JPS6249331A - Thin high-polymer film elememt having photoresponsiveness - Google Patents
Thin high-polymer film elememt having photoresponsivenessInfo
- Publication number
- JPS6249331A JPS6249331A JP60190716A JP19071685A JPS6249331A JP S6249331 A JPS6249331 A JP S6249331A JP 60190716 A JP60190716 A JP 60190716A JP 19071685 A JP19071685 A JP 19071685A JP S6249331 A JPS6249331 A JP S6249331A
- Authority
- JP
- Japan
- Prior art keywords
- polymer film
- pair
- thin
- electrode substrates
- thin high
- 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
- 229920006254 polymer film Polymers 0.000 title abstract description 8
- 239000010409 thin film Substances 0.000 claims abstract description 20
- 239000000758 substrate Substances 0.000 claims abstract description 12
- 239000003792 electrolyte Substances 0.000 claims abstract description 9
- 239000002019 doping agent Substances 0.000 claims abstract 4
- 229920000642 polymer Polymers 0.000 claims description 21
- 238000000411 transmission spectrum Methods 0.000 claims description 2
- 150000002500 ions Chemical class 0.000 abstract description 19
- 238000001228 spectrum Methods 0.000 abstract description 10
- 239000000463 material Substances 0.000 abstract description 9
- 239000000178 monomer Substances 0.000 abstract description 4
- 230000003252 repetitive effect Effects 0.000 abstract 2
- -1 fluorophosphate ion Chemical class 0.000 description 5
- 238000006116 polymerization reaction Methods 0.000 description 5
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 4
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 description 4
- 239000011521 glass Substances 0.000 description 4
- 230000003595 spectral effect Effects 0.000 description 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- 239000008151 electrolyte solution Substances 0.000 description 3
- 239000010408 film Substances 0.000 description 3
- 230000001590 oxidative effect Effects 0.000 description 3
- 229920000123 polythiophene Polymers 0.000 description 3
- 229910052709 silver Inorganic materials 0.000 description 3
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- 230000005540 biological transmission Effects 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 230000003287 optical effect Effects 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 230000002441 reversible effect Effects 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000004332 silver Substances 0.000 description 2
- ADZWSOLPGZMUMY-UHFFFAOYSA-M silver bromide Chemical compound [Ag]Br ADZWSOLPGZMUMY-UHFFFAOYSA-M 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 229930192474 thiophene Natural products 0.000 description 2
- QPQKUYVSJWQSDY-CCEZHUSRSA-N 4-(phenylazo)aniline Chemical class C1=CC(N)=CC=C1\N=N\C1=CC=CC=C1 QPQKUYVSJWQSDY-CCEZHUSRSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 229910021607 Silver chloride Inorganic materials 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 150000001448 anilines Chemical class 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- 150000001555 benzenes Chemical class 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- 230000005284 excitation Effects 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- 150000002391 heterocyclic compounds Chemical class 0.000 description 1
- 150000007857 hydrazones Chemical class 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 239000010416 ion conductor Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- VLTRZXGMWDSKGL-UHFFFAOYSA-M perchlorate Chemical compound [O-]Cl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-M 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 239000002861 polymer material Substances 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920000128 polypyrrole Polymers 0.000 description 1
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 description 1
- 150000007659 semicarbazones Chemical class 0.000 description 1
- HKZLPVFGJNLROG-UHFFFAOYSA-M silver monochloride Chemical compound [Cl-].[Ag+] HKZLPVFGJNLROG-UHFFFAOYSA-M 0.000 description 1
- 229910000367 silver sulfate Inorganic materials 0.000 description 1
- 150000003413 spiro compounds Chemical class 0.000 description 1
- 125000005207 tetraalkylammonium group Chemical group 0.000 description 1
- 125000001814 trioxo-lambda(7)-chloranyloxy group Chemical group *OCl(=O)(=O)=O 0.000 description 1
- 150000004961 triphenylmethanes Chemical class 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Electrochromic Elements, Electrophoresis, Or Variable Reflection Or Absorption Elements (AREA)
Abstract
Description
【発明の詳細な説明】
（産業上の利用分野）
本発明は、光照射により光透過、反射スペクトルを変化
させることが可能な光応答性高分子薄膜素子に関するも
のである。DETAILED DESCRIPTION OF THE INVENTION (Field of Industrial Application) The present invention relates to a photoresponsive polymer thin film element whose light transmission and reflection spectra can be changed by light irradiation.
（従来技術と問題点）
光との相互作用により可逆的色相変化を示す光応答性高
分子は表示素子、光記録媒体等への応用的観点から注目
されている。従来上記の如き光応答性高分子材料として
は有機フォトクロミック材料が有名であり、数々の研究
がなされている。有機フォトクロミック材料としてはヒ
ドラゾン類、セミカルバゾン類、トリフェニルメタン類
、各種スピロピランに代表されるスピロ化合物、Ｐ−ア
ミノアゾベンゼン誘導体等の材料が知られている。有機
７オトクロミツク材料の実用化を狙む問題点として繰返
し動作の可逆性が低い、光に対する耐光性が低い、励起
光源が近紫外光から短波の可視光である、色相変化（透
過、反射スペクトル変化）が小さい等が上げられる。特
に光記憶媒体応用の観点からは６００ｎｍ以上から近赤
外波長領域で大きなスペクトル変化を示す安定な光応答
性高分子薄膜が強く望まれる。(Prior Art and Problems) Photoresponsive polymers that exhibit a reversible hue change upon interaction with light are attracting attention from the viewpoint of application to display elements, optical recording media, and the like. Conventionally, organic photochromic materials have been well-known as photoresponsive polymer materials as described above, and a number of studies have been conducted on them. As organic photochromic materials, materials such as hydrazones, semicarbazones, triphenylmethanes, spiro compounds represented by various spiropyrans, and P-aminoazobenzene derivatives are known. The problems faced in the practical application of organic 7-otochromic materials include low reversibility of repeated operations, low light resistance, excitation light sources ranging from near-ultraviolet light to short-wave visible light, and hue changes (transmission and reflection spectrum changes). ) is small. Particularly from the viewpoint of optical storage medium applications, a stable photoresponsive polymer thin film that exhibits large spectral changes in the near-infrared wavelength region from 600 nm or more is strongly desired.
（発明の目的） １
本発明は上記の問題点を解して安定で繰返し特性に優れ
、特に６００ｎｍから近赤外領域で大きなスペクトル変
化を示す新規な光応答性高分子薄膜を利用した素子を提
供することにある。(Objectives of the Invention) 1 The present invention solves the above problems and provides a device using a novel photoresponsive polymer thin film that is stable and has excellent repeatability, and exhibits large spectral changes in the near-infrared region from 600 nm. It is about providing.
（問題点を解決するための具体的手段）本発明の光応答
性高分子薄膜は一対の電極基板間に光解離性、もしくは
分解性のイオン導電質層を挾み、かつ前記一対の電極基
板の一方には光照射により前記イオン導電質層で生成さ
れた分子もしくはイオンのドーピングにより反射、透過
スペクトル変化を生ずる高分子薄膜が形成されである。(Specific means for solving the problem) The photoresponsive polymer thin film of the present invention has a photo-dissociable or degradable ion conductive layer sandwiched between a pair of electrode substrates, and On one side, a polymer thin film is formed which causes reflection and transmission spectrum changes by doping with molecules or ions generated in the ion conductive layer by light irradiation.
特に、高分子薄膜が重合用モノマー材料を含む電解液中
で電気化学的に重合高分子薄膜化したものを用い、かつ
前記一対の電極基板間に電圧を印加すると前記高分子薄
膜中にドーピングされた分子、イオンを脱ドーブレ、元
の状態に戻すことが効率よく実現できる。In particular, when a polymer thin film is electrochemically polymerized into a thin polymer film in an electrolytic solution containing a monomer material for polymerization, and a voltage is applied between the pair of electrode substrates, the polymer thin film is doped. It is possible to efficiently dedoble molecules and ions and return them to their original state.
本発明に用いる高分子薄膜は、イオン、もしくは分子の
ドーピングによりスペクトル変化を示すものを用いるこ
とができる。特に重合用モノマー材料を含む電解液中で
電気化学的に重合高分子薄膜化したものがイオン、もし
くは分子のドーピング、脱ドーピングの可逆性、安定性
の点で優れている。The polymer thin film used in the present invention can be one that exhibits a spectrum change due to ion or molecular doping. In particular, a thin polymer film produced by electrochemically polymerizing in an electrolytic solution containing a monomer material for polymerization is excellent in terms of reversibility and stability of doping and dedoping of ions or molecules.
上記モノマー材料としてはチオフェン、ピロール等Ｓ、
Ｎを含む複素環化合物、アニリン誘導体、水酸基を有す
るベンゼン誘導体、ビニール基を有する誘導体がある。The above monomer materials include thiophene, pyrrole, etc.
There are heterocyclic compounds containing N, aniline derivatives, benzene derivatives having a hydroxyl group, and derivatives having a vinyl group.
これらの材料を０６０５〜０．１ｍｏｌ／７含む電解液
、例えばアルカリ金属、テトラアルキルアンモニウムと
Ｃ１ｏ４− 、ＢＦ４− 、ＰＦ６−又は５ｏ４−、ｃ
ｌ−等の過塩素酸イオン、フルポロレートイオン、フル
オロフォスフェートイオン、硫酸イオン、塩素イオンか
らなる塩を０．１〜１．０ｍｏｌ／ｌ溶かした、水又は
アセトニトリル、プロピレンカーボネイトの有機溶媒中
で適当な電位、電流で電解させることにより、電極上に
重合高分子化する。以上の如く形成した高分子薄膜は上
記電解液中で電圧印加により電解質中のイオンの高分子
薄膜中へのドーピング、脱ドーピングにより色変化を示
す。An electrolytic solution containing 0605 to 0.1 mol/7 of these materials, such as an alkali metal, tetraalkylammonium and C1o4-, BF4-, PF6- or 5o4-, c
In an organic solvent such as water or acetonitrile or propylene carbonate, 0.1 to 1.0 mol/l of a salt consisting of perchlorate ion, fluporolate ion, fluorophosphate ion, sulfate ion, chloride ion, etc. By electrolyzing with an appropriate potential and current, the polymer is polymerized onto the electrode. The polymer thin film formed as described above exhibits a color change due to doping and dedoping of ions in the electrolyte into the polymer thin film by applying a voltage in the electrolyte.
例えばチオフェンを酸化重合して形成したポリチオフェ
ンは脱ドープで赤、ドープで青の明瞭な色変化、特に６
００ｎｍ〜近赤外領域に明瞭なスペクトル変化を有する
色変化を生ずる。ピロールを酸化重合したポリピロール
でも橙−暗線と同様な６００ｎｍ〜近赤外に明瞭な色変
化を生ずるスペクトル変化を生ずる。For example, polythiophene formed by oxidative polymerization of thiophene has a clear color change of red when undoped and blue when doped.
A color change with a clear spectrum change occurs in the 00 nm to near infrared region. Polypyrrole obtained by oxidative polymerization of pyrrole also causes a spectral change that causes a clear color change from 600 nm to near infrared, similar to the orange-dark line.
本発明は上記したイオン、もしくは分子のドーピングに
よる高分子薄膜のスペクトル変化を電気化学的ではなく
、光照射により行なわせるものである。高分子薄膜中へ
のドーピングすべきイオン、もしくは分子を光照射によ
り生成する。In the present invention, the spectrum change of a polymer thin film due to the above-mentioned ion or molecule doping is carried out not electrochemically but by light irradiation. Ions or molecules to be doped into the polymer thin film are generated by light irradiation.
光照射により分解もしくは解離したイオンもしくは分子
は拡散により高分子薄膜中にドーピングされスペクトル
変化を生ずる。解離もしくは分解したものがイオンの場
合は同時に電圧を印加する必要があるが、解離もしくは
分解したものが酸化性、もしくは還元性の分子の場合は
電圧印加は必要ない。Ions or molecules decomposed or dissociated by light irradiation are doped into the polymer thin film by diffusion, causing a spectrum change. If the dissociated or decomposed substance is an ion, it is necessary to apply a voltage at the same time, but if the dissociated or decomposed substance is an oxidizing or reducing molecule, no voltage application is necessary.
前記光分解性もしくは解離性のイオン導電体としては、
分子を生成するものとしてＡｇＢｒ、ＡｇＩ。As the photodegradable or dissociable ionic conductor,
AgBr, AgI as molecules that are generated.
ＡｇＣｌ、ＲｂＡｇ４Ｉ、等のハロゲン化銀、更に上記
ハロゲン 化 銀 にＡｇ２ＳＯ４，Ａｇ２ＣｒＯ４，
Ａｇ２ＣｒＯ４，Ａｇ２ＷＯＡｇ２ＷＯ４１Ａ湾ｇ３Ａ
ＳＯ４，Ａｇ２Ｃｒ２０７．ＡｇＢＯ２等のＡｇ酸素酸
塩の混合物、更に感光波長を長波長ヘシフトさせるだめ
の色素増感剤を混合したものが用いることができる。Silver halides such as AgCl, RbAg4I, and further silver halides such as Ag2SO4, Ag2CrO4,
Ag2CrO4, Ag2WOAg2WO41A bay g3A
SO4,Ag2Cr207. A mixture of Ag oxyacid salts such as AgBO2 and a dye sensitizer that shifts the photosensitive wavelength to longer wavelengths can be used.
一方、イオンを分解生成するものとして、ＡｓＦ６−、
ＰＦ６−、ＢＦ４−、ＣｌＯ４−，５ｏ４２−、Ｃ１−
、Ｉ−、Ｂｒ−等を生成するものが用いることができる
。光照射によりドーピングされたイオン、分子は逆電圧
印加により容易に脱ドープさせ、元の状態に戻る。On the other hand, AsF6-,
PF6-, BF4-, ClO4-, 5o42-, C1-
, I-, Br-, etc. can be used. Ions and molecules doped by light irradiation are easily dedoped by applying a reverse voltage and return to their original state.
図は、本発明の光応答性高分子薄膜素子の模式的断面略
図である。１はプラスチック、ガラス等からなる基板、
２はＩＴＯ等の透明電極、３は高分子薄膜であり、４は
電解質層で以下に述べている実施例ではイオン導電層と
した。５はＰｔ、Ａｕ、Ａｇ、Ｎｉ等の金属もしくは炭
素、ＩＴＯ等から成る対向電極であり、６はプラスチッ
ク、ガラス等からなる基板である。The figure is a schematic cross-sectional view of the photoresponsive polymer thin film element of the present invention. 1 is a substrate made of plastic, glass, etc.;
2 is a transparent electrode such as ITO, 3 is a polymer thin film, and 4 is an electrolyte layer, which is an ion conductive layer in the examples described below. 5 is a counter electrode made of metal such as Pt, Au, Ag, Ni, carbon, ITO, etc., and 6 is a substrate made of plastic, glass, etc.
（実施例）
ガラス基板上にＩＴＯ透明電極を形成し、高分子薄膜と
して電解酸化重合でポリチオフェン膜を前記電極上に形
成した。一方、もう一方のガラス基板上には対向電極と
してＡｇ膜を形成し、これら両基板でＡｇＢｒ＋０．３
ｗｔ％ＡｇＩなるイオン導電層を挾んだ。(Example) An ITO transparent electrode was formed on a glass substrate, and a polythiophene film was formed as a polymer thin film on the electrode by electrolytic oxidation polymerization. On the other hand, an Ag film was formed as a counter electrode on the other glass substrate, and AgBr+0.3
An ion conductive layer of wt%AgI was sandwiched between the layers.
上記素子にアルゴンレーザを用いスポット径１０ｐｍ中
で数ｍ〜１００ｍＷで照射した。光が照射された領域は
赤色から青色に変化した。The above element was irradiated with an argon laser at a power of several meters to 100 mW in a spot diameter of 10 pm. The area illuminated by light changed from red to blue.
一方、−３〜−１０Ｖの電圧印加で青色が赤色に戻った
。On the other hand, when a voltage of -3 to -10V was applied, the blue color returned to red.
本現象は光照射により
２ＡｇＢｒ−２Ａｇ＋Ｂｒ２
と分解し、Ｂｒ２分子のＥＣＰ（ポリチオフェン）膜へ
のドーピングにより
２ＥＣＰ（赤）＋Ｂｒ２−２・ＥＣＰ＋・Ｂｒ−（暗青
）の色変化を生じたものと推察された。This phenomenon is thought to be due to the decomposition of 2AgBr-2Ag+Br2 by light irradiation, and the doping of Br2 molecules into the ECP (polythiophene) film, resulting in a color change of 2ECP (red) + Br2-2, ECP+, Br- (dark blue). It was done.
上記繰返し特性は非常に優れており、１０４回以上繰返
しても劣化は叶られなかった。The above-mentioned repeatability characteristics were very excellent, and no deterioration was observed even after repeating the test 104 times or more.
にＮ発明の効果）
以上、実施例に基づいて説明した如く、本発明により、
安定で繰返し特性にも優れ、特に６００ｎｍ〜近赤外波
長域で大きなスペクトル変化を示す新規な光応答性高分
子薄膜素子を提供する事が可能となった。(Effects of the invention) As described above based on the embodiments, the present invention has the following effects:
It has now become possible to provide a novel photoresponsive polymer thin film element that is stable and has excellent repeatability, and exhibits large spectral changes, particularly in the 600 nm to near-infrared wavelength range.
図は本発明の一実施例を示す、素子の模式的断面略図で
ある。
図においてThe figure is a schematic cross-sectional view of an element showing one embodiment of the present invention. In the figure
Claims (1)
解質を一対の電極基板間に備えさらに、少なくとも一方
の電極基板と前記電解質との間に前記電解質中のドーパ
ントをドープさせることにより反射もしくは透過スペク
トルの変化を生じる高分子薄膜を備えている事を特徴と
する高分子薄膜素子。(1) A photo-dissociable or decomposable electrolyte containing a dopant is provided between a pair of electrode substrates, and the dopant in the electrolyte is doped between at least one electrode substrate and the electrolyte to obtain a reflection or transmission spectrum. 1. A polymer thin film element characterized by comprising a polymer thin film that causes a change in .
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP60190716A JPS6249331A (en) | 1985-08-28 | 1985-08-28 | Thin high-polymer film elememt having photoresponsiveness |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP60190716A JPS6249331A (en) | 1985-08-28 | 1985-08-28 | Thin high-polymer film elememt having photoresponsiveness |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS6249331A true JPS6249331A (en) | 1987-03-04 |
Family
ID=16262634
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP60190716A Pending JPS6249331A (en) | 1985-08-28 | 1985-08-28 | Thin high-polymer film elememt having photoresponsiveness |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6249331A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH04123613U (en) * | 1991-04-26 | 1992-11-10 | 京セラ株式会社 | Temperature compensated crystal oscillator |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS59193555A (en) * | 1982-12-09 | 1984-11-02 | Mitsubishi Electric Corp | Optical information recording carrier |
| JPS61108594A (en) * | 1984-11-02 | 1986-05-27 | Katsumi Yoshino | Optical recording element |
| JPS61143749A (en) * | 1984-12-18 | 1986-07-01 | Katsumi Yoshino | Photofunctioning element |
-
1985
- 1985-08-28 JP JP60190716A patent/JPS6249331A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS59193555A (en) * | 1982-12-09 | 1984-11-02 | Mitsubishi Electric Corp | Optical information recording carrier |
| JPS61108594A (en) * | 1984-11-02 | 1986-05-27 | Katsumi Yoshino | Optical recording element |
| JPS61143749A (en) * | 1984-12-18 | 1986-07-01 | Katsumi Yoshino | Photofunctioning element |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH04123613U (en) * | 1991-04-26 | 1992-11-10 | 京セラ株式会社 | Temperature compensated crystal oscillator |
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