WO2017222203A1 - Film optique et film polarisant le comprenant - Google Patents

Film optique et film polarisant le comprenant Download PDF

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Publication number
WO2017222203A1
WO2017222203A1 PCT/KR2017/005594 KR2017005594W WO2017222203A1 WO 2017222203 A1 WO2017222203 A1 WO 2017222203A1 KR 2017005594 W KR2017005594 W KR 2017005594W WO 2017222203 A1 WO2017222203 A1 WO 2017222203A1
Authority
WO
WIPO (PCT)
Prior art keywords
optical film
polymethyl methacrylate
less
film
temperature
Prior art date
Application number
PCT/KR2017/005594
Other languages
English (en)
Korean (ko)
Other versions
WO2017222203A8 (fr
Inventor
문병준
이중훈
황성호
박세정
송헌식
Original Assignee
주식회사 엘지화학
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 KR1020170065542A external-priority patent/KR101889078B1/ko
Application filed by 주식회사 엘지화학 filed Critical 주식회사 엘지화학
Priority to JP2018540872A priority Critical patent/JP6667933B2/ja
Priority to US16/073,480 priority patent/US10816712B2/en
Priority to EP17815616.2A priority patent/EP3392684A4/fr
Priority to CN201780012927.9A priority patent/CN108700699B/zh
Publication of WO2017222203A1 publication Critical patent/WO2017222203A1/fr
Publication of WO2017222203A8 publication Critical patent/WO2017222203A8/fr

Links

Classifications

    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29C—SHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
    • B29C55/00—Shaping by stretching, e.g. drawing through a die; Apparatus therefor
    • B29C55/02—Shaping by stretching, e.g. drawing through a die; Apparatus therefor of plates or sheets
    • B29C55/10—Shaping by stretching, e.g. drawing through a die; Apparatus therefor of plates or sheets multiaxial
    • B29C55/12—Shaping by stretching, e.g. drawing through a die; Apparatus therefor of plates or sheets multiaxial biaxial
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29D—PRODUCING PARTICULAR ARTICLES FROM PLASTICS OR FROM SUBSTANCES IN A PLASTIC STATE
    • B29D11/00—Producing optical elements, e.g. lenses or prisms
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L33/00—Compositions 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; Compositions of derivatives of such polymers
    • C08L33/04—Homopolymers or copolymers of esters
    • C08L33/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, which oxygen atoms are present only as part of the carboxyl radical
    • C08L33/10—Homopolymers or copolymers of methacrylic acid esters
    • C08L33/12—Homopolymers or copolymers of methyl methacrylate
    • 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
    • G02B5/30—Polarising elements

Definitions

  • the present invention relates to an optical film that can be usefully used as a protective film for a polarizing plate, while using polymethyl methacrylate not containing a monomer having a ring structure, and having excellent dimensional stability and optical properties, and a polarizing plate including the same. will be.
  • the display device is a polarizer is used to do this by using a polarized light, and is typically the device used as the PVA.
  • a polarizing plate such as a PVA device has a weak mechanical property and is easily affected by an external environment, for example, temperature or humidity
  • a protective film is required to protect it.
  • Such protective films should be excellent in optical properties and in mechanical properties.
  • a TAC film Tro i-Acetyl-cel lulose Film
  • an acrylic film having better heat resistance and water absorption resistance than a TAC film has been used.
  • the polarizing plate protective acrylic film is manufactured through extrusion casting and stretching, so that the dimensional change at high temperature and the optical properties can be stably maintained, the glass transition temperature is generally 120 ° C or more Acrylic resins are used.
  • a monomer having a cyclic structure that provides heat resistance is introduced.
  • the processing at a higher temperature which causes a problem that the end group of the polymer is decomposed or the low molecular weight additives are pyrolyzed.
  • PMMA polymethyl methacrylate
  • the glass transition temperature is low, and thus there is a problem that the dimensional stability worsens when used at high temperatures.
  • the dimensional stability at a high temperature of the stretched film is increased, and physical properties such as film strength are lowered due to the high drawing temperature.
  • the phenomenon that the low-molecular weight additive added to the film is moved to the film surface occurs, the adhesive strength of the film is lowered, there is a problem such as a decrease in yield due to poor appearance.
  • the present inventors have made a lot of efforts to produce an optical film, particularly a polarizing plate protective film having excellent dimensional stability and optical properties while using polymethyl methacrylate not containing a monomer having a ring structure, as will be described later.
  • the present invention has been made by confirming that the above object can be achieved under appropriate drawing processing conditions by using polymethylmethacrylate including a specific amount of methyl acrylate monomer in polymethylmethacrylate and having a specific weight average molecular weight. Completed.
  • the present invention is to provide an optical film excellent in dimensional stability and optical properties.
  • this invention is providing the polarizing plate containing the said optical film.
  • the present invention is an optical film made of polymethyl methacrylate, wherein the polymethyl methacrylate contains 1 to 5% by weight of a methyl acrylate monomer, the weight of the polymethyl methacrylate The average molecular weight is 120, 000 to 150, 000, and the temperature (TTS) at which shrinkage starts after expansion in the MD direction and the TD direction as the temperature increases with respect to the optical film, respectively ioo ° c to i 2 o ° c, It provides an optical film.
  • Polymethyl methacrylate (PMMA) is excellent in transparency and can be used as an optical film, especially a polarizing plate protective film.
  • TTSCTemperature of Thermal Shr inkage TTSCTemperature of Thermal Shr inkage
  • the polymethyl methacrylate contains 1 to 5 weight 3 ⁇ 4 of methyl acrylate monomer having no ring structure, and the weight average molecular weight of the polymethyl methacrylate is 120, 000 to 150, 000, and
  • TTS of the optical film prepared by using this to 100 ° C to 120 ° C excellent for the optical film It was confirmed to appear.
  • poly (methyl methacrylate) (PMMA) used in the present invention means a polymer having methyl methacrylate (MMA) as a monomer, and particularly in the present invention It means to include 1 to 5% by weight of methyl acrylate monomer at the terminal.
  • the methyl acrylate serves to suppress the decomposition of the copolymer and to control the glass transition temperature, which also affects the properties of the TTS.
  • the polymethyl methacrylate does not use a monomer having a ring structure, the polymethyl methacrylate does not have a ring structure in the chemical structure of the polymer.
  • the polymethyl methacrylate is 1.5 wt% or more, or 2.0 wt% or more of the methyl acrylate monomer; And 4.5 weight percent or less, 4.0 weight percent or less, 3.5 weight percent or less, or 3.0 weight percent or less.
  • the polymethyl methacrylate may be prepared by a known method except that methyl acrylate is used in addition to 3 ⁇ 4 methacrylate, for example, emulsion polymerization, emulsion-suspension polymerization, suspension polymerization, and the like. It can be prepared by the method.
  • the polymethyl methacrylate may be polymerized first and then the methyl acrylate monomer may be polymerized.
  • the weight average molecular weight of the polymethyl methacrylate is 120, 000 to 160, 000, more preferably 110, 000 to 140, 000. When the weight average molecular weight is less than 120, 000, there is a problem that the mechanical properties are lowered when the optical film is manufactured, and when the weight average molecular weight is more than 160, 000, melt extrusion is difficult.
  • the glass transition temperature of the polymethyl methacrylate is preferably 100 ° C to 120 ° C.
  • the glass transition temperature of the polymethyl methacrylate is 10 rc or more, 102 ° C or more, 103 ° C or more, 104 ° C or more, 105 ° C subphase, 106 ° C or more, 107 ° C or more , At least 108 ° C., at least 109 ° C., or at least 110 ° C .; 119 ° C or less, 118 ° C or less, fire or less, or 116 ° C or less.
  • the polymethyl methacrylate resin composition may further include various additives commonly used in the art, for example, antioxidants, UV absorbers, heat stabilizers, etc. as necessary.
  • the additives should be included in an appropriate content within a range that does not harm the physical properties of the optical film produced through the stretching process, the low molecular weight additive material having a molecular weight of 2,000 or less 2% by weight based on 100% of the resin composition ) It is preferable to include below.
  • optical film used in the present invention means a film produced by stretching the above-mentioned polymethyl methacrylate.
  • the optical film according to the present invention is produced by the manufacturing method comprising the biaxial stretching of the above-described polymethyl methacrylate 1.5 times to 2.5 times in the MD direction and 1.5 times to 3.5 times in the TD direction. .
  • the stretching is to align the molecules of the polymethyl methacrylate, and affects the properties of the optical film produced according to the degree of stretching. More preferably, 1.6 times or more, or 1.7 times or more in the MD direction; And 2.4 times or less, 2.3 times or less, 2.2 times or less, 2. 1 times or less, or 2.0 times or less. More preferably, 2.0 times or more, 2.
  • the thermal dimensional stability of the optical film that is, the TTS of the optical film to exhibit excellent properties at 100 ° C to 120 ° C.
  • the ratio of the stretching ratio in the MD direction and the stretching ratio in the TD direction is preferably 1.05 or more and 1.70 or less.
  • the ratio of the draw ratio in the MD direction and the draw ratio in the TD direction is 1.1 or more and 1.7 or less, 1.2 or more and 1/7 or less, or 1.3 or more and 1.7 or less.
  • the stretching temperature is preferably carried out at a silver temperature of 10 ° C to 30 ° C higher than the glass transition temperature of the polymethyl methacrylate.
  • the stretching temperature is ire to 29 ° C higher silver, 12 ° C to 28 ° C higher temperature, 13 ° C to 27 ° C higher temperature than the glass transition of the polymethyl methacrylate, 14 It is carried out at a high temperature of 26 ° C to 26 ° C, or at a high temperature of 15 ° C to 25 ° C.
  • the optical film tends to be slightly lower than the weight average molecular weight of the polymethyl methacrylate resin, and may decrease from 0.1 to 3) based on the weight average molecular weight.
  • the weight average molecular weight of the polymethyl methacrylate resin was 130, 000
  • the weight average molecular weight of the optical film after extrusion was decreased to about 1.7% by 128, 000.
  • the TTS values in the MD direction and the TD direction are respectively.
  • TTS Temporal of Thermal Shr inkage
  • the optical film of 80 X 4.5 mm was added to the MD direction and the TD by using a TMA measuring apparatus under atmospheric conditions. The temperature at which contraction begins after expansion in each direction is taken as the TTS value.
  • the optical film according to the present invention has a value in the MD direction of at least lore, at least 102 ° C., at least 103 ° C., or at least 104 ° C .; 115 ° C or less, 114 ° C or less, 113 ° C or less, 112 ° C or less, 111 ° C or less, or 110 ° C or less.
  • the optical film according to the present invention has a TTS value in the TD direction of at least lore, at least 102 ° C., or at least 103 ° C .; 115 ° C or less, 114 ° C or less, 113 ° C or less, 112 ° C or less, fire or less, or 110 ° C or less.
  • the TTS difference in the MD direction and the TTS in the TD direction is 10 ° C or less. When the difference is more than 10 ° C., the anisotropy of the optical film is high, which is not preferable for optical film applications.
  • the orientation of the polymer chain is oriented in either direction without being balanced in the MD and TD directions by the stretching process, which is also undesirable in terms of optical film properties.
  • the TTS difference in the MD direction and the TD direction is 9 ° C or less, 8 ° C or less, 7 ° C or less, or 6 ° C or less.
  • the glass transition temperature of the polymethyl methacrylate and the TTS difference in the MD direction and the TTS in the MD direction are each 15 ° C. or less. If the difference is more than 15 ° C. TTS value is too low is not preferable because the dimensional change such as shrinkage of the film in the high temperature durability evaluation temperature range occurs badly.
  • the glass transition temperature of the polymethyl methacrylate and the TTS difference in the MD direction is 14 ° C or less, 13 ° C or less, 12 ° C or less, ire or less, or icrc or less. More preferably, the glass transition temperature of the polymethyl methacrylate and the TTS difference in the TD direction are 14 ° C or less, 13 ° C or less, or 12 ° C or less. The smaller the difference, the closer the TTS is to the glass transition temperature of the polymethylmethacrylate, thereby improving the high temperature durability.
  • the thickness of the optical film according to the present invention can be appropriately adjusted as necessary, for example, preferably 10 urn to 200 urn.
  • the optical film according to the present invention includes a UV absorber, the UV transmittance value at a wavelength of 380 nm may be greater than 0% and less than 20%.
  • the present invention provides a polarizing plate comprising the optical film. As described above, the optical film according to the present invention may be used as a protective film of the polarizing plate, thereby complementing the mechanical properties of the polarizing plate and protecting the polarizing plate from the influence of the external environment, for example, temperature or humidity.
  • the optical film according to the present invention is excellent in dimensional stability and optical properties while using polymethyl methacrylate not containing a monomer having a ring structure, and can be usefully used as a protective film of a polarizing plate.
  • Example 1
  • the final resin composition was prepared by compounding a 1.5 wt.% UV absorber (Tinuvin 360, BASF) based on solids and an antioxidant (Irganox 1010, BASF) based on solids.
  • Example 3 An optical film was prepared in the same manner as in Example 1, except that the film was biaxially stretched 1.8 times in the MD direction and 3.0 times in the TD direction.
  • Example 3
  • Example 4 The optical film in the same manner as in Example 1 was prepared, except that at Tg + 20 ° C of 135 ° C to 1.8 times, and stretched 2.5 times biaxially in the TD direction in the MD direction.
  • Example 4
  • Example 2 The optical film in the same manner as in Example 1 was prepared, except that at Tg + 10 ° C of 125 ° C to 1.8 times, and stretched 2.5 times biaxially in the TD direction in the MD direction. Comparative Example 2 The optical film in the same manner as in Example 1 was prepared, except that at Tg + 10 ° C of 125 ° C to 1.8 times in the stretching direction and 3.0 times biaxially in MD TD direction. Comparative Example 3
  • the final resin composition was prepared by compounding 1.5 wt% of a UV absorber (Tinuvin 360, BASF) on a solids basis and 1.5 wt% of an antioxidant (BASF from Irganox 101) on a solids basis.
  • a UV absorber Tinuvin 360, BASF
  • an antioxidant BASF from Irganox 101
  • An optical film was manufactured in the same manner as in Example 1, except that the film was biaxially stretched at 2.2 times in the MD direction and 2.2 times in the TD direction at 115 ° C., which is Tg. Comparative Example 7
  • a final resin composition was prepared by compounding 1.5 wt% of a uv absorbent (Tinuvin 360, BASF) based on solids and 1.5 3 ⁇ 4 »solids based on an antioxidant (Irganox 1010, BASF).
  • TTS Temporal of Thermal Shrinkage: After the optical film to prepare a sample in the dimension of 80 x 4.5 mm, it was measured using a TA TMA (Q400) equipment. Specifically, the temperature of the inflection point at which the sample starts to contract after expansion in the MD and TD directions, respectively, when the temperature is applied at a temperature rising rate of 10 ° C / min and a load of 0.02 N under atmospheric conditions (the tangential phase is zero). ) was taken as the TTS value.
  • the polarizing plate was manufactured using the optical film as a protective film of a PVA polarizing element, and the COP film as a protective film on the opposite side. After polarizing the plate to 140 X 20 kPa in the MD and TD directions, the PSA was laminated on the COP protective film, and the C0P protective film was laminated on 0.7 t glass having a size of 150 X 30 mm. Glass-laminated polarizers were grown in an 80 ° C. oven for 24 hours and then aged for 24 hours in silver. After fixing one side of the curved polarizing plate to the ground, and measuring the height of the other side of the floating polarizing plate was set as the Pol Bending value.
  • MDXTD MD / TD
  • MD / TD MD / TD
  • Example 1 115 130 1.8X2.5 104/103 11/12 -0.52 / -0.63 0.75 / 0.4
  • Example 2 115 130 1.8X3.0 106/100 9/15 -0.45 / -0.85 0.66 / 0.48
  • Example 3 115 135 1.8X2.5 106/105 9/10 -0.42 / -0.52 0.63 / 0.37
  • Example 4 115 135 1.8X3.0 108/103 7/12 -0.37 / -0.61 0.6 / 0.39 Comparative Example 1 115 125 1.8X2.5 99/98 16/17 -0.74 / -0.94 1.05 / 0.55 Comparative Example 2 115 125 1.8X3.

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  • Physics & Mathematics (AREA)
  • Engineering & Computer Science (AREA)
  • Mechanical Engineering (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Optics & Photonics (AREA)
  • General Physics & Mathematics (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Manufacturing & Machinery (AREA)
  • Ophthalmology & Optometry (AREA)
  • Organic Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Medicinal Chemistry (AREA)
  • Polarising Elements (AREA)
  • Manufacture Of Macromolecular Shaped Articles (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

Abstract

Selon la présente invention, un film optique présente une excellente stabilité dimensionnelle et des caractéristiques optiques excellentes tout en utilisant un polyméthacrylate de méthyle ne comprenant pas de monomères ayant une structure cyclique, et est ainsi utile en tant que film protecteur d'un film polarisant.
PCT/KR2017/005594 2016-06-22 2017-05-29 Film optique et film polarisant le comprenant WO2017222203A1 (fr)

Priority Applications (4)

Application Number Priority Date Filing Date Title
JP2018540872A JP6667933B2 (ja) 2016-06-22 2017-05-29 光学用フィルム及びこれを含む偏光板
US16/073,480 US10816712B2 (en) 2016-06-22 2017-05-29 Optical film and polarization plate comprising the same
EP17815616.2A EP3392684A4 (fr) 2016-06-22 2017-05-29 Film optique et film polarisant le comprenant
CN201780012927.9A CN108700699B (zh) 2016-06-22 2017-05-29 光学膜和包括其的偏光板

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
KR20160078225 2016-06-22
KR10-2016-0078225 2016-06-22
KR1020170065542A KR101889078B1 (ko) 2016-06-22 2017-05-26 광학용 필름 및 이를 포함하는 편광판
KR10-2017-0065542 2017-05-26

Publications (2)

Publication Number Publication Date
WO2017222203A1 true WO2017222203A1 (fr) 2017-12-28
WO2017222203A8 WO2017222203A8 (fr) 2018-02-01

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WO (1) WO2017222203A1 (fr)

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20110126921A (ko) * 2010-05-18 2011-11-24 동우 화인켐 주식회사 편광판 및 표시 장치
KR20130037165A (ko) * 2011-10-05 2013-04-15 주식회사 엘지화학 광학 필름용 수지 조성물 및 이를 이용한 보상필름
KR20140142766A (ko) * 2013-06-04 2014-12-15 동우 화인켐 주식회사 폴리메틸메타크릴레이트 필름용 조성물 및 이를 포함하는 편광판
KR20140142821A (ko) * 2013-06-05 2014-12-15 동우 화인켐 주식회사 아크릴계 공중합체, 이를 함유한 점착제 조성물 및 편광판
KR20160062901A (ko) * 2014-11-26 2016-06-03 주식회사 엘지화학 편광소자 보호필름 및 이를 포함하는 편광판

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20110126921A (ko) * 2010-05-18 2011-11-24 동우 화인켐 주식회사 편광판 및 표시 장치
KR20130037165A (ko) * 2011-10-05 2013-04-15 주식회사 엘지화학 광학 필름용 수지 조성물 및 이를 이용한 보상필름
KR20140142766A (ko) * 2013-06-04 2014-12-15 동우 화인켐 주식회사 폴리메틸메타크릴레이트 필름용 조성물 및 이를 포함하는 편광판
KR20140142821A (ko) * 2013-06-05 2014-12-15 동우 화인켐 주식회사 아크릴계 공중합체, 이를 함유한 점착제 조성물 및 편광판
KR20160062901A (ko) * 2014-11-26 2016-06-03 주식회사 엘지화학 편광소자 보호필름 및 이를 포함하는 편광판

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See also references of EP3392684A4 *

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