크릴산 단위를 포함하며,
유리전이온도가 120℃ 내지 500℃이고, 열팽창계수가 50 ~ 70ppm/K인 아크릴계 공중합체.
50 to 86 parts by weight of an alkyl (meth) acrylate unit;
1 to 20 parts by weight of 2-phenoxyethyl (meth) acrylate units; And
13 to 30 parts by weight of (meth) acrylic acid units,
An acrylic copolymer having a glass transition temperature of 120 to 500 DEG C and a thermal expansion coefficient of 50 to 70 ppm / K.
제1항에 있어서,
상기 알킬 (메트)아크릴레이트 단위는 알킬기 탄소수가 1 ~ 10인 아크릴계 공중합체.
The method according to claim 1,
Wherein the alkyl (meth) acrylate unit is an acrylic copolymer having an alkyl group of 1 to 10 carbon atoms.
제1항에 있어서,
상기 알킬 (메트)아크릴레이트 단위는 메틸 (메트)아크릴레이트인 아크릴계 공중합체.
The method according to claim 1,
Wherein the alkyl (meth) acrylate unit is methyl (meth) acrylate.
제1항에 있어서,
상기 2-페녹시에틸 (메트)아크릴레이트 단위는 2-페녹시에틸 메타크릴레이트 및 2-페녹시에틸 아크릴레이트로 이루어진 군으로부터 선택된 1종 이상인 아크릴계 공중합체.
The method according to claim 1,
Wherein the 2-phenoxyethyl (meth) acrylate unit is at least one selected from the group consisting of 2-phenoxyethyl methacrylate and 2-phenoxyethyl acrylate.
제1항에 있어서,
상기 (메트)아크릴산 단위는 아크릴산, 메타크릴산, 메틸메타크릴산, 에틸아크릴산, 에틸메타크릴산, 부틸아크릴산 및 부틸메타크릴산으로 이루어진 군으로부터 선택된 1종 이상인 아크릴계 공중합체.
The method according to claim 1,
Wherein the (meth) acrylic acid unit is at least one member selected from the group consisting of acrylic acid, methacrylic acid, methyl methacrylic acid, ethyl acrylic acid, ethyl methacrylic acid, butyl acrylic acid and butyl methacrylic acid.
제1항에 있어서,
50 내지 86 중량부의 메틸 메타크릴레이트 단위;
1 내지 20중량부의 2-페녹시에틸 (메트)아크릴레이트 단위; 및
13 내지 30중량부의 메타크릴산 단위를 포함하는 아크릴계 공중합체.
The method according to claim 1,
50 to 86 parts by weight of methyl methacrylate units;
1 to 20 parts by weight of 2-phenoxyethyl (meth) acrylate units; And
13 to 30 parts by weight of a methacrylic acid unit.
삭제delete 삭제delete 제1항에 있어서,
상기 아크릴계 공중합체는 중량평균분자량이 5 ~ 50만인 아크릴계 공중합체.
The method according to claim 1,
Wherein the acrylic copolymer has a weight average molecular weight of 5 to 500,000.
삭제delete 청구항 1 내지 6 및 9중의 어느 한 항의 아크릴계 공중합체를 포함하는 광학 필름.
An optical film comprising the acrylic copolymer according to any one of claims 1 to 6 and 9.
제11항에 있어서,
상기 광학 필름은 면상 위상차값이 0 내지 10nm, 두께 방향 위상차값이 -10 내지 10nm인 광학 필름.
12. The method of claim 11,
Wherein the optical film has a phase retardation value of 0 to 10 nm and a thickness retardation value of -10 to 10 nm.
제11항에 있어서,
상기 광학 필름은 편광판 보호 필름으로 사용되는 광학 필름.
12. The method of claim 11,
Wherein the optical film is used as a polarizer protective film.
청구항 13의 광학 필름을 포함하는 편광판.
A polarizing plate comprising the optical film according to claim 13.
청구항 11의 광학 필름을 포함하는 디스플레이 장치.A display device comprising the optical film of claim 11.
KR1020110079168A 2011-08-09 2011-08-09 Acryl-based copolymer and optical film comprising the same KR101497182B1 (en)

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Citations (4)

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Publication number Priority date Publication date Assignee Title
KR20080097384A (en) * 2006-07-25 2008-11-05 히다치 가세고교 가부시끼가이샤 Resin composition for optical material, resin film for optical material, and optical waveguide
KR20100019401A (en) * 2006-12-15 2010-02-18 닛토덴코 가부시키가이샤 Adhesive optical film and image display
KR20100034369A (en) * 2008-09-24 2010-04-01 동우 화인켐 주식회사 Adhesive composition and polarizing plate using the same
KR20100104518A (en) * 2009-03-18 2010-09-29 주식회사 엘지화학 Acryl-based copolymer, optical film and liquid crystal display comprising the same

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20080097384A (en) * 2006-07-25 2008-11-05 히다치 가세고교 가부시끼가이샤 Resin composition for optical material, resin film for optical material, and optical waveguide
KR20100019401A (en) * 2006-12-15 2010-02-18 닛토덴코 가부시키가이샤 Adhesive optical film and image display
KR20100034369A (en) * 2008-09-24 2010-04-01 동우 화인켐 주식회사 Adhesive composition and polarizing plate using the same
KR20100104518A (en) * 2009-03-18 2010-09-29 주식회사 엘지화학 Acryl-based copolymer, optical film and liquid crystal display comprising the same

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