JPH04254803A - Adhesion type polarizing plate or adhesion type phase difference plate - Google Patents
Adhesion type polarizing plate or adhesion type phase difference plateInfo
- Publication number
- JPH04254803A JPH04254803A JP2780491A JP2780491A JPH04254803A JP H04254803 A JPH04254803 A JP H04254803A JP 2780491 A JP2780491 A JP 2780491A JP 2780491 A JP2780491 A JP 2780491A JP H04254803 A JPH04254803 A JP H04254803A
- Authority
- JP
- Japan
- Prior art keywords
- polarizing plate
- adhesive
- plate
- film
- adhesion type
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 239000012790 adhesive layer Substances 0.000 claims abstract description 13
- 239000010410 layer Substances 0.000 claims abstract description 12
- SMEGJBVQLJJKKX-HOTMZDKISA-N [(2R,3S,4S,5R,6R)-5-acetyloxy-3,4,6-trihydroxyoxan-2-yl]methyl acetate Chemical compound CC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O)OC(=O)C)O)O SMEGJBVQLJJKKX-HOTMZDKISA-N 0.000 claims abstract description 6
- 229940081735 acetylcellulose Drugs 0.000 claims abstract description 6
- 229920002301 cellulose acetate Polymers 0.000 claims abstract description 6
- AHDSRXYHVZECER-UHFFFAOYSA-N 2,4,6-tris[(dimethylamino)methyl]phenol Chemical compound CN(C)CC1=CC(CN(C)C)=C(O)C(CN(C)C)=C1 AHDSRXYHVZECER-UHFFFAOYSA-N 0.000 claims abstract description 3
- 239000003522 acrylic cement Substances 0.000 claims description 10
- 239000000853 adhesive Substances 0.000 abstract description 38
- -1 acryl Chemical group 0.000 abstract description 10
- 230000007062 hydrolysis Effects 0.000 abstract description 4
- 238000006460 hydrolysis reaction Methods 0.000 abstract description 4
- 230000001070 adhesive effect Effects 0.000 description 37
- 239000004372 Polyvinyl alcohol Substances 0.000 description 12
- 229920002451 polyvinyl alcohol Polymers 0.000 description 12
- 239000004973 liquid crystal related substance Substances 0.000 description 9
- 238000012360 testing method Methods 0.000 description 9
- 238000002834 transmittance Methods 0.000 description 9
- 239000000975 dye Substances 0.000 description 8
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 7
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- 239000011521 glass Substances 0.000 description 6
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 5
- 230000006870 function Effects 0.000 description 5
- 238000010030 laminating Methods 0.000 description 5
- 239000007983 Tris buffer Substances 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 230000007935 neutral effect Effects 0.000 description 4
- 230000010287 polarization Effects 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 3
- 239000004327 boric acid Substances 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 229920001577 copolymer Polymers 0.000 description 3
- 210000002858 crystal cell Anatomy 0.000 description 3
- 230000006866 deterioration Effects 0.000 description 3
- 230000003287 optical effect Effects 0.000 description 3
- CIPOCPJRYUFXLL-UHFFFAOYSA-N 2,3,4-tris[(dimethylamino)methyl]phenol Chemical compound CN(C)CC1=CC=C(O)C(CN(C)C)=C1CN(C)C CIPOCPJRYUFXLL-UHFFFAOYSA-N 0.000 description 2
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 2
- 239000004593 Epoxy Substances 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 2
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 2
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
- 210000004027 cell Anatomy 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000007334 copolymerization reaction Methods 0.000 description 2
- 238000012937 correction Methods 0.000 description 2
- 230000006378 damage Effects 0.000 description 2
- 238000002845 discoloration Methods 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 229910052740 iodine Inorganic materials 0.000 description 2
- 239000011630 iodine Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000004848 polyfunctional curative Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 1
- 229920002799 BoPET Polymers 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 229920002284 Cellulose triacetate Polymers 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- NNLVGZFZQQXQNW-ADJNRHBOSA-N [(2r,3r,4s,5r,6s)-4,5-diacetyloxy-3-[(2s,3r,4s,5r,6r)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6s)-4,5,6-triacetyloxy-2-(acetyloxymethyl)oxan-3-yl]oxyoxan-2-yl]methyl acetate Chemical compound O([C@@H]1O[C@@H]([C@H]([C@H](OC(C)=O)[C@H]1OC(C)=O)O[C@H]1[C@@H]([C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](COC(C)=O)O1)OC(C)=O)COC(=O)C)[C@@H]1[C@@H](COC(C)=O)O[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1OC(C)=O NNLVGZFZQQXQNW-ADJNRHBOSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000001913 cellulose 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
- 230000003247 decreasing effect Effects 0.000 description 1
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 230000000593 degrading effect Effects 0.000 description 1
- 229920005994 diacetyl cellulose Polymers 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 239000012948 isocyanate Substances 0.000 description 1
- 150000002513 isocyanates Chemical class 0.000 description 1
- 239000002075 main ingredient 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
- 239000000463 material Substances 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
- 239000010446 mirabilite Substances 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 239000005056 polyisocyanate Substances 0.000 description 1
- 229920001228 polyisocyanate Polymers 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 230000035807 sensation Effects 0.000 description 1
- 239000002356 single layer Substances 0.000 description 1
- RSIJVJUOQBWMIM-UHFFFAOYSA-L sodium sulfate decahydrate Chemical compound O.O.O.O.O.O.O.O.O.O.[Na+].[Na+].[O-]S([O-])(=O)=O RSIJVJUOQBWMIM-UHFFFAOYSA-L 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-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
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 238000004383 yellowing Methods 0.000 description 1
Landscapes
- Polarising Elements (AREA)
Abstract
Description
【0001】0001
【産業上の利用分野】本発明は、偏光板および位相差板
に関する。更に詳しくは高温、高湿条件下での耐久性に
優れた粘着型偏光板および粘着型位相差板に関するもの
である。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a polarizing plate and a retardation plate. More specifically, the present invention relates to an adhesive polarizing plate and an adhesive retardation plate that have excellent durability under high temperature and high humidity conditions.
【0002】0002
【従来の技術】偏光板は液晶表示体の普及により工業的
に大量に生産され、使用される様になって来た。ウォッ
チ、電卓等の小物の表示体から出発した液晶表示体もパ
ソコン、ワードプロセッサー等のOA機器、液晶テレビ
、液晶プロジェクター、車載用インスツルメントパネル
、車載用ナビゲーションシステム等、高価格機器や高耐
久機器に適用されるようになるにしたがい、益々その高
い信頼性が要求される様になって来た。BACKGROUND OF THE INVENTION With the spread of liquid crystal displays, polarizing plates have come to be industrially produced and used in large quantities. Liquid crystal displays, which started out as displays for small items such as watches and calculators, are also used in high-priced and highly durable equipment such as office automation equipment such as computers and word processors, LCD televisions, LCD projectors, in-vehicle instrument panels, and in-vehicle navigation systems. As the technology has come to be applied to more and more applications, higher reliability has come to be required.
【0003】液晶表示体の信頼性の中で、従来より最も
改善が望まれている部品の1つが偏光板である。そして
その偏光子自身の耐久性向上の他に実用上最も重要な、
ポイントは粘着層の耐久性向上である。[0003] Among the reliability of liquid crystal displays, one of the parts for which improvement has been most desired is the polarizing plate. In addition to improving the durability of the polarizer itself, the most important thing for practical use is
The key is to improve the durability of the adhesive layer.
【0004】液晶用偏光板は、組み立て上の簡便さ及び
表面での反射ロスを軽減させる為に製品形態の大部分は
粘着層を有する粘着型偏光板であり、粘着層の耐久性の
向上は、避けて通ることの出来ない実用上最も重要な技
術課題となっている。Most liquid crystal polarizing plates are adhesive type polarizing plates with an adhesive layer in order to simplify assembly and reduce reflection loss on the surface. This has become the most important practical technical issue that cannot be avoided.
【0005】一般に粘着型、偏光板は、沃素または二色
性染料を偏光子として配向させた延伸ポリビニルアルコ
ール(以下PVAと略す)フィルムの両面をトリアセチ
ルセルロース(以下TACと略す)フィルムで積層接着
し、さらにTAC表面にアクリル系粘着剤層を設けるこ
とにより製造される。Generally, adhesive type polarizing plates are made by laminating and adhering a stretched polyvinyl alcohol (hereinafter abbreviated as PVA) film with triacetyl cellulose (hereinafter abbreviated as TAC) film on both sides of a stretched polyvinyl alcohol (hereinafter abbreviated as PVA) film in which iodine or dichroic dye is oriented as a polarizer. It is manufactured by further providing an acrylic adhesive layer on the TAC surface.
【0006】実際の使用に際してはこの粘着型偏光板を
液晶セルのガラス板表面に粘着層を介して、貼り合され
る。この様にして作られた一般の偏光板付き液晶セルを
高温、高湿の条件下に長時間暴露すると、偏光板の白濁
、変色、物理的破壊へと劣化が進み、最終的には全く偏
光板としての機能を消失するに至ることがある。In actual use, this adhesive polarizing plate is bonded to the surface of a glass plate of a liquid crystal cell via an adhesive layer. If a general liquid crystal cell with a polarizing plate made in this way is exposed to high temperature and high humidity conditions for a long time, the polarizing plate will deteriorate to cloudiness, discoloration, and physical destruction, and eventually the polarizing plate will not be polarized at all. This may lead to the board losing its function.
【0007】一方、STN方式の液晶表示体による白黒
表示法の一つとして、液晶セルと偏光板の間に位相差板
を設ける方法が普及して来た。位相差板の一種PVA系
位相差板は、延伸されたPVAフィルムの片面または両
面にTACフィルムで支持し、その表面にアクリル系粘
着剤層を設けることにより製造される。On the other hand, as one of the black and white display methods using an STN type liquid crystal display, a method of providing a retardation plate between a liquid crystal cell and a polarizing plate has become popular. A PVA-based retardation plate, which is a type of retardation plate, is manufactured by supporting a stretched PVA film on one or both sides with a TAC film, and providing an acrylic adhesive layer on the surface thereof.
【0008】粘着層を介して、一層または複数層の位相
差板をSTNセルに貼り合せ、最外層に偏光板を貼り合
せることにより、液晶表示体を構成するものであるが、
この場合も偏光板単層を張り合せた場合と同様、高温、
高湿条件下に長時間暴露させると白濁、物理的破壊へと
至りそう長くない時間で全く機能を消失してしまうこと
がある。[0008] A liquid crystal display is constructed by laminating one or more layers of retardation plates to an STN cell via an adhesive layer, and laminating a polarizing plate to the outermost layer.
In this case as well, as in the case of laminating a single layer of polarizing plate, high temperature,
If exposed to high humidity conditions for a long period of time, it may become cloudy and may completely lose its function in a short period of time, leading to physical destruction.
【0009】これらの原因を鋭意究明したところ、アク
リル系粘着剤の共重合成分の一つであるアクリル酸の酸
性により高温、高湿条件下で接触しているTACのアセ
チル基を加水分解させ、酢酸を発生させ、その酢酸がさ
らに別のアセチル基を次々と加水分解させ、急速に破壊
、劣化させるものであることを突きとめた。[0009] After intensive investigation into the cause of these problems, we found that the acidity of acrylic acid, which is one of the copolymerized components of acrylic adhesives, causes the acetyl groups of TAC that come into contact with it to be hydrolyzed under high temperature and high humidity conditions. It was discovered that acetic acid is generated, and that acetic acid successively hydrolyzes other acetyl groups, rapidly destroying and degrading them.
【0010】0010
【発明が解決しようとする課題】高温、高湿の条件下で
長時間暴露しても劣化のない高耐久の粘着型偏光板また
は粘着型位相差板の製造方法の開発が望まれている。Problems to be Solved by the Invention It is desired to develop a method for manufacturing highly durable adhesive polarizing plates or adhesive retardation plates that do not deteriorate even when exposed to high temperature and high humidity conditions for a long time.
【0011】[0011]
【課題を解決するための手段】本発明者らは前記した様
な課題を解決すべく鋭意検討の結果粘着層を形成するに
あたり、アクリル系粘着剤中のアクリル酸等の酸性成分
を中和する為にある特定のアミノ化合物を添加すること
により前記課題が解決されることを見出し、本発明に至
ったものである。[Means for Solving the Problems] In order to solve the above-mentioned problems, the present inventors have made extensive studies and found that when forming an adhesive layer, the acidic components such as acrylic acid in the acrylic adhesive are neutralized. Therefore, the inventors have discovered that the above-mentioned problems can be solved by adding a specific amino compound, leading to the present invention.
【0012】即ち本発明は、偏光フィルムまたは位相差
フィルムの片面または両面にアセチルセルロース系フィ
ルムを設け、さらにこの片面または両面にアクリル系粘
着剤層を設けた積層板において、該粘着層に2,4,6
−トリス(N,N−ジメチルアミノメチル)フェノール
を含有させることを特徴とする粘着型偏光板または粘着
型位相差板に関するものである。That is, the present invention provides a laminate in which an acetyl cellulose film is provided on one or both sides of a polarizing film or a retardation film, and an acrylic adhesive layer is further provided on one or both sides of the film. 4,6
The present invention relates to an adhesive polarizing plate or an adhesive retardation plate characterized by containing tris(N,N-dimethylaminomethyl)phenol.
【0013】本発明に使用する偏光フィルムは、特に限
定されるものでないが、例えば、ポリビニルアルコール
系フィルムを沃素または二色性染料で染色し、ホウ酸水
溶液中でエステル化しながら一軸方向に約3〜5倍に一
軸延伸し、加熱乾燥して得ることが出来、また位相差フ
ィルムは例えばポリビニルアルコール系フィルムをホウ
酸、水溶液中で特定の位相差値を得る様に2倍以下の延
伸倍率で一軸方向に延伸し、製造することが出来る。The polarizing film used in the present invention is not particularly limited, but for example, a polyvinyl alcohol film is dyed with iodine or a dichroic dye, and while esterified in an aqueous boric acid solution, it is dyed in a uniaxial direction for about 30 minutes. It can be obtained by uniaxially stretching the film to ~5 times and drying it by heating, and the retardation film can be obtained by, for example, polyvinyl alcohol-based film being stretched in an aqueous solution of boric acid at a stretching ratio of 2 times or less to obtain a specific retardation value. It can be manufactured by stretching in a uniaxial direction.
【0014】アセチルセルロース系フィルムとしてはT
ACフィルムの他、ジアセチルセルロースフィルム、ア
セチルブチルセルロースフィルム等、透明性が高く、光
学的に等方性があればいずれも使用可能である。As the acetyl cellulose film, T
In addition to AC film, diacetyl cellulose film, acetyl butyl cellulose film, etc. can be used as long as they are highly transparent and optically isotropic.
【0015】通常偏光フィルムまたは位相差フィルムを
これらの両面または片面にポリビニルアルコール系接着
剤またはUV硬化型接着剤を用いて、アセチルロース系
フィルムを積層接着し、偏光板または位相板を製造する
。[0015] Usually, a polarizing plate or a phase plate is manufactured by laminating and adhering an acetylose film on both or one side of a polarizing film or a retardation film using a polyvinyl alcohol adhesive or a UV curable adhesive.
【0016】アクリル系粘着剤は、主成分の(メタ)ア
クリル酸エステルと、これと共重合可能なカルボキシル
基含有の化合物とを共重合することによって得られるも
のが使用されるが、必要に応じて、塗工直前にポリイソ
シアネート系硬化剤またはエポキシ系硬化剤を添加し、
架橋構造を形成させることも出来る。[0016] The acrylic adhesive used is one obtained by copolymerizing the main component (meth)acrylic acid ester and a carboxyl group-containing compound that can be copolymerized with this. Then, just before coating, add a polyisocyanate hardener or epoxy hardener,
It is also possible to form a crosslinked structure.
【0017】共重合粘着剤の一方の成分である(メタ)
アクリル酸エステルとしては、例えば(メタ)アクリル
酸ブチル、(メタ)アクリル酸2−エチルヘキシル、(
メタ)アクリル酸イソオクチル、(メタ)アクリル酸イ
ソノニル、(メタ)アクリル酸オクチル、(メタ)アク
リル酸デシル、(メタ)アクリル酸ベンジル、(メタ)
アクリル酸2−ヒドロキシエチル等を挙げることが出来
、共重合成分として全体の60〜99重量%を占めるよ
うに調整される。One component of the copolymer adhesive (meth)
Examples of acrylic esters include butyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, (
isooctyl (meth)acrylate, isononyl (meth)acrylate, octyl (meth)acrylate, decyl (meth)acrylate, benzyl (meth)acrylate, (meth)
Examples include 2-hydroxyethyl acrylate, which is adjusted to account for 60 to 99% by weight of the total copolymerization component.
【0018】またもう一つの成分であるカルボキシル基
含有の化合物としては、アクリル酸、メタアクリル酸、
イタコン酸、クロトン酸、マレイン酸等を挙げるこが出
来、これら共重合成分としての割合は、1〜20%であ
る。また必要に応じて、共重合可能なビニル化合物を例
えば0〜20重量%加えることも可能である。[0018] As another component, a carboxyl group-containing compound, acrylic acid, methacrylic acid,
Itaconic acid, crotonic acid, maleic acid, etc. can be mentioned, and the proportion of these as copolymerization components is 1 to 20%. Furthermore, if necessary, it is also possible to add, for example, 0 to 20% by weight of a copolymerizable vinyl compound.
【0019】前述の方法で製造した偏光板または位相差
板に該粘着剤層を形成し、粘着型偏光板または粘着型位
相差板を形成する。これら粘着型偏光板または、粘着型
位相差板と粘着型偏光板の積層体をガラスセルに貼り合
せ、80℃×95%RHまたは80℃×90%RHの条
件下に長時間暴露したところ白濁、偏光子の変色、TA
Cの加水分解による形状破壊を起し全くその機能を消失
するに至った。The adhesive layer is formed on the polarizing plate or retardation plate produced by the method described above to form an adhesive polarizing plate or an adhesive retardation plate. When these adhesive polarizing plates or a laminate of an adhesive retardation plate and an adhesive polarizing plate were attached to a glass cell and exposed for a long time under the conditions of 80°C x 95% RH or 80°C x 90% RH, it became cloudy. , polarizer discoloration, TA
Due to hydrolysis of C, the shape was destroyed and the function completely disappeared.
【0020】一方、粘着剤の中に2,4,6−トリス(
N,N−ジメチルアミノメチル)フェノールを添加した
ものを用いて、同じように粘着型偏光板及び粘着型位相
差板を形成し、同様な方法で、その耐久性を確認したと
ころ、80℃×95%RHの条件下で1000時間以上
の耐久性を有し、80℃×90%RHの条件下では15
00時間経過しても尚、その機能を有することが確認さ
れた。On the other hand, 2,4,6-tris (
Adhesive polarizing plates and adhesive retardation plates were formed in the same way using a material to which N,N-dimethylaminomethyl)phenol was added, and their durability was confirmed in the same manner. It has durability of more than 1000 hours under the condition of 95% RH and 15 hours under the condition of 80℃ x 90% RH.
It was confirmed that the device still had this function even after 00 hours had passed.
【0021】本発明において2,4,6−トリス(N,
N−ジメチルアミノメチル)フェノールの粘着剤への添
加量は粘着剤固型分100部に対して通常0.3〜20
部である。In the present invention, 2,4,6-tris (N,
The amount of N-dimethylaminomethyl)phenol added to the adhesive is usually 0.3 to 20 parts per 100 parts of the solid content of the adhesive.
Department.
【0022】本発明の粘着型偏光板又は粘着型位相板は
次の諸点においてすぐれている。The adhesive polarizing plate or adhesive phase plate of the present invention is excellent in the following points.
【0023】■ 高温、高湿の条件下で粘着層のガラ
ス板からの剥離、発泡、表面の凹凸がなく、添加したア
ミノ化合物による黄、褐変を起さない。■ 高温(乾
熱)条件下で発泡せず、粘着層のひび割れを起さない。
■ ガラス板に貼り付けた後、偏光板を剥す際に糊残
りがない。(2) Under conditions of high temperature and high humidity, the adhesive layer does not peel off from the glass plate, has no foaming, has no surface irregularities, and does not cause yellowing or browning due to the added amino compound. ■ Does not foam under high temperature (dry heat) conditions and does not cause cracks in the adhesive layer. ■ There is no adhesive residue when removing the polarizing plate after pasting it on the glass plate.
【0024】本発明において粘着層は、偏光板又は位相
差板の片面に設けるも良いし、反射板付き偏光板、アン
チグレアーPETフィルム付き偏光板または偏光板−位
相差板積層体等の製造においては、該粘着層を両面に設
けて使用することも可能である。[0024] In the present invention, the adhesive layer may be provided on one side of the polarizing plate or retardation plate, or in the production of a polarizing plate with a reflective plate, a polarizing plate with an anti-glare PET film, a polarizing plate-retardation plate laminate, etc. It is also possible to use the adhesive layer provided on both sides.
【0025】[0025]
【実施例】次に本発明を実施例により説明する。実施例
において部は重量部を表す。
実施例1
75μのPVAフィルムを温水中で膨潤させた後、オレ
ンジ、レッド、ブルー、グリーンの二色性染料及び芒硝
より成る染溶中で染色し、ホウ酸浴中で4倍に延伸し、
水洗乾燥して、30μの偏光膜を作り、さらにこの両面
に80μTACフィルムをPVA系の接着剤を用いて積
層接着して、染料系偏光板を製造した。[Example] Next, the present invention will be explained with reference to an example. In the examples, parts represent parts by weight. Example 1 A 75 μm PVA film was swollen in hot water, dyed in a dye solution consisting of orange, red, blue, and green dichroic dyes and Glauber's salt, and stretched 4 times in a boric acid bath.
A 30 μm polarizing film was prepared by washing with water and drying, and an 80 μm TAC film was laminated and bonded on both sides of the film using a PVA adhesive to produce a dye-based polarizing plate.
【0026】一方、ブチルアクリレート69%、メチル
アクリレート10%、メチルメタアクリレート10%及
びアクリル酸11%(いずれも重量比)より成る共重合
組成物25部を酢酸エチル75部に溶解したアクリル系
粘着剤を調製し、塗工直前に2,4,6−トリス(N,
N−ジメチルアミノメチル)フェノール0.8部とエポ
キシ硬化剤0.06部と粘度調整用メチルエチルケトン
40部を加え脱泡後、シリコン離型処理された38μP
ETフィルムに固型分層で23μ塗工した。溶剤を除去
した後、前述の染料系偏光板を貼り合せ、室温で一週間
以上エイジングすることにより粘着型偏光板を得た。On the other hand, an acrylic adhesive was prepared by dissolving 25 parts of a copolymer composition consisting of 69% butyl acrylate, 10% methyl acrylate, 10% methyl methacrylate, and 11% acrylic acid (all by weight) in 75 parts of ethyl acetate. 2,4,6-tris (N,
After adding 0.8 parts of N-dimethylaminomethyl) phenol, 0.06 parts of an epoxy curing agent, and 40 parts of methyl ethyl ketone for viscosity adjustment and defoaming, 38 μP was subjected to silicone mold release treatment.
The ET film was coated with a solid layer of 23μ. After removing the solvent, the dye-based polarizing plate described above was laminated and aged at room temperature for one week or more to obtain an adhesive polarizing plate.
【0027】該粘着型偏光板をガラス板に貼り付け、試
験用テストピースを作成した。本偏光板の初期特性は、
単体透過率40.01%平行位透過率31.34%、直
交位透過率0.08%、視感補正平均偏光率ρ99.7
6%、色相は単体、平行位、直交位ともニュトラルグレ
ーをを呈し、優秀な性能を有していた。(ここで透過率
Yは三刺激値のY値を表し、視感補正平均偏光率ρは次
の式で表される。[0027] The adhesive polarizing plate was attached to a glass plate to prepare a test piece. The initial characteristics of this polarizing plate are:
Single transmittance 40.01% Parallel transmittance 31.34%, Orthogonal transmittance 0.08%, Luminous correction average polarization rate ρ99.7
6%, the hue was neutral gray in both the single position, parallel position, and orthogonal position, and had excellent performance. (Here, the transmittance Y represents the Y value of the tristimulus value, and the luminous sensation correction average polarization ratio ρ is represented by the following formula.
【0028】[0028]
【0029】試験用テストピースを80℃×90%RH
雰囲気に1000時間暴露した後の光学特性は担体透過
率36.71%、平行位透過率28.19%、直交位透
過率0.05%、ρ99.82%であり透過率は少し低
下するものの偏光率は全く低下せず、色相もわずかブル
ーイッシュ変色するのみであり、外観上の劣化はほとん
ど認められなかった。尚、耐久性テストとして、85℃
乾熱(耐熱)63℃カーボンアーク(耐候)条件で10
00時間暴露しても光学特性の低下も、外観上の劣化も
ほとんど認められなかった。[0029] The test piece for testing was heated to 80°C x 90%RH.
The optical properties after being exposed to the atmosphere for 1000 hours were carrier transmittance 36.71%, parallel transmittance 28.19%, orthogonal transmittance 0.05%, and ρ99.82%, although the transmittance decreased slightly. The polarization rate did not decrease at all, the hue only slightly changed to bluish color, and almost no deterioration in appearance was observed. In addition, as a durability test, 85℃
Dry heat (heat resistance) 63℃ carbon arc (weather resistance) condition 10
Even after 00 hours of exposure, almost no decrease in optical properties or deterioration in appearance was observed.
【0030】実施例2
実施例1において、製造された粘着加工前の染料系偏光
板の一方の面に主剤のアクリルポリオールと硬化剤のコ
ロネートEH(イソシアネート系硬化剤、日本ポリウレ
タン製)より成る透明塗料を塗工し、固型分として30
μ厚のトップコート層を形成し、トップコート付偏光板
をえた。トップコート層の形成されていない他方の偏光
板表面に実施例1と同一組成の粘着剤を実施例1と同様
の方法で塗工し、高耐久の粘着型偏光板を作成した。実
施例1と同様にしてテストピースを作成し、80℃×9
5%RHの高温・高湿条件下で1000時間暴露した後
の光学特性変化と外観変化は以下の通りであった。Example 2 In Example 1, a transparent film made of acrylic polyol as the main ingredient and Coronate EH (isocyanate curing agent, manufactured by Nippon Polyurethane) as the hardening agent was placed on one side of the dye-based polarizing plate manufactured before adhesive processing. Paint is applied and the solid content is 30
A top coat layer with a thickness of μ was formed to obtain a top coated polarizing plate. An adhesive having the same composition as in Example 1 was applied to the surface of the other polarizing plate on which the top coat layer was not formed, in the same manner as in Example 1, to create a highly durable adhesive polarizing plate. A test piece was prepared in the same manner as in Example 1, and heated at 80°C x 9
Changes in optical properties and appearance after exposure for 1000 hours under high temperature and high humidity conditions of 5% RH were as follows.
【0031】
単体透過率 40.5%
40.35% ρ
99.72% 99
.74% 色相 ニュ−トラルグレー
ニュ−トラルグレー実施例1より
さらに高温、高湿に対して持久力のある超高耐久の偏光
板をえることが出来た。Single transmittance 40.5%
40.35% ρ
99.72% 99
.. 74% Hue Neutral Gray Neutral Gray It was possible to obtain an extremely durable polarizing plate that has even more durability against high temperatures and high humidity than in Example 1.
【0032】比較例1
アクリル系粘着剤中に2,4,6−トリス(N,N−ジ
メチルアミノメチル)フェノールを添加しない以外は実
施例1と同様な方法で粘着型偏光板を作製し、テストピ
ースを作製し、耐湿熱テストを実施した。80℃×90
%RH条件下では800時間から80℃×95%RH条
件では600時間から白濁が始まり急速に赤褐色に変色
し偏光度を消失し、最終的にはTAC表面に亀裂が入り
物理的に破壊するに至った。Comparative Example 1 An adhesive polarizing plate was prepared in the same manner as in Example 1 except that 2,4,6-tris(N,N-dimethylaminomethyl)phenol was not added to the acrylic adhesive. A test piece was prepared and subjected to a moisture and heat resistance test. 80℃×90
Under %RH conditions, it becomes cloudy from 800 hours to 80°C x 95% RH conditions, and from 600 hours onwards, it begins to become cloudy and rapidly changes color to reddish brown, loses its degree of polarization, and eventually cracks on the TAC surface and physically destroys it. It's arrived.
【0033】比較例2
市販の2,4,6−トリス(N,N′−ジメチルアミノ
メチル)フェノールを含有しないアクリル系粘着層を有
する染料系偏光板を比較例1と同一条件で耐湿熱テスト
したところ、初期のニュ−トラルグレー色が80℃×9
0%RH条件下では約500時間より、80℃×95%
RH条件下では400時間より赤褐色に変色が始まり最
終的には全く偏光板機能を消失し単なる汚れた赤褐色の
フィルターとなってしまった。Comparative Example 2 A dye-based polarizing plate having a commercially available 2,4,6-tris(N,N'-dimethylaminomethyl)phenol-free acrylic adhesive layer was subjected to a moist heat resistance test under the same conditions as Comparative Example 1. As a result, the initial neutral gray color was 80℃ x 9
From about 500 hours under 0%RH condition, 80℃ x 95%
Under RH conditions, the filter began to change color to reddish-brown after 400 hours, and eventually lost its polarizing plate function and became a mere dirty reddish-brown filter.
【0034】実施例3
重量比でブチルアクリレート80%、メチルメタアクリ
レート16%、アクリル酸4%の共重合体を固型分濃度
で40%を含む酢酸エチル/トルエン(6;3)溶液よ
り成るアクリル粘着剤を調製した。該粘着剤200部に
対してトリイソシアネート硬化剤0.5部と2,4,6
−トリス(N,N−ジメチルアミノメチル)フェノール
2.5部を加え粘着剤塗工液を準備してTACフィルム
−延伸PVAフィルム−TACフィルムの積層体より成
る位相差板に粘着加工し、粘着型位相差板をえた。Example 3 An ethyl acetate/toluene (6:3) solution containing a copolymer of 80% butyl acrylate, 16% methyl methacrylate, and 4% acrylic acid in terms of solids concentration by weight. An acrylic adhesive was prepared. 0.5 parts of triisocyanate curing agent and 2,4,6 parts for 200 parts of the adhesive.
- Prepare an adhesive coating solution by adding 2.5 parts of tris(N,N-dimethylaminomethyl)phenol, and apply it to a retardation plate consisting of a laminate of TAC film, stretched PVA film, and TAC film. I got a type retardation plate.
【0035】該粘着型位相差板の上に実施例1で作製し
た粘着型偏光板を積層接着して偏光板−位相差板の一体
化品を作製した。粘着型位相差板及び該一体化品をそれ
ぞれガラス板にそれらの粘着層を介して貼り付け、テス
トピースを作製し、80℃×90%RH条件下に暴露し
た。1000時間経過しても尚加水分解によるTACの
劣化等は起らなかった。The adhesive polarizing plate produced in Example 1 was laminated and adhered on the adhesive retardation plate to produce an integrated polarizing plate-retardation plate. The adhesive retardation plate and the integrated product were each attached to a glass plate via their adhesive layers to prepare a test piece, which was exposed to conditions of 80° C. and 90% RH. Even after 1000 hours had passed, no deterioration of TAC due to hydrolysis occurred.
【0036】[0036]
【発明の効果】高温、高湿の苛酷な条件下に長時間暴露
しても、アセチルセルロース系フィルムの加水分解を防
止することが出来、偏光板、位相差板の耐久性を大幅に
向上することが出来た。[Effect of the invention] Hydrolysis of acetyl cellulose film can be prevented even when exposed to harsh conditions of high temperature and high humidity for a long time, greatly improving the durability of polarizing plates and retardation plates. I was able to do it.
Claims (1)
または両面にアセチルセルロース系フィルム層を設け、
さらにその片面または両面にアクリル系接着剤層を設け
た積層板において、該粘着層に2,4,6−トリス(N
,N−ジメチルアミノメチル)フェノールを含有せしめ
ることを特徴とする粘着型偏光板又は粘着型位相差板。Claim 1: An acetyl cellulose film layer is provided on one or both sides of a polarizing film or a retardation film,
Further, in a laminate plate having an acrylic adhesive layer on one or both sides, the adhesive layer is coated with 2,4,6-tris (N
, N-dimethylaminomethyl) phenol.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2780491A JPH04254803A (en) | 1991-01-30 | 1991-01-30 | Adhesion type polarizing plate or adhesion type phase difference plate |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2780491A JPH04254803A (en) | 1991-01-30 | 1991-01-30 | Adhesion type polarizing plate or adhesion type phase difference plate |
Publications (1)
Publication Number | Publication Date |
---|---|
JPH04254803A true JPH04254803A (en) | 1992-09-10 |
Family
ID=12231169
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2780491A Pending JPH04254803A (en) | 1991-01-30 | 1991-01-30 | Adhesion type polarizing plate or adhesion type phase difference plate |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH04254803A (en) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP1149884A2 (en) * | 2000-04-13 | 2001-10-31 | Lintec Corporation | Adhesive composition and adhesive optical component using the composition |
EP1167397A1 (en) * | 1999-03-11 | 2002-01-02 | Daikin Industries, Ltd. | Fluorinated allyl ether polymer |
US6929855B2 (en) | 2000-03-14 | 2005-08-16 | Lintec Corporation | Adhesive composition and adhesive sheet and adhesive optical component using the composition |
WO2007105378A1 (en) | 2006-03-13 | 2007-09-20 | Nitto Denko Corporation | Adhesive optical film and image display |
WO2008114764A1 (en) * | 2007-03-16 | 2008-09-25 | Mitsubishi Gas Chemical Company, Inc. | Light-transmitting electromagnetic-shielding laminate and method for producing the same, light-transmitting radio wave absorber, and adhesive composition |
-
1991
- 1991-01-30 JP JP2780491A patent/JPH04254803A/en active Pending
Cited By (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP1167397A1 (en) * | 1999-03-11 | 2002-01-02 | Daikin Industries, Ltd. | Fluorinated allyl ether polymer |
EP1167397A4 (en) * | 1999-03-11 | 2002-07-24 | Daikin Ind Ltd | Fluorinated allyl ether polymer |
US7307131B2 (en) | 1999-03-11 | 2007-12-11 | Daikin Industries, Ltd. | Fluorinated allyl ether polymer |
US6930159B1 (en) | 1999-03-11 | 2005-08-16 | Daikin Industries, Ltd. | Fluorinated allyl ether polymer |
US6929855B2 (en) | 2000-03-14 | 2005-08-16 | Lintec Corporation | Adhesive composition and adhesive sheet and adhesive optical component using the composition |
US7569272B2 (en) | 2000-03-14 | 2009-08-04 | Lintec Corporation | Adhesive composition, adhesive sheet and adhesive optical component |
EP1149884A3 (en) * | 2000-04-13 | 2002-07-31 | Lintec Corporation | Adhesive composition and adhesive optical component using the composition |
US7179528B2 (en) | 2000-04-13 | 2007-02-20 | Lintec Corporation | Adhesive composition and adhesive optical component using the composition |
US7291388B2 (en) | 2000-04-13 | 2007-11-06 | Lintec Corporation | Adhesive optical component comprising an adhesive composition |
US6720375B2 (en) | 2000-04-13 | 2004-04-13 | Lintec Corporation | Adhesive composition and adhesive optical component using the composition |
EP1149884A2 (en) * | 2000-04-13 | 2001-10-31 | Lintec Corporation | Adhesive composition and adhesive optical component using the composition |
WO2007105378A1 (en) | 2006-03-13 | 2007-09-20 | Nitto Denko Corporation | Adhesive optical film and image display |
US8609243B2 (en) | 2006-03-13 | 2013-12-17 | Nitto Denko Corporation | Pressure-sensitive adhesive optical film and image display |
WO2008114764A1 (en) * | 2007-03-16 | 2008-09-25 | Mitsubishi Gas Chemical Company, Inc. | Light-transmitting electromagnetic-shielding laminate and method for producing the same, light-transmitting radio wave absorber, and adhesive composition |
US8889570B2 (en) | 2007-03-16 | 2014-11-18 | Mitsubishi Gas Chemical Company, Inc | Light-transmitting electromagnetic-shielding laminate and method for producing the same, light-transmitting radio wave absorber, and adhesive composition |
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