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WO2012141413A1 - Composition de résine pour film optique et film optique l'utilisant - Google Patents

Composition de résine pour film optique et film optique l'utilisant Download PDF

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Publication number
WO2012141413A1
WO2012141413A1 PCT/KR2012/000667 KR2012000667W WO2012141413A1 WO 2012141413 A1 WO2012141413 A1 WO 2012141413A1 KR 2012000667 W KR2012000667 W KR 2012000667W WO 2012141413 A1 WO2012141413 A1 WO 2012141413A1
Authority
WO
WIPO (PCT)
Prior art keywords
optical film
resin composition
meth
film
unit
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/KR2012/000667
Other languages
English (en)
Inventor
Jae-Bum Seo
Chang-Hun Han
Dae-Woo Lee
Jung-Tae Park
Eun-Jung Choi
Byoung-Il Kang
Joon-Sik Kim
Su-Kyung Kim
Da-Eun Sung
Nam-Jeong Lee
Beom-Seok Kim
Yu-Taek Sung
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
LG Chem Ltd
Original Assignee
LG Chem Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from KR1020110085942A external-priority patent/KR101269673B1/ko
Application filed by LG Chem Ltd filed Critical LG Chem Ltd
Priority to US13/989,377 priority Critical patent/US9494712B2/en
Priority to JP2013551907A priority patent/JP5557303B2/ja
Priority to CN201280007965.2A priority patent/CN103347952B/zh
Publication of WO2012141413A1 publication Critical patent/WO2012141413A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • 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
    • 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
    • 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
    • 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
    • C08J2333/00—Characterised by the use of homopolymers or 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 of salts, anhydrides, esters, amides, imides, or nitriles thereof; Derivatives of such polymers
    • C08J2333/04—Characterised by the use of homopolymers or 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 of salts, anhydrides, esters, amides, imides, or nitriles thereof; Derivatives of such polymers esters
    • C08J2333/06—Characterised by the use of homopolymers or 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 of salts, anhydrides, esters, amides, imides, or nitriles thereof; Derivatives of such polymers esters of esters containing only carbon, hydrogen, and oxygen, the oxygen atom being present only as part of the carboxyl radical
    • C08J2333/10—Homopolymers or copolymers of methacrylic acid esters
    • C08J2333/12—Homopolymers or copolymers of methyl methacrylate

Definitions

  • the present invention relates to a resin composition for an optical film and an optical film using the same, and more particularly, to a resin composition for an optical film having excellent heat resistance and optical properties as well as having a low thermal expansion coefficient and an optical film using the resin composition.
  • CTR cathode ray tube
  • PDP plasma display
  • LCD liquid crystal display
  • OELD organic electroluminescent display
  • polymer films such as a polarizing film, a polarizer protective film, a retardation film, a light guide plate, and a plastic substrate have been used for such display devices and there is a trend for the use of such polymer materials in a display device of which required characteristics have become highly advanced.
  • the most widely used polymer film for a display is a triacetyl cellulose (TAC) film which is used for a polarizing plate protective film or the like.
  • TAC triacetyl cellulose
  • the TAC film may have a limitation in that the polarizability thereof may decrease, a polarizer and the film may be separated or optical properties thereof may deteriorate when the TAC film is used over a prolonged period of time in a high-temperature or high-humidity environment.
  • a polystyrene-based polymer film, an acryl-based polymer film, such as methyl methacrylate, or a polycarbonate-based polymer film are suggested as alternatives to the TAC film.
  • a method of copolymerizing or blending a monomer or a polymer having positive birefringence with a monomer or a polymer having negative birefringence was suggested for a material for a polymer film having a low retardation value, as well as excellent heat resistance.
  • a typical material according to the foregoing method may be a copolymer of benzyl methacrylate and methyl methacrylate. The benzyl methacrylate and methyl methacrylate have excellent optical properties because their retardation values approach zero.
  • a curling phenomenon may be generated, in which a polarizing plate is severely bent or distorted when a polarizing film and a TAC film are laminated together, because the thermal expansion coefficients of the benzyl methacrylate and methyl methacrylate are both higher than that of the TAC film used for a polarizing plate protective film.
  • display quality deteriorates due to the occurrence of a light-leakage phenomenon in the polarizing plate and liquid crystals in a display panel may also be damaged. Therefore, urgent improvements to rectify the foregoing limitations are required.
  • An aspect of the present invention provides a resin composition for an optical film enabling an improvement of a curling phenomenon when applied to a polarizing plate due to excellent optical properties and heat resistance as well as a low thermal expansion coefficient and an optical film using the resin composition.
  • the inventors of the present invention conducted a great deal of research to develop a resin composition for an optical film having a low thermal expansion coefficient as well as excellent optical properties and heat resistance, and, as a result, found that an optical film having a low thermal expansion coefficient as well as a small retardation value and a high glass transition temperature may be prepared when a four-component resin composition including an alkyl(meth)acrylate unit, a benzyl(meth)acrylate unit, (meth)acrylic acid unit, and a unit expressed by Chemical Formula I is used, and completed the present invention.
  • a resin composition for an optical film of the present invention includes an alkyl(meth)acrylate unit, a benzyl(meth)acrylate unit, (meth)acrylic acid unit, and a unit expressed by the following Chemical Formula I.
  • the resin composition may be a copolymer resin, in which each unit is included in a repeating unit form, and a blended resin, in which monomers composed of each unit or homopolymers are blended, or a blended resin, in which two or more copolymers composed of two or more units are blended.
  • the resin composition for example, may be a four-component copolymer resin in which the each unit component is included in a repeating unit form.
  • the (meth)acrylic acid unit improves heat resistance and lowers a thermal expansion coefficient by introducing a polar group.
  • the (meth)acrylic acid unit may be an acrylic acid, a methacrylic acid, a methylacrylic acid, a methyl methacrylic acid, an ethylacrylic acid, an ethyl methacrylic acid, a butylacrylic acid, or a butyl methacrylic acid.
  • the (meth)acrylic acid unit may be methacrylic acid.
  • the unit expressed by the above Chemical Formula I is to reduce the thermal expansion coefficient of the resin composition.
  • the thermal expansion coefficient of the polymer may be reduced when a bulky functional group preventing polymer chain conformation is introduced to a polymer main chain.
  • the thermal expansion coefficient may be reduced when polymers including a bulky functional group, for example, when styrene or polycarbonate are used therefor, a limitation in optical properties may be generated because birefringence is manifested by stretching.
  • the thermal expansion coefficient may be effectively reduced without adversely affecting the optical properties when a compound expressed by Chemical Formula I is used as in the present invention.
  • Particular examples of the unit expressed by Chemical Formula I may be a glutaric acid anhydride, a glutaric acid imide and the like.
  • alkyl(meth)acrylate, (meth)acrylic acid, and benzyl(meth)acrylate are polymerized by a suspension polymerization method, and then the resin composition of the present invention may be prepared by a heat treatment method.
  • glutaric acid anhydride will be formed while a hydrolysis and condensation reaction between alkyl(meth)acrylate and/or benzyl(meth)acrylate and (meth)acrylic acid is performed during the heat treatment process, and as a result, the four-component resin composition of the present invention will be formed.
  • the optical film may be prepared by forming the resin composition into a film shape according to a method well-known in the art such as solution casting or extrusion method. In consideration of economic factors, the extrusion method, for example, may be used. In some cases, an additive such as a conditioner may be additionally added within a range that will not deteriorate the physical properties of the film during a manufacturing process of the film and a uniaxial or biaxial stretching process may be additionally performed.
  • a conditioner may be additionally added within a range that will not deteriorate the physical properties of the film during a manufacturing process of the film and a uniaxial or biaxial stretching process may be additionally performed.
  • the TAC film for example, may be included among the foregoing polarizer protective films. Since the optical film of the present invention has a thermal expansion coefficient similar to that of the TAC film, a curling phenomenon generated due to the difference in the thermal expansion coefficient may be minimized when the TAC film is adhered to one side of the polarizer and the optical film of the present invention is adhered to the other side.
  • the polarizing plate of the present invention thus prepared may have a bending angle of 150 degrees or less after left standing at 25°C and 50% RH for 24 hours, and for example, may have a bending angle in a range of about 120 degrees to 150 degrees.
  • the bending angle of the polarizing plate is more than 150 degrees, display quality may deteriorate due to the occurrence of severe curling in the polarizing plate.
  • the bending angle denotes a central angle measured when the bent polarizing plate is regarded as a circular arc.
  • the image display device may be a liquid crystal display (LCD), a plasma display (PDP), or electroluminescent display (ELD).
  • LCD liquid crystal display
  • PDP plasma display
  • ELD electroluminescent display
  • Tg Glass Transition Temperature
  • Haze and Light Transmittance measured according to an ASTM 1003 method.
  • CTE Coefficient of Thermal Expansion

Landscapes

  • Chemical & Material Sciences (AREA)
  • Physics & Mathematics (AREA)
  • Manufacturing & Machinery (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • General Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Polarising Elements (AREA)

Abstract

Cette invention concerne une composition de résine pour film optique comprenant un motif (méth)acrylate d'alkyle, un motif (méth)acrylate de benzyle, un motif acide (méth)acrylique, et un motif exprimé par la Formule chimique I ; un film optique ; une plaque de polarisation ; et un dispositif d'affichage d'images utilisant ladite composition de résine.
PCT/KR2012/000667 2011-04-13 2012-01-30 Composition de résine pour film optique et film optique l'utilisant Ceased WO2012141413A1 (fr)

Priority Applications (3)

Application Number Priority Date Filing Date Title
US13/989,377 US9494712B2 (en) 2011-04-13 2012-01-30 Resin composition for optical film and optical film using the same
JP2013551907A JP5557303B2 (ja) 2011-04-13 2012-01-30 光学フィルム用樹脂組成物及びこれを利用した光学フィルム
CN201280007965.2A CN103347952B (zh) 2011-04-13 2012-01-30 光学膜用树脂组合物和使用该树脂组合物的光学膜

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
KR10-2011-0034441 2011-04-13
KR20110034441 2011-04-13
KR1020110085942A KR101269673B1 (ko) 2011-04-13 2011-08-26 광학 필름용 수지 조성물 및 이를 이용한 광학 필름
KR10-2011-0085942 2011-08-26

Publications (1)

Publication Number Publication Date
WO2012141413A1 true WO2012141413A1 (fr) 2012-10-18

Family

ID=47009541

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/KR2012/000667 Ceased WO2012141413A1 (fr) 2011-04-13 2012-01-30 Composition de résine pour film optique et film optique l'utilisant

Country Status (1)

Country Link
WO (1) WO2012141413A1 (fr)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2015075941A1 (fr) * 2013-11-22 2015-05-28 株式会社カネカ Matériau de résine et son film
US9803078B2 (en) 2013-11-29 2017-10-31 Kaneka Corporation Optical resin composition and film
US10578773B2 (en) 2013-11-29 2020-03-03 Kaneka Corporation Optical resin composition and film
US11066544B2 (en) 2013-12-25 2021-07-20 Kaneka Corporation Optical resin composition and molded article

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4874824A (en) * 1987-11-23 1989-10-17 Rohm And Haas Company Process for manufacturing low-acid, glutaric-anhydride-containing copolymers
EP0264508B1 (fr) * 1985-05-02 1991-09-11 Sumitomo Chemical Company, Limited Procédé de préparation de copolymères thermoplastiques stables à la chaleur
US20090275718A1 (en) * 2008-04-30 2009-11-05 Lg Chem, Ltd. Resin composition and optical films formed by using the same
KR20100104518A (ko) * 2009-03-18 2010-09-29 주식회사 엘지화학 아크릴계 공중합체 수지, 이를 포함하는 광학 필름 및 액정표시 장치

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0264508B1 (fr) * 1985-05-02 1991-09-11 Sumitomo Chemical Company, Limited Procédé de préparation de copolymères thermoplastiques stables à la chaleur
US4874824A (en) * 1987-11-23 1989-10-17 Rohm And Haas Company Process for manufacturing low-acid, glutaric-anhydride-containing copolymers
US20090275718A1 (en) * 2008-04-30 2009-11-05 Lg Chem, Ltd. Resin composition and optical films formed by using the same
KR20100104518A (ko) * 2009-03-18 2010-09-29 주식회사 엘지화학 아크릴계 공중합체 수지, 이를 포함하는 광학 필름 및 액정표시 장치

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2015075941A1 (fr) * 2013-11-22 2015-05-28 株式会社カネカ Matériau de résine et son film
JPWO2015075941A1 (ja) * 2013-11-22 2017-03-16 株式会社カネカ 樹脂材料、およびそのフィルム
US10174191B2 (en) 2013-11-22 2019-01-08 Kaneka Corporation Resin material and film thereof
US9803078B2 (en) 2013-11-29 2017-10-31 Kaneka Corporation Optical resin composition and film
US10578773B2 (en) 2013-11-29 2020-03-03 Kaneka Corporation Optical resin composition and film
US11066544B2 (en) 2013-12-25 2021-07-20 Kaneka Corporation Optical resin composition and molded article

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