JPS6356590A - Medium for electrochromic dimmer - Google Patents

Medium for electrochromic dimmer

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Publication number
JPS6356590A
JPS6356590A JP20036686A JP20036686A JPS6356590A JP S6356590 A JPS6356590 A JP S6356590A JP 20036686 A JP20036686 A JP 20036686A JP 20036686 A JP20036686 A JP 20036686A JP S6356590 A JPS6356590 A JP S6356590A
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JP
Japan
Prior art keywords
formula
side chain
general formula
atom
medium
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
Application number
JP20036686A
Other languages
Japanese (ja)
Other versions
JPH0772269B2 (en
Inventor
Osamu Kawabata
河端 治
Harushige Nakada
中田 晴繁
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Neos Co Ltd
Original Assignee
Neos Co Ltd
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Publication date
Application filed by Neos Co Ltd filed Critical Neos Co Ltd
Priority to JP20036686A priority Critical patent/JPH0772269B2/en
Publication of JPS6356590A publication Critical patent/JPS6356590A/en
Publication of JPH0772269B2 publication Critical patent/JPH0772269B2/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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  • Electrochromic Elements, Electrophoresis, Or Variable Reflection Or Absorption Elements (AREA)
  • Heterocyclic Compounds That Contain Two Or More Ring Oxygen Atoms (AREA)

Abstract

PURPOSE:To provide the titled novel medium containing a specific 1,3-dioxane-2- one, capable of dissolving electrolytes and additives for improving various functions to form a clear solution. having high chemical stability and keeping high weather-resistance over a long period. CONSTITUTION:The objective medium contains (A) a compound of formula I (R1 is H or methyl; R2 is alkyl which may have 1-4C side chain; X is C or S) or (B) a compound of formula II {Y is group of formula III or IV [R3 and R4 are alkyl which may have 1-4C (un)saturated side chain or together form a 5-6-membered ring which may contain O atom]}. An electrochromic dimmer prepared therefrom has high response of coloring and color distinction.

Description

【発明の詳細な説明】 産業上の利用分野 本発明は新規なエレクトロクロミック凋光体(以下、E
CR光体という)用媒体に関する。
DETAILED DESCRIPTION OF THE INVENTION Field of Industrial Application The present invention relates to a novel electrochromic phosphor (hereinafter referred to as E
The present invention relates to a medium for use in CR optical bodies.

従来の技術 EC調光体は従来のブラインドやカーテンに代わる調光
体として近年注目されている。BCQ光体は透明電極上
にEC物質層を形成さ仕た透明基板と、対向電極を形成
させた透明基板とを電解質を介在させて成る積層体であ
る。
BACKGROUND OF THE INVENTION EC light control bodies have recently attracted attention as light control bodies that can replace conventional blinds and curtains. The BCQ light body is a laminate consisting of a transparent substrate on which an EC material layer is formed on a transparent electrode, and a transparent substrate on which a counter electrode is formed, with an electrolyte interposed therebetween.

EC調光体は太陽光等の外光の入射量を電気光学的作用
によって任意に制御し得るため建造物、車両、航空機等
の窓ガラス用調光体としての用途が期待されている。
EC dimmers are expected to be used as dimmers for window glass in buildings, vehicles, aircraft, etc. because they can arbitrarily control the amount of incident outside light such as sunlight by electro-optical action.

EC2光体用媒体には、電解質(例えば、過塩素酸リチ
ウム、塩化リチウム、ホウフッ化リヂウム、過塩素酸ナ
トリウム等)および各種の機能向上用添加剤(例えば、
応答性を改良するために添加される各種キレート化剤、
消色性を改良するために添加される含ヨウ素化合物、着
色時の応答性を改良するために添加されるトリクロル酢
酸やベンゼンスルポン酸等)を透明に溶解させる特性が
不可欠である。
The EC2 optical medium contains electrolytes (e.g., lithium perchlorate, lithium chloride, lithium fluoroborate, sodium perchlorate, etc.) and various function-enhancing additives (e.g.,
Various chelating agents added to improve responsiveness,
It is essential to have the property of transparently dissolving iodine-containing compounds added to improve color erasing properties, and trichloroacetic acid and benzenesulfonic acid added to improve responsiveness during coloring.

しかしながら、従来からECM光体用媒体として提案さ
れている媒体、即ちポリビニルアルコール、ポリアクリ
ルアミド、エチレングリコール、ボリスヂレン、ブチル
アルコール等は、これらの要件を十分にlt4たしてい
ない。
However, the media conventionally proposed as media for ECM light bodies, ie, polyvinyl alcohol, polyacrylamide, ethylene glycol, borisdylene, butyl alcohol, etc., do not satisfactorily meet these requirements.

発明が解決しようとする問題点 本発明は、化学的に安定であって長期間の耐候性を汀す
るだけでなく、′電解質や各種の機能向上用添加剤を透
明に溶解させる特性を有する新規なEC調光体用媒体を
提供するためになされた乙のでる。
Problems to be Solved by the Invention The present invention is a novel material that is not only chemically stable and has long-term weather resistance, but also has the property of transparently dissolving electrolytes and various function-enhancing additives. This project was made to provide a medium for EC light control bodies.

即ち本発明は、一般式[I]: (式中、RIは水素原子またはメチル基を示し、R2は
炭素原子数1〜4の側鎖を有していてもよいアルキル基
を示し、Xは炭素原子または硫黄原子を示す) で表される化合物または一般式[■];−o−Rt  
[I]T] (式中、R2は前記と同意義である) で表される基または一般式[■]: −N       [rv] (式中、R3およびR4はそれぞれ独立して炭素原子数
1〜・1の飽和また不飽和の側鎖を資してもよいアルキ
ル基、両者合して酸素原子を有することもある5員環ら
しくは6員環を示す)で示される活を示す] で表わされる化合物を含FTするエレクトロクロミック
調光体用媒体に関する。
That is, the present invention relates to the general formula [I]: (where RI represents a hydrogen atom or a methyl group, R2 represents an alkyl group which may have a side chain having 1 to 4 carbon atoms, and X represents (representing a carbon atom or a sulfur atom) or a compound represented by the general formula [■];
[I]T] (wherein R2 has the same meaning as above) or a group represented by the general formula [■]: -N [rv] (wherein R3 and R4 each independently represent the number of carbon atoms Indicates the activity shown by an alkyl group that may have 1 to 1 saturated or unsaturated side chain, or a 5-membered ring (which may have an oxygen atom together, or a 6-membered ring) The present invention relates to an electrochromic light control medium containing a compound represented by the following.

上記の一般式[+]または[II]において、R1は水
素原子またはメチル基を示し、R3は炭素原子数1〜4
の側鎖を有していてもよいアルキル基、例えばメチルに
(、エチル基、イソプロピル基またはイソブヂル基を示
し、Xは炭素原子または硫黄原子を示し、Yは一般式[
■]または[lV]で示される基を示す。
In the above general formula [+] or [II], R1 represents a hydrogen atom or a methyl group, and R3 has 1 to 4 carbon atoms.
An alkyl group which may have a side chain, such as methyl (, ethyl, isopropyl or isobutyl), X represents a carbon atom or a sulfur atom, Y represents the general formula [
■] or [lV].

一般式[11J]において、R2は前記と同意義であっ
て、炭素原子数1〜4の側鎖を有していてもよいアルキ
ル基を示す。
In general formula [11J], R2 has the same meaning as above and represents an alkyl group which may have a side chain having 1 to 4 carbon atoms.

一般式[IV]において、R3およびR4は各々独立し
て炭素原子数l〜4の飽和もしくは不飽和の側鎖を有し
ていてもよいアルキル基、例えば、メチル基、エチル基
、イソプロピル基またはイソブチル法等を示し、あるい
は両者合して酸素原子を有することもある5員環もしく
は6員環を示す。
In the general formula [IV], R3 and R4 are each independently an alkyl group having 1 to 4 carbon atoms which may have a saturated or unsaturated side chain, such as a methyl group, an ethyl group, an isopropyl group, or Indicates isobutyl method, etc., or both together indicate a 5-membered ring or a 6-membered ring that may have an oxygen atom.

このような一般式[1]〜[IV]で表わされる化合物
の具体例を以下の表−1〜表−3に示す。
Specific examples of compounds represented by such general formulas [1] to [IV] are shown in Tables 1 to 3 below.

一般式[L〜[■]で表わされる化合物は一般に低い凝
固点を有するため、窓ガラス、フロントガラス等として
ハ(外、特に寒冷地においてもしくは冬期に使用しても
凝結することがない。
Compounds represented by the general formulas [L to [■] generally have a low freezing point, so they do not condense even when used outside, especially in cold regions or in winter, as window glasses, windshields, etc.

なお、凝固点が比較的高い化合物の場合には、凝固点の
低い池の溶剤、例えばブクノール、イソプ「lパノール
、プロピレンカーボネート等を適宜配合して使用するこ
とができる。
In addition, in the case of a compound having a relatively high freezing point, a solvent having a low freezing point such as Buknol, Isopropanol, propylene carbonate, etc. can be appropriately blended and used.

さらに、一般式[11〜[IV]で表イつされる化合物
は一般に誘電率が高いので、EC調光体用媒体として使
用した場合の応答性は極めて高い。
Furthermore, since the compounds represented by the general formulas [11 to [IV] generally have a high dielectric constant, the responsiveness when used as a medium for an EC light control device is extremely high.

さらにまた、一般式11]〜[]V]で表わされる化合
物は、EfJ、’ll光体用の前記の電解質や各種添加
剤を実用」二十分な濃度まで透明に溶解させることかで
きる。
Furthermore, the compounds represented by the general formulas 11] to [V] can transparently dissolve the electrolytes and various additives for EfJ and 'll light bodies to a concentration sufficient for practical use.

本発明によるEC調光体用媒体は、例えば第1図の模式
的断面図に示すような構成で使用してもよい。即ち、2
枚の透明基板(1)の一方の内面に透明電極銀(2)を
設け、該透明電極の上にEC層(3)を形成させ、他方
の透明基板の内面に対向電極(4)を形成させ、この2
枚の透明基板を相装置させて周縁部をシール材(6)で
封止し、内部に本発明によるEC調光体用媒体(5)を
封入する。
The EC light control medium according to the present invention may be used, for example, in a configuration as shown in the schematic cross-sectional view of FIG. That is, 2
A transparent silver electrode (2) is provided on the inner surface of one of the transparent substrates (1), an EC layer (3) is formed on the transparent electrode, and a counter electrode (4) is formed on the inner surface of the other transparent substrate. Let this 2
The two transparent substrates are assembled and their peripheral edges are sealed with a sealing material (6), and the EC light control medium (5) according to the present invention is sealed inside.

上記の透明基板(1)、透明電極(2)、対向電極(4
)およびEC層(3)は、従来のEC:A光体に一般的
に使用されているものを任意に使用すればよい。
The above transparent substrate (1), transparent electrode (2), counter electrode (4)
) and the EC layer (3) may be any one commonly used in conventional EC:A light bodies.

透明基板としては透明なガラス板、プラスチック板また
はこれらの積層板等が例示されるが、−般式[+]〜[
]で表わされる化合物は、従来のアルコール類等の媒体
に比べて溶剤性が高いので、これに溶解らしくは膨潤し
たり、これによって不透明化を生ずるようなプラスチッ
ク板の使用は避けるべきである。また、窓や間仕切等と
して実用上十分な強度を有する厚さの透明基板を使用す
る。
Examples of the transparent substrate include a transparent glass plate, a plastic plate, or a laminate thereof.
] Compounds represented by these compounds have higher solvent properties than conventional media such as alcohols, so the use of plastic plates that swell or become opaque when dissolved in it should be avoided. In addition, a transparent substrate with a thickness sufficient for practical use as a window, partition, etc. is used.

透明電極としてはIn2O*  SnO3、SnO2、
Au等の透明で電解質に浸食されない電極が例示される
。透明電極は前記透明基板上に蒸着、スパッタリング、
フィルム貼着等の方法によって形成させればよい。
Transparent electrodes include In2O* SnO3, SnO2,
An example is an electrode made of Au or the like which is transparent and is not corroded by the electrolyte. The transparent electrode is deposited on the transparent substrate by vapor deposition, sputtering,
It may be formed by a method such as film adhesion.

対向71X極は前記の透明電極と同様の素材であって乙
よいが、細線状の金属やカーボン等であってもよい。
The opposing electrode 71X may be made of the same material as the transparent electrode described above, but may also be made of thin wire-shaped metal, carbon, or the like.

EC層としてはW O3、MoO+、T i Otまた
はIrtO*等の蒸着膜等が適当であるが、これに限定
されるものではない。
As the EC layer, a deposited film of W 2 O 3 , MoO + , T i Ot or IrtO* is suitable, but it is not limited thereto.

シール材としてはエポキシ樹脂、シリコン樹脂、フッ素
樹脂、アクリル樹脂等が例示される。
Examples of the sealing material include epoxy resin, silicone resin, fluororesin, and acrylic resin.

本発明によるEC調光体用媒体は前記一般式で表わされ
る化合物に適当な支持電解質を溶解して用いる。支持電
解質としては前述のような公知の電解質、例えば塩化リ
チウム、フッ化リチウム、ヨウ化すチウト等のハロゲン
化すヂウム、過塩素酸リチウム、過塩素酸ナトリウム等
の過塩素酸アルカリ金属等を適宜使用すればよい。使用
量は通常1O−3モル/Q以上、好ましくは0.1〜1
.0モル/Qである。
The medium for EC light control according to the present invention is used by dissolving a suitable supporting electrolyte in the compound represented by the above general formula. As the supporting electrolyte, known electrolytes such as those mentioned above, such as sodium halides such as lithium chloride, lithium fluoride, and titanium iodide, and alkali metal perchlorates such as lithium perchlorate and sodium perchlorate, may be used as appropriate. Bye. The amount used is usually 10-3 mol/Q or more, preferably 0.1 to 1
.. It is 0 mol/Q.

本発明によるEC調光体用媒体には所望により他の添加
剤、例えば着色剤、粘度調整剤、凍結防止剤、希釈剤等
を適宜配合してもよい。
If desired, other additives such as colorants, viscosity modifiers, antifreeze agents, diluents, etc. may be appropriately blended into the EC light control medium according to the present invention.

以下、本発明を実施例によって説明する。Hereinafter, the present invention will be explained by examples.

実施例1 透明ガラス基板の内面に1n20a  5n02透明電
極を真空蒸着させ、該電極上にWO3を真空蒸着させた
。別の透明ガラス基板の内面にIln=05−5noを
真空蒸着させた。
Example 1 A 1n20a 5n02 transparent electrode was vacuum-deposited on the inner surface of a transparent glass substrate, and WO3 was vacuum-deposited on the electrode. Iln=05-5no was vacuum deposited on the inner surface of another transparent glass substrate.

2枚の透明基板を電極面が内面になるように相対数させ
、周縁部をエポキシ樹脂でシールして透明セルを調製し
た。この透明セルの内部へ、5−エチル−5−エトキシ
メチル−1,3−ジオキサン−2−オンに過塩素酸リチ
ウムを溶解させた溶液(0,3モル/a)を注入し、注
入口を封止してEC調光体を得た。
Two transparent substrates were arranged relative to each other so that the electrode surfaces were on the inner surface, and the peripheral edges were sealed with epoxy resin to prepare a transparent cell. A solution of lithium perchlorate dissolved in 5-ethyl-5-ethoxymethyl-1,3-dioxan-2-one (0.3 mol/a) was injected into the transparent cell, and the injection port was opened. It was sealed to obtain an EC light control body.

得られたECM光体をウェザ−メーターで300時間照
射し、照射前後の消色時の透過率を比較した。結果を以
下の表−4に示す。
The obtained ECM light body was irradiated with a weather meter for 300 hours, and the transmittance at the time of decolorization before and after irradiation was compared. The results are shown in Table 4 below.

また、このECQ光体にIVの電圧を印加したところ約
1分間で透過率が20%に低下し、消色し約1分間で完
了した。
Further, when a voltage of IV was applied to this ECQ light body, the transmittance decreased to 20% in about 1 minute, and the color was completely erased in about 1 minute.

実施例2 5−エチル−5−エトキシメチル−1,3−ジオキサン
−2−オンの代わりに、4−(ピロリジノメチル)−1
,3−ジオキソラン−2−オンを使用する以外は実施例
1と同様にして照射前後の透過率を比較した。結果を表
−4に示す。
Example 2 4-(pyrrolidinomethyl)-1 instead of 5-ethyl-5-ethoxymethyl-1,3-dioxan-2-one
, 3-dioxolane-2-one was used, but the transmittance before and after irradiation was compared in the same manner as in Example 1. The results are shown in Table 4.

また、得られたECR光体にIVの電圧を印加したとこ
ろ、約1分間で透過率が20%に低下し、消色ら約1分
間で完了した。
Further, when a voltage of IV was applied to the obtained ECR light body, the transmittance decreased to 20% in about 1 minute, and decolorization was completed in about 1 minute.

よ栓赳 5−エチル−5−エトキシメチル−1,3−ジオキサン
−2−オンの代わりにn−ブタノールを用いる以外は実
施例1と同様にして照射前後の透過率を比較した。結果
を表−4に示す。
The transmittance before and after irradiation was compared in the same manner as in Example 1, except that n-butanol was used instead of 5-ethyl-5-ethoxymethyl-1,3-dioxan-2-one. The results are shown in Table 4.

また、得られたECXII光体に1■の電圧を印加した
ところ、約2分間で透過率が20%に低下し、消色ら約
2分間で完了した。
Further, when a voltage of 1 .mu. was applied to the obtained ECXII light body, the transmittance decreased to 20% in about 2 minutes, and decolorization was completed in about 2 minutes.

表−4 発明の効果 本発明による媒体を用いたEC調光体は着消色の応答速
度が速いだけでなく、優れた耐候性を存するために長時
間の光照射による光透過率の低下が小さい。
Table 4 Effects of the Invention The EC light control body using the medium according to the present invention not only has a fast response speed of coloring/decoloring, but also has excellent weather resistance, so that the light transmittance does not decrease due to long-term light irradiation. small.

【図面の簡単な説明】[Brief explanation of the drawing]

第1図は本発明によるEC調光体用媒体を用いたEC調
光体の一態様を示す模式的横断面図である。 (1)は
透明基板、(2)は透明電極、(3)はEC層、(4)
は対向電極、(5)+:iEcユM光体用媒体、(6)
はシール材を示す。
FIG. 1 is a schematic cross-sectional view showing one embodiment of an EC light control body using the EC light control body medium according to the present invention. (1) is a transparent substrate, (2) is a transparent electrode, (3) is an EC layer, (4)
is a counter electrode, (5) +: iEc YuM light body medium, (6)
indicates sealing material.

Claims (1)

【特許請求の範囲】 1、一般式[ I ]: ▲数式、化学式、表等があります▼[ I ] (式中、R_1は水素原子またはメチル基を示し、R_
2は炭素原子数1〜4の側鎖を有していてもよいアルキ
ル基を示し、Xは炭素原子または硫黄原子を示す) で表される化合物または一般式[II]: ▲数式、化学式、表等があります▼[II] [式中、Xは前記と同意義であり、Yは一般式[III]
:−O−R_2[III] (式中、R_2は前記と同意義である) で表される基または一般式[IV]: ▲数式、化学式、表等があります▼[IV] (式中、R_3およびR_4はそれぞれ独立して炭素原
子数1〜4の飽和また不飽和の側鎖を有してもよいアル
キル基、両者合して酸素原子を有することもある5員環
もしくは6員環を示す)で示される基を示す] で表わされる化合物を含有するエレクトロクロミック調
光体用媒体。
[Claims] 1. General formula [I]: ▲There are mathematical formulas, chemical formulas, tables, etc.▼[I] (In the formula, R_1 represents a hydrogen atom or a methyl group, and R_
2 represents an alkyl group which may have a side chain having 1 to 4 carbon atoms, and X represents a carbon atom or a sulfur atom) Compound or general formula [II]: ▲ Numerical formula, chemical formula, There are tables, etc. ▼ [II] [In the formula, X has the same meaning as above, and Y is the general formula [III]
:-O-R_2[III] (In the formula, R_2 has the same meaning as above) Group or general formula [IV]: ▲There are mathematical formulas, chemical formulas, tables, etc.▼[IV] (In the formula, R_3 and R_4 each independently represent an alkyl group having 1 to 4 carbon atoms that may have a saturated or unsaturated side chain, and both together represent a 5- or 6-membered ring that may have an oxygen atom. A medium for an electrochromic light control body containing a compound represented by the following.
JP20036686A 1986-08-26 1986-08-26 Electrochromic dimmer medium Expired - Fee Related JPH0772269B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP20036686A JPH0772269B2 (en) 1986-08-26 1986-08-26 Electrochromic dimmer medium

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP20036686A JPH0772269B2 (en) 1986-08-26 1986-08-26 Electrochromic dimmer medium

Publications (2)

Publication Number Publication Date
JPS6356590A true JPS6356590A (en) 1988-03-11
JPH0772269B2 JPH0772269B2 (en) 1995-08-02

Family

ID=16423109

Family Applications (1)

Application Number Title Priority Date Filing Date
JP20036686A Expired - Fee Related JPH0772269B2 (en) 1986-08-26 1986-08-26 Electrochromic dimmer medium

Country Status (1)

Country Link
JP (1) JPH0772269B2 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5686629A (en) * 1993-06-02 1997-11-11 Gilead Sciences, Inc. Method and cyclic carbonates for nucleotide analogues

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5686629A (en) * 1993-06-02 1997-11-11 Gilead Sciences, Inc. Method and cyclic carbonates for nucleotide analogues

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