KR101090906B1 - Uv-curing type color-correcting adhesive composition, color-correcting adhesive, and color-correcting adhesive film - Google Patents
Uv-curing type color-correcting adhesive composition, color-correcting adhesive, and color-correcting adhesive film Download PDFInfo
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- KR101090906B1 KR101090906B1 KR1020100047290A KR20100047290A KR101090906B1 KR 101090906 B1 KR101090906 B1 KR 101090906B1 KR 1020100047290 A KR1020100047290 A KR 1020100047290A KR 20100047290 A KR20100047290 A KR 20100047290A KR 101090906 B1 KR101090906 B1 KR 101090906B1
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- Prior art keywords
- component
- meth
- color correction
- mass parts
- adhesive
- Prior art date
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- 230000001070 adhesive effect Effects 0.000 title claims abstract description 67
- 239000000853 adhesive Substances 0.000 title claims abstract description 65
- 239000000203 mixture Substances 0.000 title claims abstract description 45
- 239000002313 adhesive film Substances 0.000 title claims description 25
- 238000012937 correction Methods 0.000 claims abstract description 65
- -1 silane compound Chemical class 0.000 claims abstract description 43
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- 229910000077 silane Inorganic materials 0.000 claims abstract description 8
- 239000000049 pigment Substances 0.000 claims description 28
- 238000000034 method Methods 0.000 claims description 19
- 239000012790 adhesive layer Substances 0.000 claims description 18
- 239000002346 layers by function Substances 0.000 claims description 17
- 239000004820 Pressure-sensitive adhesive Substances 0.000 claims description 14
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- 239000003999 initiator Substances 0.000 abstract description 8
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- 125000000524 functional group Chemical group 0.000 description 22
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- HVVWZTWDBSEWIH-UHFFFAOYSA-N [2-(hydroxymethyl)-3-prop-2-enoyloxy-2-(prop-2-enoyloxymethyl)propyl] prop-2-enoate Chemical compound C=CC(=O)OCC(CO)(COC(=O)C=C)COC(=O)C=C HVVWZTWDBSEWIH-UHFFFAOYSA-N 0.000 description 1
- MPIAGWXWVAHQBB-UHFFFAOYSA-N [3-prop-2-enoyloxy-2-[[3-prop-2-enoyloxy-2,2-bis(prop-2-enoyloxymethyl)propoxy]methyl]-2-(prop-2-enoyloxymethyl)propyl] prop-2-enoate Chemical compound C=CC(=O)OCC(COC(=O)C=C)(COC(=O)C=C)COCC(COC(=O)C=C)(COC(=O)C=C)COC(=O)C=C MPIAGWXWVAHQBB-UHFFFAOYSA-N 0.000 description 1
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000003926 acrylamides Chemical class 0.000 description 1
- ATMLPEJAVWINOF-UHFFFAOYSA-N acrylic acid acrylic acid Chemical class OC(=O)C=C.OC(=O)C=C ATMLPEJAVWINOF-UHFFFAOYSA-N 0.000 description 1
- 150000008360 acrylonitriles Chemical class 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 description 1
- 238000007611 bar coating method Methods 0.000 description 1
- 229960002130 benzoin Drugs 0.000 description 1
- 150000008366 benzophenones Chemical class 0.000 description 1
- 150000001565 benzotriazoles Chemical class 0.000 description 1
- 230000001588 bifunctional effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 239000012986 chain transfer agent Substances 0.000 description 1
- 239000007809 chemical reaction catalyst Substances 0.000 description 1
- 239000012295 chemical reaction liquid Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229930016911 cinnamic acid Natural products 0.000 description 1
- 235000013985 cinnamic acid Nutrition 0.000 description 1
- HNEGQIOMVPPMNR-IHWYPQMZSA-N citraconic acid Chemical compound OC(=O)C(/C)=C\C(O)=O HNEGQIOMVPPMNR-IHWYPQMZSA-N 0.000 description 1
- 229940018557 citraconic acid Drugs 0.000 description 1
- 239000011247 coating layer Substances 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 1
- NLCKLZIHJQEMCU-UHFFFAOYSA-N cyano prop-2-enoate Chemical class C=CC(=O)OC#N NLCKLZIHJQEMCU-UHFFFAOYSA-N 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 125000000596 cyclohexenyl group Chemical group C1(=CCCCC1)* 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- ISAOCJYIOMOJEB-UHFFFAOYSA-N desyl alcohol Natural products C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- 238000003618 dip coating Methods 0.000 description 1
- PODOEQVNFJSWIK-UHFFFAOYSA-N diphenylphosphoryl-(2,4,6-trimethoxyphenyl)methanone Chemical compound COC1=CC(OC)=CC(OC)=C1C(=O)P(=O)(C=1C=CC=CC=1)C1=CC=CC=C1 PODOEQVNFJSWIK-UHFFFAOYSA-N 0.000 description 1
- 230000008034 disappearance Effects 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 238000010894 electron beam technology Methods 0.000 description 1
- 125000005677 ethinylene group Chemical group [*:2]C#C[*:1] 0.000 description 1
- 238000005562 fading Methods 0.000 description 1
- 235000013922 glutamic acid Nutrition 0.000 description 1
- 239000004220 glutamic acid Substances 0.000 description 1
- 238000007756 gravure coating Methods 0.000 description 1
- 235000019382 gum benzoic Nutrition 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 229940097275 indigo Drugs 0.000 description 1
- COHYTHOBJLSHDF-UHFFFAOYSA-N indigo powder Natural products N1C2=CC=CC=C2C(=O)C1=C1C(=O)C2=CC=CC=C2N1 COHYTHOBJLSHDF-UHFFFAOYSA-N 0.000 description 1
- 230000001678 irradiating effect Effects 0.000 description 1
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 1
- 238000010030 laminating Methods 0.000 description 1
- QDLAGTHXVHQKRE-UHFFFAOYSA-N lichenxanthone Natural products COC1=CC(O)=C2C(=O)C3=C(C)C=C(OC)C=C3OC2=C1 QDLAGTHXVHQKRE-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 125000005641 methacryl group Chemical group 0.000 description 1
- 125000001434 methanylylidene group Chemical group [H]C#[*] 0.000 description 1
- WBYWAXJHAXSJNI-UHFFFAOYSA-N methyl p-hydroxycinnamate Natural products OC(=O)C=CC1=CC=CC=C1 WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- DRRZZMBHJXLZRS-UHFFFAOYSA-N n-[3-[dimethoxy(methyl)silyl]propyl]cyclohexanamine Chemical compound CO[Si](C)(OC)CCCNC1CCCCC1 DRRZZMBHJXLZRS-UHFFFAOYSA-N 0.000 description 1
- 150000002790 naphthalenes Chemical class 0.000 description 1
- 229910052754 neon Inorganic materials 0.000 description 1
- GKAOGPIIYCISHV-UHFFFAOYSA-N neon atom Chemical compound [Ne] GKAOGPIIYCISHV-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 230000002688 persistence Effects 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 150000004032 porphyrins Chemical class 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 230000002285 radioactive effect Effects 0.000 description 1
- 229920013730 reactive polymer Polymers 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 229910052702 rhenium Inorganic materials 0.000 description 1
- WUAPFZMCVAUBPE-UHFFFAOYSA-N rhenium atom Chemical compound [Re] WUAPFZMCVAUBPE-UHFFFAOYSA-N 0.000 description 1
- 238000007142 ring opening reaction Methods 0.000 description 1
- 150000003902 salicylic acid esters Chemical class 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 238000004528 spin coating Methods 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- PMJMHCXAGMRGBZ-UHFFFAOYSA-N subphthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(=N3)N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C3=N1 PMJMHCXAGMRGBZ-UHFFFAOYSA-N 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 229940014800 succinic anhydride Drugs 0.000 description 1
- 238000010345 tape casting Methods 0.000 description 1
- YKENVNAJIQUGKU-UHFFFAOYSA-N tetraazaporphin Chemical class C=1C(C=N2)=NC2=NC(NN2)=NC2=CC(C=C2)=NC2=CC2=NC=1C=C2 YKENVNAJIQUGKU-UHFFFAOYSA-N 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- OVTCUIZCVUGJHS-VQHVLOKHSA-N trans-dipyrrin Chemical class C=1C=CNC=1/C=C1\C=CC=N1 OVTCUIZCVUGJHS-VQHVLOKHSA-N 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- 150000003918 triazines Chemical class 0.000 description 1
- DQZNLOXENNXVAD-UHFFFAOYSA-N trimethoxy-[2-(7-oxabicyclo[4.1.0]heptan-4-yl)ethyl]silane Chemical compound C1C(CC[Si](OC)(OC)OC)CCC2OC21 DQZNLOXENNXVAD-UHFFFAOYSA-N 0.000 description 1
- YUYCVXFAYWRXLS-UHFFFAOYSA-N trimethoxysilane Chemical compound CO[SiH](OC)OC YUYCVXFAYWRXLS-UHFFFAOYSA-N 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229910052724 xenon Inorganic materials 0.000 description 1
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
Classifications
-
- 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
-
- 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
- C09J4/00—Adhesives based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; adhesives, based on monomers of macromolecular compounds of groups C09J183/00 - C09J183/16
-
- 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
- C09J7/22—Plastics; Metallised plastics
-
- 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
- C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
- C09J7/38—Pressure-sensitive adhesives [PSA]
-
- 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
- C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
- C09J7/38—Pressure-sensitive adhesives [PSA]
- C09J7/381—Pressure-sensitive adhesives [PSA] based on macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- C09J7/385—Acrylic polymers
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B5/00—Optical elements other than lenses
- G02B5/20—Filters
- G02B5/204—Filters in which spectral selection is performed by means of a conductive grid or array, e.g. frequency selective surfaces
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B5/00—Optical elements other than lenses
- G02B5/20—Filters
- G02B5/208—Filters for use with infrared or ultraviolet radiation, e.g. for separating visible light from infrared and/or ultraviolet radiation
-
- 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
- C09J2203/00—Applications of adhesives in processes or use of adhesives in the form of films or foils
- C09J2203/318—Applications of adhesives in processes or use of adhesives in the form of films or foils for the production of liquid crystal displays
-
- 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
- C09J2301/00—Additional features of adhesives in the form of films or foils
- C09J2301/30—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier
- C09J2301/302—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier the adhesive being pressure-sensitive, i.e. tacky at temperatures inferior to 30°C
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Toxicology (AREA)
- Adhesive Tapes (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
자외선 경화형 색보정 점착제 조성물은, 측쇄에 (메타)아크릴로일기를 갖는 반응성 (메타)아크릴계 중합체(A 성분)와, 중합성 불포화기를 갖는 카르복시산 모노머(B 성분)와, 광중합 개시제(C 성분)와, 실란 화합물(D 성분)과, 색소(E 성분)를 함유한다. A 성분은 유리 전이 온도가 -55∼0℃, 중량평균 분자량이 20만∼100만이다. A 성분과 B 성분의 합계를 100질량부로 한 경우에, A 성분이 80∼99질량부, B 성분이 1∼20질량부, C 성분이 0.1∼0.9질량부, D 성분이 0.1∼2질량부이다. A 성분과 B 성분과 C 성분과 D 성분의 합계를 100질량부로 한 경우에, E 성분이 0.02∼2질량부이다. The ultraviolet curable color correction adhesive composition includes a reactive (meth) acrylic polymer (component A) having a (meth) acryloyl group in a side chain, a carboxylic acid monomer (component B) having a polymerizable unsaturated group, a photopolymerization initiator (component C), And a silane compound (component D) and a dye (component E). A component has a glass transition temperature of -55 to 0 ° C and a weight average molecular weight of 200,000 to 1 million. When the sum total of A component and B component is 100 mass parts, 80-99 mass parts of A components, 1-20 mass parts of B components, 0.1-0.9 mass parts of C components, 0.1-2 mass parts of D components to be. When the sum total of A component, B component, C component, and D component is 100 mass parts, E component is 0.02-2 mass parts.
Description
본 발명은, 예를 들면 플라스마 디스플레이 패널에 첩착(貼着)하여 사용되고, 색소를 함유하는 색보정 점착제 조성물 및 그것을 자외선 조사에 의해 경화하여 이루어지는 색보정 점착제 및 그것을 사용한 색보정 점착 필름에 관한 것이다.TECHNICAL FIELD This invention sticks to a plasma display panel, for example, is used, It is related with the color correction adhesive composition containing a pigment, the color correction adhesive which hardens it by ultraviolet irradiation, and the color correction adhesive film using the same.
근래, 전자 화상 표시 장치(전자 디스플레이)는, 텔레비전용이나 모니터용으로서 널리 보급되고 있다. 그 중에서도 플라스마 디스플레이 패널(PDP)은 대화면 플랫 디스플레이 패널에 최적이라고 하여 많은 주목을 받고 있고, 그 표면에는 반사 방지 등의 기능 필름이 마련되어 있다. 이러한 기능 필름의 기능층과는 반대측의 투명 기재(基材) 필름 위에도 기타 기능층이나 플라스마 디스플레이의 전면판에 사용되는 유리에 기능 필름을 첩착하기 위해서 필요한 점착제가 도포되어 있는 것이 일반적이다.In recent years, electronic image display devices (electronic displays) are widely used for televisions and monitors. Among them, plasma display panel (PDP) is attracting much attention as being optimal for a large screen flat display panel, and a function film such as antireflection is provided on the surface thereof. It is common that the adhesive necessary for sticking a functional film on the glass used for the other functional layer or the front plate of a plasma display is also apply | coated on the transparent base film on the opposite side to the functional layer of such a functional film.
그 점착제로서는, 예를 들면 아크릴계 폴리머와 이소시아네이트 화합물로 이루어지는 점착제 조성물을 가교 반응시킨 광학 부재용 점착제가 알려져 있다(예를 들면, 특허문헌 1을 참조). 이 점착제는, 아크릴계 폴리머와 이소시아네이트 화합물로 이루어지는 점착제 조성물을 예를 들면 23℃, 7일간 숙성시킴으로써 얻어진다. 그러나, 이러한 점착제는, 아크릴계 폴리머와 이소시아네이트 화합물을 혼합하여, 가교 반응이 완료하고 점착 성능이 안정할 때까지 상온에서 7일간의 에이징(양생) 시간이 필요하다. 그래서, 이 에이징 시간을 단축하기 위해서, 자외선 조사에 의해 단시간에 얻어지는 자외선 경화형 점착제의 개발이 행해지고 있다.As this adhesive, the adhesive for optical members which crosslinked-reacted the adhesive composition which consists of an acryl-type polymer and an isocyanate compound, for example is known (for example, refer patent document 1). This pressure-sensitive adhesive is obtained by aging the pressure-sensitive adhesive composition composed of an acrylic polymer and an isocyanate compound, for example, at 23 ° C. for 7 days. However, such an adhesive needs 7 days of aging (cure) time at room temperature until an acrylic polymer and an isocyanate compound are mixed, and crosslinking reaction is completed and adhesive performance is stable. Therefore, in order to shorten this aging time, development of the ultraviolet curable adhesive obtained by the ultraviolet irradiation in a short time is performed.
그와 같은 자외선 경화형 점착제 조성물로서는, 반응성 폴리머 및 광중합 개시제를 필수 성분으로서 함유하는 조성물이 알려져 있다(예를 들면, 특허문헌 2를 참조). 이 자외선 경화형 점착제 조성물에 의하면, 자외선의 조사에 의해 신속하게 경화하여, 점착력을 발현시킬 수 있다.As such an ultraviolet curable adhesive composition, the composition containing a reactive polymer and a photoinitiator as an essential component is known (for example, refer patent document 2). According to this ultraviolet curable adhesive composition, it can harden | cure rapidly by irradiation of an ultraviolet-ray, and can express adhesive force.
그러나, 특허문헌 2에 기재되어 있는 자외선 경화형 점착제 조성물은, 신속한 경화를 위해서, 광중합 개시제를 함유한다. 자외선 경화형 점착제 조성물에 색소를 첨가한 경우, 계 중에 존재하는 광중합 개시제에 의해 색소가 분해하여, 퇴색을 초래한다. 따라서, 상기 점착제 조성물에 색소를 첨가하고, 자외선 경화시켜 얻어지는 점착제를 반사 방지 필름 등의 이면에 적용하여, 플라스마 디스플레이 패널 등에 첩착하면, 패널로부터 방출되는 광에 의해 디스플레이의 색조는 오히려 현저하게 손상된다.However, the ultraviolet curable adhesive composition described in patent document 2 contains a photoinitiator for rapid hardening. When a pigment | dye is added to an ultraviolet curable adhesive composition, a pigment | dye decomposes with the photoinitiator which exists in a system, and causes a fading. Therefore, when a pigment | dye is added to the said adhesive composition, and the adhesive obtained by ultraviolet-curing is applied to the back surface, such as an anti-reflection film, and affixed on a plasma display panel etc., the color tone of a display will rather be damaged by the light emitted from a panel rather. .
그래서, 본 발명이 목적으로 하는 바는, 신속하게 경화가 가능하고 뛰어난 색보정 기능을 발휘할 수 있고, 그 기능을 지속시킬 수 있는 색보정 점착 조성물, 그것을 자외선 조사에 의해 경화하여 이루어지는 색보정 점착제, 및 색보정 점착 필름을 제공하는 것에 있다.Accordingly, an object of the present invention is to provide a color correction adhesive composition which can be cured quickly and can exhibit an excellent color correction function, and that function can be maintained, and a color correction adhesive obtained by curing it by ultraviolet irradiation, And a color correction adhesive film.
본 발명의 1측면에 따른 자외선 경화형 색보정 점착제 조성물은, 측쇄에 (메타)아크릴로일기를 갖는 반응성 (메타)아크릴계 중합체(A 성분)와, 중합성 불포화기를 갖는 카르복시산 모노머(B 성분)와, 광중합 개시제(C 성분)와, 실란 화합물(D 성분)과, 색소(E 성분)를 구성 성분으로서 함유하고, A 성분의 유리 전이 온도가 -55∼0℃이며, A 성분의 중량평균 분자량이 20만∼100만이며, A 성분과 B 성분의 합계를 100질량부로 한 경우에, A 성분이 80∼99질량부, B 성분이 1∼20질량부이며, A 성분과 B 성분의 합계를 100질량부로 한 경우에, 광중합 개시제(C 성분)가 0.1∼0.9질량부, 실란 화합물(D 성분)이 0.1∼2질량부이며, A 성분과 B 성분과 C 성분과 D 성분의 합계를 100질량부로 한 경우에 색소(E 성분)가 0.02∼2질량부이다.The ultraviolet curable color correction adhesive composition according to one aspect of the present invention includes a reactive (meth) acrylic polymer (component A) having a (meth) acryloyl group in a side chain, a carboxylic acid monomer (component B) having a polymerizable unsaturated group, It contains a photoinitiator (component C), a silane compound (component D), and a pigment | dye (component E) as a structural component, the glass transition temperature of A component is -55-0 degreeC, and the weight average molecular weight of A component is 20 When it is 10,000-1 million, and when the sum total of A component and B component is 100 mass parts, it is 80-99 mass parts of A component, 1-20 mass parts of B component, and 100 mass of the sum total of A component and B component In the case of negative, 0.1 to 0.9 parts by mass of the photopolymerization initiator (component C), 0.1 to 2 parts by mass of the silane compound (component D), and the total of the A component, the B component, the C component, and the D component were 100 parts by mass. In this case, the pigment (E component) is 0.02 to 2 parts by mass.
본 발명의 1측면은, 상기 자외선 경화형 색보정 점착제 조성물을 자외선 경화하여 이루어지는 색보정 점착제에 관한 것이다.One side of this invention relates to the color correction adhesive formed by ultraviolet-curing the said ultraviolet curable color correction adhesive composition.
본 발명의 1측면은, 투명 기재 위에 상기 색보정 점착제에 의한 점착제층이 적층된 색보정 점착 필름에 관한 것이다.One side of this invention relates to the color correction adhesive film which the adhesive layer by the said color correction adhesive was laminated | stacked on the transparent base material.
일례에서는, 색보정 점착 필름의 점착제층과는 반대측의 투명 기재의 면에 기능층이 적층되어 있다.In an example, the functional layer is laminated | stacked on the surface of the transparent base material on the opposite side to the adhesive layer of a color correction adhesive film.
일례에서는, 색보정 점착제에 의한 점착제층은 색보정 점착 필름의 최외층에 마련된다.In an example, the adhesive layer by a color correction adhesive is provided in the outermost layer of a color correction adhesive film.
본 발명에 의하면, 다음과 같은 효과를 발휘할 수 있다.According to this invention, the following effects can be exhibited.
색소를 갖는 색보정 점착 필름으로는, 점착제층에 색소가 함유되어 있으므로, 그 점착제층이 색보정 기능을 발현할 수 있다. 또한, A 성분의 반응성 (메타)아크릴계 중합체가 측쇄에 (메타)아크릴로일기를 갖고, B 성분의 카르복시산 모노머가 중합성 불포화기를 갖고 있으므로, 신속한 자외선 경화성을 발휘할 수 있다. 또한, 특정한 A 성분 및 B 성분의 기능에 더하여, C 성분인 광중합 개시제 및 E 성분인 색소의 함유량의 설정 등에 의거하여, 색보정 기능의 지속성을 발현할 수 있어, 내구성 시험 후에 있어서의 색소의 열화를 억제할 수 있다.Since the pigment | dye is contained in an adhesive layer as a color correction adhesive film which has a pigment | dye, this adhesive layer can express a color correction function. Moreover, since the reactive (meth) acrylic-type polymer of A component has a (meth) acryloyl group in a side chain, and the carboxylic acid monomer of B component has a polymerizable unsaturated group, rapid ultraviolet curability can be exhibited. In addition to the functions of the specific component A and component B, the persistence of the color correction function can be expressed based on the setting of the content of the photopolymerization initiator as the component C and the pigment as the component E, and the degradation of the pigment after the durability test. Can be suppressed.
따라서, 이 색보정 점착제를 반사 방지 필름 등의 기능 필름에 첩착하여, 접합함으로써 플라스마 디스플레이 등의 전자 디스플레이 패널에 호적(好適)하게 사용할 수 있는 색보정 점착 필름을 제조할 수 있다.Therefore, the color correction adhesive film which can be used suitably for electronic display panels, such as a plasma display, can be manufactured by sticking this color correction adhesive to functional films, such as an antireflection film, and bonding.
이하, 본 발명을 구체화한 실시 형태에 대해 상세하게 설명한다.EMBODIMENT OF THE INVENTION Hereinafter, embodiment which actualized this invention is described in detail.
[색보정 점착 필름][Color Correction Adhesive Film]
색보정 점착 필름은, 자외선 경화형 색보정 점착제 조성물(단지, 점착제 조성물이라고도 한다)을 이형 필름 위에 도공하고, 자외선을 조사함으로써 경화시킨 후, 그 경화한 색보정 점착제 조성물(색보정 점착제)에 있어서 이형 필름과는 반대측의 면을, 투명 기재의 한 면에, 또는 기능 필름에 있어서, 기능층이 적층된 투명 기재의 한 면과는 반대측의 면에 접합시켜 얻어지는 것이다. 이 때문에, 점착제 조성물을 자외선 조사에 의해 신속하게 경화시킬 수 있어, 종래의 상온 경화형 점착제에서 필요하였던 대형의 건조기가 불필요하게 됨과 함께, 투명 기재 및 기능층에 영향을 주지 않고, 간편하게 색보정 점착 필름을 제조할 수 있다.The color correction pressure-sensitive adhesive film is coated with an ultraviolet curable color correction pressure-sensitive adhesive composition (also referred to as pressure-sensitive adhesive composition) on a release film, and cured by irradiating ultraviolet rays, and then releasing in the cured color correction pressure-sensitive adhesive composition (color correction pressure-sensitive adhesive). It is obtained by bonding the surface on the opposite side to a film to one side of a transparent base material, or to the surface on the opposite side to the one side of the transparent base material with which a functional layer was laminated | stacked in a functional film. For this reason, an adhesive composition can be hardened rapidly by ultraviolet irradiation, the large size dryer required by the conventional room temperature hardening-type adhesive becomes unnecessary, and does not affect a transparent base material and a functional layer, and easily corrects a color correction adhesive film Can be prepared.
피착체에 밀착되는 색보정 점착제(색보정 점착제층)가 색보정 기능을 갖는다. 그 때문에, 피착체가 전자 디스플레이 패널인 경우, 전자 디스플레이 패널의 화면 표시는, 당해 패널에 가장 가까운 점착제층에 의해 효율적으로 색보정된다.The color correction adhesive (color correction adhesive layer) which adheres to the adherend has a color correction function. Therefore, when an adherend is an electronic display panel, the screen display of an electronic display panel is color-corrected efficiently by the adhesive layer closest to the said panel.
[점착제 조성물][Adhesive Composition]
점착제 조성물은, 반응성 (메타)아크릴계 중합체(A 성분)와, 중합성 불포화기를 갖는 카르복시산 모노머(B 성분)와, 광중합 개시제(C 성분)와, 실란 화합물(D 성분)과, 색소(E 성분)를 필수 성분으로서 함유하는 조성물이다. 이 점착제 조성물이 자외선 경화됨으로써, 색보정 점착제가 형성된다. 이하, 점착제 조성물의 성분별로 설명한다.An adhesive composition is a reactive (meth) acrylic-type polymer (component A), the carboxylic acid monomer (component B) which has a polymerizable unsaturated group, a photoinitiator (component C), a silane compound (component D), and a pigment (E component). It is a composition containing as an essential component. A color correction adhesive is formed by this ultraviolet-ray hardening of this adhesive composition. Hereinafter, it demonstrates by the component of an adhesive composition.
〔A 성분의 반응성 (메타)아크릴계 중합체〕[Reactive (meth) acrylic polymer of A component]
반응성 (메타)아크릴계 중합체로서, 주쇄 중에 (메타)아크릴계 단량체 유래의 반복 단위를 포함하고, 측쇄 중에 (메타)아크릴로일 골격을 포함하는 관능기〔(메타)아크릴로일계 관능기〕를 갖는 변성 (메타)아크릴계 중합체를 사용한다.Modified (meth) acryl having a functional group [(meth) acryloyl functional group] containing a repeating unit derived from a (meth) acrylic monomer in the main chain and containing a (meth) acryloyl skeleton in the side chain as a reactive (meth) acrylic polymer An acrylic polymer is used.
<변성 (메타)아크릴계 중합체의 주쇄><Main chain of modified (meth) acrylic polymer>
반응성 (메타)아크릴계 중합체는, 주쇄 중에 (메타)아크릴계 단량체 유래의 반복 단위(이하, 「단량체X 유래의 반복 단위」를 단지 「X 단위」로 기재하는 경우가 있다)를 포함하는 것이다. 환언하면, 변성 (메타)아크릴계 중합체는, (메타)아크릴계 중합체를 기본 골격으로 하는 것이다. 주쇄 중에 (메타)아크릴계 단량체 단위를 포함시키는 것은, 그의 의해 뛰어난 내후성, 광학적 성질(투광성, 투명성)을 발휘시키는 것이 가능하게 되기 때문이다. 또, 본 명세서에 있어서 「주쇄」라고 할 때는, 변성 (메타)아크릴계 중합체에 있어서 가장 탄소수가 많은 탄소쇄를 의미하는 것으로 한다.The reactive (meth) acrylic polymer includes a repeating unit derived from a (meth) acrylic monomer in the main chain (hereinafter, the "repeating unit derived from monomer X '' may be simply described as" X unit "). In other words, the modified (meth) acrylic polymer has a (meth) acrylic polymer as a basic skeleton. The reason why the (meth) acrylic monomer unit is included in the main chain is because it becomes possible to exhibit excellent weather resistance and optical properties (transmittance and transparency). In addition, in this specification, when it says "main chain", it shall mean the carbon chain which has the most carbon number in a modified (meth) acrylic-type polymer.
일반적으로, 「(메타)아크릴계 단량체」란, 아크릴산이나 메타크릴산 또는 이들의 유도체를 의미한다. 구체적으로는, 아크릴산, 메타크릴산 이외에, 메틸(메타)아크릴레이트, 에틸(메타)아크릴레이트, n-프로필(메타)아크릴레이트, 이소프로필(메타)아크릴레이트, n-부틸(메타)아크릴레이트, 이소부틸(메타)아크릴레이트, t-부틸(메타)아크릴레이트, n-펜틸(메타)아크릴레이트, 이소펜틸(메타)아크릴레이트, n-헥실(메타)아크릴레이트, n-옥틸(메타)아크릴레이트, 2-에틸헥실(메타)아크릴레이트, 라우릴(메타)아크릴레이트, 시클로헥실(메타)아크릴레이트 등의 (메타)아크릴레이트류; 2-히드록시에틸(메타)아크릴레이트, 2-히드록시프로필(메타)아크릴레이트, 3-히드록시프로필(메타)아크릴레이트 등의 수산기 함유 (메타)아크릴레이트류; (메타)아크릴산암모늄, (메타)아크릴산나트륨, (메타)아크릴산칼륨 등의 (메타)아크릴산염류; (메타)아크릴아미드 등의 (메타)아크릴아미드류 등을 들 수 있다.In general, "(meth) acrylic monomer" means acrylic acid, methacrylic acid or derivatives thereof. Specifically, in addition to acrylic acid and methacrylic acid, methyl (meth) acrylate, ethyl (meth) acrylate, n-propyl (meth) acrylate, isopropyl (meth) acrylate, n-butyl (meth) acrylate , Isobutyl (meth) acrylate, t-butyl (meth) acrylate, n-pentyl (meth) acrylate, isopentyl (meth) acrylate, n-hexyl (meth) acrylate, n-octyl (meth) (Meth) acrylates such as acrylate, 2-ethylhexyl (meth) acrylate, lauryl (meth) acrylate, and cyclohexyl (meth) acrylate; Hydroxyl group-containing (meth) acrylates such as 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, and 3-hydroxypropyl (meth) acrylate; (Meth) acrylates, such as ammonium (meth) acrylate, sodium (meth) acrylate, and potassium (meth) acrylate; (Meth) acrylamides, such as (meth) acrylamide, etc. are mentioned.
변성 (메타)아크릴계 중합체는, 상기 (메타)아크릴계 단량체 중에서도, 에틸아크릴레이트, 부틸아크릴레이트 또는 2-에틸헥실아크릴레이트 유래의 반복 단위를 포함하는 것이 바람직하고, 에틸아크릴레이트 또는 부틸아크릴레이트 유래의 반복 단위를 포함하는 것이 더욱 바람직하고, 에틸아크릴레이트 유래의 반복 단위를 포함하는 것이 특히 바람직하다. 이들 반복 단위를 포함시킴으로써, 양호한 점착 성능을 발휘시키는 것이 가능하게 되기 때문이다.It is preferable that a modified (meth) acrylic-type polymer contains the repeating unit derived from ethyl acrylate, butyl acrylate, or 2-ethylhexyl acrylate among the said (meth) acrylic-type monomers, and derived from ethyl acrylate or butyl acrylate It is more preferable to include a repeating unit, and it is especially preferable to include the repeating unit derived from ethyl acrylate. It is because it becomes possible to exhibit favorable adhesive performance by including these repeating units.
또한, 변성 (메타)아크릴계 중합체는, 주쇄가 1종의 (메타)아크릴계 단량체 단위만을 포함하는 단독 중합체이어도 좋고, 2종 이상의 (메타)아크릴계 단량체 단위를 포함하는 공중합체이어도 좋다. 단, 점착제 조성물로 했을 때에, 그 도막(점착제층)의 물성을 정밀하게 조정하는 것이 용이하다는 이유에서, 2종 이상의 (메타)아크릴계 단량체 단위를 포함하는 공중합체인 것이 바람직하다.The modified (meth) acrylic polymer may be a homopolymer in which the main chain contains only one (meth) acrylic monomer unit, or may be a copolymer containing two or more (meth) acrylic monomer units. However, when it is set as an adhesive composition, it is preferable that it is a copolymer containing 2 or more types of (meth) acrylic-type monomer units from the reason that it is easy to adjust the physical property of the coating film (adhesive layer) precisely.
또, A 성분은, (메타)아크릴계 단량체 단위를 포함하는 것이면 족하며, 모든 반복 단위가 (메타)아크릴계 단량체 단위인 것을 요하지 않는다. 즉, 본 발명의 효과를 저해하지 않는 한에 있어서, (메타)아크릴계 단량체 이외의 단량체 단위를 포함하는 것이어도 좋다.Moreover, A component is sufficient as long as it contains a (meth) acrylic-type monomer unit, and does not require that every repeating unit is a (meth) acrylic-type monomer unit. That is, unless the effect of this invention is impaired, you may include monomeric units other than a (meth) acrylic-type monomer.
「(메타)아크릴계 단량체 이외의 단량체」의 종류에 대해서는 특별히 제한되지 않지만, 중합성 불포화 결합을 갖는 단량체를 사용할 수 있다. 구체적으로는, 스티렌, α-메틸스티렌 등의 방향족 비닐류; 아세트산비닐, 프로피온산비닐 등의 카르복시산비닐류, 무수말레산, 이타콘산, 푸마르산 등의 불포화 디카르복시산류; N-비닐피롤리돈, N-비닐카프로락탐 등의 N-비닐락탐류; (메타)아크릴로니트릴 등의 (메타)아크릴로니트릴류 등을 들 수 있다.Although there is no restriction | limiting in particular about the kind of "monomers other than a (meth) acrylic-type monomer", The monomer which has a polymerizable unsaturated bond can be used. Specifically, Aromatic vinyl, such as styrene and (alpha) -methylstyrene; Unsaturated dicarboxylic acids such as vinyl carboxylates such as vinyl acetate and vinyl propionate, maleic anhydride, itaconic acid and fumaric acid; N-vinyl lactams, such as N-vinylpyrrolidone and N-vinyl caprolactam; (Meth) acrylonitriles, such as (meth) acrylonitrile, etc. are mentioned.
변성 (메타)아크릴계 중합체의 (메타)아크릴계 단량체 단위에 있어서는, (메타)아크릴계 단량체 단위의 함유율은, 변성 (메타)아크릴계 중합체의 주쇄를 구성하는 단량체 단위의 합계를 100질량%로 한 경우에, 50질량% 이상인 것이 바람직하고, 90질량% 이상인 것이 더욱 바람직하고, 100질량%인 것이 특히 바람직하다. 즉, 주쇄의 모두가 (메타)아크릴단량체 단위에 의해 구성되어 있는 것이 가장 바람직하다. (메타)아크릴계 단량체 단위의 함유율이 50질량% 미만이면, 색보정 점착 조성물의 점착 성능이 저하하는 경향이 있기 때문에 바람직하지 않다.In the (meth) acrylic monomer unit of the modified (meth) acrylic polymer, the content rate of the (meth) acrylic monomer unit is 100% by mass when the total of the monomer units constituting the main chain of the modified (meth) acrylic polymer is 100% by mass. It is preferable that it is 50 mass% or more, It is more preferable that it is 90 mass% or more, It is especially preferable that it is 100 mass%. That is, it is most preferable that all of the main chain is comprised by the (meth) acryl monomer unit. When the content rate of the (meth) acrylic monomer unit is less than 50% by mass, the adhesion performance of the color correction adhesive composition tends to decrease, which is not preferable.
<변성 (메타)아크릴계 중합체의 측쇄><Side chain of modified (meth) acrylic polymer>
변성 (메타)아크릴계 중합체는, 측쇄 중에 (메타)아크릴로일 골격을 포함하는 관능기를 갖는 것이다. 환언하면, 기본 골격이 되는 (메타)아크릴계 중합체에 대해, 화학 수식에 의해 (메타)아크릴로일계 관능기를 도입하여 변성시킨 것이다. 또, 본 명세서에 있어서 「측쇄」라고 할 때는, 변성 (메타)아크릴계 중합체의 주쇄로부터 분기하여 있는 탄소쇄를 의미하는 것으로 한다.The modified (meth) acrylic polymer has a functional group containing a (meth) acryloyl skeleton in the side chain. In other words, about the (meth) acrylic-type polymer used as a basic frame | skeleton, a (meth) acryloyl-type functional group is introduce | transduced and modified by chemical formula. In addition, when it is called "side chain" in this specification, it shall mean the carbon chain which branched from the main chain of a modified (meth) acrylic-type polymer.
측쇄 중에 (메타)아크릴로일계 관능기(즉, 중합성의 관능기)를 갖는 중합체는, 자외선 조사에 의해 그 중합체끼리가 가교되기 때문에, 자외선 경화성이 발현된다. 또한, 내후성이 높음에 더하여, 점착제층을 피착체로부터 박리했을 때에 피착체에의 풀남음(adhesive deposit)이 적어, 피착체를 오염하기 어렵다는 바람직한 효과가 발휘된다.Since the polymer which has a (meth) acryloyl-type functional group (namely, a polymerizable functional group) in a side chain crosslinks those polymers by ultraviolet irradiation, ultraviolet curability expresses. In addition to the high weather resistance, when the pressure-sensitive adhesive layer is peeled off from the adherend, there is little adhesive deposit on the adherend, and thus, a desirable effect of hardly contaminating the adherend is exerted.
본 명세서에 있어서 「(메타)아크릴로일 골격을 포함하는 관능기」라고 할 때는, 「아크릴로일 골격」 또는 「메타크릴로일 골격」을 포함하는 관능기를 의미하고, 아크릴로일 골격이나 메타크릴로일 골격을 구성하는 수소 원자의 전부 또는 일부가 다른 원자나 관능기에 의해 치환된 치환 유도체도 포함하는 것으로 한다. 본 명세서에 있어서는, 이들 관능기를 「(메타)아크릴로일계 관능기」라 하는 경우가 있다. 대표적인 것으로서는, 예를 들면 아크릴로일기, 메타크릴로일기 등을 들 수 있다. 아크릴로일기는 뛰어난 중합성(나아가, 자외선 경화성)을 부여할 수 있는 점에서 바람직하고, 메타크릴로일기는 아크릴로일기와 비교하여 취급성이 좋은 점에서 바람직하다.In this specification, when referring to "the functional group containing a (meth) acryloyl skeleton", it means the functional group containing a "acryloyl skeleton" or a "methacryloyl skeleton", and acryloyl skeleton and methacryl It is also intended to include substituted derivatives in which all or part of the hydrogen atoms constituting the loyl skeleton are substituted by other atoms or functional groups. In this specification, these functional groups may be called "(meth) acryloyl-type functional group." As a typical example, an acryloyl group, a methacryloyl group, etc. are mentioned, for example. The acryloyl group is preferable at the point which can provide the outstanding polymerizability (more, ultraviolet curability), and the methacryloyl group is preferable at the point of the handleability compared with the acryloyl group.
또한, (메타)아크릴로일계 관능기는 아크릴로일 골격이나 메타크릴로일 골격이 직접적으로 주쇄에 결합할 수 있는 구조의 관능기일 필요는 없고, 아크릴로일 골격이나 메타크릴로일 골격이 어떠한 원자나 관능기를 개재(介在)하여 간접적으로 주쇄에 결합할 수 있는 구조의 관능기이어도 좋다(예를 들면, 아크릴로일옥시기 등).In addition, the (meth) acryloyl-based functional group does not need to be a functional group having a structure in which the acryloyl skeleton or the methacryloyl skeleton can be directly bonded to the main chain. It may be a functional group having a structure capable of being bonded to the main chain indirectly through a ruler or a functional group (for example, acryloyloxy group or the like).
(메타)아크릴로일계 관능기의 바람직한 함유량은, 주쇄의 구조, 중량평균 분자량, 유리 전이 온도, 점착 물성 등에 따라서도 다르지만, 변성 (메타)아크릴계 중합체 100g당 0.1∼100mmol인 것이 바람직하고, 0.3∼50mmol인 것이 더욱 바람직하고, 1∼40mmol인 것이 특히 바람직하다. 예를 들면, 중량평균 분자량이 30만 정도의 변성 (메타)아크릴계 중합체이면, (메타)아크릴로일계 관능기를 중합체 1분자당 0.33∼330개 갖고 있는 것이 바람직하고, 1.0∼165개 갖고 있는 것이 더욱 바람직하고, 3.3∼132개 갖고 있는 것이 특히 바람직하다.Although preferable content of a (meth) acryloyl-type functional group changes also with a structure of a main chain, a weight average molecular weight, glass transition temperature, adhesive physical property, etc., it is preferable that it is 0.1-100 mmol per 100 g of modified (meth) acrylic-type polymers, and 0.3-50 mmol It is more preferable that it is and it is especially preferable that it is 1-40 mmol. For example, if a weight average molecular weight is about 300,000 modified (meth) acrylic-type polymer, it is preferable to have 0.33-330 (meth) acryloyl-type functional groups per polymer molecule, and to have 1.0-165 further. It is preferable and it is especially preferable to have 3.3-132 pieces.
이 함유량이 0.1mmol/100g보다 적은 경우에는, (메타)아크릴로일계 관능기에 의한 변성 효과(구체적으로는, 자외선 경화성, 고(高)내후성, 피착체에의 풀남음이 적은 등의 효과)가 충분하게 얻어지지 않게 될 우려가 있다. 한편, 100mmol/100g보다 많은 경우에는, 중합체 조성 등에 따라서도 다르지만, 고점도와 그것에 수반하는 도공 불량을 초래하는 경향이 있다.When this content is less than 0.1 mmol / 100 g, the modification effect (specifically, the effect of ultraviolet curability, high weather resistance, and less sticking to a to-be-adhered body) by a (meth) acryloyl-type functional group is There is a possibility that it may not be obtained sufficiently. On the other hand, when more than 100 mmol / 100 g, although it changes also with a polymer composition etc., there exists a tendency which causes high viscosity and coating defects accompanying it.
<변성 (메타)아크릴계 중합체의 중량평균 분자량><Weight average molecular weight of the modified (meth) acrylic polymer>
본 명세서에 있어서 「중량평균 분자량」이라고 할 때는, GPC-LS법(Gel Permeation Chromatography-Light Scattering Method : GPC-광산란법)으로 측정된 폴리스티렌 환산의 중량평균 분자량을 의미하는 것으로 한다. 반응성 (메타)아크릴계 중합체를 형성하는 변성 (메타)아크릴계 중합체의 중량평균 분자량(Mw)은, 20만∼100만이며, 30만∼80만인 것이 바람직하다. 중량평균 분자량을 20만∼100만의 범위 내로 설정함으로써, C 성분의 단량체와의 혼화성(混和性)이 좋고, 균일한 조성물이 되어, 점착제층이 양호한 점착성과 그 지속성을 발현할 수 있음과 함께, 피착체에의 풀남음이 적어, 피착체를 오염하기 어려워진다. 중량평균 분자량이 20만을 밑도는 경우에는, 점착제층을 형성했을 때에 피착체에의 풀남음이 증가하여, 피착체를 오염하는 결과를 초래한다. 한편, 100만을 웃도는 경우에는, 단량체와의 혼화성이 불량하게 되어 점착제층의 양호한 점착성을 발휘할 수 없어진다.In this specification, when it refers to "weight average molecular weight", it shall mean the weight average molecular weight of polystyrene conversion measured by the GPC-LS method (Gel Permeation Chromatography-Light Scattering Method: GPC-light scattering method). The weight average molecular weight (Mw) of the modified (meth) acrylic polymer forming the reactive (meth) acrylic polymer is 200,000 to 1 million and preferably 300,000 to 800,000. By setting the weight average molecular weight within the range of 200,000 to 1 million, the miscibility with the monomer of the C component is good, it becomes a uniform composition, and the adhesive layer can express favorable adhesiveness and its sustainability, There is little looseness to adherend, and it becomes hard to contaminate adherend. When the weight average molecular weight is less than 200,000, the adhesion to the adherend increases when the pressure-sensitive adhesive layer is formed, resulting in the contamination of the adherend. On the other hand, when it exceeds 1 million, miscibility with a monomer will become poor and favorable adhesiveness of an adhesive layer will not be exhibited.
중량평균 분자량은, 주쇄가 되는 (메타)아크릴계 중합체를 중합할 때의 중합 조건, 예를 들면 중합 개시제의 종류 및 양, 연쇄 이동제의 종류 및 양, 용매의 종류 및 양, 반응 온도, 반응 시간 등을 적절하게 제어함으로써, 상기 범위 내로 조정할 수 있다. 또한, 시판하는 (메타)아크릴계 중합체 중에서 원하는 중량평균 분자량을 갖는 것을 적절히 선택하고, 이것을 변성에 제공해도 좋다.The weight average molecular weight is a polymerization condition at the time of polymerizing the (meth) acrylic-type polymer which becomes a main chain, for example, the kind and quantity of a polymerization initiator, the kind and quantity of a chain transfer agent, the kind and quantity of a solvent, reaction temperature, reaction time, etc. By controlling appropriately, it can adjust within the said range. Moreover, you may select suitably the thing which has a desired weight average molecular weight among commercially available (meth) acrylic-type polymers, and may provide this for modification.
〔변성 (메타)아크릴계 중합체의 유리 전이 온도(Tg)〕[Glass Transition Temperature (Tg) of Modified (meth) acrylic Polymer]
본 명세서에 있어서 「유리 전이 온도」라고 할 때는, JIS K7121(플라스틱의 전이 온도 측정 방법)에 준거하여 측정된 유리 전이 온도를 의미하는 것으로 한다. A 성분인 변성 (메타)아크릴계 중합체는, 그 유리 전이 온도(Tg)가 -55∼0℃의 것이다. 유리 전이 온도를 이 범위 내로 설정함으로써, 점착제 조성물을 제조했을 때에 양호한 점착 성능을 발현할 수 있다. 유리 전이 온도가 0℃보다 높아지면, 점착제 조성물을 제조했을 때에 점착 강도가 저하하는 경향을 나타낸다. 한편, -55℃보다 낮아지면, 점착제 조성물을 제조했을 때에 피착체에의 풀남음이 증가하여, 피착체를 오염하는 경향이 있다.In this specification, when it refers to "glass transition temperature", it means the glass transition temperature measured based on JISK7121 (transition temperature measuring method of plastic). As for the modified (meth) acrylic-type polymer which is A component, the glass transition temperature (Tg) is a thing of -55-0 degreeC. By setting glass transition temperature in this range, favorable adhesive performance can be expressed when an adhesive composition is manufactured. When glass transition temperature becomes higher than 0 degreeC, when the adhesive composition is manufactured, adhesive strength tends to fall. On the other hand, when it is lower than -55 degreeC, the adhesiveness to a to-be-adhered body will increase when manufacturing an adhesive composition, and there exists a tendency to contaminate a to-be-adhered body.
<변성 (메타)아크릴계 중합체의 제조 방법><Method for producing modified (meth) acrylic polymer>
변성 (메타)아크릴계 중합체의 제조 방법은 특별히 한정되지 않지만, 예를 들면 기본 골격이 되는 (메타)아크릴계 중합체에 대해, 화학 수식에 의해 (메타)아크릴로일계 관능기를 도입하는 방법(화학 수식법)에 의해 제조할 수 있다. 화학 수식법의 구체예로서는, 예를 들면 수산기를 갖는 (메타)아크릴계 중합체를 베이스 중합체라 하고, 이 베이스 중합체의 수산기에, 이소시아네이트기를 갖는 (메타)아크릴계 화합물을 직접적으로 결합시킴으로써, (메타)아크릴로일계 관능기를 도입하는 방법을 들 수 있다(직접 결합법).Although the manufacturing method of a modified (meth) acrylic-type polymer is not specifically limited, For example, the method of introducing a (meth) acryloyl-type functional group by chemical formula with respect to the (meth) acrylic-type polymer used as a basic skeleton (chemical modification method) It can manufacture by. As a specific example of the chemical modification method, for example, a (meth) acrylic polymer having a hydroxyl group is referred to as a base polymer, and a (meth) acrylic compound is directly bonded to a hydroxyl group of the base polymer by having a (meth) acrylic compound having an isocyanate group. The method of introducing a daily functional group is mentioned (direct coupling method).
「수산기를 갖는 (메타)아크릴계 중합체」는, 2-히드록시에틸아크릴레이트 등의 수산기 함유 (메타)아크릴산에스테르류와 다른 (메타)아크릴계 단량체를 공중합시킴으로써 얻을 수 있다. 「이소시아네이트기를 갖는 (메타)아크릴계 화합물」로서는, 예를 들면 2-메타크릴로일옥시에틸이소시아네이트〔쇼와덴코(주)제의 상품명 : 카렌즈MOI〕나 2-아크릴로일옥시에틸이소시아네이트〔쇼와덴코(주)제의 상품명 : 카렌즈AOI〕 등을 들 수 있다."(Meth) acrylic-type polymer which has a hydroxyl group" can be obtained by copolymerizing hydroxyl-containing (meth) acrylic acid esters, such as 2-hydroxyethyl acrylate, and another (meth) acrylic-type monomer. As the "(meth) acrylic compound having an isocyanate group", for example, 2-methacryloyloxyethyl isocyanate [trade name: Showen Denko Co., Ltd. product: Karenz MOI] and 2-acryloyloxyethyl isocyanate [Show Wadenko Co., Ltd. brand name: Kalenz AOI] etc. are mentioned.
또한, 화학 수식법으로서는, 베이스 중합체의 수산기에, 폴리이소시아네이트 화합물 등의 다관능성 화합물을 결합시키고, 그 다관능성 화합물을 개재하여 수산기를 갖는 (메타)아크릴계 화합물을 간접적으로 결합시킴으로써, (메타)아크릴로일계 관능기를 도입하는 방법을 채용해도 좋다(간접 결합법).In addition, as a chemical modification method, (meth) acryl is obtained by bonding polyfunctional compounds, such as a polyisocyanate compound, to the hydroxyl group of a base polymer, and indirectly bonding the (meth) acrylic-type compound which has a hydroxyl group via this polyfunctional compound. You may employ | adopt the method of introducing a loyl-type functional group (indirect coupling method).
「폴리이소시아네이트 화합물」로서는, 예를 들면 메틸렌디페닐디이소시아네이트(MDI), 톨릴렌디이소시아네이트(TDI), 이소포론디이소시아네이트(IPDI) 등을 들 수 있다. 「수산기를 갖는 (메타)아크릴계 화합물」로서는, 이미 기술한 수산기 함유 (메타)아크릴레이트류 등을 들 수 있다.As a "polyisocyanate compound", methylene diphenyl diisocyanate (MDI), tolylene diisocyanate (TDI), isophorone diisocyanate (IPDI), etc. are mentioned, for example. Examples of the "(meth) acrylic compound having a hydroxyl group" include hydroxyl group-containing (meth) acrylates described above.
A 성분의 변성 (메타)아크릴계 중합체의 바람직한 함유량은, 변성 (메타)아크릴계 중합체의 구조, C 성분인 광중합 개시제의 종류, 피착체의 종류, 요구되는 점착 특성 등에 따라서도 다르지만, A 성분과 B 성분의 합계를 100질량부로 한 경우에 80∼99질량부이며, 85∼98질량부인 것이 바람직하고, 90∼97질량부인 것이 특히 바람직하다. 이 함유량이 80질량부보다 적으면, 점착제층의 점착력이 저하하는 경향이 있다. 한편, 99질량부보다 많으면, B 성분 및 기타 단량체를 사용할 때에 그들의 단량체와의 혼화성이 저하하는 경향이 있다. 또, 점착제 조성물을 구성하는 각 성분의 함유량은, 고형분에 의거한 것이다.Although the preferable content of the modified (meth) acrylic polymer of the A component varies depending on the structure of the modified (meth) acrylic polymer, the kind of the photopolymerization initiator that is the C component, the type of the adherend, the required adhesive properties, and the like, the A component and the B component When the total of 100 parts by mass is 80 to 99 parts by mass, preferably 85 to 98 parts by mass, and particularly preferably 90 to 97 parts by mass. When this content is less than 80 mass parts, there exists a tendency for the adhesive force of an adhesive layer to fall. On the other hand, when more than 99 mass parts, when using a B component and other monomers, there exists a tendency for compatibility with those monomers to fall. In addition, content of each component which comprises an adhesive composition is based on solid content.
〔B 성분 : 중합성 불포화기를 갖는 카르복시산 모노머〕[Component B: Carboxylic Acid Monomer Having Polymerizable Unsaturated Group]
중합성 불포화기를 갖는 카르복시산 모노머(B 성분)를 함유시킴으로써, 피착체에 대한 밀착성이 향상함과 함께, 열가교제를 사용하지 않아도(점착 물성의 발현에 양생이 불필요), 내열·내습열 조건 하에서도 점착 특성이 저하하기 어려운 점착제 조성물을 얻을 수 있다(무양생성).By containing the carboxylic acid monomer (component B) which has a polymerizable unsaturated group, adhesiveness to a to-be-adhered body improves and it does not need to use a thermal crosslinking agent (cure is unnecessary for expression of adhesive physical property), even if it is heat-and-moisture heat conditions The pressure-sensitive adhesive composition hardly deteriorates can be obtained (non-producing).
「중합성 불포화기를 갖는 카르복시산」이란, 중합성 이중 결합 또는 중합성 삼중 결합을 갖는 카르복시산을 의미한다. 이른바 불포화 카르복시산, 보다 구체적으로는, (메타)아크릴산, 크로톤산, 말레산, 무수말레산, 푸마르산, 시트라콘산, 글루타콘산, 이타콘산, 아크릴아미드N-글리콜산, 신남산 등을 들 수 있다."Carboxylic acid having a polymerizable unsaturated group" means a carboxylic acid having a polymerizable double bond or a polymerizable triple bond. So-called unsaturated carboxylic acids, and more specifically, (meth) acrylic acid, crotonic acid, maleic acid, maleic anhydride, fumaric acid, citraconic acid, glutamic acid, itaconic acid, acrylamide N-glycolic acid, cinnamic acid, and the like. have.
B 성분의 바람직한 함유량은, A 성분의 변성 (메타)아크릴계 중합체의 구조, C 성분의 종류, 피착체의 종류, 요구되는 점착 특성 등에 따라 다르지만, A 성분과 B 성분의 합계를 100질량부로 한 경우에 1∼20질량부이며, 2∼15질량부인 것이 바람직하고, 3∼10질량부인 것이 특히 바람직하다. 이 함유량이 1질량부 미만이면, 점착제층의 점착 내구성이 저하하는 경향이 있는 한편, 20질량부를 초과하면, 재박리시의 풀남음이 많아지는 경향이 있다. 또한, 광학 특성에 큰 영향을 주지 않는 범위이면, B 성분 이외의 중합성 불포화기를 갖는 화합물을 가해도 좋다.Preferable content of the B component is different depending on the structure of the modified (meth) acrylic polymer of the A component, the type of the C component, the type of the adherend, the required adhesive properties, and the like, but the total of the A component and the B component is 100 parts by mass. It is 1-20 mass parts, it is preferable that it is 2-15 mass parts, and it is especially preferable that it is 3-10 mass parts. When this content is less than 1 mass part, there exists a tendency for the adhesive durability of an adhesive layer to fall, and when it exceeds 20 mass parts, there exists a tendency for the loosening at the time of re-peeling to increase. Moreover, as long as it is a range which does not have a big influence on an optical characteristic, you may add the compound which has a polymerizable unsaturated group other than B component.
(B 성분 이외의 중합성 불포화기를 갖는 화합물)(Compound which has a polymerizable unsaturated group other than B component)
「중합성 불포화기」란, 중합성을 갖는 불포화 결합, 즉 비닐기 등의 중합성 이중 결합, 아세틸렌기 등의 중합성 삼중 결합 등을 의미한다. 이들 불포화 결합은 중합성을 갖는 한, 그 구조는 특별히 한정되는 것은 아니다. 예를 들면, 시클로헥세닐기와 같이, 환상 구조의 일부를 구성하고 있는 것이어도 좋다.The "polymerizable unsaturated group" means a polymerizable unsaturated bond, that is, a polymerizable double bond such as a vinyl group, or a polymerizable triple bond such as an acetylene group. As long as these unsaturated bonds have polymerizability, the structure is not specifically limited. For example, like cyclohexenyl group, what constitutes a part of cyclic structure may be sufficient.
또, 「화합물」이란, 중합성 불포화 결합을 갖는 물질을 널리 포함하는 개념이다. 즉, 중합성 불포화 결합을 갖는 한, 그 화학적 구조는 특별히 한정되지 않고, 모노머이어도 좋고, 올리고머이어도 좋다.In addition, a "compound" is a concept containing the substance which has a polymerizable unsaturated bond widely. That is, as long as it has a polymerizable unsaturated bond, the chemical structure is not specifically limited, A monomer may be sufficient and an oligomer may be sufficient.
중합성 불포화기를 갖는 모노머로서는, 메틸(메타)아크릴레이트, 에틸(메타)아크릴레이트, n-프로필(메타)아크릴레이트, 이소프로필(메타)아크릴레이트, n-부틸(메타)아크릴레이트, 이소부틸(메타)아크릴레이트, t-부틸(메타)아크릴레이트, n-펜틸(메타)아크릴레이트, 이소펜틸(메타)아크릴레이트, n-헥실(메타)아크릴레이트, n-옥틸(메타)아크릴레이트, 2-에틸헥실(메타)아크릴레이트, 라우릴(메타)아크릴레이트, 시클로헥실(메타)아크릴레이트, 테트라히드로푸르푸릴(메타)아크릴레이트 등의 (메타)아크릴산에스테르류; 2-히드록시에틸(메타)아크릴레이트, 2-히드록시프로필(메타)아크릴레이트, 3-히드록시프로필(메타)아크릴레이트, 4-히드록시부틸(메타)아크릴레이트 등의 수산기 함유 (메타)아크릴산에스테르류; 1,6-헥산디올디아크릴레이트, 1,9-노난디올디아크릴레이트, 펜타에리트리톨트리아크릴레이트, 펜타에리트리톨테트라아크릴레이트, 디펜타에리트리톨펜타아크릴레이트, 디펜타에리트리톨헥사아크릴레이트 등의 다관능 아크릴레이트류; 아세트산비닐, 프로피온산비닐 등의 카르복시산비닐류; 스티렌, α-메틸스티렌 등의 방향족 비닐류 등을 들 수 있다.As a monomer which has a polymerizable unsaturated group, methyl (meth) acrylate, ethyl (meth) acrylate, n-propyl (meth) acrylate, isopropyl (meth) acrylate, n-butyl (meth) acrylate, isobutyl (Meth) acrylate, t-butyl (meth) acrylate, n-pentyl (meth) acrylate, isopentyl (meth) acrylate, n-hexyl (meth) acrylate, n-octyl (meth) acrylate, (Meth) acrylic acid esters, such as 2-ethylhexyl (meth) acrylate, lauryl (meth) acrylate, cyclohexyl (meth) acrylate, and tetrahydrofurfuryl (meth) acrylate; Hydroxyl-containing (meth), such as 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 3-hydroxypropyl (meth) acrylate, and 4-hydroxybutyl (meth) acrylate Acrylic acid esters; 1,6-hexanediol diacrylate, 1,9-nonanediol diacrylate, pentaerythritol triacrylate, pentaerythritol tetraacrylate, dipentaerythritol pentaacrylate, dipentaerythritol hexaacrylate, etc. Polyfunctional acrylates; Vinyl carboxylates such as vinyl acetate and vinyl propionate; Aromatic vinyl, such as styrene and (alpha) -methylstyrene, etc. are mentioned.
중합성 불포화기를 갖는 올리고머로서는, (메타)아크릴로일기를 갖고, 단관능, 2관능 또는 다관능의 에폭시아크릴레이트계 올리고머, 우레탄아크릴레이트계 올리고머, 폴리에스테르아크릴레이트계 올리고머, 폴리에테르아크릴레이트계 올리고머, 폴리비닐알코올계 올리고머, 실리콘아크릴레이트계 올리고머 등을 들 수 있다. 이들은 단독으로, 또는 2종 이상을 조합하여 사용할 수 있다.As an oligomer which has a polymerizable unsaturated group, it has a (meth) acryloyl group, monofunctional, bifunctional or polyfunctional epoxy acrylate oligomer, urethane acrylate oligomer, polyester acrylate oligomer, polyether acrylate type Oligomers, polyvinyl alcohol oligomers, silicone acrylate oligomers and the like. These can be used individually or in combination of 2 or more types.
에폭시아크릴레이트계 올리고머는, 비스페놀A의 디글리시딜에테르디아크릴레이트, 에폭시 수지와 아크릴산과 메틸테트라히드로프탈산무수물과의 반응 생성물, 에폭시 수지와 2-히드록시에틸아크릴레이트와의 반응 생성물, 에폭시 수지와 아크릴산과의 반응 생성물 등을 들 수 있다. 우레탄아크릴레이트계 올리고머는, 우레탄 결합을 개재하여 폴리옥시알킬렌 세그먼트 또는 포화 폴리에스테르 세그먼트, 포화 폴리에테르 세그먼트 혹은 그 양방이 결합하여, 양 말단에 아크릴로일기 또는 메타크로일기를 갖는 올리고머 등을 들 수 있다. 폴리에스테르아크릴레이트계 올리고머는, 글리시딜디아크릴레이트와 무수프탈산과의 개환 공중합 에스테르, 메타크릴산 이량체와 폴리올과의 에스테르, 아크릴산과 무수프탈산과 프로필렌옥사이드로부터 얻어지는 폴리에스테르, 폴리에틸렌글리콜과 무수말레산과 글리시딜메타크릴레이트와의 반응 생성물 등과 같은 올리고머 등을 들 수 있다.The epoxy acrylate oligomer is a diglycidyl ether diacrylate of bisphenol A, a reaction product of an epoxy resin with acrylic acid and methyltetrahydrophthalic anhydride, a reaction product of an epoxy resin with 2-hydroxyethyl acrylate, and epoxy The reaction product of resin and acrylic acid, etc. are mentioned. Examples of the urethane acrylate oligomers include oligomers having acryloyl group or methacroyl group at both ends of a polyoxyalkylene segment, a saturated polyester segment, a saturated polyether segment, or both thereof via a urethane bond. Can be. The polyester acrylate oligomer is a ring-opening copolymer ester of glycidyl diacrylate and phthalic anhydride, an ester of methacrylic acid dimer and a polyol, polyester obtained from acrylic acid, phthalic anhydride and propylene oxide, polyethylene glycol and male anhydride. Oligomers, such as the reaction product of an acid and glycidyl methacrylate, etc. are mentioned.
폴리에테르아크릴레이트계 올리고머는, 트리메틸올프로판이나 펜타에리트리톨 등의 폴리올과, 에틸렌옥사이드나 프로필렌옥사이드 등의 알킬렌옥사이드와, (메타)아크릴산과의 반응 생성물, 메틸비닐에테르무수말레산 공중합체와 2-히드록시에틸아크릴레이트와의 반응 생성물 또는 이것에 글리시딜메타크릴레이트를 더 반응시킨 것 등의 올리고머 등을 들 수 있다. 폴리비닐알코올계 올리고머는, 폴리비닐알코올과 N-메틸올아크릴아미드와의 반응 생성물, 폴리비닐알코올을 무수숙신산으로 에스테르화한 후, 글리시딜메타크릴레이트를 부가시킨 올리고머 등을 들 수 있다. 실리콘아크릴레이트계 올리고머는, 우레탄 결합을 개재하여 실리콘의 양 말단에 아크릴로일기 또는 메타크로일기를 갖는 올리고머 등을 들 수 있다.The polyether acrylate oligomer is a reaction product of a polyol such as trimethylolpropane or pentaerythritol, alkylene oxide such as ethylene oxide or propylene oxide, (meth) acrylic acid, a methyl vinyl ether maleic anhydride copolymer Oligomers, such as the reaction product with 2-hydroxyethyl acrylate or the thing which made glycidyl methacrylate further react, etc. are mentioned. Examples of the polyvinyl alcohol oligomer include oligomers obtained by adding a reaction product of polyvinyl alcohol and N-methylol acrylamide, polyvinyl alcohol with succinic anhydride, and then adding glycidyl methacrylate. Examples of the silicone acrylate oligomer include oligomers having acryloyl group or methacroyl group at both ends of the silicone via a urethane bond.
〔C 성분의 광중합 개시제〕[Photopolymerization Initiator of C Component]
C 성분으로서의 광중합 개시제란, 중합계에 첨가해둠으로써, 광조사에 의해 중합 반응을 야기하는 촉매 작용을 나타내는 첨가제를 의미한다. 이 광중합 개시제는, 광의 파장 220∼450nm에 흡수역을 갖고, 파장 200∼450nm의 자외선의 조사에 의해 그 촉매 기능을 발현할 수 있다.The photoinitiator as a C component means the additive which shows the catalysis which causes a polymerization reaction by light irradiation by adding to a polymerization system. This photoinitiator has an absorption range at the wavelength of 220-450 nm of light, and can express the catalyst function by irradiation of the ultraviolet-ray of wavelength 200-450 nm.
상기 광중합 개시제로서는, 예를 들면 α-히드록시아세토페논(치바스페셜티케미컬즈(주)제, 상품명 이르가큐어184), α-아미노아세토페논, 벤조인계 화합물 및 아실포스핀옥사이드계 화합물(예를 들면, 치바스페셜티케미컬즈(주)제, 상품명 이르가큐어819, BASF사제, 상품명 LucirinTPO) 등의 광중합 개시제를 들 수 있다. 그 중에서도, 반응성이 높다는 이유에서, α-히드록시아세토페논, α-아미노아세토페논 및 아실포스핀옥사이드계 화합물이 바람직하고, α-히드록시아세토페논, 아실포스핀옥사이드계 화합물이 특히 바람직하다.Examples of the photopolymerization initiator include α-hydroxyacetophenone (manufactured by Chiba Specialty Chemicals, Inc., trade name Irgacure 184), α-aminoacetophenone, a benzoin compound and an acylphosphine oxide compound (e.g. For example, photoinitiators, such as the Chiba Specialty Chemicals Corporation make, brand name Irgacure 819, BASF make, and a brand name LucirinTPO), are mentioned. Among them, α-hydroxyacetophenone, α-aminoacetophenone and acylphosphine oxide compounds are preferable, and α-hydroxyacetophenone and acylphosphine oxide compounds are particularly preferable because of their high reactivity.
광중합 개시제의 바람직한 함유량은, A 성분인 변성 (메타)아크릴계 중합체의 구조, C 성분인 광중합 개시제의 종류, 피착체의 종류, 요구되는 점착 특성 등에 따라 다르지만, A 성분과 B 성분의 합계를 100질량부로 한 경우에 0.1∼0.9질량부이며, 0.1∼0.7질량부인 것이 바람직하고, 0.1∼0.5질량부인 것이 특히 바람직하다. 이 함유량이 0.1질량부보다 적으면, 광중합 개시제로서의 작용이 충분하게 발휘되지 않게 될 우려가 있다. 한편, 0.9질량부보다 많으면, 광중합 개시제의 잔류에 의해 색소의 퇴색을 초래하여, 색보정의 성능이 저하하는 경향이 있다.Although preferable content of a photoinitiator changes with the structure of the modified (meth) acrylic-type polymer which is A component, the kind of photoinitiator which is C component, the kind of to-be-adhered body, required adhesion characteristics, etc., the sum total of A component and B component is 100 mass. In the case of using a negative electrode, it is 0.1-0.9 mass part, it is preferable that it is 0.1-0.7 mass part, and it is especially preferable that it is 0.1-0.5 mass part. When this content is less than 0.1 mass part, there exists a possibility that the function as a photoinitiator may not fully be exhibited. On the other hand, when there is more than 0.9 mass part, there exists a tendency for the pigment | dye to be discolored by the remainder of a photoinitiator, and the performance of color correction falls.
〔D 성분의 실란 화합물〕[Silane compound of component D]
본 발명의 점착제 조성물은, 실란 화합물(D 성분)을 구성 성분으로서 함유한다. D 성분을 배합함으로써, 유리 등의 피착체와의 접합 용도에 있어서 양호한 점착성을 발휘시킬 수 있다. 또한, D 성분을 함유함으로써, B 성분의 양이 적은 경우이어도, 내열·내습열 조건 하에서도 점착 특성이 저하하기 어려운 점착 조성물을 얻을 수 있다.The adhesive composition of this invention contains a silane compound (component D) as a structural component. By mix | blending D component, favorable adhesiveness can be exhibited in the bonding use with adherends, such as glass. Moreover, even if it is a case where the quantity of B component is small by containing D component, even if heat-resistant and moisture-resistant heat conditions, the adhesive composition which is hard to fall can be obtained.
D 성분으로서는, 일반적으로 「실란 커플링제」라고 불리고 있는 것을 널리 사용할 수 있다. 구체적인 화합물로서는, 알킬알콕시실란 등을 들 수 있다. 플라스마 디스플레이의 전면판 등, 유리 기재에 대한 밀착성을 향상시킨다는 이유에서, 글리시독시기, 메타크릴옥시기, 아크릴옥시기 등의 관능기를 갖는 실란 커플링제를 사용하는 것이 바람직하다.As D component, what is generally called a "silane coupling agent" can be used widely. As a specific compound, alkyl alkoxysilane etc. are mentioned. It is preferable to use the silane coupling agent which has functional groups, such as a glycidoxy group, a methacryloxy group, and an acryloxy group, for the reason of improving adhesiveness with respect to a glass base material, such as a front plate of a plasma display.
예를 들면, γ-글리시독시프로필트리메톡시실란〔상품명 : KBM-403(신에츠가가쿠고교(주)제) 등〕, γ-글리시독시프로필메틸디메톡시실란, γ-(메타)아크릴로일옥시프로필트리메톡시실란, 및 β-(3,4-에폭시시클로헥실)에틸트리메톡시실란 등을 들 수 있다. 이들의 실란 커플링제는, 1종을 단독으로 사용해도 좋고, 2종 이상을 조합하여 사용해도 좋다.For example, (gamma)-glycidoxy propyl trimethoxysilane (brand name: KBM-403 (made by Shin-Etsu Chemical Co., Ltd.), etc.), (gamma)-glycidoxy propylmethyl dimethoxysilane, (gamma)-(meth) acryl Royloxypropyl trimethoxysilane, β- (3,4-epoxycyclohexyl) ethyltrimethoxysilane, and the like. These silane coupling agents may be used individually by 1 type, and may be used in combination of 2 or more type.
D 성분의 함유량은, A 성분의 중합체의 구조, 피착체의 종류, 요구되는 점착 특성 등에 따라서도 다르지만, A 성분 및 B 성분의 총량을 100질량부로 한 경우에, 0.1∼2질량부이다. 이 함유량이 0.1질량부 미만이면, 유리 등의 피착체와의 접합 용도에 있어서 점착성이 불충분하게 되는 경우가 있다. 한편, 5질량부를 초과하면, 재박리시에 풀남음이 발생할 우려가 있다. 상기 효과를 보다 확실하게 얻기 위해서는, D 성분의 함유량을 0.5∼1질량부로 하는 것이 바람직하다.Although content of D component changes also with the structure of the polymer of A component, the kind of to-be-adhered body, required adhesion characteristics, etc., when it is 100 mass parts, the total amount of A component and B component is 0.1-2 mass parts. When this content is less than 0.1 mass part, adhesiveness may become inadequate in the bonding use with adherends, such as glass. On the other hand, when it exceeds 5 mass parts, there exists a possibility that looseness may arise at the time of re-peeling. In order to acquire the said effect more reliably, it is preferable to make content of D component into 0.5-1 mass part.
〔E 성분의 색조 보정의 색소〕[Pigment of hue correction of E component]
색보정 기능이란, 패널로부터의 발광의 색순도나 색재현 범위, 전원 OFF시의 디스플레이색 등의 개선을 위해서 디스플레이용 필터의 색을 조정하는 기능이다. 특히 패널로부터의 발광 중 파장 575∼595nm에 피크를 갖는 오렌지색의 광이 색재현성을 악화시키는 원인이 되고 있고, 색조 보정의 색소는, 이 파장의 광을 흡수함으로써 진적성(眞赤性)을 높여 색의 재현성을 향상시킨다. 구체적인 색소로서는, 네온 발광의 흡수 기능을 가지고 색조의 조절을 행하는 화합물을 들 수 있고, 시아닌계, 포르피린계, 스쿠아릴륨계, 안트라퀴논계, 프탈로시아닌계, 메틴계, 폴리메틴계, 폴리아조계, 아줄레늄계, 디페닐메탄계, 트리페닐메탄계, 서브프탈로시아닌계 등의 색소를 들 수 있다.The color correction function is a function of adjusting the color of the display filter in order to improve the color purity, color gamut of light emission from the panel, display color when the power is turned off, and the like. In particular, orange light having a peak at a wavelength of 575 to 595 nm during light emission from the panel causes color reproducibility, and the color tone correction pigment absorbs light at this wavelength to increase its integrity. Improve color reproducibility As a specific pigment | dye, the compound which has the absorption function of neon light emission, and adjusts a color tone is mentioned, Cyanine type, porphyrin type, squarylium type, anthraquinone type, phthalocyanine type, methine type, polymethine type, polyazo type, azul And dyes such as rhenium, diphenylmethane, triphenylmethane and subphthalocyanine.
또한 이 밖에도, 상기와는 다른 가시광선을 흡수하는 안트라퀴논계, 나프탈렌계, 아조계, 프탈로시아닌계, 피로메텐계, 테트라아자포르피린계, 스쿠아릴륨계, 시아닌계, 아줄레늄계, 디페닐메탄계, 트리페닐메탄계, 옥사진계, 아진계, 티오피릴륨계, 비올로겐계, 아조금속 착염계, 비스아조계, 인디고계, 아조메틴계, 크산텐계, 옥소놀계 등의 색소를 사용할 수 있다. 색소는 단독으로 또는 2종류 이상의 색소를 조합하여 사용할 수 있다. 색보정 색소의 함유량은, 보정하고자 하는 색에 맞추어 적절히 조정되며, 점착제 조성물 중에 A 성분과 B 성분과 C 성분과 D 성분의 합계를 100질량부로 한 경우에 0.02∼2질량부이다. E 성분의 함유량이 0.02질량부 미만의 경우에는, 색보정 점착 필름은 색보정 효과를 충분하게 발휘할 수 없다. 한편, 2질량부를 초과하는 경우에는, 색보정 점착 필름의 전 광선 투과율이 저하하는 결과를 초래한다. 복수의 색소를 사용하는 경우, 색소의 합계량이 상기 함유량의 범위로 조절된다. 또한, 광학 특성에 큰 영향을 주지 않는 범위이면, 자외선 흡수제, 산화 방지제를 가해도 좋다.In addition, anthraquinone series, naphthalene series, azo series, phthalocyanine series, pyrromethene series, tetraaza porphyrin series, squarylium series, cyanine series, azulenium series, diphenylmethane series, etc. And pigments such as triphenylmethane, oxazine, azine, thiopyryllium, viologen, azo metal complex salt, bis azo, indigo, azomethine, xanthene and oxonol. A dye can be used individually or in combination of 2 or more types of pigments. Content of a color correction pigment is adjusted suitably according to the color to be corrected, and is 0.02-2 mass parts when the sum total of A component, B component, C component, and D component is 100 mass parts in an adhesive composition. When content of E component is less than 0.02 mass part, a color correction adhesive film cannot fully exhibit a color correction effect. On the other hand, when it exceeds 2 mass parts, the total light transmittance of a color correction adhesive film will fall. When using a some pigment | dye, the total amount of a pigment | dye is adjusted to the said content range. Moreover, you may add a ultraviolet absorber and antioxidant as long as it is a range which does not largely affect an optical characteristic.
자외선 흡수제로서는, 예를 들면 자외선에 의한 화학 작용으로부터 물질을 보호하는 목적에서 첨가되는 자외선 흡수제 등을 들 수 있다. 자외선 흡수제로서는, 예를 들면 벤조페논계 화합물, 벤조트리아졸계 화합물 이외에, 살리실산에스테르류, 트리아진계 화합물, 시아노아크릴레이트계 화합물 등의 유기계 자외선 흡수제; 산화아연, 산화티탄 등의 무기계 자외선 흡수제 등을 들 수 있다.As a ultraviolet absorber, the ultraviolet absorber etc. which are added for the purpose of protecting a substance from the chemical action | action by an ultraviolet-ray, etc. are mentioned, for example. As a ultraviolet absorber, For example, In addition to a benzophenone type compound and a benzotriazole type compound, Organic ultraviolet absorbers, such as salicylic acid ester, a triazine type compound, and a cyanoacrylate type compound; Inorganic ultraviolet absorbers such as zinc oxide and titanium oxide; and the like can be given.
산화 방지제로서는, 예를 들면 lrganox 시리즈(상품명, 치바스페셜티케미컬즈(주)제)의 245, 259, 565, 1010, 1035, 1076, 1081, 1098, 1222, 1330(어느 것도 상품명, 치바스페셜티케미컬즈(주)제) 등을 들 수 있다.As antioxidant, For example, 245, 259, 565, 1010, 1035, 1076, 1081, 1098, 1222, 1330 of lrganox series (brand name, Chiba Specialty Chemicals Co., Ltd. product) Ltd.) etc. are mentioned.
〔색보정 점착 필름〕[Color correction adhesion film]
색보정 점착 필름은, 투명 기재 위에 상술한 색보정 점착제에 의한 점착제층이 적층되어 형성된다. 이 색보정 점착 필름의 점착제층과는 반대측의 투명 기재의 면에는 기능층이 적층된다.The color correction adhesive film is formed by laminating an adhesive layer by the color correction adhesive described above on a transparent substrate. A functional layer is laminated | stacked on the surface of the transparent base material on the opposite side to the adhesive layer of this color correction adhesive film.
다음으로, 기능층에 대해 설명한다.Next, the functional layer will be described.
기능층은, 예를 들면 하드코팅층, 반사 방지층, 감반사층(減反射層), 방현층(防眩層), 감반사방현층, 펜 입력시의 표면에서의 필기감을 향상시킬 수 있는 자기 수복성을 갖는 연질 수지층 등이다. 이들은, 공지의 어느 기능층도 적용할 수 있다.The functional layer is, for example, a self-healing property capable of improving the writing feeling on the surface at the time of pen input, such as a hard coating layer, an antireflection layer, an antireflection layer, an antiglare layer, an antireflection reflection layer, and a pen input. Soft resin layer and the like. These can apply any well-known functional layer.
(기능층의 형성 방법)(Formation method of functional layer)
상기 기능층을 형성하기 위한 투명 기재에의 도포 방법은 특별히 한정되지 않고, 통상 행해지고 있는 도포 방법, 예를 들면 롤 코팅법, 스핀 코팅법, 딥 코팅법, 스프레이 코팅법, 바 코팅법, 나이프 코팅법, 다이 코팅법, 잉크젯법, 그라비어 코팅법 등 공지의 어떠한 방법도 채용된다. 도포시에는, 밀착성을 향상시키기 위해서, 미리 투명 기재(필름) 표면에 코로나 방전 처리 등의 전처리를 실시할 수 있다.The coating method to the transparent base material for forming the said functional layer is not specifically limited, The coating method currently performed, for example, a roll coating method, a spin coating method, a dip coating method, a spray coating method, the bar coating method, the knife coating Any known method such as a method, a die coating method, an inkjet method, or a gravure coating method is employed. At the time of application | coating, in order to improve adhesiveness, pretreatment, such as a corona discharge process, can be previously given to the transparent base material (film) surface.
상기 기능층의 경화 방법으로서는, 예를 들면 고압 수은 램프, 할로겐 램프, 크세논 램프, 질소 레이저, 전자선 가속 장치, 방사성 원소 등의 활성 에너지선원 등이 사용된다.As a hardening method of the said functional layer, active energy source, such as a high pressure mercury lamp, a halogen lamp, a xenon lamp, a nitrogen laser, an electron beam accelerator, a radioactive element, etc. are used, for example.
이 경우, 활성 에너지선의 조사량은, 자외선의 파장 365nm에서의 적산광량으로서 50∼5000mJ/cm2인 것이 바람직하다. 조사량이 50mJ/cm2 미만일 때에는, 경화가 불충분하게 되기 때문에 바람직하지 않다. 한편, 5000mJ/cm2를 초과할 때에는, 기능층을 형성하는 활성 에너지선 경화형 수지가 착색하는 경향을 나타내기 때문에 바람직하지 않다.In this case, it is preferable that the irradiation amount of an active energy ray is 50-5000mJ / cm <2> as accumulated light quantity in wavelength 365nm of an ultraviolet-ray. When the dose is less than 50 mJ / cm 2 , curing becomes insufficient, which is not preferable. On the other hand, when it exceeds 5000 mJ / cm <2> , since the active energy ray hardening type resin which forms a functional layer shows the tendency to color, it is not preferable.
[실시예][Example]
이하, 실시예 및 비교예를 들어 상기 실시 형태를 더욱 구체적으로 설명하지만, 본 발명은 그들 실시예의 범위에 한정되는 것은 아니다.Hereinafter, although an Example and a comparative example are given and the said embodiment is demonstrated further more concretely, this invention is not limited to the range of these Examples.
(a)광학적 특성(a) optical properties
(a-1)투과색의 측정(a-1) Measurement of transmission color
피착체로서의 유리판에, 이형 필름을 제거한 색보정 점착 필름을 첩착한 샘플을 제작했다. 이 샘플에 대해 측색계(코니카-미놀타(주)제, CM-3600d)를 사용하여, 투과색(Y 및 x, y)을 측정했다.The sample which stuck the color correction adhesive film which removed the release film to the glass plate as a to-be-adhered body was produced. About this sample, the transmission color (Y and x, y) was measured using the colorimeter (Konica Minolta Co., Ltd. product, CM-3600d).
(b)물리 물성(b) physical properties
(b-1)밀착성(b-1) Adhesiveness
밀착성은, 기능 필름이 유리판에 대해 위치 어긋남, 벗겨짐 등이 없는 경우에 양호로 판단하고(○), 위치 어긋남, 벗겨짐 등이 보여진 경우에 불량으로 판단했다(×).Adhesiveness was judged to be good when there was no position shift, peeling, etc. with respect to a glass plate, and it was judged as bad when a position shift, peeling, etc. were seen (x).
(c)내구성 시험(c) durability test
피착체로서의 유리판에, 이형 필름을 제거한 색보정 점착 필름을 첩착한 샘플을 제작했다. 이 샘플을 550W/m2(방사 에너지 : 300nm∼800nm), BST 65℃, 파장 380nm 이하를 커트한 환경 하에 24시간 방치하여, 투과색 및 피착체(유리판)와의 밀착성에 대해 평가를 행했다.The sample which stuck the color correction adhesive film which removed the release film to the glass plate as a to-be-adhered body was produced. This sample was left to stand for 24 hours in the environment which cut 550 W / m <2> (radiation energy: 300 nm-800 nm), BST 65 degreeC, and wavelength 380 nm or less, and evaluated about the transmissive color and adhesiveness with a to-be-adhered body (glass plate).
(제조예1, A 성분인 변성 (메타)아크릴계 중합체의 제조)(Production example 1, preparation of modified (meth) acrylic polymer as A component)
냉각기, 적하 깔때기 및 온도계를 구비한 4구 플라스크(2L)에, 하기에 나타내는 아크릴계 공중합체〔네가미고교(주)제의 상품명 : 파라크론AW4500H, 고형분 40%, 톨루엔 용매〕 586g, 용매(아세트산에틸) 890g, 반응 촉매(디부틸주석라우레이트) 0.3g를 장입하고, 교반하면서 40℃로 가열했다. 상기 아크릴계 공중합체는, 부틸아크릴레이트 단위, 에틸아크릴레이트 단위, 메틸메타크릴레이트 단위, 히드록시부틸아크릴레이트 단위 및 히드록시에틸아크릴레이트 단위를 포함하고, 중량평균 분자량이 330,000, 유리 전이 온도가 -8℃의 것이었다. 또한, 이 아크릴계 공중합체의 수산기 함유량은, 아크릴계 공중합체 100g당 15mmol(아크릴계 공중합체 1분자당 50개)이었다.To a four-necked flask (2L) equipped with a cooler, a dropping funnel and a thermometer, an acryl-based copolymer (trade name: manufactured by Negami Kogyo Co., Ltd .: paracron AW4500H, 40% solids, toluene solvent) 586 g, solvent (acetic acid) 890 g of ethyl) and 0.3 g of a reaction catalyst (dibutyltin laurate) were charged and heated to 40 ° C while stirring. The acrylic copolymer includes a butyl acrylate unit, an ethyl acrylate unit, a methyl methacrylate unit, a hydroxybutyl acrylate unit, and a hydroxyethyl acrylate unit, the weight average molecular weight is 330,000, and the glass transition temperature is- It was 8 degreeC. In addition, the hydroxyl group content of this acrylic copolymer was 15 mmol (50 per molecule of acrylic copolymer) per 100 g of acrylic copolymers.
계속해서, 미리 제조해둔 (메타)아크릴계 화합물(2-메타크릴로일옥시에틸이소시아네이트, 쇼와덴코(주)제의 상품명 : 카렌즈MOI) 1.8g를 용매(아세트산에틸) 120g에 용해시킨 혼합액을, 상기 적하 깔때기를 통하여 4구 플라스크 내에 적하시켰다. 이 적하는, 상기 4구 플라스크 내부의 온도를 40℃로 유지하면서, 약 1시간에 걸쳐 행했다. 적하 종료 후에도 온도 40℃에서 반응을 계속하고, 반응액의 적정 분석에 의해, 이소시아네이트기의 소실이 확인된 시점에서 반응 종료로 하여, 변성 (메타)아크릴계 중합체를 얻었다. 반응 시간은 상기 혼합액의 적하 개시로부터 5시간이었다. 얻어진 변성 (메타)아크릴계 중합체의 중량평균 분자량은 331,000, 유리 전이 온도는 -8℃이었다.Subsequently, a mixed solution obtained by dissolving 1.8 g of a (meth) acrylic compound (2-methacryloyloxyethyl isocyanate manufactured by Showa Denko Co., Ltd. product: Carenz MOI) prepared in advance in 120 g of a solvent (ethyl acetate) was prepared. It was dripped in the four neck flask through the said dropping funnel. This dropping was performed over about 1 hour, maintaining the temperature inside the said four neck flask at 40 degreeC. The reaction was continued at the temperature of 40 degreeC after completion | finish of dripping, and the reaction was complete | finished when the disappearance of the isocyanate group was confirmed by the appropriate analysis of the reaction liquid, and the modified (meth) acrylic-type polymer was obtained. The reaction time was 5 hours from the start of dropwise addition of the mixed solution. The weight average molecular weight of the obtained modified (meth) acrylic polymer was 331,000, and the glass transition temperature was -8 ° C.
(실시예1)Example 1
변성 (메타)아크릴계 중합체(A 성분) 용액에, 변성 (메타)아크릴계 중합체(A 성분)의 고형분 환산으로 93질량부에 대해, 아크릴산(B 성분)〔오사카유키가가쿠고교(주)제, 상품명 : 98% 아크릴산〕 7질량부, 광중합 개시제(C 성분)〔BASF사제, 상품명 : 루시린TPO) 0.2질량부, 실란 화합물(D 성분)〔신에츠가가쿠고교사제, 상품명 : KBM-403〕 0.7질량부를 혼합하여, 액상의 자외선 경화형 점착제 조성물을 제조했다.Acrylic acid (component B) to the modified (meth) acrylic polymer (component A) solution in terms of solid content of the modified (meth) acrylic polymer (component A) in terms of 93 parts by mass [Osaka Yuki Chemical Co., Ltd. product, : 98% acrylic acid] 7 parts by mass, photopolymerization initiator (C component) [manufactured by BASF Corporation, trade name: Lucirin TPO), 0.2 part by mass, silane compound (component D) [manufactured by Shin-Etsu Chemical Co., Ltd., trade name: KBM-403] 0.7 mass The parts were mixed to prepare a liquid ultraviolet curable pressure-sensitive adhesive composition.
이 자외선 경화형 점착제 조성물에 색소(E-1 성분)〔야마다가가쿠고교(주)제의 상품명 : TAP-18〕 0.26질량부, 색소(E-2 성분)〔치바스페셜티케미컬즈(주)제의 상품명 : ORAZOL BLACK RLI〕 0.16질량부, 색소(E-3 성분)〔치바스페셜티케미컬즈(주)제의 상품명 : ORAZOL RED 2B〕 0.07질량부, 색보정 색소(E-4 성분)〔오리엔트가가쿠고교(주)제의 상품명 : VARIFAST ORANGE 3209〕 0.08질량부를 혼합하여, 자외선 경화형 색보정 점착 조성물을 제조했다.Pigment (E-1 component) [trade name of Yamada Chemical Co., Ltd. make: brand name: TAP-18] 0.26 mass part, pigment | dye (E-2 component) to this ultraviolet curable adhesive composition [made by Chiba Specialty Chemicals Co., Ltd. Product name: ORAZOL BLACK RLI] 0.16 parts by weight, pigment (E-3 component) [trade name: ORAZOL RED 2B manufactured by Chivas Specialty Chemicals Co., Ltd.] 0.07 part by mass, color correction pigment (E-4 component) [Orient Gaku Brand name of Kogyo Co., Ltd .: VARIFAST ORANGE 3209] 0.08 parts by mass was mixed to prepare an ultraviolet curable color correction adhesive composition.
이 자외선 경화형 색보정 점착 조성물을 이형 필름 위에 다이 코팅법에 의해 도포, 건조하여, 막두께 15㎛의 도포막을 형성했다. 이어서, 고압 수은 램프에 의해, 80mJ/cm2의 적산광량으로 자외선을 조사하여 당해 조성물 중의 광중합성 화합물을 중합시켜, 경화한 색보정 점착제 조성물의 층(점착제층)을 형성했다. 이 점착제층을, 반사 방지 필름〔니치유(주)제의 상품명 : 리얼룩9100〕의 기능층과는 반대면에 통상의 방법에 따라 전사함으로써, 색보정 점착 필름을 제작했다. 이와 같이 하여 얻어진 색보정 점착 필름에 대해, 투과색 및 밀착성에 관한 내구성을 측정하고, 그들의 결과를 표 1에 나타냈다.This ultraviolet curable color correction adhesive composition was apply | coated and dried by the die-coating method on a release film, and the coating film of 15 micrometers of film thicknesses was formed. Subsequently, a high-pressure mercury lamp was used to irradiate ultraviolet rays with an integrated light amount of 80 mJ / cm 2 to polymerize the photopolymerizable compound in the composition, thereby forming a layer (adhesive layer) of the cured color correction adhesive composition. The pressure-sensitive adhesive layer was transferred to a surface opposite to the functional layer of the anti-reflection film [trade name: Reallook 9100 manufactured by Nichiyu Co., Ltd.] according to a conventional method to produce a color-corrected pressure-sensitive adhesive film. Thus, the durability regarding transmission color and adhesiveness was measured about the color correction adhesive film obtained, and these results were shown in Table 1.
(실시예2 및 비교예1∼2)(Example 2 and Comparative Examples 1-2)
C 성분의 양을 표 1에 나타내는 바와 같이 변경한 것을 제외하고는 실시예1과 같이 하여 색보정 점착 필름을 제작했다. 그리고, 얻어진 색보정 점착 필름에 대해 실시예1과 같이 물성을 측정하고, 그들의 결과를 표 1에 나타냈다.The color correction adhesive film was produced like Example 1 except having changed the quantity of C component as shown in Table 1. And about the obtained color correction adhesive film, physical properties were measured like Example 1, and the result was shown in Table 1.
(비교예3)(Comparative Example 3)
시판하는 아크릴계 공중합체〔네가미고교(주)제, 상품명 : 파라크론AW4500H, 고형분 40질량%, 톨루엔 용매〕100g에 대해, 경화제〔니뽄폴리우레탄고교(주)제, 상품명 : 코로네이트L〕 0.5g를 혼합하여, 열경화형 점착제를 제조했다. 그리고, 그 열경화형 점착제를 이형 필름 위에 다이 코팅법에 의해 도포하고 건조시켜, 막두께 25㎛의 도포막을 형성하고, 상기 반사 방지 필름의 기능층과는 반대면에 전사함으로써, 기능 필름을 제작했다.Commercially available acrylic copolymer [manufactured by Negami Kogyo Co., Ltd., product name: paracron AW4500H, solid content 40% by mass, toluene solvent], 100 g of curing agent [Nippon Polyurethane Co., Ltd. product, trade name: Coronate L] 0.5 g was mixed and the thermosetting adhesive was produced. And the thermosetting adhesive was apply | coated by the die-coating method on a release film, it dried, the coating film of 25 micrometers in thickness was formed, and the functional film was produced by transferring to the surface opposite to the functional layer of the said antireflection film. .
[표 1]TABLE 1
표 1에 나타낸 결과에서, 실시예1, 2의 색보정 점착 필름은, 양생이 없어도 밀착성이 뛰어나고, 또한 초기 및 내구성 시험 후에 있어서 색소의 열화도 없고, 색보정 기능이 뛰어났다. 반사 방지 필름의 기능층 자체의 소기의 기능도 소실되지 않았다. 성분 A∼E의 양 및 종류를 상기 실시 형태에 의거하여 적절히 변경한 경우에도 마찬가지였다.From the result shown in Table 1, the color correction adhesive films of Examples 1 and 2 were excellent in adhesiveness even without curing, and also there was no deterioration of a pigment | dye after initial stage and durability test, and the color correction function was excellent. The desired function of the functional layer itself of the antireflection film was not lost. The same was true even when the amounts and types of the components A to E were appropriately changed based on the above embodiments.
이것에 대해, 비교예1에 있어서는, 색보정 점착제 조성물을 구성하는 광중합 개시제(C 성분)의 양이 많기 때문에, 광중합 개시제(C 성분)가 색소(E 성분)를 분해하여, 퇴색을 초래하였다. 비교예2에서는 광중합 개시제(C 성분)량이 적기 때문에, 점착력이 충분하게 발휘되지 않아, 점착제층이 이형 필름에 남고, 색보정 점착 필름에의 전사가 불가능하게 되었다.On the other hand, in the comparative example 1, since the quantity of the photoinitiator (component C) which comprises a color correction adhesive composition is large, the photoinitiator (component C) decomposed | disassembled the pigment | dye (component E) and caused discoloration. In Comparative Example 2, since the amount of photopolymerization initiator (C component) was small, the adhesive force was not sufficiently exhibited, and the adhesive layer remained on the release film, and transfer to the color correction adhesive film became impossible.
Claims (5)
광중합 개시제(C 성분)와,
실란 화합물(D 성분)과,
색소(E 성분)를 구성 성분으로서 함유하고,
A 성분의 유리 전이 온도가 -55∼0℃이며,
A 성분의 중량평균 분자량이 20만∼100만이며,
A 성분과 B 성분의 합계를 100질량부로 한 경우에, A 성분이 80∼99질량부, B 성분이 1∼20질량부이며,
A 성분과 B 성분의 합계를 100질량부로 한 경우에, 광중합 개시제(C 성분)가 0.1∼0.9질량부, 실란 화합물(D 성분)이 0.1∼2질량부이며,
A 성분과 B 성분과 C 성분과 D 성분의 합계를 100질량부로 한 경우에 색소(E 성분)가 0.02∼2질량부인 자외선 경화형 색보정 점착제 조성물.A reactive (meth) acrylic polymer (component A) having a (meth) acryloyl group in the side chain, a carboxylic acid monomer (component B) having a polymerizable unsaturated group,
Photoinitiator (C component),
A silane compound (component D),
It contains a pigment (E component) as a structural component,
The glass transition temperature of A component is -55-0 degreeC,
The weight average molecular weight of A component is 200,000-1 million,
When the sum total of A component and B component is 100 mass parts, it is 80-99 mass parts of A components, and 1-20 mass parts of B components,
When the sum total of A component and B component is 100 mass parts, 0.1-0.9 mass part of photoinitiators (C component) are 0.1-2 mass parts of silane compounds (component D),
The ultraviolet curable color correction adhesive composition whose pigment | dye (E component) is 0.02-2 mass parts when the sum total of A component, B component, C component, and D component is 100 mass parts.
상기 점착제층과는 반대측의 투명 기재의 면에 기능층이 적층되어 있는 색보정 점착 필름.The method of claim 3,
The color correction adhesive film in which a functional layer is laminated | stacked on the surface of the transparent base material on the opposite side to the said adhesive layer.
상기 점착제층은 피착체에 밀착하고자 하는 상기 색보정 점착 필름의 최외층에 마련되어 있는 색보정 점착 필름.The method of claim 3,
The pressure-sensitive adhesive layer is a color correction adhesive film provided in the outermost layer of the color correction adhesive film to be in close contact with the adherend.
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| CN115561852A (en) * | 2016-06-15 | 2023-01-03 | 日东电工株式会社 | Polarizing film with adhesive layer and image display device |
| JP6984538B2 (en) * | 2018-05-18 | 2021-12-22 | 三菱ケミカル株式会社 | Acrylic adhesive compositions, adhesive layers, display filters, and displays |
| JP2021059711A (en) * | 2019-10-07 | 2021-04-15 | 日東電工株式会社 | Photocurable adhesive composition, double-sided adhesive sheet and manufacturing method thereof, and optical device and manufacturing method thereof |
| CN117362549B (en) * | 2023-10-09 | 2024-04-02 | 武汉中科先进材料科技有限公司 | Hydrophilic crosslinked polymer, preparation method thereof and negative electrode binder containing hydrophilic crosslinked polymer |
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