WO2019159888A1 - Stratifié, et procédé de fabrication de celui-ci - Google Patents

Stratifié, et procédé de fabrication de celui-ci Download PDF

Info

Publication number
WO2019159888A1
WO2019159888A1 PCT/JP2019/004845 JP2019004845W WO2019159888A1 WO 2019159888 A1 WO2019159888 A1 WO 2019159888A1 JP 2019004845 W JP2019004845 W JP 2019004845W WO 2019159888 A1 WO2019159888 A1 WO 2019159888A1
Authority
WO
WIPO (PCT)
Prior art keywords
liquid crystal
cured film
film
crystal cured
group
Prior art date
Application number
PCT/JP2019/004845
Other languages
English (en)
Japanese (ja)
Inventor
辰昌 葛西
伸行 幡中
Original Assignee
住友化学株式会社
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 JP2019007263A external-priority patent/JP7329926B2/ja
Application filed by 住友化学株式会社 filed Critical 住友化学株式会社
Priority to KR1020207024304A priority Critical patent/KR20200120651A/ko
Priority to CN201980011829.2A priority patent/CN111684326B/zh
Priority to CN202211657913.1A priority patent/CN116184553A/zh
Publication of WO2019159888A1 publication Critical patent/WO2019159888A1/fr

Links

Images

Classifications

    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/30—Polarising elements
    • G02B5/3016—Polarising elements involving passive liquid crystal elements
    • 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
    • C08F20/00—Homopolymers and 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
    • C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
    • C08F20/10—Esters
    • C08F20/26—Esters containing oxygen in addition to the carboxy oxygen
    • C08F20/30—Esters containing oxygen in addition to the carboxy oxygen containing aromatic rings in the alcohol moiety
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/30—Polarising elements
    • G—PHYSICS
    • G09—EDUCATION; CRYPTOGRAPHY; DISPLAY; ADVERTISING; SEALS
    • G09F—DISPLAYING; ADVERTISING; SIGNS; LABELS OR NAME-PLATES; SEALS
    • G09F9/00—Indicating arrangements for variable information in which the information is built-up on a support by selection or combination of individual elements
    • G09F9/30—Indicating arrangements for variable information in which the information is built-up on a support by selection or combination of individual elements in which the desired character or characters are formed by combining individual elements
    • H—ELECTRICITY
    • H05—ELECTRIC TECHNIQUES NOT OTHERWISE PROVIDED FOR
    • H05B—ELECTRIC HEATING; ELECTRIC LIGHT SOURCES NOT OTHERWISE PROVIDED FOR; CIRCUIT ARRANGEMENTS FOR ELECTRIC LIGHT SOURCES, IN GENERAL
    • H05B33/00—Electroluminescent light sources
    • H05B33/02—Details
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K59/00—Integrated devices, or assemblies of multiple devices, comprising at least one organic light-emitting element covered by group H10K50/00
    • H10K59/80—Constructional details
    • H10K59/8791—Arrangements for improving contrast, e.g. preventing reflection of ambient light

Definitions

  • the vertical alignment liquid crystal cured film is formed without forming the vertical alignment film, and the horizontal alignment liquid crystal cured film is continuously formed on the vertical alignment liquid crystal cured film via the horizontal alignment film.
  • the liquid crystal orientation is improved, and the adhesion between the vertical alignment liquid crystal cured film and the horizontal alignment liquid crystal cured film formed on the vertical alignment liquid crystal cured film via the horizontal alignment film Can be improved.
  • An elliptically polarizing plate can be obtained by laminating the laminate 11 and the polarizing film through the adhesive layer. At this time, either side of the vertically aligned liquid crystal cured film 2 and the horizontally aligned liquid crystal cured film 4 of the laminate 11 may be bonded to the polarizing film. For example, the substrate 1 of the laminate 11 in FIG. Thereafter, the vertically aligned liquid crystal cured film 2 may be bonded to the polarizing film via an adhesive layer, and the horizontally aligned liquid crystal cured film 4 of the laminate 11 in FIG. You may bond through an adhesive layer.
  • the reduction in the total thickness T1 of the laminate can contribute to the reduction in the thickness of the entire laminate and the elliptically polarizing plate including the laminate.
  • the total film thickness T1 in the laminate of the present invention is preferably 7 ⁇ m or less, more preferably 5 ⁇ m or less.
  • the lower limit value of the total film thickness T1 is not particularly limited, and is usually 1 ⁇ m or more, for example, 1.5 ⁇ m or more.
  • the laminate of the present invention is a base material, A vertical alignment liquid crystal cured film, a horizontal alignment film, and a horizontal alignment liquid crystal cured film are adjacent to each other in this order.
  • the laminated body of the present invention having such a layer structure can form a vertically aligned liquid crystal cured film on a substrate without a vertical alignment film, and further, via a horizontal alignment film on the vertically aligned liquid crystal cured film. Since the horizontally aligned liquid crystal cured film can be continuously formed, the laminate can be manufactured with higher productivity.
  • silane coupling agents examples include KP321, KP323, KP324, KP326, KP340, KP341, X22-161A, KF6001, KBM-1003, KBE-1003, KBM-303, KBM-402, KBM-403. , KBE-402, KBE-403, KBM-1403, KBM-502, KBM-503, KBE-502, KBE-503, KBM-5103, KBM-602, KBM-603, KBM-903, KBE-903, KBE Silane coupling agents manufactured by Shin-Etsu Chemical Co., Ltd. such as -9103, KBM-573, KBM-575, KBM-9659, KBE-585, KBM-802, KBM-803, KBE-846, and KBE-9007 Is mentioned.
  • the content is usually preferably 100 parts by weight of the polymerizable liquid crystal compound contained in the polymerizable liquid crystal composition. Is 0.01 to 5 parts by mass, more preferably 0.05 to 4 parts by mass, and still more preferably 0.1 to 3 parts by mass.
  • the content of the nonionic silane compound is within the above range, it is possible to effectively promote the vertical alignment of the polymerizable liquid crystal compound while maintaining good coating properties of the polymerizable liquid crystal composition.
  • ionic compound composed of a nonmetallic atom can be appropriately selected from the combination of the cation component and the anion component.
  • Specific examples of the compound that is a combination of a cation component and an anion component include the following.
  • a polymer film made of a polymer polymerized in a state of being oriented in the major axis direction (a) can be formed.
  • This polymer film absorbs ultraviolet rays by ⁇ electrons in the major axis direction (a) and ⁇ electrons in the cross direction (b).
  • the absorption maximum wavelength of ultraviolet light absorbed by the ⁇ electrons in the intersecting direction (b) is ⁇ bmax.
  • ⁇ bmax is usually 300 nm to 400 nm.
  • Examples of the polymerizable liquid crystal compound (Y) include compounds represented by the formula (I), the formula (II), the formula (III), the formula (IV), the formula (V), or the formula (VI).
  • P11-B11-E11-B12-A11-B13-A12-B14-A13-B15-A14-B16-E12-B17-P12 I) P11-B11-E11-B12-A11-B13-A12-B14-A13-B15-A14-F11
  • II P11-B11-E11-B12-A11-B13-A12-B14-A13-B15-E12-B17-P12
  • III P11-B11-E11-B12-A11-B13-A12-B14-A13-F11
  • P11-B11-E11-B12-A11-B13-A12-B14-E12-B17-P12 V) P11-B11-E11-B12-
  • U 1z represents a hydrogen atom or a (meth) acryloyloxy group.
  • U 2z represents a polymerizable group.
  • W 1z and W 2z are each independently a single bond or a divalent linking group.
  • V 1z and V 2z each independently represent an optionally substituted alkanediyl group having 1 to 20 carbon atoms, and —CH 2 — constituting the alkanediyl group is —O—, It may be replaced by —CO—, —S— or NH—. ]
  • the polymerizable liquid crystal compound (Z) is represented by the formula (Z1): - (X 1z -Y 1z -) nz -X 2z - (Z1) [ Wherein , X 1z , Y 1z , X 2z and nz each have the same meaning as described above. ] [Hereinafter referred to as a partial structure (Z1). ] Is preferably an asymmetric structure in that it easily exhibits smectic liquid crystallinity. Examples of the polymerizable liquid crystal compound (Z) in which the partial structure (Z1) is an asymmetric structure include a polymerizable liquid crystal compound (Z) in which nz is 1 and one X 1z and X 2z are different from each other.
  • the polymerization initiator is a compound capable of generating a reactive species by the contribution of heat or light and initiating a polymerization reaction such as a polymerizable liquid crystal compound.
  • reactive species include active species such as radicals, cations, and anions.
  • active species such as radicals, cations, and anions.
  • a photopolymerization initiator that generates radicals by light irradiation is preferable.
  • the content of the photopolymerization initiator is usually 0.1 to 30 parts by weight, preferably 1 to 20 parts by weight, more preferably 1 to 15 parts by weight with respect to 100 parts by weight of the polymerizable liquid crystal compound. It is. If it is in the said range, reaction of a polymeric group will fully advance and it will be hard to disturb the orientation of a polymeric liquid crystal compound.
  • a resin film base material is preferable from a viewpoint of workability.
  • the resin constituting the film substrate include polyolefins such as polyethylene, polypropylene, and norbornene-based polymers; cyclic olefin-based resins; polyvinyl alcohol; polyethylene terephthalate; polymethacrylic acid esters; polyacrylic acid esters; Examples include cellulose esters such as diacetylcellulose and cellulose acetate propionate; polyethylene naphthalate; polycarbonate; polysulfone; polyethersulfone; polyetherketone; and plastics such as polyphenylene sulfide and polyphenylene oxide.
  • a vertically aligned liquid crystal cured film can be appropriately formed even if a substrate having relatively low heat resistance is used.
  • the polymerization reaction can be promoted by increasing the polymerization temperature within a range that does not cause problems due to heat during light irradiation (such as deformation due to heat of the base material).
  • a patterned cured film can be obtained by masking or developing.
  • the composition for cured resin layer formation was apply
  • a cured resin is obtained by irradiating with ultraviolet rays (integrated light quantity at a wavelength of 365 nm: 400 mJ / cm 2 under a nitrogen atmosphere) using a high-pressure mercury lamp (“UNICURE VB-15201BY-A”, manufactured by USHIO INC.).
  • a layer was formed. It was 2.0 micrometers when the film thickness of the obtained cured resin layer was measured with the contact-type film thickness meter.
  • NMP N-methyl-2-pyrrolidone
  • Example 6 A substrate, a cured resin layer, a vertical alignment liquid crystal cured film, a horizontal alignment film and a horizontal alignment liquid crystal cured film are laminated adjacently in this order in the same manner as in Example 3 except that the preparation of the base material is changed as follows. The laminated body which produced was manufactured, and adhesiveness and orientation evaluation of the laminated body were implemented. Table 1 shows the results.
  • a vertically aligned liquid crystal cured film can be produced without forming a vertical alignment film, and the liquid crystal alignment and adhesion can be improved at the same time (Examples 1 to 10).
  • a polymerizable liquid crystal composition containing no vertical alignment accelerator is used, a vertical alignment liquid crystal cured film cannot be obtained without forming a vertical alignment film.
  • the retardation value of the cured film could not be calculated (Comparative Example 1).
  • Comparative Example 2 where the horizontal alignment film was not a photo-alignment film, the adhesion between the vertically aligned liquid crystal cured film and the horizontal aligned liquid crystal cured film was inferior.

Landscapes

  • Physics & Mathematics (AREA)
  • Chemical & Material Sciences (AREA)
  • General Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Medicinal Chemistry (AREA)
  • Organic Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Theoretical Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Laminated Bodies (AREA)
  • Liquid Crystal (AREA)

Abstract

L'invention concerne un stratifié qui contient dans l'ordre un substrat, un film durci à cristaux liquides orienté verticalement, un film d'orientation horizontale et un film durci à cristaux liquides orienté horizontalement. Ledit film durci à cristaux liquides orienté verticalement consiste en un produit durci d'une composition de cristaux liquides polymérisable durcie dans un état tel qu'un composé cristallin liquide polymérisable est orienté verticalement par rapport à la surface de ce film durci à cristaux liquides. Ledit film durci à cristaux liquides orienté horizontalement consiste en un produit durci d'une composition de cristaux liquides polymérisable durcie dans un état tel qu'un composé cristallin liquide polymérisable est orienté horizontalement par rapport à la surface de ce film durci à cristaux liquides. Ledit film durci à cristaux liquides orienté verticalement contient un promoteur d'orientation verticale. Ledit film d'orientation horizontale consiste en un film de photo-orientation formé à partir d'un polymère (méth)acrylique. L'épaisseur totale de film d'une face dudit film durci à cristaux liquides orienté verticalement côté substrat jusqu'à une face dudit film durci à cristaux liquides orienté horizontalement côté opposé au film d'orientation horizontale, est inférieure ou égale à １０μｍ.
PCT/JP2019/004845 2018-02-14 2019-02-12 Stratifié, et procédé de fabrication de celui-ci WO2019159888A1 (fr)

Priority Applications (3)

Application Number Priority Date Filing Date Title
KR1020207024304A KR20200120651A (ko) 2018-02-14 2019-02-12 적층체 및 그 제조 방법
CN201980011829.2A CN111684326B (zh) 2018-02-14 2019-02-12 层叠体及其制造方法
CN202211657913.1A CN116184553A (zh) 2018-02-14 2019-02-12 层叠体及其制造方法

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
JP2018-024566 2018-02-14
JP2018024566 2018-02-14
JP2019007263A JP7329926B2 (ja) 2018-02-14 2019-01-18 積層体およびその製造方法
JP2019-007263 2019-04-03

Publications (1)

Publication Number Publication Date
WO2019159888A1 true WO2019159888A1 (fr) 2019-08-22

Family

ID=67619056

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2019/004845 WO2019159888A1 (fr) 2018-02-14 2019-02-12 Stratifié, et procédé de fabrication de celui-ci

Country Status (2)

Country Link
CN (1) CN116184553A (fr)
WO (1) WO2019159888A1 (fr)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114375418A (zh) * 2019-09-17 2022-04-19 住友化学株式会社 层叠体及包含该层叠体的椭圆偏振板
WO2022239767A1 (fr) * 2021-05-13 2022-11-17 住友化学株式会社 Stratifié et dispositif d'affichage

Citations (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2001100208A (ja) * 1995-11-17 2001-04-13 Fuji Photo Film Co Ltd 液晶表示装置
JP2005164962A (ja) * 2003-12-02 2005-06-23 Dainippon Printing Co Ltd 光学素子及びその製造方法、並びに液晶配向用基板及び液晶表示装置
JP2007241011A (ja) * 2006-03-10 2007-09-20 Fujifilm Corp 光学異方性膜、位相差板、及び液晶表示装置
JP2008096863A (ja) * 2006-10-16 2008-04-24 Dainippon Printing Co Ltd 光学素子および液晶表示装置、ならびに光学素子の製造方法
JP2009110005A (ja) * 2006-06-28 2009-05-21 Sharp Corp 複合複屈折媒体、偏光板及び液晶表示装置
WO2013137464A1 (fr) * 2012-03-15 2013-09-19 富士フイルム株式会社 Elément d'affichage el organique comprenant un stratifié optique
WO2014054769A1 (fr) * 2012-10-04 2014-04-10 富士フイルム株式会社 Plaque polarisante circulaire et procédé de production de ladite plaque, corps stratifié optique
JP2016004142A (ja) * 2014-06-17 2016-01-12 林テレンプ株式会社 光学フィルム積層体とその製造方法及び該積層体を含む液晶表示パネル
WO2016010026A1 (fr) * 2014-07-15 2016-01-21 Dic株式会社 Dispositif d'affichage à cristaux liquides
WO2017069252A1 (fr) * 2015-10-23 2017-04-27 富士フイルム株式会社 Composition pour films de photoalignement, film de photoalignement, stratifié optique et dispositif d'affichage d'image
JP2017102259A (ja) * 2015-12-01 2017-06-08 富士フイルム株式会社 旋光フィルム
JP2018136483A (ja) * 2017-02-23 2018-08-30 住友化学株式会社 光学フィルム及びその製造方法

Patent Citations (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2001100208A (ja) * 1995-11-17 2001-04-13 Fuji Photo Film Co Ltd 液晶表示装置
JP2005164962A (ja) * 2003-12-02 2005-06-23 Dainippon Printing Co Ltd 光学素子及びその製造方法、並びに液晶配向用基板及び液晶表示装置
JP2007241011A (ja) * 2006-03-10 2007-09-20 Fujifilm Corp 光学異方性膜、位相差板、及び液晶表示装置
JP2009110005A (ja) * 2006-06-28 2009-05-21 Sharp Corp 複合複屈折媒体、偏光板及び液晶表示装置
JP2008096863A (ja) * 2006-10-16 2008-04-24 Dainippon Printing Co Ltd 光学素子および液晶表示装置、ならびに光学素子の製造方法
WO2013137464A1 (fr) * 2012-03-15 2013-09-19 富士フイルム株式会社 Elément d'affichage el organique comprenant un stratifié optique
WO2014054769A1 (fr) * 2012-10-04 2014-04-10 富士フイルム株式会社 Plaque polarisante circulaire et procédé de production de ladite plaque, corps stratifié optique
JP2016004142A (ja) * 2014-06-17 2016-01-12 林テレンプ株式会社 光学フィルム積層体とその製造方法及び該積層体を含む液晶表示パネル
WO2016010026A1 (fr) * 2014-07-15 2016-01-21 Dic株式会社 Dispositif d'affichage à cristaux liquides
WO2017069252A1 (fr) * 2015-10-23 2017-04-27 富士フイルム株式会社 Composition pour films de photoalignement, film de photoalignement, stratifié optique et dispositif d'affichage d'image
JP2017102259A (ja) * 2015-12-01 2017-06-08 富士フイルム株式会社 旋光フィルム
JP2018136483A (ja) * 2017-02-23 2018-08-30 住友化学株式会社 光学フィルム及びその製造方法

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114375418A (zh) * 2019-09-17 2022-04-19 住友化学株式会社 层叠体及包含该层叠体的椭圆偏振板
CN114375418B (zh) * 2019-09-17 2024-03-12 住友化学株式会社 层叠体及包含该层叠体的椭圆偏振板
WO2022239767A1 (fr) * 2021-05-13 2022-11-17 住友化学株式会社 Stratifié et dispositif d'affichage

Also Published As

Publication number Publication date
CN116184553A (zh) 2023-05-30

Similar Documents

Publication Publication Date Title
JP7311958B2 (ja) 垂直配向液晶硬化膜およびそれを含む積層体
JP7329926B2 (ja) 積層体およびその製造方法
JP2024009942A (ja) 積層体および垂直配向液晶硬化膜形成用組成物
JP7443413B2 (ja) 垂直配向液晶硬化膜
JP2023157939A (ja) 液晶硬化膜形成用組成物及びその用途
WO2019159888A1 (fr) Stratifié, et procédé de fabrication de celui-ci
JP7339039B2 (ja) 長尺フィルム
WO2019159889A1 (fr) Stratifié, et procédé de fabrication de celui-ci
WO2020149357A1 (fr) Corps stratifié, plaque de polarisation elliptique et composition de cristaux liquides polymérisables
WO2022196632A1 (fr) Corps stratifié optique
TWI838520B (zh) 積層體及垂直配向液晶硬化膜形成用組合物
JP2022145604A (ja) 光学積層体
WO2019159886A1 (fr) Composition
TW202417238A (zh) 垂直配向液晶硬化膜及包含其之積層體

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 19754763

Country of ref document: EP

Kind code of ref document: A1

NENP Non-entry into the national phase

Ref country code: DE

ENP Entry into the national phase

Ref document number: 20207024304

Country of ref document: KR

Kind code of ref document: A

122 Ep: pct application non-entry in european phase

Ref document number: 19754763

Country of ref document: EP

Kind code of ref document: A1