JPS62239107A - Conductive polarizing film and its production - Google Patents
Conductive polarizing film and its productionInfo
- Publication number
- JPS62239107A JPS62239107A JP61082344A JP8234486A JPS62239107A JP S62239107 A JPS62239107 A JP S62239107A JP 61082344 A JP61082344 A JP 61082344A JP 8234486 A JP8234486 A JP 8234486A JP S62239107 A JPS62239107 A JP S62239107A
- Authority
- JP
- Japan
- Prior art keywords
- film
- polyvinyl alcohol
- membered heterocyclic
- composite layer
- obtd
- 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.)
- Granted
Links
- 238000004519 manufacturing process Methods 0.000 title claims description 6
- 239000004372 Polyvinyl alcohol Substances 0.000 claims abstract description 24
- 229920002451 polyvinyl alcohol Polymers 0.000 claims abstract description 24
- 239000002131 composite material Substances 0.000 claims abstract description 18
- 229920000642 polymer Polymers 0.000 claims abstract description 14
- 229910052740 iodine Inorganic materials 0.000 claims abstract description 11
- 239000011630 iodine Substances 0.000 claims abstract description 11
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims abstract description 10
- 238000000034 method Methods 0.000 claims description 6
- 150000000565 5-membered heterocyclic compounds Chemical class 0.000 claims description 5
- 239000004020 conductor Substances 0.000 claims 1
- 229920006254 polymer film Polymers 0.000 abstract description 2
- 125000002373 5 membered heterocyclic group Chemical group 0.000 abstract 3
- 235000019422 polyvinyl alcohol Nutrition 0.000 abstract 3
- 150000002391 heterocyclic compounds Chemical class 0.000 description 9
- 238000006116 polymerization reaction Methods 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 239000000758 substrate Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 238000000862 absorption spectrum Methods 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 229920000128 polypyrrole Polymers 0.000 description 3
- NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 description 3
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 2
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 238000004040 coloring Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 230000001590 oxidative effect Effects 0.000 description 2
- 230000010287 polarization Effects 0.000 description 2
- 229920000123 polythiophene Polymers 0.000 description 2
- 238000001228 spectrum Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- 229910021578 Iron(III) chloride Inorganic materials 0.000 description 1
- VCUFZILGIRCDQQ-KRWDZBQOSA-N N-[[(5S)-2-oxo-3-(2-oxo-3H-1,3-benzoxazol-6-yl)-1,3-oxazolidin-5-yl]methyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical group O=C1O[C@H](CN1C1=CC2=C(NC(O2)=O)C=C1)CNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F VCUFZILGIRCDQQ-KRWDZBQOSA-N 0.000 description 1
- 238000002835 absorbance Methods 0.000 description 1
- 238000005266 casting Methods 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 229920001940 conductive polymer Polymers 0.000 description 1
- 230000000593 degrading effect Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 229940032296 ferric chloride Drugs 0.000 description 1
- 229940044631 ferric chloride hexahydrate Drugs 0.000 description 1
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 1
- NQXWGWZJXJUMQB-UHFFFAOYSA-K iron trichloride hexahydrate Chemical compound O.O.O.O.O.O.[Cl-].Cl[Fe+]Cl NQXWGWZJXJUMQB-UHFFFAOYSA-K 0.000 description 1
- LYGJENNIWJXYER-UHFFFAOYSA-N nitromethane Chemical compound C[N+]([O-])=O LYGJENNIWJXYER-UHFFFAOYSA-N 0.000 description 1
- 150000004291 polyenes Polymers 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 229930192474 thiophene Natural products 0.000 description 1
- 238000002834 transmittance Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Landscapes
- Non-Insulated Conductors (AREA)
- Manufacturing Of Electric Cables (AREA)
- Liquid Crystal (AREA)
- Coating Of Shaped Articles Made Of Macromolecular Substances (AREA)
- Laminated Bodies (AREA)
- Shaping By String And By Release Of Stress In Plastics And The Like (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野〕
本発明は導電性偏光フィルム及びその製造方法に関する
。DETAILED DESCRIPTION OF THE INVENTION [Field of Industrial Application] The present invention relates to a conductive polarizing film and a method for manufacturing the same.
従来、ポリビニルアルコール系偏光フィルムはポリビニ
ルアルコールを延伸したのちヨウ素で着色したり、脱水
反応によって分子内にポリエン構造を生成させたものが
知られている。これらのポリビニルアルコール系偏光フ
ィルムは種々の偏光素子として使用されている。Conventionally, polyvinyl alcohol-based polarizing films are known that are made by stretching polyvinyl alcohol and then coloring it with iodine, or by causing a dehydration reaction to generate a polyene structure within the molecule. These polyvinyl alcohol polarizing films are used as various polarizing elements.
しかしながら、これらの偏光フィルムは導電性がないた
め、電流を通すためには別に電極が必要であり、装置が
複雑化したりコストが高くなるなどの問題があった。However, since these polarizing films are not electrically conductive, separate electrodes are required to conduct current, which poses problems such as complicating the device and increasing cost.
一方、複素５員環式化合物の重合体は、導（性高分子と
して知られており、電気化学的重合方法や化学的酸化重
合方法によりフィルム状のものが得られる。しかしなが
ら、これらの方法で得られた複素５員環式化合物重合体
フィルムは、不溶不融の高分子化合物であり成形加工が
不可能である。On the other hand, polymers of five-membered heterocyclic compounds are known as conductive polymers, and can be obtained in the form of films by electrochemical polymerization or chemical oxidative polymerization. The obtained five-membered heterocyclic compound polymer film is an insoluble and infusible polymeric compound and cannot be molded.
また粉末状の複素５員環式化合物重合体も同様の方法で
得られるが、これらの粉末状の重合体を他の高分子化合
物中にブレンドした複合体は延伸してしまうと導電性が
悪くなり、また導電性を高めるために多量にブレンドす
ると透明性が悪くなるなどの間頌があった。Powdered five-membered heterocyclic compound polymers can also be obtained in a similar manner, but composites made by blending these powdered polymers into other polymer compounds have poor conductivity when stretched. It was also noted that blending a large amount to improve conductivity deteriorates transparency.
本発明の目的は安価で製造可能な導電性偏光フィルムを
提供することにある。An object of the present invention is to provide a conductive polarizing film that can be manufactured at low cost.
本発明者らは以上のような問題を解決するため鋭意検討
したところ、−ポリビニルアルコール膜表面に薄い複素
５員環式化合物重合体の複合層を形成したのち延伸する
ことにより、導電性をほとんど低下させることなく５倍
以上の延伸が可能であり、さらに延伸したものにヨウ素
を吸着させることにより、導電性の偏光フィルムとなる
ことを見い出し１本発明を完成した。The inventors of the present invention made extensive studies to solve the above problems, and found that - by forming a thin composite layer of a five-membered heterocyclic compound polymer on the surface of a polyvinyl alcohol film and then stretching it, the electrical conductivity could be reduced to almost nothing. The present invention was completed based on the discovery that it is possible to stretch the film by a factor of 5 or more without degrading the film, and that by adsorbing iodine to the stretched film, an electrically conductive polarizing film can be obtained.
すなわち、本発明は少くともその１方の面に複素５員環
式化合物重合体層を有する１軸延伸されフィルムである
。That is, the present invention is a uniaxially stretched film having a 5-membered heterocyclic compound polymer layer on at least one surface thereof.
また１本発明はポリビニルアルコール層の少くとも１方
の面に複素５員環式化合物重合体層を形成して得た複合
層フィルムを１軸延伸した後ヨウ素を吸着させることを
特徴とするポリビニルアルコール系導電性偏光フィルム
の製造方法である。The present invention also provides a polyvinyl alcohol layer, which is characterized in that a composite layer film obtained by forming a five-membered heterocyclic compound polymer layer on at least one surface of a polyvinyl alcohol layer is uniaxially stretched, and then iodine is adsorbed. This is a method for producing an alcohol-based conductive polarizing film.
本発明の導電性フィルムは基本的には少くともその１方
の面に複素５員環式化合物重合体層を有するポリビニル
アルコール−ヨウ素系の偏光フィルムでちり、好ましく
は、ポリビニルアルコール層の少くとも１方の面に複素
５員環式化合物重合体層を形成して得た複合層フィルム
を１軸延伸した後ヨウ素を吸着することで得られる。The conductive film of the present invention is basically a polyvinyl alcohol-iodine polarizing film having a five-membered heterocyclic compound polymer layer on at least one surface thereof, preferably at least one of the polyvinyl alcohol layers. It is obtained by uniaxially stretching a composite layer film obtained by forming a 5-membered heterocyclic compound polymer layer on one surface and then adsorbing iodine.
本発明において使用するポリビニルアルコールは完全ケ
ン化物あるいは部分ケン化物なと、いずれも使用できる
が、ポリビニルアルコールフィルム表面に複素５員環式
化合物との複合層を有することが必要である。The polyvinyl alcohol used in the present invention can be either completely saponified or partially saponified, but it is necessary to have a composite layer with a 5-membered heterocyclic compound on the surface of the polyvinyl alcohol film.
ポリビニルアルコールフィルム表面に複素５Ｍ環式化合
物複合層を形成する方法としては公知の電気化学的重合
法及び化学的酸化重合方法によって行なうことができる
（列えば、弾出・清水Ｊヒ学４０巻１０号６０ページ（
１９８５年））が、特に後者が大面積のフィルムを容易
に安価に得られることから好ましい。The method for forming a composite layer of a 5M heterocyclic compound on the surface of a polyvinyl alcohol film can be carried out by a known electrochemical polymerization method or a chemical oxidative polymerization method (for example, Dandetsu, Shimizu J. Higaku, Vol. 40, 10). No. 60 page (
(1985)), but the latter is particularly preferred because it allows a large-area film to be easily obtained at low cost.
ポリビニルアルコールフィルム表面に形成される複素５
員環化合物複合層の厚さは５０Ａ〜１００００ Ａの範
囲が好ましく、複合層の厚さが５０Ａ以下では導電性が
悪くなり、また１、００００ Ａ以上では光の透過率が
悪くなるだげでなく、均一に延伸することができなくな
るため導電性が悪くなる。Complex 5 formed on the surface of polyvinyl alcohol film
The thickness of the membered ring compound composite layer is preferably in the range of 50A to 10,000A; if the thickness of the composite layer is less than 50A, the conductivity will be poor, and if it is more than 1,0000A, the light transmittance will be poor. This makes it impossible to stretch uniformly, resulting in poor conductivity.
延伸温度は０°Ｃかも１５０°Ｃが好ましく、０°Ｃよ
りも低温では延伸が困雉であり、また１５０℃よりも高
温ではポリビニルアルコールが分解ヲ始める可能性があ
るので好ましくない。咄伸は通常２倍から５倍位の延伸
倍率で充分である。延伸後は通常、ポリビニルアルコー
ル系偏光フィルムの製造に使用される方法で処理すれば
良い。例えば延伸フィルムをヨウ素を含有する水溶液中
に浸し着色することにより偏光性を有する導電性フィル
ムが得られる。The stretching temperature is preferably between 0°C and 150°C; stretching is difficult at temperatures lower than 0°C, and polyvinyl alcohol may begin to decompose at temperatures higher than 150°C, which is not preferred. For stretching, a stretching ratio of about 2 to 5 times is usually sufficient. After stretching, the film may be processed by a method generally used for manufacturing polyvinyl alcohol polarizing films. For example, a conductive film having polarizing properties can be obtained by immersing a stretched film in an aqueous solution containing iodine and coloring it.
本発明はポリビニルアルコールフィルム表面て複素５員
環化合物重合体との複合層を形成されたフィルムを延伸
した後さらにヨウ素を吸着させることにより導電性偏光
フィルムを製造することができ工業的に極めて価値があ
る。The present invention is capable of manufacturing a conductive polarizing film by stretching a polyvinyl alcohol film on which a composite layer is formed with a five-membered heterocyclic compound polymer and then adsorbing iodine, which is extremely valuable industrially. There is.
以下、実施例を挙げてさらに本発明を説明する。 The present invention will be further explained below with reference to Examples.
実施例１
塩化第二鉄６水塩１０りとポリビニルアルコール０．１
ｇを水１００−に溶解した溶液をガラス基板上に流延
し、余分の溶液を除いたあと乾、・栗した。Example 1 10 parts of ferric chloride hexahydrate and 0.1 parts of polyvinyl alcohol
A solution prepared by dissolving 10% of g in water was cast onto a glass substrate, and after removing the excess solution, it was dried and chestnutized.
このガラス基板を水１０−°とピロール１−を入れたデ
シケータ中に入れ、５分後に取り出して、メタノールで
充分洗浄し、乾燥した。ガラス基板上には約０．０５μ
ｍ厚のポリピロール膜が生成した。This glass substrate was placed in a desiccator containing 10° of water and 1° of pyrrole, and taken out after 5 minutes, thoroughly washed with methanol, and dried. Approximately 0.05μ on the glass substrate
A polypyrrole film with a thickness of m was produced.
さらにこの上からポリビニルアルコール１０９’！ａ’
水１００−に溶解した溶液を流延し、乾燥した後基板か
らはがすことにより表面にポリピロール複合層（吸光度
より層厚は約１５ＯＡと推定される）を持つ厚さ５０細
のポリビニルアルコールフィルムが得られた。Furthermore, polyvinyl alcohol 109' from above! a'
By casting a solution dissolved in 100% water and peeling it off from the substrate after drying, a 50% thick polyvinyl alcohol film with a polypyrrole composite layer on the surface (layer thickness estimated to be about 15OA based on absorbance) was obtained. It was done.
このフィルムを７０’Ｃの温度で一方向に３．５倍延伸
した。次いでヨウ化カリウム１６り、ヨウ素１りと水３
００−よりなる水溶液に含浸させ、取り出したのちアル
コールで洗浄し乾燥することにより青色に着色したフィ
ルムを得た。This film was stretched 3.5 times in one direction at a temperature of 70'C. Then 16 parts of potassium iodide, 1 part of iodine and 3 parts of water
A blue-colored film was obtained by impregnating the film with an aqueous solution of 0-0-2, taking it out, washing it with alcohol, and drying it.
このフィルムの表面抵抗（ポリピロール復合層側）は４
０００．０／口であった。またこのフィルムの吸収スペ
クトルを第１図に示した。第１図の曲線のうち曲線１は
本例フィルムのスペクトル、曲線２は本例フィルムを分
子配向方向が平行になるように重ねたもの１曲線３は本
例フィルムを互いに分子配向方向が垂直になるように重
ねたものの吸収スペクトルである。図から明らかなよう
に曲線３は４００〜７００ ｎｍの可視光線波長におい
て完全直線偏光を示している。The surface resistance of this film (polypyrrole composite layer side) is 4
It was 000.0/mouth. Moreover, the absorption spectrum of this film is shown in FIG. Among the curves in Figure 1, curve 1 is the spectrum of the film of this example, curve 2 is the film of this example stacked so that the molecular orientation directions are parallel to each other, and curve 3 is the spectrum of the film of this example stacked so that the molecular orientation directions are perpendicular to each other. This is the absorption spectrum of the superposition. As is clear from the figure, curve 3 shows complete linear polarization at visible light wavelengths of 400 to 700 nm.
実施例２
触媒として無水塩化第二鉄のニトロメタン溶液を用いて
、複素５員環式化合物としてチオフェンを用いる以外は
実施例１と同様にして１表面にポリチオフェン複合層を
有する厚さ５０μ慣のポリビニルアルコールフィルムを
得た。延伸及びヨウ素吸着を実施例１と同様に行なった
ところ（この時ポリチオフェン膜は約５０ＯＡであった
。）１表面抵抗１２００．Ｑ／口で４００〜７０ｏｎｍ
の可視光線波長において完全直線偏光を有するフィルム
が得られた。Example 2 Polyvinyl having a thickness of 50μ and having a polythiophene composite layer on one surface was prepared in the same manner as in Example 1 except that a nitromethane solution of anhydrous ferric chloride was used as the catalyst and thiophene was used as the five-membered heterocyclic compound. An alcohol film was obtained. When stretching and iodine adsorption were carried out in the same manner as in Example 1 (at this time, the polythiophene film had a strength of about 50 OA), the surface resistance was 1200. Q/mouth 400-70onm
A film was obtained with perfect linear polarization at visible light wavelengths of .
第１図は本発明の導電性偏光フィルムの１例の吸光スペ
クトルである。FIG. 1 shows an absorption spectrum of an example of the conductive polarizing film of the present invention.
Claims (1)
層を有する１軸延伸されたポリビニルアルコールの複合
フィルムにヨウ素を吸着させてなるポリビニルアルコー
ル系導電性偏光フィルム。 ２）ポリビニルアルコール層の少くとも一方の面に複素
５員環式化合物重合体層を形成して得た復合層フィルム
を１軸延伸した後ヨウ素を吸着させることを特徴とする
ポリビニルアルコール系導電性偏光フィルムの製造方法
。[Claims] 1) Polyvinyl alcohol-based conductive polarized light obtained by adsorbing iodine to a uniaxially stretched polyvinyl alcohol composite film having a 5-membered heterocyclic compound polymer layer on at least one surface thereof. film. 2) A polyvinyl alcohol-based conductive material characterized by adsorbing iodine after uniaxially stretching a composite layer film obtained by forming a 5-membered heterocyclic compound polymer layer on at least one side of a polyvinyl alcohol layer. Method for manufacturing polarizing film.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61082344A JPS62239107A (en) | 1986-04-11 | 1986-04-11 | Conductive polarizing film and its production |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61082344A JPS62239107A (en) | 1986-04-11 | 1986-04-11 | Conductive polarizing film and its production |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS62239107A true JPS62239107A (en) | 1987-10-20 |
| JPH0535842B2 JPH0535842B2 (en) | 1993-05-27 |
Family
ID=13771947
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP61082344A Granted JPS62239107A (en) | 1986-04-11 | 1986-04-11 | Conductive polarizing film and its production |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS62239107A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS62276506A (en) * | 1986-05-23 | 1987-12-01 | Sumitomo Chem Co Ltd | Polarizing film |
| JPH01187504A (en) * | 1988-01-22 | 1989-07-26 | Mitsui Toatsu Chem Inc | Polarizable element and its production |
| WO2009107616A1 (en) * | 2008-02-28 | 2009-09-03 | 住友化学株式会社 | Transparent thin-film electrode |
| KR20190132995A (en) * | 2017-04-03 | 2019-11-29 | 닛토덴코 가부시키가이샤 | Manufacturing method of polarizer |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6023806A (en) * | 1983-07-19 | 1985-02-06 | Seiko Instr & Electronics Ltd | Preparation of multicolor polarizing plate |
-
1986
- 1986-04-11 JP JP61082344A patent/JPS62239107A/en active Granted
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6023806A (en) * | 1983-07-19 | 1985-02-06 | Seiko Instr & Electronics Ltd | Preparation of multicolor polarizing plate |
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS62276506A (en) * | 1986-05-23 | 1987-12-01 | Sumitomo Chem Co Ltd | Polarizing film |
| JPH01187504A (en) * | 1988-01-22 | 1989-07-26 | Mitsui Toatsu Chem Inc | Polarizable element and its production |
| WO2009107616A1 (en) * | 2008-02-28 | 2009-09-03 | 住友化学株式会社 | Transparent thin-film electrode |
| GB2470317A (en) * | 2008-02-28 | 2010-11-17 | Sumitomo Chemical Co | Transparent thin-film electrode |
| GB2470317B (en) * | 2008-02-28 | 2012-04-11 | Sumitomo Chemical Co | Transparent thin-film electrode |
| GB2485307A (en) * | 2008-02-28 | 2012-05-09 | Sumitomo Chemical Co | Polarising thin film electrode |
| GB2485306A (en) * | 2008-02-28 | 2012-05-09 | Sumitomo Chemical Co | Polarising thin film electrode |
| GB2485306B (en) * | 2008-02-28 | 2012-09-19 | Sumitomo Chemical Co | Transparent thin-film electrode |
| GB2485307B (en) * | 2008-02-28 | 2012-09-19 | Sumitomo Chemical Co | Transparent thin-film electrode |
| KR20190132995A (en) * | 2017-04-03 | 2019-11-29 | 닛토덴코 가부시키가이샤 | Manufacturing method of polarizer |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0535842B2 (en) | 1993-05-27 |
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