JPS6345701A - Metal phthalocyanine thin film - Google Patents
Metal phthalocyanine thin filmInfo
- Publication number
- JPS6345701A JPS6345701A JP61188148A JP18814886A JPS6345701A JP S6345701 A JPS6345701 A JP S6345701A JP 61188148 A JP61188148 A JP 61188148A JP 18814886 A JP18814886 A JP 18814886A JP S6345701 A JPS6345701 A JP S6345701A
- Authority
- JP
- Japan
- Prior art keywords
- metal phthalocyanine
- thin film
- metal
- phthalocyanine
- film
- 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
- 239000002184 metal Substances 0.000 title claims description 23
- 229910052751 metal Inorganic materials 0.000 title claims description 23
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 title claims description 19
- 239000010409 thin film Substances 0.000 title claims description 9
- 239000010408 film Substances 0.000 claims description 11
- 238000000034 method Methods 0.000 claims description 9
- 239000000758 substrate Substances 0.000 claims description 8
- 239000003446 ligand Substances 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims 1
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- 230000003993 interaction Effects 0.000 description 4
- 239000011521 glass Substances 0.000 description 3
- 230000000704 physical effect Effects 0.000 description 3
- KMHSUNDEGHRBNV-UHFFFAOYSA-N 2,4-dichloropyrimidine-5-carbonitrile Chemical compound ClC1=NC=C(C#N)C(Cl)=N1 KMHSUNDEGHRBNV-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 230000001186 cumulative effect Effects 0.000 description 2
- 239000012154 double-distilled water Substances 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- 239000011368 organic material Substances 0.000 description 2
- 238000002441 X-ray diffraction Methods 0.000 description 1
- 238000000862 absorption spectrum Methods 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000000151 deposition Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000000407 epitaxy Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 125000001165 hydrophobic group Chemical group 0.000 description 1
- 238000010884 ion-beam technique Methods 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 230000031700 light absorption Effects 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 239000002120 nanofilm Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 125000006850 spacer group Chemical group 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
Landscapes
- Thin Magnetic Films (AREA)
- Non-Insulated Conductors (AREA)
- Magnetic Record Carriers (AREA)
- Optical Record Carriers And Manufacture Thereof (AREA)
Abstract
(57)【要約】本公報は電子出願前の出願データであるた
め要約のデータは記録されません。(57) [Abstract] This bulletin contains application data before electronic filing, so abstract data is not recorded.
Description
【発明の詳細な説明】
産業上の利用分野
本発明は、電子産業分野において、記録材料、関するも
のである。DETAILED DESCRIPTION OF THE INVENTION Field of Industrial Application The present invention relates to recording materials in the field of electronic industry.
従来の技術
有機物の超薄膜を作成し、かかる状態において有機物の
持つ機能を引き出そうとする試みが、近年活発になって
きた。例えば、真空系を利用した方法（蒸着、分子エピ
タキシー、クラスターイオンビーム等）、ＬＢ法（Ｌａ
ｎｇｍｕｉｒ −Ｂｌｏｄｇｅｔｔ ）法、水平付着法
も含む）、電解重合法等が、それである。この中でも、
ＬＢ法は、分子配列の制御が非常に容易であシ、極めて
有効な手段である。BACKGROUND OF THE INVENTION In recent years, attempts have been made to create ultra-thin films of organic materials and bring out the functions of organic materials in such conditions. For example, methods using a vacuum system (evaporation, molecular epitaxy, cluster ion beam, etc.), LB method (La
Examples include the ngmuir-Blodgett method, the horizontal deposition method), and the electrolytic polymerization method. Among these,
The LB method allows control of molecular arrangement very easily and is an extremely effective means.
ＬＢ法に用いられる有機分子は、一般゛に、疎水性の長
鎖の脂肪鎖と親水基とを持ち合せておシ、これを揮発性
の有機溶済に溶かし水面上に展開すると、疎水基を気相
に向け、親水基を液相（水）に向けて配列し、単分子膜
が形成される。この単分子膜を一定方向から圧縮するこ
とによって固体状の単分子膜が得られるが、これを基板
上に累積することによって、任意の膜厚を持つ超膜が作
成される。有機分子が機能性基を持つ物であれば、上述
のＬＢ法により、機能性基を一定配列させることができ
る。The organic molecules used in the LB method generally have a long hydrophobic fatty chain and a hydrophilic group, and when this is dissolved in a volatile organic solution and spread on the water surface, the hydrophobic group is formed. A monomolecular film is formed by arranging the molecules toward the gas phase and the hydrophilic groups toward the liquid phase (water). By compressing this monomolecular film in a certain direction, a solid monomolecular film can be obtained, and by accumulating this monomolecular film on a substrate, a superfilm having an arbitrary thickness can be created. If the organic molecule has a functional group, the functional groups can be arranged in a fixed manner by the above-mentioned LB method.
発明が解決しようとする問題点
しかしながら上述のＬＢ法による金属フタロシアニジの
超薄膜作成においては、金属フタロシア二ンが種々の有
機溶媒に難溶であるため、側鎖（ブチル基、ビニル基等
）を有する可溶性フタロシアニンを用いた薄膜が作成さ
れているが、データの再現性が余り良くなく、薄膜中の
金属フタロシアニンの配向が一様であるとは言い難い。Problems to be Solved by the Invention However, when creating an ultra-thin film of metal phthalocyanide using the above-mentioned LB method, metal phthalocyanine is poorly soluble in various organic solvents, so side chains (butyl groups, vinyl groups, etc.) must be removed. Although thin films using soluble phthalocyanine have been created, the reproducibility of the data is not very good, and it is difficult to say that the orientation of the metal phthalocyanine in the thin film is uniform.
本発明は、現在知られている金属フタロシアニン薄膜よ
りも、その構造を制御しやすい超薄膜の金属フタロシア
ニンの超薄膜を得ることを目的とするものである。An object of the present invention is to obtain an ultra-thin metal phthalocyanine film whose structure is easier to control than the currently known metal phthalocyanine thin films.
問題点を解決するための手段
本発明は上記目的を達成するもので、金属７タロシアニ
ンと金属フタロシアニンの中心金属と絶位しうる１分子
または２分子のリガンドからなる錯体を水面上に展開し
、生成した単分子膜を基板上に累積することによって得
られる薄膜であシ、これにより、従来よりもその分子配
向等の構造を制御しやすい薄膜が得られる。Means for Solving the Problems The present invention achieves the above-mentioned object by developing a complex consisting of a metal 7-thalocyanine and one or two molecules of ligand capable of disarticulating with the central metal of the metal phthalocyanine on the water surface, A thin film is obtained by accumulating the produced monomolecular film on a substrate, thereby making it possible to obtain a thin film whose structure such as molecular orientation can be more easily controlled than in the past.
作用
一般に、分子性結晶は、その気体状態あるいは溶液状態
に比べ、分子間の相互作用が強く、金属フタロシアニン
のような色素であれば、その光吸収スペクトル等の物性
が変化する。したがって、分子配向を任意に制御するこ
とができれば、その物性を任意に変化させることができ
るはずである。Function Generally speaking, molecular crystals have stronger interactions between molecules than in their gaseous or solution states, and in the case of dyes such as metal phthalocyanine, their physical properties such as their light absorption spectrum change. Therefore, if the molecular orientation can be controlled arbitrarily, it should be possible to arbitrarily change the physical properties.
前に述べた従来の方法に依れば、金属フタロシアニンは
比較的短い側鎖を持つだけであシ、分子配向を任意に変
化させることは比較的難しく、したがって、その物性を
大きく変化させることは非常に難しいと言える。実際、
従来の方法で、金属フタロシアニンの配向状態を大きく
変化させたという報告は未だに無い。According to the conventional method mentioned above, metal phthalocyanine only has a relatively short side chain, and it is relatively difficult to arbitrarily change the molecular orientation, so it is difficult to change its physical properties significantly. It can be said that it is extremely difficult. actual,
There is no report yet that the orientation state of metal phthalocyanine is significantly changed by conventional methods.
本発明に依れば、金属フタロシアニンに種々のりガント
を配位させることによって、リガントガスペーサ−とな
り、金属フタロシアニン同士の相互作用を変化させるこ
とができ、更に、金属フタロシアニンとリガンドとの相
互作用が加わることＫよって、その相互作用は多様に変
化しうる、また、累積時の表面圧等を変化させることに
よって種々の配向状態を実現できる。According to the present invention, by coordinating various adhesives to metal phthalocyanine, it becomes a ligand gas spacer, and the interaction between the metal phthalocyanines can be changed, and furthermore, the interaction between the metal phthalocyanine and the ligand can be changed. Depending on the amount of K applied, the interaction can be varied in various ways, and various orientation states can be realized by changing the cumulative surface pressure and the like.
実施例 以下に本発明の代表的な実施例を示す。Example Representative examples of the present invention are shown below.
〈実施例１〉
鉄フタロシアニンを大過剰のピリジン中に溶かし込んで
加熱し、鉄フタロシアニン−（ピリジン）２錯体を合成
した。<Example 1> Iron phthalocyanine was dissolved in a large excess of pyridine and heated to synthesize an iron phthalocyanine-(pyridine) 2 complex.
これを、クロロホルムに溶かして０．３ ｍｇ／ｃｃ溶
液ぺし、これを２回蒸留水をサブ７エーズとする水面上
に展開し、表面圧−面積特性を測定したところ、１分子
当シの極限占有面積は約９０にであった。これを表面圧
約２２ｄＹｎ／ｃｍでガラス基板上に累積を行ない、Ｘ
線回折の測定を行なった所、累積膜の面間隔は１８Ａと
なシ、この結果と極限占有面積の値から、フタロシアニ
ン分子は、ガラス基板に対して約３０度の傾きをもって
配向していることがわかった。This was dissolved in chloroform to make a 0.3 mg/cc solution, and this was spread on the surface of sub-7A double-distilled water, and the surface pressure-area characteristics were measured. The ultimate occupied area was approximately 90 mm. This was accumulated on a glass substrate at a surface pressure of about 22 dYn/cm, and
Linear diffraction measurements showed that the interplanar spacing of the cumulative film was 18A, and from this result and the value of the ultimate occupied area, the phthalocyanine molecules were oriented at an angle of about 30 degrees with respect to the glass substrate. I understand.
〈実施例２〉
鉄フタロシアニンを過剰のｎ−ブチルアミンと反応させ
、（ｎ−ブチルアミン）２−鉄フタロシアニン錯体を合
成した。<Example 2> Iron phthalocyanine was reacted with excess n-butylamine to synthesize a (n-butylamine)2-iron phthalocyanine complex.
これをクロロホルムに溶かして０．３ ｍｇ／ｃＣ溶液
とし、これを２回蒸留水をサブフェーズとする水でガラ
ス基板上に累積を行ない、Ｘ線回折の測定を行なった所
、累積膜の面間隔は約８Ｊ３ Ａであシ、この結果と極
限占有面積の値から、７タロシアニン分子は基板に対し
て約６５度の傾きをもって配向していると考えられる。This was dissolved in chloroform to make a 0.3 mg/cC solution, which was accumulated on a glass substrate with double distilled water as a subphase. When X-ray diffraction was measured, the surface of the accumulated film was The spacing is approximately 8J3 A, and from this result and the value of the ultimate occupied area, it is considered that the 7 thalocyanine molecules are oriented with an inclination of approximately 65 degrees with respect to the substrate.
発明の効果
以上要するに本発明は、金属フタロシアニンの中心金属
に１分子または２分子のリガンドを配位た錯体を展開し
て単分子膜をつくり、これを基板上に累積させることに
より、従来の金属フタロシアニン分子膜よりも容易に構
造の制御された金属７タロシアニンＬＢ膜を得ることが
できた。Effects of the Invention In short, the present invention develops a complex in which one or two molecules of ligand are coordinated to the central metal of a metal phthalocyanine to form a monomolecular film, and by accumulating this on a substrate, it is possible to It was possible to obtain a metal 7-thalocyanine LB film with a more controlled structure than a phthalocyanine molecular film.
Claims (1)
金属と配位しうるリガンドとからなり、金属フタロシア
ニン１分子に対して配位しうるリガンドが１分子または
２分子であるところの錯体化合物を水面上に展開するこ
とによって生成された単分子膜を基板上に累積して得ら
れる金属フタロシアニン薄膜。A complex compound consisting of a metal phthalocyanine and a ligand capable of coordinating with the central metal of the metal phthalocyanine, with one or two molecules of the ligand capable of coordinating with one molecule of the metal phthalocyanine, is developed on the water surface. Metal phthalocyanine thin film obtained by accumulating the monomolecular film produced by this method on a substrate.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61188148A JPS6345701A (en) | 1986-08-11 | 1986-08-11 | Metal phthalocyanine thin film |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61188148A JPS6345701A (en) | 1986-08-11 | 1986-08-11 | Metal phthalocyanine thin film |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS6345701A true JPS6345701A (en) | 1988-02-26 |
Family
ID=16218588
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP61188148A Pending JPS6345701A (en) | 1986-08-11 | 1986-08-11 | Metal phthalocyanine thin film |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6345701A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH04119012U (en) * | 1991-02-04 | 1992-10-23 | 日之出水道機器株式会社 | Waterproof sealing material |
-
1986
- 1986-08-11 JP JP61188148A patent/JPS6345701A/en active Pending
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH04119012U (en) * | 1991-02-04 | 1992-10-23 | 日之出水道機器株式会社 | Waterproof sealing material |
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