JPH08225313A - Laminar compound supporting fullerene derivative - Google Patents
Laminar compound supporting fullerene derivativeInfo
- Publication number
- JPH08225313A JPH08225313A JP7058286A JP5828695A JPH08225313A JP H08225313 A JPH08225313 A JP H08225313A JP 7058286 A JP7058286 A JP 7058286A JP 5828695 A JP5828695 A JP 5828695A JP H08225313 A JPH08225313 A JP H08225313A
- Authority
- JP
- Japan
- Prior art keywords
- water
- fullerene derivative
- fullerene
- laminar compound
- compound
- 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
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Abstract
Description
【０００１】[0001]
【産業上の利用分野】本発明は、光機能材に利用される
フラーレン誘導体担持層状化合物に関する。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a fullerene derivative-supporting layered compound used for an optical functional material.
【０００２】[0002]
【従来の技術】フラーレンは、光触媒、３次非線形光学
材料等の様々な光機能を有する材料として注目されてい
る。しかしながらフラーレンは、微粉末でありそのまま
の状態で光機能材料として用いる事は困難であった。そ
こでＣＶＤ（ＣｈｅｍｉｃａｌＶａｐｏｒ Ｄｅｐｏｓ
ｉｔｉｏｎ）等によるフィルム化が行われている。BACKGROUND OF THE INVENTION Fullerenes have attracted attention as materials having various optical functions such as photocatalysts and third-order nonlinear optical materials. However, fullerene is a fine powder and it is difficult to use fullerene as it is as an optical functional material. Therefore, CVD (Chemical Vapor Depos)
It is being made into a film.
【０００３】[0003]
【発明が解決しようとする課題】しかしながら、ＣＶＤ
によるフィルムの調製は煩雑な操作手順を要し、また歩
留まりが悪いという欠点を有している。[Problems to be Solved by the Invention] However, CVD
The preparation of a film by means of the method requires complicated operation procedures and has a drawback of low yield.
【０００４】[0004]
【課題を解決するための手段】本発明は、かかる問題を
解決するためになされたものである。即ち、本発明は、
（１）フラーレンに極性基を付加させたフラーレン誘導
体を層間内に担持している事を特徴とするフラーレン誘
導体担持層状化合物、（２）上記（１）記載のフラーレ
ン誘導体担持層状化合物を基盤上にキャストしてなる薄
膜に関する。The present invention has been made to solve such a problem. That is, the present invention
(1) A fullerene derivative-supporting layered compound, characterized in that a fullerene derivative having a polar group added to fullerene is supported between the layers, (2) a fullerene derivative-supporting layered compound according to (1) above on a substrate. Regarding a thin film formed by casting.
【０００５】本発明のフラーレン誘導体担持層状化合物
は、フラーレンに極性基を導入し水溶性としたフラーレ
ン誘導体を、水で膨潤させた層状化合物にインターカレ
ートする事により得る事ができる。The fullerene derivative-supporting layered compound of the present invention can be obtained by intercalating a water-swelled layered compound with a water-soluble fullerene derivative by introducing a polar group into the fullerene.
【０００６】本発明で使用するフラーレンは特に限定は
ないが、炭素数が６０，７０，７６，７８，８２，８４
等のフラーレンが用いられ、入手しやすさから炭素数６
０，７０が好ましく用いられる。The fullerene used in the present invention is not particularly limited, but has a carbon number of 60, 70, 76, 78, 82, 84.
Fullerenes such as are used, and have 6 carbons from the viewpoint of availability.
0,70 is preferably used.
【０００７】これらフラーレンに導入する極性基の用い
うる具体例としては、水酸基、アミノ基、カルボキシル
基、メルカプト基等が挙げられる。これら極性基はこれ
とは別に同一分子内に活性水素を有する官能基を有する
化合物をフラーレンの炭素−炭素二重結合に求核付加反
応させることにより得られる。Specific examples of the polar group introduced into these fullerenes include a hydroxyl group, an amino group, a carboxyl group and a mercapto group. Separately, these polar groups can be obtained by subjecting a compound having a functional group having active hydrogen in the same molecule to a nucleophilic addition reaction to a carbon-carbon double bond of fullerene.
【０００８】これらの化合物の用いうる具体例として
は、メタノールアミン、エタノールアミン、プロパノー
ルアミン、２−メルカプトエタノール、３−メルカプト
プロパノール、ｐ−ヒドロキシベンゾフェノン、ｐ−ヒ
ドロキシベンズアルデヒド、ｐ−ヒドロキシアニリン等
が挙げられ、これらを２種以上併用する事も可能であ
る。Specific examples of these compounds that can be used include methanolamine, ethanolamine, propanolamine, 2-mercaptoethanol, 3-mercaptopropanol, p-hydroxybenzophenone, p-hydroxybenzaldehyde and p-hydroxyaniline. It is also possible to use two or more of these in combination.
【０００９】これら化合物のフラーレンへの導入は例え
ば以下の手順により行う。上記化合物のうち活性水素を
有する官能基が１級、あるいは２級アミノ基である場合
には（以下これらをアミン化合物という）、フラーレン
をトルエン、あるいはベンゼンに溶解させ溶液とする。
この時の溶液中のフラーレンの濃度は、０．１〜３ｗｔ
％であり、好ましくは０．５〜２ｗｔ％である。この溶
液に、アミン化合物をそのまま、あるいはＴＨＦ（テト
ラヒドロキシフラン）、ＭＩＢＫ（メチルイソブチイル
ケトン）、エーテル等の活性水素を持たない極性溶媒に
溶解させた溶液を加え、１０〜１１０℃で１時間〜４８
時間撹拌する事により反応を行う。アミン化合物の使用
量は、フラーレン１モルに対し１〜８０モルであり、好
ましくは３〜６０モルである。The introduction of these compounds into fullerenes is carried out, for example, by the following procedure. When the functional group having active hydrogen among the above compounds is a primary or secondary amino group (hereinafter referred to as amine compound), fullerene is dissolved in toluene or benzene to form a solution.
The concentration of fullerene in the solution at this time is 0.1 to 3 wt.
%, And preferably 0.5 to 2 wt%. To this solution, an amine compound as it is, or a solution prepared by dissolving it in a polar solvent having no active hydrogen such as THF (tetrahydroxyfuran), MIBK (methylisobutyylketone), and ether, is added at 10 to 110 ° C. Time ~ 48
The reaction is carried out by stirring for a time. The amount of the amine compound used is 1 to 80 mol, preferably 3 to 60 mol, per 1 mol of fullerene.
【００１０】また、上記官能基が水酸基、あるいはメル
カプト基である場合には、例えば次の手順により反応を
行う。あらかじめ脱水させたＴＨＦ、ＭＩＢＫ、エーテ
ル等の溶媒に金属ナトリウム、あるいは水素化ナトリウ
ムを加える。そこへ水酸基、あるいはメルカプト基を有
する化合物を室温、あるいは氷冷しながら滴下を行い０
℃〜５０℃で３０分〜５時間撹拌を行いナトリウム塩と
する。このナトリウム塩をあらかじめ脱水したトルエ
ン、ベンゼン溶液等の溶媒にフラーレンを溶解させた溶
液に、室温、あるいは氷冷しながら滴下を行い、滴下終
了後１０℃〜８０℃で１〜４８時間撹拌する事により目
的の化合物が得られる。この時の前記フラーレン溶液中
のフラーレンの濃度は、０．１〜３ｗｔ％であり、好ま
しくは０．５〜２ｗｔ％である。また、反応この場合の
水酸基、あるいはメルカプト基を有する化合物の使用量
は、フラーレン１モルに対し１〜８０モルであり、好ま
しくは３〜６０モルである。When the functional group is a hydroxyl group or a mercapto group, the reaction is carried out by the following procedure, for example. Metallic sodium or sodium hydride is added to a previously dehydrated solvent such as THF, MIBK and ether. A compound having a hydroxyl group or a mercapto group is added dropwise thereto at room temperature or with ice cooling.
Stir at 30 ° C to 50 ° C for 30 minutes to 5 hours to obtain a sodium salt. This sodium salt is added dropwise to a solution of fullerene dissolved in a solvent such as toluene or benzene solution dehydrated in advance, at room temperature or while cooling with ice, and after completion of the dropwise addition, the mixture is stirred at 10 ° C to 80 ° C for 1 to 48 hours. Gives the desired compound. The concentration of fullerene in the fullerene solution at this time is 0.1 to 3 wt%, preferably 0.5 to 2 wt%. Further, the amount of the compound having a hydroxyl group or a mercapto group used in the reaction is 1 to 80 mol, preferably 3 to 60 mol, per 1 mol of fullerene.
【００１１】反応終了後、反応混合物に水を加え、油層
と水層とを分離する。油層を除去した後必要により更に
水層のトルエンあるいはベンゼンを加え、未反応のフラ
ーレンを抽出除去する。この操作は必要にであれば数回
くり返す。このようにして得られたフラーレン誘導体
（フラーレンに極性基を付加させた化合物）の水溶液
は、そのままであるいは必要により所定量の濃度まで濃
縮し、下記の層状化合物にフラーレン誘導体を担持させ
る工程に使用することができる。また、上記フラーレン
誘導体水溶液中に残っている未反応の化合物（極性基及
び活性水素を有する官能基を持つ化合物）を除去するた
め、フラーレン誘導体水溶液をそのままあるいは必要に
より、濃縮して分取薄層クロマトグラフィー、薄層クロ
マトグラフィー等で処理してもよい。After the reaction is completed, water is added to the reaction mixture to separate the oil layer and the water layer. After removing the oil layer, if necessary, toluene or benzene in the water layer is further added to extract and remove unreacted fullerenes. This operation is repeated several times if necessary. The aqueous solution of the fullerene derivative (compound in which a polar group is added to fullerene) thus obtained is used as it is or after being concentrated to a predetermined amount of concentration, if necessary, in the step of supporting the fullerene derivative on the layered compound below. can do. Further, in order to remove unreacted compounds (compounds having a polar group and a functional group having active hydrogen) remaining in the above fullerene derivative aqueous solution, the fullerene derivative aqueous solution is directly or, if necessary, concentrated to separate a preparative thin layer. You may process by chromatography, a thin layer chromatography, etc.
【００１２】つづいて、本発明のフラーレン誘導体担持
層状化合物の製造方法を具体的に説明する。まず、層状
化合物を水に分散させ膨潤させる。この時の層状化合物
の添加量は、水に対して０．０１〜１０重量％であり、
好ましくは０．１〜３重量％である。Next, the method for producing the fullerene derivative-supporting layered compound of the present invention will be specifically described. First, the layered compound is dispersed in water and swollen. The addition amount of the layered compound at this time is 0.01 to 10% by weight with respect to water,
It is preferably 0.1 to 3% by weight.
【００１３】本発明で使用できる層状化合物としては、
水に接した時に膨潤性を示す層状化合物であれは特に制
限はないが、用いうる具体例としてＮａモンモリロナイ
ト、Ｃａモンモリロナイト、酸性白土、合成スメクタイ
ト、Ｎａテニオライト、Ｌｉテニオライト、Ｎａヘクト
ライト、Ｌｉヘクトライト及び合成雲母が挙げられる。The layered compound that can be used in the present invention is
There is no particular limitation as long as it is a layered compound that swells when contacted with water, but specific examples that can be used are Na montmorillonite, Ca montmorillonite, acid clay, synthetic smectite, Na teniolite, Li teniolite, Na hectorite, Li hectorite. And synthetic mica.
【００１４】ついで、上記で得られたフラーレン誘導体
の水溶液を添加する。この時の誘導体の添加量は、層状
化合物に対して０．１〜５重量％であり、好ましくは
０．１〜１重量％である。ついで、１０〜８０℃、好ま
しくは２０〜６０℃で１〜３６時間撹拌し、インターカ
レーション反応を行う。反応終了後生成物を濾過し、水
で洗浄を行い本発明のフラーレン誘導体担持層状化合物
が得られる。Then, an aqueous solution of the fullerene derivative obtained above is added. The amount of the derivative added at this time is 0.1 to 5% by weight, preferably 0.1 to 1% by weight, based on the layered compound. Then, the intercalation reaction is carried out by stirring at 10 to 80 ° C, preferably 20 to 60 ° C for 1 to 36 hours. After completion of the reaction, the product is filtered and washed with water to obtain the fullerene derivative-supporting layered compound of the present invention.
【００１５】本発明の薄膜は、以下の手順で得られる。
本発明のフラーレン誘導体担持層状化合物を水に分散さ
せ分散液とした後、硝子、あるいは石英等の基盤にバー
コーター等を用いてキャストし薄膜化する。これを加熱
乾燥、あるいは凍結乾燥することにより、本発明の薄膜
が得られる。この時の本発明のフラーレン誘導体担持層
状化合物の水への添加量は、水１００重量部に対して１
〜１００重量部であり、好ましくは２〜３０重量部であ
る。またこのよにして得られた薄膜上に紫外線硬化性樹
脂等を塗布してオーバーコートしてもよい。以上のよう
にして得られる本発明の薄膜の膜厚は１μｍ〜１０ｍｍ
が好ましい。The thin film of the present invention is obtained by the following procedure.
The fullerene derivative-supporting layered compound of the present invention is dispersed in water to form a dispersion, which is then cast on a substrate such as glass or quartz using a bar coater or the like to form a thin film. The thin film of the present invention can be obtained by heating or freeze-drying this. The amount of the fullerene derivative-supporting layered compound of the present invention added to water at this time was 1 with respect to 100 parts by weight of water.
To 100 parts by weight, preferably 2 to 30 parts by weight. Further, an ultraviolet curable resin or the like may be applied to the thin film thus obtained to overcoat it. The thickness of the thin film of the present invention obtained as described above is 1 μm to 10 mm.
Is preferred.
【００１６】また、薄膜の成形性を向上させる目的で前
記した層状化合物や水溶性高分子を添加しても良い。層
状化合物の使用量は本発明のフラーレン誘導体担持層状
化合物１００重量部に対して通常１０〜２０００重量部
である。The layered compound or water-soluble polymer described above may be added for the purpose of improving the formability of the thin film. The amount of the layered compound used is usually 10 to 2000 parts by weight based on 100 parts by weight of the fullerene derivative-supporting layered compound of the present invention.
【００１７】用いられる水溶性高分子は、水溶液とした
ときのｐＨが６〜８を示すものが好ましく、用いうる具
体例としてはポリビニルアルコール、ポリエチレングリ
コール、ポリアクリルアミド等が挙げられ、その分子量
は２０００〜１０００００のものが好ましく用いられ
る。水溶性高分子の使用量は本発明のフラーレン担持層
状化合物１００重量部に対して通常５〜１０００重量部
である。The water-soluble polymer used is preferably one having a pH of 6 to 8 when made into an aqueous solution. Specific examples of usable water-soluble polymers include polyvinyl alcohol, polyethylene glycol, polyacrylamide and the like, and the molecular weight thereof is 2000. Those of up to 100,000 are preferably used. The amount of the water-soluble polymer used is usually 5 to 1000 parts by weight based on 100 parts by weight of the fullerene-supporting layered compound of the present invention.
【００１８】[0018]
【実施例】次に実施例により本発明の内容を更に具体的
に説明するが、本発明がこれらの実施例に限定されるも
のではない。EXAMPLES Next, the contents of the present invention will be described in more detail with reference to examples, but the present invention is not limited to these examples.
【００１９】合成例１ Ｃ６０フラーレン（ヘキスト社製）２００ｍｇを３００
ｍｌの茄子型フラスコに入れた後、トルエン２００ｍｌ
を加え溶解させた。そこへ、エタノールアミン６ｇを５
０ｍｌのＴＨＦに加えた溶液を加え、室温で９６時間撹
拌し反応を行った。得られた反応混合物に水２００ｍｌ
を加えた後油層と水層を分離し、更に水層をトルエンで
数回洗浄を行い、未反応のフラーレンを分離した。得ら
れた水溶液を加熱濃縮した後、分取薄層クロマトグラフ
ィーにより反応物と未反応のエタノールアミンの分離を
行った。ついで得られた水溶液から水を減圧下、加熱除
去して、茶色の粉体であるフラーレン誘導体（Ａ−１）
を２８２ｍｇ得た。Synthesis Example 1 300 mg of C60 fullerene (manufactured by Hoechst Co.)
200 ml of toluene after placing in a ml-shaped eggplant-shaped flask
Was added and dissolved. There, 5g of ethanolamine 6g
A solution added to 0 ml of THF was added, and the reaction was carried out by stirring at room temperature for 96 hours. 200 ml of water was added to the obtained reaction mixture.
Was added, and the oil layer and the aqueous layer were separated, and the aqueous layer was washed with toluene several times to separate unreacted fullerenes. The obtained aqueous solution was heated and concentrated, and then the reaction product and unreacted ethanolamine were separated by preparative thin layer chromatography. Then, water was removed from the obtained aqueous solution under reduced pressure by heating to obtain a fullerene derivative (A-1) as a brown powder.
282 mg was obtained.
【００２０】得られたフラーレン誘導体（Ａ−１）の赤
外吸収スペクトルを測定したところ、５７６ｃｍ-1と５
２７ｃｍ-1にフラーレンＣ６０に由来する吸収、１１０
０ｃｍ-1にＣ−Ｏ−Ｃに由来する吸収、１３２０ｃｍ-1
にＣ−Ｎに由来する吸収、２８１０ｃｍ-1にＣ−Ｈに由
来する吸収、３４００ｃｍ-1にＮ−Ｈに由来する吸収、
３４１０ｃｍ-1にＯＨに由来する吸収がみられた。The infrared absorption spectrum of the fullerene derivative (A-1) thus obtained was measured and found to be 576 cm -1 and 5
Absorption from fullerene C60 at 27 cm -1 , 110
Absorption derived from C—O—C at 0 cm −1 , 1320 cm −1
C-N from absorbing, absorption derived from 2810cm -1 to C-H, absorption derived from 3400 cm -1 to N-H, the
Absorption derived from OH was observed at 3410 cm -1 .
【００２１】実施例１ 合成例１で得られたフラーレン誘導体（Ａ−１）５０ｍ
ｇを水５０ｍｌに溶解させた水溶液を、合成スメクタイ
ト（合成スメクタイトＳＷＮ（コープケミカル社製））
１ｇを２００ｍｌの水に分散させた分散液に添加し、６
０℃で２４時間撹拌し、インターカレーション反応を行
った。遠心分離器を用いて水による洗浄を数回行った
後、８０℃で２４時間減圧乾燥を行い本発明のフラーレ
ン誘導体担持層状化合物（Ｂ−１）８７０ｍｇを得た。Example 1 50 m of fullerene derivative (A-1) obtained in Synthesis Example 1
An aqueous solution prepared by dissolving 50 g of water in 50 ml of water is a synthetic smectite (synthetic smectite SWN (manufactured by Corp Chemical)).
1 g was added to a dispersion of 200 ml of water, and 6
The mixture was stirred at 0 ° C. for 24 hours to carry out an intercalation reaction. After washing with water several times using a centrifuge, vacuum drying was carried out at 80 ° C. for 24 hours to obtain 870 mg of the fullerene derivative-supporting layered compound (B-1) of the present invention.
【００２２】得られたフラーレン誘導体担持層状化合物
（Ｂ−１）の赤外吸収スペクトルを測定したところ、１
１００ｃｍ-1にＣ−Ｏ−Ｃ、及びＳｉ−Ｏ−Ｓｉに由来
する吸収、２８６０ｃｍ-1にＣ−Ｈに由来する吸収、３
４６０ｃｍ-1にＮ−Ｈに由来する吸収、３５００ｃｍ-1
にＯＨに由来する吸収がみられた。また、Ｘ線回折によ
り層間距離を測定した結果、１．３１ｎｍであった。The infrared absorption spectrum of the obtained fullerene derivative-supporting layered compound (B-1) was measured and found to be 1
Absorption derived from C—O—C and Si—O—Si at 100 cm −1 , absorption derived from C—H at 2860 cm −1 , 3
Absorption derived from NH at 460 cm -1 , 3500 cm -1
Absorption due to OH was observed. The interlayer distance measured by X-ray diffraction was 1.31 nm.
【００２３】実施例２ 合成例１で得られたフラーレン誘導体（Ａ−１）５０ｍ
ｇを水５０ｍｌに溶解させた水溶液を、合成雲母（合成
雲母（コープケミカル社製））１ｇを２００ｍｌの水に
分散させた分散液に添加し、６０℃で２４時間撹拌し、
インターカレーション反応を行った。遠心分離器を用い
て水による洗浄を数回行った後、８０℃で２４時間減圧
乾燥を行い本発明のフラーレン誘導体担持層状化合物
（Ｂ−２）９８０ｍｇを得た。Example 2 50 m of fullerene derivative (A-1) obtained in Synthesis Example 1
1 g of synthetic mica (synthetic mica (manufactured by Coop Chemical Co.)) in 200 ml of water was added to an aqueous solution in which 50 g of water was dissolved, and the mixture was stirred at 60 ° C. for 24 hours,
An intercalation reaction was performed. After washing with water several times using a centrifuge, vacuum drying was carried out at 80 ° C. for 24 hours to obtain 980 mg of the fullerene derivative-supporting layered compound (B-2) of the present invention.
【００２４】得られたフラーレン誘導体担持層状化合物
（Ｂ−２）の赤外吸収スペクトルを測定したところ、１
１００ｃｍ-1にＣ−Ｏ−Ｃ、及びＳｉ−Ｏ−Ｓｉに由来
する吸収、２８８０ｃｍ-1にＣ−Ｈに由来する吸収、３
４１０ｃｍ-1にＮ−Ｈに由来する吸収、３５００ｃｍ-1
にＯＨに由来する吸収がみられた。また、Ｘ線回折によ
り層間距離を測定した結果、１．３３ｎｍであった。The infrared absorption spectrum of the obtained fullerene derivative-supporting layered compound (B-2) was measured and found to be 1
Absorption derived from C—O—C and Si—O—Si at 100 cm −1 , absorption derived from C—H at 2880 cm −1 , 3
Absorption due to NH at 410 cm -1 , 3500 cm -1
Absorption due to OH was observed. The interlayer distance measured by X-ray diffraction was 1.33 nm.
【００２５】実施例３ 実施例１で得られたフラーレン誘導体担持層状化合物
（Ｂ−１）を用いて以下の組成を有する組成物を調製し
た。 フラーレン誘導体担持層状化合物（Ｂ−１） ３００ｍｇ 合成スメクタイト ５００ｍｇ 水 １０ｍｌ この組成物を、バーコーターを用いて石英板上に塗布
し、６０℃で３時間乾燥させ本発明の薄膜（Ｃ−１）を
得た。得られた薄膜（Ｃ−１）の膜厚は０．３ｍｍであ
った。Example 3 Using the fullerene derivative-supporting layered compound (B-1) obtained in Example 1, a composition having the following composition was prepared. Fullerene derivative-supporting layered compound (B-1) 300 mg Synthetic smectite 500 mg Water 10 ml This composition was applied on a quartz plate using a bar coater and dried at 60 ° C. for 3 hours to obtain the thin film (C-1) of the present invention. Obtained. The film thickness of the obtained thin film (C-1) was 0.3 mm.
【００２６】実施例４ 実施例２で得られたフラーレン誘導体担持層状化合物
（Ｂ−２）を用いて以下の組成を有する組成物を調製し
た。 フラーレン誘導体担持層状化合物（Ｂ−２） ２００ｍｇ 合成スメクタイト ５００ｍｇ 水 １０ｍｌ この組成物を、バーコーターを用いて石英板上に塗布
し、６０℃で３時間乾燥させ本発明の薄膜（Ｃ−２）を
得た。得られた薄膜（Ｃ−２）の膜厚は０．３ｍｍであ
った。Example 4 Using the fullerene derivative-supporting layered compound (B-2) obtained in Example 2, a composition having the following composition was prepared. Fullerene derivative-supporting layered compound (B-2) 200 mg Synthetic smectite 500 mg Water 10 ml This composition was applied on a quartz plate using a bar coater and dried at 60 ° C. for 3 hours to obtain the thin film (C-2) of the present invention. Obtained. The thickness of the obtained thin film (C-2) was 0.3 mm.
【００２７】比較例１ 合成スメクタイト（合成スメクタイトＳＷＮ（コープケ
ミカル社製））を用いて以下の組成を有する組成物を調
製した。 合成スメクタイト ６００ｍｇ 水 １０ｍｌ この組成物を、バーコーターを用いて石英板上に塗布
し、６０℃で３時間乾燥させ比較用の薄膜（Ｃ−３）を
得た。得られた薄膜（Ｃ−３）の膜厚は０．３ｍｍであ
った。Comparative Example 1 A composition having the following composition was prepared using synthetic smectite (synthetic smectite SWN (manufactured by Corp Chemical)). Synthetic smectite 600 mg Water 10 ml This composition was applied on a quartz plate using a bar coater and dried at 60 ° C. for 3 hours to obtain a comparative thin film (C-3). The thickness of the obtained thin film (C-3) was 0.3 mm.
【００２８】試験例 得られた薄膜（Ｃ−１）、（Ｃ−２）、（Ｃ−３）を分
光光度計（Ｕ−３２１０形自記分光光度計（日立社
製））を用いて吸収スペクトルを測定した。その結果、
フィルム（Ｃ−１）では、２５０ｎｍと２１０ｎｍに、
フィルム（Ｃ−２）では２５０ｎｍと２１０ｎｍに吸収
が見られた。また比較用のフィルム（Ｃ−３）では２１
０ｎｍに吸収がみられた。Test Example Absorption spectra of the obtained thin films (C-1), (C-2) and (C-3) using a spectrophotometer (type U-3210 self-recording spectrophotometer (manufactured by Hitachi)). Was measured. as a result,
In film (C-1), at 250 nm and 210 nm,
Absorption was observed at 250 nm and 210 nm in the film (C-2). In the comparative film (C-3), 21
Absorption was observed at 0 nm.
【００２９】[0029]
【発明の効果】本発明のフラーレン誘導体担持層状化合
物は、フラーレンの持つ光機能を保持したまままで容易
に薄膜化でき、光触媒、３次非線形光学材料等の光機能
材料として極めて有用である。The fullerene derivative-supporting layered compound of the present invention can be easily made into a thin film while maintaining the optical function of fullerene, and is extremely useful as an optical functional material such as a photocatalyst and a third-order nonlinear optical material.
Claims (2)
ン誘導体を層間内に担持している事を特徴とするフラー
レン誘導体担持層状化合物。1. A fullerene derivative-supporting layered compound, characterized in that a fullerene derivative having a polar group added to fullerene is supported between layers.
化合物を基盤上にキャストしてなる薄膜。2. A thin film formed by casting the fullerene derivative-supporting layered compound according to claim 1 on a substrate.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP7058286A JPH08225313A (en) | 1995-02-23 | 1995-02-23 | Laminar compound supporting fullerene derivative |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP7058286A JPH08225313A (en) | 1995-02-23 | 1995-02-23 | Laminar compound supporting fullerene derivative |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH08225313A true JPH08225313A (en) | 1996-09-03 |
Family
ID=13079964
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP7058286A Pending JPH08225313A (en) | 1995-02-23 | 1995-02-23 | Laminar compound supporting fullerene derivative |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH08225313A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6949660B2 (en) | 1995-10-26 | 2005-09-27 | Seth Nanotechnology, Incorporated | Chiral (1pyrrolino) fullerene derivatives |
| CN113527993A (en) * | 2021-07-19 | 2021-10-22 | 丹阳市现代实业有限公司 | High-molecular water-based paint and preparation method thereof |
-
1995
- 1995-02-23 JP JP7058286A patent/JPH08225313A/en active Pending
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6949660B2 (en) | 1995-10-26 | 2005-09-27 | Seth Nanotechnology, Incorporated | Chiral (1pyrrolino) fullerene derivatives |
| CN113527993A (en) * | 2021-07-19 | 2021-10-22 | 丹阳市现代实业有限公司 | High-molecular water-based paint and preparation method thereof |
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