JPH03280041A - Production of photochromic thin film - Google Patents
Production of photochromic thin filmInfo
- Publication number
- JPH03280041A JPH03280041A JP8243790A JP8243790A JPH03280041A JP H03280041 A JPH03280041 A JP H03280041A JP 8243790 A JP8243790 A JP 8243790A JP 8243790 A JP8243790 A JP 8243790A JP H03280041 A JPH03280041 A JP H03280041A
- Authority
- JP
- Japan
- Prior art keywords
- photochromic
- thin film
- cationic surfactant
- ion complex
- producing
- 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
- 239000010409 thin film Substances 0.000 title claims abstract description 38
- 238000004519 manufacturing process Methods 0.000 title claims description 12
- 239000003093 cationic surfactant Substances 0.000 claims abstract description 19
- 125000000129 anionic group Chemical group 0.000 claims abstract description 11
- 239000000126 substance Substances 0.000 claims description 25
- 239000007788 liquid Substances 0.000 claims description 7
- 239000000758 substrate Substances 0.000 claims description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 7
- 150000001875 compounds Chemical class 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- 150000001412 amines Chemical group 0.000 claims description 2
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 3
- 229930195734 saturated hydrocarbon Natural products 0.000 claims 2
- 239000010408 film Substances 0.000 abstract description 28
- 238000006243 chemical reaction Methods 0.000 abstract description 19
- 239000000463 material Substances 0.000 abstract description 5
- 230000015572 biosynthetic process Effects 0.000 abstract description 2
- 125000002091 cationic group Chemical group 0.000 abstract description 2
- 239000011149 active material Substances 0.000 abstract 1
- 238000000034 method Methods 0.000 description 19
- 238000010521 absorption reaction Methods 0.000 description 11
- 150000002500 ions Chemical class 0.000 description 10
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 8
- 239000000243 solution Substances 0.000 description 8
- 239000004094 surface-active agent Substances 0.000 description 8
- 238000005266 casting Methods 0.000 description 5
- 230000001186 cumulative effect Effects 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 150000002430 hydrocarbons Chemical group 0.000 description 5
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 238000000862 absorption spectrum Methods 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 235000019441 ethanol Nutrition 0.000 description 3
- 230000031700 light absorption Effects 0.000 description 3
- 239000010453 quartz Substances 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 238000002441 X-ray diffraction Methods 0.000 description 2
- 239000008346 aqueous phase Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 239000004815 dispersion polymer Substances 0.000 description 2
- 230000003287 optical effect Effects 0.000 description 2
- 150000002894 organic compounds Chemical class 0.000 description 2
- 125000000542 sulfonic acid group Chemical group 0.000 description 2
- 238000001771 vacuum deposition Methods 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- REYJJPSVUYRZGE-UHFFFAOYSA-N Octadecylamine Chemical compound CCCCCCCCCCCCCCCCCCN REYJJPSVUYRZGE-UHFFFAOYSA-N 0.000 description 1
- 239000003012 bilayer membrane Substances 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 230000006870 function Effects 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 125000002883 imidazolyl group Chemical group 0.000 description 1
- 230000001678 irradiating effect Effects 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 230000015654 memory Effects 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- 238000011907 photodimerization Methods 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 238000007363 ring formation reaction Methods 0.000 description 1
- 238000007142 ring opening reaction Methods 0.000 description 1
- 238000004528 spin coating Methods 0.000 description 1
Abstract
Description
【発明の詳細な説明】
産業上の利用分野
本発明は、調光ガラスや情報記録用記録媒体などに利用
されるフォトクロミック薄膜の製造方法に関する。DETAILED DESCRIPTION OF THE INVENTION Field of the Invention The present invention relates to a method for manufacturing a photochromic thin film used for light control glass, information recording media, and the like.
従来の技術
従来より、可逆的な色の変化を生じる材料としてフォト
クロミック物質か知られている。中でも有機化合物から
なるフォトクロミック物質には、シス−トランス異性（
１，光開環反応に 光閉環反応や光二量化など種々の光
反応を行なう物質が数多く存在する。応用としては、紫
外線によって色が変化するサングラス、光屈折早変化に
よる光スイッチ素子や書換え可能型光メモリなとが考え
られている。BACKGROUND OF THE INVENTION Photochromic substances have been known as materials that produce reversible color changes. Among them, photochromic substances made of organic compounds have cis-trans isomerism (
1. Photo-ring-opening reactions There are many substances that perform various photo-reactions such as photo-ring-closing reactions and photo-dimerization. Possible applications include sunglasses that change color depending on ultraviolet rays, optical switching devices that use rapid changes in light refraction, and rewritable optical memories.
有機化合物からなるフォトクロミック物質）薄膜化技術
としてはキャスト法、高分子分散キャスト法、真空蒸着
法、およびラングミュア−ブロジェット法（以下、ＬＢ
法と略す。）などが知られている。Photochromic substances made of organic compounds) thin film forming techniques include casting method, polymer dispersion casting method, vacuum evaporation method, and Langmuir-Blodgett method (hereinafter referred to as LB).
Abbreviated as law. ) etc. are known.
発明か解決しようとする課題
上記薄膜化方法のうち、キャスト法、高分子分散キャス
ト法、真空蒸着法等の場合において、溶液中で良好なフ
ォトクロミック反応を示していたフォトクロミック物質
力く 薄膜中では安定なフォトクロミック反応を示さな
くなる場合がある。この原因としては、（］）薄膜中に
おいてフォトクロミック物質が結晶化を生じたり、会合
状態を形成して、フォトクロミック反応を生じにくい状
態を形成してしまうため、 （２）フォトクロミック反
応を生じにくい状態を薄膜中で部分的に生じるため、
（３）フォトクロミック物質か均一に分散されず均一な
膜質が形成されないため等が考えられ る。Problems to be Solved by the Invention Among the above-mentioned thin film forming methods, in the case of casting method, polymer dispersion casting method, vacuum evaporation method, etc., photochromic materials that showed good photochromic reaction in solution are stable in thin films. In some cases, photochromic reactions may not be exhibited. This is because (]) the photochromic substance crystallizes or forms an association state in the thin film, creating a state in which it is difficult for photochromic reactions to occur; (2) a state in which photochromic reactions are difficult to occur; Because it occurs partially in the thin film,
(3) This may be because the photochromic substance is not uniformly dispersed and a uniform film quality is not formed.
また、ＬＢ法は気液界面において単分子膜を形成するた
め膜質か均一で上記の問題を発生しない長所を有するが
、気液界面において単分子膜を形成するためにはフォト
クロミック物質に界面活性が不可欠であるたｔｌ 長
鎖炭化水素鎖を有さないフォトクロミック分子や水溶性
のフォトクロミック分子か適用できないなどの制限か存
在した。In addition, the LB method has the advantage of forming a monomolecular film at the gas-liquid interface, so the film quality is uniform and does not cause the above-mentioned problems. However, there were limitations such as the inability to apply photochromic molecules that do not have long hydrocarbon chains or water-soluble photochromic molecules.
そこで本発明は、均一な膜質を有し、薄膜においても良
好なフォトクロミック反応を示すフォトクロミック薄膜
の製造方法を提供することを目的とする。Therefore, an object of the present invention is to provide a method for producing a photochromic thin film that has uniform film quality and exhibits good photochromic reaction even in a thin film.
課題を解決するための手段
本発明は」−記課題を解決するため、アニオン性基を有
するフォトクロミック物質とカチオン性界面活性物質と
を混合しイオンコンプレックスを形成してフォトクロミ
ック薄膜を製造する方法を提供する。Means for Solving the Problems In order to solve the problems mentioned above, the present invention provides a method for manufacturing a photochromic thin film by mixing a photochromic substance having an anionic group and a cationic surfactant to form an ionic complex. do.
上記手段により本発明は、良好なフォトクロミック反応
を示し膜質の均一なフォトクロミック薄膜を実現できる
ものである。By the above means, the present invention can realize a photochromic thin film that exhibits a good photochromic reaction and has uniform film quality.
作用
本発明は、アニオン性基を有するフォトクロミック物質
とカチオン性界面活性物質とを混合しイオンコンプレッ
クスを形成してフォトクロミック薄膜を製造する方法に
より、カチオン性界面活性物質の持っている自己組織的
な分子集合体構造形成によって、均一な膜質の薄膜を作
製することができるものである。また、均一な膜質によ
り、分子の自由度か高くなり、光反応による構造変化が
容易になって、良好なフォトクロミック反応を示すよう
になるものである。Function The present invention utilizes a method of manufacturing a photochromic thin film by mixing a photochromic substance having an anionic group and a cationic surfactant to form an ion complex, thereby reducing the self-organizing molecules of the cationic surfactant. By forming an aggregate structure, a thin film with uniform film quality can be produced. In addition, the uniform film quality increases the degree of freedom of the molecules and facilitates structural changes due to photoreactions, resulting in good photochromic reactions.
実施例 以下に本発明を実施例を用いてさらに詳細に説明する。Example The present invention will be explained in more detail below using examples.
本実施例に用いたアニオン性基を有するフォトクロミッ
ク物質は、下記化学構造式で示すＮ位にスルホン酸基を
有したスピロピラン分子である。The photochromic substance having an anionic group used in this example is a spiropyran molecule having a sulfonic acid group at the N position as shown in the chemical structural formula below.
スピロピランＡ
スピロピランＢ
上記構造のフォトクロミック物質は、長鎖炭化水素鎖を
有さす、スルホン酸基を有するため、水溶性であり、従
来のＬＢ法が適用できなかったものである。また、スピ
ロピラン以外のフォトクロミック物質であっても、アニ
オン性を有するフォトクロミック物質であれば同様の効
果が期待できる。Spiropyran A Spiropyran B The photochromic substance having the above structure has a long hydrocarbon chain and a sulfonic acid group, so it is water-soluble and cannot be applied to the conventional LB method. Further, even if a photochromic substance other than spiropyran is used, the same effect can be expected as long as it is an anionic photochromic substance.
カチオン性界面活性物質として、下記に示す第４級アン
モニウムのジオククデシルージメチルーアンモニウムや
オクタデシルアミンを用いた。As the cationic surfactant, quaternary ammonium diocucudecyl-dimethylammonium and octadecylamine shown below were used.
界面活性物質Ｃ
ＣＨ３（ＣＨ２）ＩＴＮ”Ｈ２
界面活性物質Ｄ
カチオン性界面活性物質は、炭化水素鎖の少なくとも１
つが炭素数８〜３０の長鎖炭化水素鎖であるアミンやア
ンモニウムを使用した。また、これら以外にもビリンニ
ウム基、イミダゾール基などのようなカチオン性基を有
する界面活性分子が適用できる。特に、界面活性物質Ｃ
のように自己組織的に二分子膜形成可能な界面活性物質
は均質な薄膜を形成できる。Surfactant C CH3(CH2)ITN”H2 Surfactant D Cationic surfactant contains at least one of the hydrocarbon chains.
An amine or ammonium having a long hydrocarbon chain having 8 to 30 carbon atoms was used. In addition to these, surfactant molecules having cationic groups such as bilinnium groups and imidazole groups can also be used. In particular, surfactant C
Surfactants that can self-assemble to form a bilayer film, such as these, can form a homogeneous thin film.
実施例１
スピロピランＡと界面活性物質Ｃを等モル量とり、エチ
ルアルコール中で混合してイオンコンフレックスを形成
する。前記溶ｅ、Ｇｔ３６６ｎｍの紫外線照射によって
、無色から５４０ｎｍ付近にに吸収極大を有する着色体
に変化し、良好なフォトクロミック反応を示す。次に、
上記溶液を用いてスピンコーティング法（スピン回転数
は２０００ｒｐｍ、回転時間２０秒間）により基板上に
フォトクロミック薄膜を製膜する。上記方法により作成
した薄膜のフォトクロミック特性を第１図に示す
第１図から、作製した薄膜は紫外線照射によって無色か
ら吸収極大波長５８０ｎｒｎの着色体に変化し、良好な
フォトクロミック反応を示すことが確認された。また、
作成された膜はＸ線解析により二分子膜構造を有してい
ることか確認さ札 均一な膜質であることかわかった。Example 1 Equimolar amounts of spiropyran A and surfactant C are taken and mixed in ethyl alcohol to form an ion complex. When irradiated with ultraviolet rays of 366 nm, the molten e and Gt change from colorless to a colored body having an absorption maximum around 540 nm, showing a good photochromic reaction. next,
Using the above solution, a photochromic thin film is formed on a substrate by a spin coating method (spin rotation speed: 2000 rpm, rotation time: 20 seconds). The photochromic properties of the thin film produced by the above method are shown in Figure 1. From Fig. 1, it was confirmed that the produced thin film changed from colorless to colored material with a maximum absorption wavelength of 580nrn upon irradiation with ultraviolet rays, and exhibited a good photochromic reaction. Ta. Also,
The produced membrane was confirmed to have a bilayer structure by X-ray analysis, and was found to have a uniform film quality.
比較例１
スピロピランＡのエタノール溶液は、 ３６６ｎｍの紫
外線照射によって、無色から５４０ｎｍ付近に吸収極大
を有する着色体に変化し、良好なフォトクロミック反応
を示す。 しかし、上記溶液を実施例１と同様のスピン
コーチインク法て基板上に製膜した薄膜は、紫外線照射
後も無色のままでフォトクロミック反応を示さなかった
。Comparative Example 1 An ethanol solution of spiropyran A changes from colorless to a colored substance having an absorption maximum around 540 nm when irradiated with ultraviolet light at 366 nm, showing a good photochromic reaction. However, a thin film formed from the above solution on a substrate using the same spin coach ink method as in Example 1 remained colorless even after irradiation with ultraviolet rays and did not show any photochromic reaction.
実施例２
スピロピランＢと界面活性物質Ｃを等モル量とり、メチ
ルアルコールとクロロホルムの等量混合溶媒中で混合し
、イオンコンプレックスを形成する。次に、イオン交換
水を１回蒸留した純水を用いた水温１８℃の水槽の気液
界面上に上記溶液を展開する。気液界面における単分子
膜の形成は、圧縮速度１０ｍｍ／ｒｎｉｎで行なった。Example 2 Equimolar amounts of spiropyran B and surfactant C are taken and mixed in a mixed solvent of equal amounts of methyl alcohol and chloroform to form an ion complex. Next, the above solution is developed on the gas-liquid interface in a water tank at a water temperature of 18° C. using pure water obtained by distilling ion-exchanged water once. The monomolecular film was formed at the gas-liquid interface at a compression rate of 10 mm/rnin.
スピロピランＢは、単独では水溶性であるたν単分子膜
を形成することができない力（カチオン性界面活性物質
Ｃとイオンコンプレックスを形ｄすることによって界面
活性が付加さ法 気液界荀において安定な単分子膜を形
成することができ２単分子膜の累積条件は、表面圧３０
ｍＮ／ｍ。Spiropyran B is water-soluble and cannot form a monomolecular film by itself (a method in which surface activity is added by forming an ionic complex with a cationic surfactant C). The cumulative condition for two monolayers is a surface pressure of 30
mN/m.
累積速度１０ｍｍ／ｍｉｎで、石英板基板上に５層の累
積を行なった。前記イオンコンプレックスの累積膜の光
吸収特性を第２図に示す。第２図力ら、スピロピランＢ
とカチオン性界面活性物質Ｃのイオンコンプレックス累
積膜は６１ Ｏｎｍ付矩に吸収極大を有する光吸収特性
を示すことが確辰された。Five layers were deposited on a quartz plate substrate at a cumulative speed of 10 mm/min. FIG. 2 shows the light absorption characteristics of the cumulative film of the ion complex. Figure 2: Riki et al., Spiropyran B
It was confirmed that the ion complex cumulative film of C and cationic surfactant C exhibits light absorption characteristics having an absorption maximum in a rectangle with a wavelength of 61 Onm.
以上のように本実施例から、界面活性を有しないフォト
クロミック物質がカチオン性界面活性物質とイオンコン
プレックス形成することによってフォトクロミック物質
に界面活性が付与されフォトクロミック物質の単分子膜
か気液界面において形成できることが確認された。これ
により、水溶性であったり、長鎖炭化水素鎖がないため
にＬＢ法を適用できなかったアニオン性基を有するフォ
トクロミック物質についてもＬＢ法の適用を可能にし、
均質な薄膜の製造を可能とした。また、紫外線照射によ
り吸収強度の増大を示し、可視光照射により吸収強度の
減少を示す良好なフォトクロミック反応を示した。As described above, this example shows that a photochromic substance that does not have surface activity forms an ion complex with a cationic surfactant, thereby imparting surface activity to the photochromic substance and forming a monomolecular film of the photochromic substance at the gas-liquid interface. was confirmed. This makes it possible to apply the LB method to photochromic substances with anionic groups that cannot be applied to the LB method because they are water-soluble or do not have long hydrocarbon chains.
This made it possible to manufacture homogeneous thin films. In addition, it showed a good photochromic reaction, showing an increase in absorption intensity when irradiated with ultraviolet light, and a decrease in absorption intensity when irradiated with visible light.
比較例２
スピロピランＢはエタノール溶液中では５７０層ｍ付近
に吸収極大を持ち、着色体が安定でかつ良好なフォトク
ロミック反応を示した。しかし、前記溶液を用いてキャ
スト法で製膜した薄膜は、吸収極大波長約４８０ｎｒｎ
の着色体で、紫外線を照射してもフォトクロミック反応
を示さないものであった。Comparative Example 2 Spiropyran B had an absorption maximum near 570 layer m in an ethanol solution, and the colored body was stable and exhibited a good photochromic reaction. However, the thin film formed by the casting method using the above solution has a maximum absorption wavelength of about 480nrn.
It was a colored product that showed no photochromic reaction even when irradiated with ultraviolet rays.
実施例３
スピロピランＢをｌμＭの濃度で溶解した水溶液を水相
とし、前記水相の気液界面にカチオン性界面活性物質り
を展開して単分子膜を形成した。Example 3 An aqueous solution in which spiropyran B was dissolved at a concentration of 1 μM was used as an aqueous phase, and a cationic surfactant was spread on the gas-liquid interface of the aqueous phase to form a monomolecular film.
表面圧３０＋ｎＮ／ｍまＴ１０ｍｍ／ｍｉｎで圧縮した
後に、３０分間定圧放置して界面活性物質りの単分子膜
にスピロピランＢを吸着させ、イオンコンプレックスの
単分子膜を形成した。After compressing at a surface pressure of 30+nN/m and a T of 10 mm/min, spiropyran B was adsorbed on the monomolecular film of the surface active substance by leaving it at a constant pressure for 30 minutes to form a monomolecular film of an ion complex.
前記イオンコンプレックスの単分子膜をＬＢ法により製
膜した。製膜条件は、表面圧３０ｍＮ／ｍ１ 累積速
度１０ｍｍ／ｍｉｎで、石英板基板上に５層累積を行な
った。イオンコンプレックスを形成しているスピロピラ
ンＢのＬＢ膜は深い青色を呈しており、吸収極大波長は
約６１０層ｍであった。また、均一な膜質で、良好なフ
ォトクロミック特性を示した。A monomolecular film of the ion complex was formed by the LB method. The film forming conditions were a surface pressure of 30 mN/m1 and a cumulative speed of 10 mm/min, and five layers were deposited on a quartz plate substrate. The LB film of spiropyran B forming an ion complex exhibited a deep blue color, and the maximum absorption wavelength was about 610 layers m. Furthermore, the film had uniform film quality and exhibited good photochromic properties.
実施例４
５ｍＭのカチオン性界面活性物質Ｃを１回蒸留した純水
に加え、超音波を照射することで水中で二分子膜分散さ
せた。前記溶液に５ｒｎＭのスピロピランＡの水溶液を
加え、二分子膜表面にスピロピランが吸着したイオンコ
ンプレツク化合物を得た。この水溶液を石英基板上に塗
布して１晩乾燥させ、透明で均質なキャス）ｌ膜を得た
。Example 4 5 mM of cationic surfactant C was added to once-distilled pure water, and a bilayer film was dispersed in the water by irradiating it with ultrasonic waves. A 5rnM aqueous solution of spiropyran A was added to the solution to obtain an ion complex compound in which spiropyran was adsorbed on the surface of the bilayer membrane. This aqueous solution was applied onto a quartz substrate and dried overnight to obtain a transparent and homogeneous CAST film.
上記薄膜はＸ線解析により二分子膜構造を有しているこ
とが確認され、また製膜時には無色であるか、紫外線を
照射することによって濃いピンク色を呈するフォトクロ
ミック反応を示した。第３図に上記薄膜の光吸収特性を
示す。第３図から、着色体は５７Ｏｎｍ付近に吸収極大
を示し、可視光照射によって吸収強度が減少する良好な
フォトクロミンク特性を示すことか確認された。The thin film was confirmed to have a bilayer structure by X-ray analysis, and was either colorless at the time of film formation or exhibited a photochromic reaction that turned deep pink when irradiated with ultraviolet rays. FIG. 3 shows the light absorption characteristics of the thin film. From FIG. 3, it was confirmed that the colored body showed an absorption maximum near 57 Onm and exhibited good photochromic properties in which the absorption intensity decreased by irradiation with visible light.
発明の効果
本発明により、アニオン性基を有するフォトクロミック
物質とカチオン性界面活性物質かイオンコンプレックス
形成した化合物からなる均質でかつ良好なフォトクロミ
ック反応を示す薄膜を製造することができる。Effects of the Invention According to the present invention, it is possible to produce a thin film that is homogeneous and exhibits a good photochromic reaction, which is made of a compound formed by forming an ionic complex between a photochromic substance having an anionic group and a cationic surfactant.
第１図は実施例１て作製したフォトクロミック薄膜の吸
収スペクトル云 第２図は実施例２で作製したフォト
クロミック薄膜の吸収スペクトル図、 第３図は実施
例４て作製したフォトクロミック薄膜の吸収スペクトル
図である。Figure 1 shows the absorption spectrum of the photochromic thin film produced in Example 1. Figure 2 shows the absorption spectrum of the photochromic thin film produced in Example 2. Figure 3 shows the absorption spectrum of the photochromic thin film produced in Example 4. be.
Claims (6)
チオン性界面活性物質のイオンコンプレックスを形成さ
せる第１の工程と、前記イオンコンプレックスからなる
薄膜層を基板上に形成する第２の工程を含むことを特徴
とするフォトクロミック薄膜の製造方法。(1) Features include a first step of forming an ion complex of a photochromic substance having an anionic group and a cationic surfactant substance, and a second step of forming a thin film layer made of the ion complex on a substrate. A method for producing a photochromic thin film.
の気液界面上に、カチオン性界面活性物質を展開し、前
記気液界面でイオンコンプレックスを形成させることを
特徴とする請求項１に記載のフォトクロミック薄膜の製
造方法。(2) The photochromic thin film according to claim 1, characterized in that a cationic surfactant is spread on the gas-liquid interface of the photochromic substance solution having an anionic group, and an ion complex is formed at the gas-liquid interface. manufacturing method.
つ有するカチオン性界面活性物質を水中に分散させ前記
カチオン性界面活性物質の集合体を形成する工程、前記
集合体が分散した水溶液にアニオン性基を有するフォト
クロミック物質の水溶液を混合することによって前記集
合体表面においてイオンコンプレックスを形成させる工
程、前記イオンコンプレックスの薄膜を基板上に形成す
る工程を含むことを特徴とするフォトクロミック薄膜の
製造方法。(3) At least one straight hydrocarbon chain having 8 to 30 carbon atoms
a step of dispersing a cationic surfactant having a cationic surfactant in water to form an aggregate of the cationic surfactant; A method for producing a photochromic thin film, comprising the steps of forming an ion complex on a body surface, and forming a thin film of the ion complex on a substrate.
ピロピラン化合物であることを特徴とする請求項１〜３
のいずれかに記載のフォトクロミック薄膜の製造方法。(4) Claims 1 to 3, wherein the photochromic substance having an anionic group is a spiropyran compound.
A method for producing a photochromic thin film according to any one of the above.
構造であることを特徴とする請求項４に記載のフォトク
ロミック薄膜の製造方法。 ▲数式、化学式、表等があります▼ Ｘ＝Ｈ＾＋、ＨＮ＾＋（Ｃ＿２Ｈ＿５）＿３Ｒ＿１＝Ｎ
Ｏ＿２ Ｒ＿２＝Ｈ、ＯＣＨ＿３(5) The method for producing a photochromic thin film according to claim 4, wherein the spiropyran compound has a chemical structure represented by the following general formula. ▲There are mathematical formulas, chemical formulas, tables, etc.▼ X=H^+, HN^+(C_2H_5)_3R_1=N
O_2 R_2=H, OCH_3
有する第１級、第２級、第３級または第４級アミンであ
り、前記直鎖飽和炭化水素鎖の少なくとも１つが炭素数
８〜３０であることを特徴とする請求項１もしくは請求
項２に記載のフォトクロミック薄膜の製造方法。(6) The cationic surfactant is a primary, secondary, tertiary or quaternary amine having a linear saturated hydrocarbon chain, and at least one of the linear saturated hydrocarbon chains has 8 carbon atoms. 30. The method for producing a photochromic thin film according to claim 1 or 2, wherein
Priority Applications (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2082437A JP2589845B2 (en) | 1990-03-29 | 1990-03-29 | Method for producing photochromic thin film |
| US07/561,632 US5252437A (en) | 1989-08-03 | 1990-08-02 | Photochromic materials having a thin photochromic film and a method for fabricating the same |
| EP90308562A EP0411957B1 (en) | 1989-08-03 | 1990-08-03 | Photochromic materials having a thin photochromic film and a method for fabricating the same |
| DE69008965T DE69008965T2 (en) | 1989-08-03 | 1990-08-03 | Photochromic materials made of a thin photochromic film and method for producing the same. |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2082437A JP2589845B2 (en) | 1990-03-29 | 1990-03-29 | Method for producing photochromic thin film |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH03280041A true JPH03280041A (en) | 1991-12-11 |
| JP2589845B2 JP2589845B2 (en) | 1997-03-12 |
Family
ID=13774527
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2082437A Expired - Fee Related JP2589845B2 (en) | 1989-08-03 | 1990-03-29 | Method for producing photochromic thin film |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2589845B2 (en) |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63268786A (en) * | 1987-04-27 | 1988-11-07 | Fuji Photo Film Co Ltd | Photochromic composition |
| JPS6422811A (en) * | 1987-07-15 | 1989-01-25 | Kanebo Ltd | Skin cosmetic |
| JPS6426848A (en) * | 1987-07-23 | 1989-01-30 | Agency Ind Science Techn | Optical recording medium |
| JPH02102254A (en) * | 1988-10-11 | 1990-04-13 | Masamichi Fujihira | Langmuir-blodgett film and its production |
-
1990
- 1990-03-29 JP JP2082437A patent/JP2589845B2/en not_active Expired - Fee Related
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS63268786A (en) * | 1987-04-27 | 1988-11-07 | Fuji Photo Film Co Ltd | Photochromic composition |
| JPS6422811A (en) * | 1987-07-15 | 1989-01-25 | Kanebo Ltd | Skin cosmetic |
| JPS6426848A (en) * | 1987-07-23 | 1989-01-30 | Agency Ind Science Techn | Optical recording medium |
| JPH02102254A (en) * | 1988-10-11 | 1990-04-13 | Masamichi Fujihira | Langmuir-blodgett film and its production |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2589845B2 (en) | 1997-03-12 |
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