WO2016043520A1 - Composition d'adhésif pour panneau d'écran tactile, film adhésif optique et panneau d'écran tactile - Google Patents

Composition d'adhésif pour panneau d'écran tactile, film adhésif optique et panneau d'écran tactile Download PDF

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Publication number
WO2016043520A1
WO2016043520A1 PCT/KR2015/009722 KR2015009722W WO2016043520A1 WO 2016043520 A1 WO2016043520 A1 WO 2016043520A1 KR 2015009722 W KR2015009722 W KR 2015009722W WO 2016043520 A1 WO2016043520 A1 WO 2016043520A1
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WO
WIPO (PCT)
Prior art keywords
meth
acrylate
adhesive composition
sensitive adhesive
pressure
Prior art date
Application number
PCT/KR2015/009722
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English (en)
Korean (ko)
Inventor
김원호
이슬
윤찬오
김장순
박은경
정부기
김민정
김상환
Original Assignee
(주)엘지하우시스
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 KR1020140135554A external-priority patent/KR101900529B1/ko
Application filed by (주)엘지하우시스 filed Critical (주)엘지하우시스
Priority to CN201580049444.7A priority Critical patent/CN106795397B/zh
Priority to US15/510,855 priority patent/US10259977B2/en
Priority to JP2017513530A priority patent/JP6490802B2/ja
Publication of WO2016043520A1 publication Critical patent/WO2016043520A1/fr

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Classifications

    • G—PHYSICS
    • G06—COMPUTING; CALCULATING OR COUNTING
    • G06F—ELECTRIC DIGITAL DATA PROCESSING
    • G06F3/00—Input arrangements for transferring data to be processed into a form capable of being handled by the computer; Output arrangements for transferring data from processing unit to output unit, e.g. interface arrangements
    • G06F3/01—Input arrangements or combined input and output arrangements for interaction between user and computer
    • G06F3/03—Arrangements for converting the position or the displacement of a member into a coded form
    • G06F3/041—Digitisers, e.g. for touch screens or touch pads, characterised by the transducing means
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
    • C09J11/02—Non-macromolecular additives
    • C09J11/06—Non-macromolecular additives organic
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J133/00—Adhesives based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
    • C09J133/04—Homopolymers or copolymers of esters
    • C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J7/00—Adhesives in the form of films or foils
    • C09J7/20—Adhesives in the form of films or foils characterised by their carriers

Definitions

  • It relates to an adhesive composition for a touch screen panel, an optical adhesive film, and a touch screen panel.
  • a transparent conductive plastic film is used for light weight and prevention of cracking.
  • a film based on a polyethylene terephthalate (PET) film and a conductive layer such as indium tin oxide (ITO) formed on one surface thereof, and the film is conductive by an adhesive layer. It is laminated
  • PET polyethylene terephthalate
  • ITO indium tin oxide
  • the pressure-sensitive adhesive layer is required for various physical properties such as touch sensitivity and durability.
  • One embodiment of the present invention provides an adhesive composition having excellent sensitivity to touch and excellent reliability.
  • Another embodiment of the present invention provides an optical adhesive film prepared from the pressure-sensitive adhesive composition.
  • Another embodiment of the present invention provides a touch screen panel to which the optical pressure-sensitive adhesive film prepared from the pressure-sensitive adhesive composition for touch screen panels is applied.
  • (meth) acrylic acid ester-based photocurable resin In one embodiment of the present invention, (meth) acrylic acid ester-based photocurable resin; And an oxygen-free bifunctional diene rubber curing agent.
  • the oxygen-free bifunctional diene rubber curing agent may include a diene difunctional group at both ends.
  • the oxygen-free bifunctional diene rubber curing agent is, for example, a bifunctional polybutadiene, a bifunctional isoprene rubber, a bifunctional isobutylene-isoprene rubber, a bifunctional styrene-butyrene rubber, or the like, or a combination thereof. It may include one selected from the group.
  • the weight average molecular weight of the oxygen-free bifunctional diene rubber curing agent may be 3,000 to 20,000.
  • the oxygen-free bifunctional diene rubber curing agent may have a dielectric constant k value of 2.1 to 2.5 measured at a frequency of 100 kHz.
  • the (meth) acrylic acid ester-based photocurable resin is a (meth) acrylic acid ester monomer; And a crosslinkable monomer including at least one selected from the group consisting of a hydroxy group-containing monomer, a carboxyl group-containing monomer or a nitrogen-containing monomer, and a combination thereof.
  • the (meth) acrylic acid ester monomer may be alkyl (meth) acrylate, and the alkyl of the alkyl (meth) acrylate may be linear or branched C1-C14 alkyl.
  • the (meth) acrylic acid ester monomer is methyl (meth) acrylate, ethyl (meth) acrylate, n-propyl (meth) acrylate, isopropyl (meth) acrylate, n-butyl (meth) acrylate, t- Butyl (meth) acrylate, sec-butyl (meth) acrylate, pentyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, 2-ethylbutyl (meth) acrylate, n-octyl (meth) acrylic And isooctyl (meth) acrylate, isobonyl (meth) acrylate, isononyl (meth) acrylate, and combinations thereof.
  • the crosslinkable monomer is 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate, 6-hydroxyhexyl (meth) acrylate, 8 -Hydroxyoctyl (meth) acrylate, 2-hydroxyethylene glycol (meth) acrylate, 2-hydroxypropylene glycol (meth) acrylate, acrylic acid, methacrylic acid, 2- (meth) acryloyloxy acetic acid , 3- (meth) acryloyloxy propyl acid, 4- (meth) acryloyloxy butyl acid, acrylic acid duplex, itaconic acid, maleic acid, 2-isocyanatoethyl (meth) acrylate, 3- From isocyanatopropyl (meth) acrylate, 4-isocyanatobutyl (meth) acrylate, (meth) acrylamide, N-vinyl pyrrolidon
  • the pressure-sensitive adhesive composition may further include a photoinitiator.
  • the photoinitiator may include one selected from the group consisting of a benzoin initiator, a hydroxy ketone initiator, an amino ketone initiator caprolactam, and a combination thereof.
  • an optical pressure-sensitive adhesive film comprising a pressure-sensitive adhesive layer containing a photocurable of the pressure-sensitive adhesive composition.
  • a conductive plastic film layer having a conductive layer formed on one surface;
  • the conductive plastic film layer may be a polyethylene terephthalate film having a conductive metal oxide layer formed on one surface thereof.
  • the cover window may be a transparent glass replacement plastic film or tempered glass.
  • the optical pressure-sensitive adhesive film prepared from the pressure-sensitive adhesive composition has very good sensitivity to touch and excellent reliability.
  • FIG. 1 is a schematic cross-sectional view of a touch screen panel according to an embodiment of the present invention.
  • An optical adhesive film used as a bonding medium for bonding a conductive plastic film layer having a conductive layer formed on one surface and a cover window layer when manufacturing a touch screen panel of a display device such as a mobile or a tablet PC may be manufactured from the adhesive composition. .
  • An optical adhesive film may be formed by photocuring the (meth) acrylic acid ester-based photocurable resin of the pressure-sensitive adhesive composition, and the optical adhesive film may be optically transparent to be applied to a touch screen panel. , Has a low dielectric constant. As such, the optical adhesive film having a low dielectric constant is useful for applying to a touch screen panel due to increased sensitivity to touch.
  • Oxygen-free bifunctional diene rubber curing agent of the pressure-sensitive adhesive composition as a material having a low dielectric constant contributes to the optical pressure-sensitive adhesive film to implement a low dielectric constant.
  • the oxygen-free bifunctional diene-based rubber curing agent has a low dielectric constant and is bifunctional, and thus may act as a crosslinking agent between the (meth) acrylic acid ester-based photocurable resins when cured.
  • the oxygen-containing bifunctional diene rubber curing agent may include a diene difunctional group at both ends.
  • the oxygen-free bifunctional diene-based rubber curing agent does not contain oxygen having a high electronegativity, it is nonpolar, and thus low dielectric constant can be realized.
  • the oxygen-free bifunctional diene-based rubber curing agent may have a crosslinking role because it has a bifunction as described above, but it should not be multifunctional more than trifunctional. That is, the oxygen-free bifunctional diene rubber curing agent is bifunctional, and is combined with the (meth) acrylic acid ester photocurable resin to be suitable for adhesive film production. This is because the (meth) acrylic acid ester-based photocurable resin has a certain degree of hardness after curing. If a trifunctional or higher polyfunctional compound is used as the curing agent, the crosslinking site is increased, and the adhesive film produced therefrom becomes excessive. Since it becomes hard, it will become unsuitable as an adhesive film.
  • the oxygen-free bifunctional diene rubber curing agent may not include other functional groups other than the diene-based functional groups at both ends.
  • the weight average molecular weight of the oxygen-free bifunctional diene rubber curing agent may be about 3,000 to about 20,000. That is, the diene rubber compound of the weight average molecular weight level of the oxygen-free bifunctional diene rubber curing agent, may be in the form of a resin or oligomer.
  • the oxygen-free bifunctional diene rubber curing agent having a weight average molecular weight in the above range can function properly as a curing agent.
  • the oxygen-free bifunctional diene-based rubber curing agent may have a dielectric constant k value measured at a frequency of 100 kHz of about 2.1 to about 2.5.
  • the oxygen-free bifunctional diene rubber curing agent may include a bifunctional polybutadiene, a bifunctional isoprene rubber, a bifunctional isobutylene-isoprene rubber, a bifunctional styrene-butyrene rubber, or the like, or a combination thereof.
  • the pressure-sensitive adhesive composition for the touch screen panel may be manufactured to have a low dielectric constant including the oxygen-free bifunctional diene-based rubber curing agent.
  • the dielectric constant k value measured at a frequency of 100 kHz is 3.0 or less.
  • the optical adhesive film prepared from the pressure-sensitive adhesive composition for touch screen panels having a low dielectric constant is excellent in touch sensitivity.
  • the pressure-sensitive adhesive composition is about 100 parts by weight of the (meth) acrylic acid ester photocurable resin; And about 0.1 to about 2 parts by weight of the oxygen-free bifunctional diene rubber curing agent.
  • the (meth) acrylic acid ester-based photocurable resin is a (meth) acrylic acid ester monomer; And a crosslinkable monomer including at least one selected from the group consisting of a hydroxy group-containing monomer, a carboxyl group-containing monomer or a nitrogen-containing monomer, and a combination thereof.
  • the (meth) acrylic acid ester monomer may be alkyl (meth) acrylate, and the alkyl of the alkyl (meth) acrylate may be linear or branched C1-C14 alkyl.
  • the (meth) acrylic acid ester monomer is methyl (meth) acrylate, ethyl (meth) acrylate, n-propyl (meth) acrylate, isopropyl (meth) acrylate, n-butyl (meth) acrylate, t- Butyl (meth) acrylate, sec-butyl (meth) acrylate, pentyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, 2-ethylbutyl (meth) acrylate, n-octyl (meth) acrylic Latex, isooctyl (meth) acrylate, isobonyl (meth) acrylate, isononyl (meth) acrylate, and the like, or combinations thereof.
  • the crosslinkable monomer means a monomer having a copolymerizable functional group (eg, carbon-carbon double bond) and a crosslinkable functional group at the same time in its molecular structure.
  • the crosslinkable monomer may include, for example, one selected from the group consisting of a hydroxy group-containing monomer, a carboxyl group-containing monomer or a nitrogen-containing monomer, and a combination thereof, but is not limited thereto.
  • the crosslinkable monomer is 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate, 6-hydroxyhexyl (meth) Hydroxy group-containing monomers such as acrylate, 8-hydroxyoctyl (meth) acrylate, 2-hydroxyethylene glycol (meth) acrylate, 2-hydroxypropylene glycol (meth) acrylate, and the like; Acrylic acid, methacrylic acid, 2- (meth) acryloyloxy acetic acid, 3- (meth) acryloyloxy propyl acid, 4- (meth) acryloyloxy butyl acid, acrylic acid duplex, itaconic acid, maleic acid Carboxyl group-containing monomers such as the like; 2-isocyanatoethyl (meth) acrylate, 3-isocyanatopropyl (meth) acrylate, 4-isocyanatobutyl (meth)
  • the pressure-sensitive adhesive composition may further include a photoinitiator to control the degree of polymerization as a photocurable composition.
  • the photoinitiator may be used in an amount of 0.01 to 10 parts by weight based on 100 parts by weight of the (meth) acrylic acid ester-based photocurable resin, and the type of the photoinitiator may generate radicals by light irradiation to initiate a polymerization reaction. It is not particularly limited, and may include, for example, one selected from the group consisting of a benzoin initiator, a hydroxy ketone initiator, an amino ketone initiator caprolactam, and a combination thereof.
  • the pressure-sensitive adhesive composition is one selected from the group consisting of an epoxy resin, a crosslinking agent, an ultraviolet stabilizer, an antioxidant, a colorant, a reinforcing agent, a filler, an antifoaming agent, a surfactant, a plasticizer, and a combination thereof in a range that does not affect the effect of the invention. It may further include the above additives.
  • an optical adhesive film comprising a photocurable of the pressure-sensitive adhesive composition.
  • Light irradiation refers to the irradiation of electromagnetic waves that can affect the photoinitiator or polymerizable compound to cause a polymerization reaction, wherein the electromagnetic waves are microwaves, infrared rays, ultraviolet rays, X-rays and ⁇ -rays, as well as ⁇ -particle beams, Particle beams such as a proton beam, a neutron beam, and an electron beam are used generically.
  • the method for producing the optical pressure-sensitive adhesive film by photocuring the pressure-sensitive adhesive composition is not particularly limited.
  • the optical pressure-sensitive adhesive film can be produced by applying the above-described pressure-sensitive adhesive composition or a coating solution prepared by adding a solvent thereto to a suitable process substrate by a known means such as a bar coater, and curing.
  • the curing process is carried out after sufficiently removing the bubble-inducing components such as volatile components or reaction residues contained in the pressure-sensitive adhesive composition or the coating solution, to appropriately give the crosslinking density or molecular weight, elastic modulus, etc. of the cured product,
  • the bubbles present in the adhesive interface may be increased to prevent a problem of forming scatterers therein.
  • the method of hardening the said adhesive composition or its coating liquid is not specifically limited, For example, it hardens
  • the photocuring can be carried out, for example, by UV irradiation.
  • UV irradiation performed for the photocuring may be performed for about 10 seconds to about 15 seconds with a metal halide lamp that is commonly used.
  • the amount of light irradiated with UV is preferably about 0.5 J / cm 2 to about 2.0 J / cm 2 , and more preferably about 1.0 J / cm 2 to about 1.5 J / cm 2 .
  • the optical adhesive film may have a thickness of about 50 ⁇ m to about 300 ⁇ m, specifically about 100 ⁇ m to about 200 ⁇ m. By making the optical adhesive film have a thickness in the above range, while being applicable to a thin touch panel or a touch screen, it is possible to implement an adhesive film having excellent durability.
  • a conductive plastic film layer having a conductive layer formed on one surface; The optical adhesive film laminated on the conductive layer; And it provides a touch screen panel comprising a cover window layer laminated on the optical adhesive film.
  • the cover window layer may use a transparent glass replacement plastic film developed as a material capable of replacing tempered glass or tempered glass.
  • the glass replacement plastic film may be formed by imparting various functionalities to each layer in a multilayer structure.
  • FIG. 1 is a schematic cross-sectional view of the touch screen panel 100.
  • the touch screen panel 100 may include a cover window layer 150; Optical adhesive film 110; A conductive plastic film layer 130 having a conductive layer 132 formed on one surface of the plastic substrate layer 131; And a transparent substrate 160.
  • the touch screen panel 100 including each layer as described above may be attached to a display device such as a liquid crystal display (LCD) 170.
  • LCD liquid crystal display
  • the optical pressure-sensitive adhesive film 110 is a layer formed by photocuring the pressure-sensitive adhesive composition, the detailed description of the optical pressure-sensitive adhesive film 110 is as described above.
  • the specific kind of the conductive plastic film layer 130 is not particularly limited, and a conductive film known in the art may be used.
  • the conductive film 130 may be a transparent plastic film having an ITO electrode layer formed as a conductive layer 132 on one surface thereof.
  • the transparent plastic film forming the plastic base layer 131 polyethylene terephthalate film, polytetrafluoroethylene film, polyethylene film, polypropylene film, polybutene film, polybutadiene film, vinyl chloride air Copolymer film, polyurethane film, ethylene-vinyl acetate film, ethylene-propylene copolymer film, ethylene-ethyl acrylate copolymer film, ethylene-methyl acrylate copolymer film or polyimide film and the like can be used, but are not limited thereto. More specifically, the plastic base layer 131 may be a polyethylene terephthalate (PET) film.
  • PET polyethylene terephthalate
  • a bifunctional butadiene rubber curing agent based on 100 parts by weight of the obtained photocurable acrylic copolymer resin (based on solids)
  • a, a-methoxy-a-hydroxyacetophenone (Igacure 651, Ciba) as a photoinitiator 0.35 parts by weight of 1,6-hexanedioldiacrylate (HDDA) as a crosslinking agent was mixed and then sufficiently stirred to prepare an adhesive composition.
  • the pressure-sensitive adhesive composition was formed into a film with a thickness of 100 ⁇ m and photocured to prepare an optical pressure-sensitive adhesive film as a cured film.
  • Photocurable acrylic copolymer resin syrup was prepared in the same manner as in Example 1, except that 2.0 parts by weight of a bifunctional butadiene rubber curing agent was used relative to 100 parts by weight of the obtained photocurable acrylic copolymer resin, and the optical method was the same as in Example 1. An adhesive film for was prepared.
  • a photocurable acrylic copolymer resin syrup was prepared in the same manner as in Example 1, except that 0.5 parts by weight of a bifunctional urethane curing agent was used instead of a bifunctional butadiene rubber curing agent based on 100 parts by weight of the obtained photocurable acrylic copolymer resin. In the same manner as in the optical adhesive film was prepared.
  • Photocurable acrylic copolymer resin syrup was prepared in the same manner as in Example 1, except that 2.0 parts by weight of a bifunctional urethane curing agent was used instead of a bifunctional butadiene rubber curing agent based on 100 parts by weight of the obtained photocurable acrylic copolymer resin. In the same manner as in the optical adhesive film was prepared.
  • the dielectric constant k was measured by contacting electrodes on both sides of the optical adhesive films prepared in Examples 1-2 and Comparative Examples 1-2, and the dielectric constant k values were measured according to the following conditions and the following conditions.
  • Electrode diameter 5 mm
  • Comparative Example 1 had bubbles generated
  • Comparative Example 2 had a relatively high dielectric constant
  • Example 1-2 did not generate a bubble showing a good reliability while showing a low dielectric constant You can check it.
  • LCD liquid crystal display

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  • Engineering & Computer Science (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • General Engineering & Computer Science (AREA)
  • Theoretical Computer Science (AREA)
  • Human Computer Interaction (AREA)
  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Adhesive Tapes (AREA)

Abstract

L'invention concerne une composition d'adhésif comprenant une résine thermodurcissable à base d'ester d'acide (méth)acrylique et un durcisseur de caoutchouc diénique bifonctionnel exempt d'oxygène.
PCT/KR2015/009722 2014-09-16 2015-09-16 Composition d'adhésif pour panneau d'écran tactile, film adhésif optique et panneau d'écran tactile WO2016043520A1 (fr)

Priority Applications (3)

Application Number Priority Date Filing Date Title
CN201580049444.7A CN106795397B (zh) 2014-09-16 2015-09-16 用于触摸屏面板的粘合剂组合物、光学粘合膜和触摸屏面板
US15/510,855 US10259977B2 (en) 2014-09-16 2015-09-16 Adhesive composition for touch screen panel, optical adhesive film and touch screen panel
JP2017513530A JP6490802B2 (ja) 2014-09-16 2015-09-16 タッチスクリーンパネル用粘着剤組成物、光学用粘着フィルム、及びタッチスクリーンパネル

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
KR20140122866 2014-09-16
KR10-2014-0122866 2014-09-16
KR1020140135554A KR101900529B1 (ko) 2014-09-16 2014-10-08 터치 스크린 패널용 점착제 조성물, 광학용 점착 필름 및 터치 스크린 패널
KR10-2014-0135554 2014-10-08

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WO2016043520A1 true WO2016043520A1 (fr) 2016-03-24

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PCT/KR2015/009722 WO2016043520A1 (fr) 2014-09-16 2015-09-16 Composition d'adhésif pour panneau d'écran tactile, film adhésif optique et panneau d'écran tactile

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Cited By (1)

* Cited by examiner, † Cited by third party
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CN109072028A (zh) * 2016-04-22 2018-12-21 株式会社Lg化学 光学粘合剂组合物和包含其固化产物的光学粘合层

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US7829605B2 (en) * 2005-05-31 2010-11-09 Denki Kagaku Kogyo Kabushiki Kaisha Energy ray-curable resin composition and adhesive using same
JP2011032410A (ja) * 2009-08-04 2011-02-17 Bridgestone Corp 光硬化性樹脂組成物及びそれからなる粘着シート
KR20140092362A (ko) * 2011-11-14 2014-07-23 헨켈 유에스 아이피 엘엘씨 접착제 조성물
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KR20130143304A (ko) * 2012-06-21 2013-12-31 (주)엘지하우시스 Ｕｖ경화형 고무를 포함하는 점착제 조성물 및 이를 사용하는 보호필름

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN109072028A (zh) * 2016-04-22 2018-12-21 株式会社Lg化学 光学粘合剂组合物和包含其固化产物的光学粘合层
CN109072028B (zh) * 2016-04-22 2020-09-04 株式会社Lg化学 光学粘合剂组合物和包含其固化产物的光学粘合层

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TW201612276A (en) 2016-04-01

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