JPH023035A - Organic ultrathin film having optical recording property - Google Patents
Organic ultrathin film having optical recording propertyInfo
- Publication number
- JPH023035A JPH023035A JP63148244A JP14824488A JPH023035A JP H023035 A JPH023035 A JP H023035A JP 63148244 A JP63148244 A JP 63148244A JP 14824488 A JP14824488 A JP 14824488A JP H023035 A JPH023035 A JP H023035A
- Authority
- JP
- Japan
- Prior art keywords
- pyrimidine
- derivative
- fad
- dimer
- 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
- 230000003287 optical effect Effects 0.000 title claims description 12
- 239000000758 substrate Substances 0.000 claims abstract description 13
- 150000003230 pyrimidines Chemical class 0.000 claims abstract description 11
- 238000000034 method Methods 0.000 claims abstract description 10
- VWWQXMAJTJZDQX-UYBVJOGSSA-N flavin adenine dinucleotide Chemical compound C1=NC2=C(N)N=CN=C2N1[C@@H]([C@H](O)[C@@H]1O)O[C@@H]1CO[P@](O)(=O)O[P@@](O)(=O)OC[C@@H](O)[C@@H](O)[C@@H](O)CN1C2=NC(=O)NC(=O)C2=NC2=C1C=C(C)C(C)=C2 VWWQXMAJTJZDQX-UYBVJOGSSA-N 0.000 claims abstract description 8
- 238000010521 absorption reaction Methods 0.000 claims abstract description 7
- 235000019162 flavin adenine dinucleotide Nutrition 0.000 claims abstract description 6
- 239000011714 flavin adenine dinucleotide Substances 0.000 claims abstract description 6
- 229940093632 flavin-adenine dinucleotide Drugs 0.000 claims abstract description 6
- 239000010409 thin film Substances 0.000 claims description 26
- 238000000151 deposition Methods 0.000 claims description 2
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 abstract description 10
- 108091093078 Pyrimidine dimer Proteins 0.000 abstract description 10
- 239000013635 pyrimidine dimer Substances 0.000 abstract description 10
- 239000000539 dimer Substances 0.000 abstract description 6
- 125000000217 alkyl group Chemical group 0.000 abstract description 4
- 238000003776 cleavage reaction Methods 0.000 abstract description 3
- 230000010748 Photoabsorption Effects 0.000 abstract 1
- 230000001678 irradiating effect Effects 0.000 abstract 1
- 238000010030 laminating Methods 0.000 abstract 1
- 239000000049 pigment Substances 0.000 abstract 1
- 239000010408 film Substances 0.000 description 16
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 7
- 239000010410 layer Substances 0.000 description 7
- 230000001186 cumulative effect Effects 0.000 description 6
- 230000031700 light absorption Effects 0.000 description 6
- 239000000243 solution Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 238000010586 diagram Methods 0.000 description 2
- 230000003993 interaction Effects 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- RZJRJXONCZWCBN-UHFFFAOYSA-N octadecane Chemical compound CCCCCCCCCCCCCCCCCC RZJRJXONCZWCBN-UHFFFAOYSA-N 0.000 description 2
- 239000010453 quartz Substances 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- GFFGJBXGBJISGV-UHFFFAOYSA-N Adenine Chemical compound NC1=NC=NC2=C1N=CN2 GFFGJBXGBJISGV-UHFFFAOYSA-N 0.000 description 1
- 229930024421 Adenine Natural products 0.000 description 1
- IFZSEJVQZLDDQC-UHFFFAOYSA-N C(CCCCCCCCCCCCCCCCC)N1C(NC=C(C1=O)C)=O Chemical compound C(CCCCCCCCCCCCCCCCC)N1C(NC=C(C1=O)C)=O IFZSEJVQZLDDQC-UHFFFAOYSA-N 0.000 description 1
- AUNGANRZJHBGPY-SCRDCRAPSA-N Riboflavin Chemical compound OC[C@@H](O)[C@@H](O)[C@@H](O)CN1C=2C=C(C)C(C)=CC=2N=C2C1=NC(=O)NC2=O AUNGANRZJHBGPY-SCRDCRAPSA-N 0.000 description 1
- ASJWEHCPLGMOJE-LJMGSBPFSA-N ac1l3rvh Chemical class N1C(=O)NC(=O)[C@@]2(C)[C@@]3(C)C(=O)NC(=O)N[C@H]3[C@H]21 ASJWEHCPLGMOJE-LJMGSBPFSA-N 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 229960000643 adenine Drugs 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- UQPMPIOLEABWGZ-UHFFFAOYSA-N chloroform octadecane Chemical compound ClC(Cl)Cl.CCCCCCCCCCCCCCCCCC UQPMPIOLEABWGZ-UHFFFAOYSA-N 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- 229940038384 octadecane Drugs 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 239000002356 single layer Substances 0.000 description 1
Classifications
-
- G—PHYSICS
- G11—INFORMATION STORAGE
- G11B—INFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER
- G11B7/00—Recording or reproducing by optical means, e.g. recording using a thermal beam of optical radiation by modifying optical properties or the physical structure, reproducing using an optical beam at lower power by sensing optical properties; Record carriers therefor
- G11B7/24—Record carriers characterised by shape, structure or physical properties, or by the selection of the material
- G11B7/241—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material
- G11B7/242—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers
- G11B7/244—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03C—PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
- G03C1/00—Photosensitive materials
- G03C1/72—Photosensitive compositions not covered by the groups G03C1/005 - G03C1/705
- G03C1/73—Photosensitive compositions not covered by the groups G03C1/005 - G03C1/705 containing organic compounds
- G03C1/731—Biological compounds
Abstract
Description
【発明の詳細な説明】
〔概 要〕
光記録性を有する有機超薄膜に、特に感光性ラングミュ
ア・プロジェット（ＬＢ）膜を基板上に累積させて成る
光記録性を有する有機超薄膜に関し、
本発明は３８０ｎｍの近紫外光で書き込み、読み出しが
可能な光記録性を有する有機超薄膜を提供することを目
的とし、
ピリミジン誘導体とフラビンアデニンジヌクレアチド（
ＦＡＤ）のそれぞれの単分子膜をラングミュア・プロジ
ェット（ＬＢ）法を用いて基板上に交互に累積してなる
超薄膜であって、該薄膜に３８ｏｎ−の近紫外光照射に
よる書き込み可能で、しかも吸光変化により読み出し可
能であることを構成とする。[Detailed Description of the Invention] [Summary] Regarding an organic ultra-thin film with optical recording properties, particularly an organic ultra-thin film with optical recording properties, which is formed by stacking a photosensitive Langmuir-Prodgett (LB) film on a substrate, The purpose of the present invention is to provide an organic ultra-thin film having optical recording properties that can be written and read using near-ultraviolet light of 380 nm.
FAD) is an ultra-thin film formed by alternately accumulating monolayers of each monolayer on a substrate using the Langmuir-Prodgett (LB) method, and the thin film can be written on by irradiation with near-ultraviolet light at 38 on. Moreover, the structure is such that reading is possible based on a change in light absorption.
本発明は光記録性を有する有機超薄膜に、特に感光性ラ
ングミュア・プロジェット（ＬＢ）Ｉｆｆを基板上に累
積させて成る光記録性を有する有機超薄膜に関する。高
密度、高品質な記録手段として光記録方式が注目される
ようになり、それに伴ない、より高密度、高感度な光記
録媒体が要求されている。このためそのような要求を満
たす材料ならびに超薄膜化の技術が必要とされる本発明
の有機超薄膜はこのような要請にこたえるものである。The present invention relates to an organic ultra-thin film having optical recording properties, and more particularly to an organic ultra-thin film having optical recording properties formed by accumulating photosensitive Langmuir-Prodgett (LB) Iff on a substrate. 2. Description of the Related Art Optical recording systems are attracting attention as a high-density, high-quality recording means, and as a result, optical recording media with higher density and higher sensitivity are required. Therefore, materials and ultra-thin film techniques that meet such requirements are required, and the organic ultra-thin film of the present invention meets these requirements.
〔従来の技術及び解決しようとする課題〕最近超薄膜を
形成する技術としてラングミュア・ブロジェット （Ｌ
Ｂ）法を用いた超薄膜形成方法が知られている。[Conventional technology and problems to be solved] Recently, Langmuir-Blodgett (L
A method of forming an ultra-thin film using method B) is known.
従来上記ＬＢ法を用いてジオキシ−ピリミジン誘導体の
単分子膜を基板上に累積して光記録性超薄膜が得られて
いる。しかしながらこのようなＬＢ法を用いた従来の超
薄膜は可視光ではもとより近紫外光よりも波長が短い所
で書き込み、読み出しがなされており、出来るだけ長波
長で書き込みが可能な超薄膜が要望されている。Conventionally, an optically recordable ultra-thin film has been obtained by accumulating a monomolecular film of a dioxy-pyrimidine derivative on a substrate using the above-mentioned LB method. However, conventional ultra-thin films using the LB method are written and read using wavelengths shorter than visible light and near-ultraviolet light, and there is a need for ultra-thin films that can be written at as long a wavelength as possible. ing.
本発明は３８０ｎｍの近紫外光で書き込み、読み出しが
可能な光記録性を有する有機超薄膜を提供することを目
的とする。An object of the present invention is to provide an organic ultra-thin film having optical recording properties that can be written and read using near-ultraviolet light of 380 nm.
上記課題は本発明によればピリミジン誘導体とフラビン
アデニンジヌクレアチド（ＦＡＤ）のそれぞれの単分子
膜をラングミュア・プロジェット（ＬＢ）法を用いて基
板上に交互に累積してなる超薄膜であって、該薄膜に３
８０ｎｉの近紫外光照射による書き込み可能で、しかも
吸光変化により読み出し可能であることを特徴とする光
記録性を有する有機超薄膜によって解決される。下記式
（１）で示すピリミジン誘導体の二量体（以下ピリミジ
ン誘導体と記す）は波長２３９ｎｍの紫外線照射により
下記式（ｎ）で示すピリミジン誘導体を生成するような
開裂反応を起こす。According to the present invention, the above-mentioned problem is solved by an ultra-thin film formed by alternately depositing monolayers of a pyrimidine derivative and flavin adenine dinucleatide (FAD) on a substrate using the Langmuir-Prodgett (LB) method. 3 to the thin film.
The problem is solved by an organic ultra-thin film having optical recording properties, which is characterized by being writable by irradiation with 80ni near ultraviolet light and readable by changes in light absorption. A dimer of a pyrimidine derivative represented by the following formula (1) (hereinafter referred to as a pyrimidine derivative) undergoes a cleavage reaction that produces a pyrimidine derivative represented by the following formula (n) when irradiated with ultraviolet light at a wavelength of 239 nm.
（１） （ｎ）上記式（
１）のＲに長鎖アルキル基を用いたビリミジンニ量体は
ＬＢ膜として第１図に示す様に基板１上へ累積可能であ
る。この累積膜は分子の配向を揃えられると共に膜厚を
分子長オーダーで制御できるので極めて薄い大面積の薄
膜が得られる。(1) (n) The above formula (
The pyrimidine dimer using a long-chain alkyl group for R in 1) can be accumulated on the substrate 1 as an LB film as shown in FIG. In this cumulative film, the molecular orientation can be aligned and the film thickness can be controlled on the order of the molecular length, so an extremely thin film with a large area can be obtained.
下記式（ＩＩＩ）で示すフラビンアデニンジヌクレアチ
ド（ＦＡＤ）という色素のＲに長鎖アルキル基を用いた
誘導体はＬＢ膜化が可能である。A derivative of the dye flavin adenine dinucleotide (FAD) represented by the following formula (III) in which a long-chain alkyl group is used for R can be formed into an LB film.
（ＩＩＩ）
そこで上記式（１）のビリミジンニ量体と上記式（ＩＩ
Ｉ） ＦＡＤ誘導体を混合してＬＢ膜として基板上へ累
積し、形成された累積膜にＦＡＤ誘導体の吸収波長（例
えば３８０ｎｍ）の光を照射すると、ＦＡＤとビリミジ
ンニ量体の相互作用によって二量体の開裂反応が起こる
。ＬＢ膜内ではＦＡＤ誘導体とピリミジンニ量体の官能
部が秩序正しく配列しているため相互作用の効率は高い
。二量体の開裂、未開裂の判定はピリミジン誘導体が２
６５ｎｎ＋に有する吸光の有無（ピリミジンニ量体では
吸光はない）により行ないうる。このようにして光照射
による書き込み、吸光による読み出しの可能な分子数個
を単位として機能する光記録性有機超薄膜が得られる。(III) Therefore, the pyrimidine dimer of the above formula (1) and the above formula (II)
I) FAD derivatives are mixed and accumulated on the substrate as an LB film, and when the formed cumulative film is irradiated with light at the absorption wavelength of the FAD derivative (for example, 380 nm), dimers are formed by the interaction between FAD and pyrimidine dimers. A cleavage reaction occurs. In the LB film, the functional parts of the FAD derivative and the pyrimidine dimer are arranged in an orderly manner, so the interaction efficiency is high. To determine whether the dimer is cleaved or uncleaved, the pyrimidine derivative is
This can be determined by the presence or absence of light absorption at 65nn+ (pyrimidine dimer has no light absorption). In this way, an optically recordable organic ultra-thin film is obtained that functions in units of several molecules that can be written by light irradiation and read by light absorption.
以下本発明の実施例を図面に基づいて具体的に説明する
。Embodiments of the present invention will be specifically described below based on the drawings.
ビリミジンニ量体として下記式■に示す３−オクタデシ
ルチミンの二量体（以下式■、以下（３０Ｔ）２と記す
）を用いて本願を実施した。またＦＡＤ誘導体としては
下記式■に示すｍ＝１８のＦＡＤ、、を使用した。ＦＡ
Ｄ、、は３８０ｎＩ１１に吸光極大を有する。The present application was carried out using a dimer of 3-octadecylthymine shown in the following formula (1) (hereinafter referred to as (30T)2) as a pyrimidine dimer. Further, as the FAD derivative, FAD with m=18 shown in the following formula (2) was used. F.A.
D, , has an absorption maximum at 380 nI11.
以下余白
る。４０ｄｙｎｅ／ｃｍの表面圧で石英基板上に１９層
累積した。There are blank spaces below. Nineteen layers were accumulated on a quartz substrate at a surface pressure of 40 dyne/cm.
（３−ＯＴ）、の２．８７ ｘ １０−’ Ｍ ／βの
クロロホルム溶液とＦＡＤ、、の同濃度のクロロホルム
）各法、更にＬＢ膜の安定化のために同濃度のオクタデ
カン−クロロホルム溶液を１０：１０：１の割合で混合
する。(3-OT), a chloroform solution of 2.87 x 10-' M /β and FAD, chloroform of the same concentration) each method, and an octadecane-chloroform solution of the same concentration to stabilize the LB film. Mix at a ratio of 10:10:1.
混合溶液を、純水を用いた水相上に展開し圧縮す実施例
２
実施例１と同じ濃度を有する（３ ０Ｔ）ｚ−クロロホ
ルム溶液を純水上に展開、圧縮し、４０ｄｙｎｅ／ｃｍ
で石英基板上に１層移しとる。水面上を掃除した後、実
施例１と同じ濃度のＦＡＤ、ａオクタデカンの１０：ｌ
混合クロロホルム熔？＆を展開、１王１宿し、４０ｄｙ
ｎｅ／Ｃｍで（３−ＯＴ）２の１層目の上に２層目とし
て累積する。次に再び（３−ＯＴ）。Example 2 A mixed solution was spread and compressed on an aqueous phase using pure water. A (30T)z-chloroform solution having the same concentration as in Example 1 was spread and compressed on pure water, and the mixture was spread and compressed at 40 dyne/cm.
Transfer one layer onto a quartz substrate. After cleaning the water surface, 10:1 of FAD, a octadecane at the same concentration as in Example 1.
Mixed chloroform melt? Expand &, 1 king, 1 stay, 40dy
It accumulates as a second layer on top of the first layer of (3-OT)2 at ne/Cm. Then again (3-OT).
を用いて３層目を形成する。以下交互に累積を繰り返し
てゆき、第２図に示すように１９層累積膜を形成した。Form the third layer using The accumulation was then repeated alternately to form a 19-layer cumulative film as shown in FIG.
このように実施例１、実施例２で得られた２種類の累積
膜においてはピリミジン誘導体そのま＼では波長２６５
ｎｍにおける吸光は現われなかった。In this way, in the two types of cumulative films obtained in Example 1 and Example 2, the pyrimidine derivative itself had a wavelength of 265
No absorption at nm appeared.
しかしそれぞれの累積膜に３８０ｎｒａの紫外光を１０
分間照射した後では、２６５ｎｍに吸光が現われた。However, each cumulative film was exposed to 380nra ultraviolet light for 10 minutes.
After irradiation for a minute, absorption appeared at 265 nm.
この現象から波長３８０ｎｍの近紫外光の照射によって
（３０Ｔ）ｚが開裂してピリミジン誘導体が生成してい
ることが６ｉ Ｌ’ｌされた。この現象から光により書
き込み、吸光変化により読み出し可能な光記録性有機超
薄膜（膜厚：約５００人）が得られたことを意味する。From this phenomenon, it was determined that (30T)z was cleaved by irradiation with near-ultraviolet light having a wavelength of 380 nm, producing a pyrimidine derivative. This phenomenon means that an optically recordable organic ultra-thin film (film thickness: approximately 500 mm) that can be written by light and read by changes in light absorption was obtained.
以上説明したように本発明によれば従来より長波長の３
８０ｎｍの近紫外光の照射による書き込み、吸光変化又
は螢光の有無により読み出し可能な膜厚数百人の光記録
性を有する有機超薄膜が形成できた。本発明の超薄膜は
分子数個で１つの情報を担うことが可能となるので小面
積に大容量の記録が可能である。As explained above, according to the present invention, 3 wavelengths longer than conventional ones
It was possible to form an organic ultra-thin film having optical recording properties with a film thickness of several hundred nanometers, which can be written by irradiation with 80 nm near-ultraviolet light, read out by changes in absorption, or the presence or absence of fluorescence. Since the ultra-thin film of the present invention can carry one piece of information with just a few molecules, it is possible to record a large amount of information in a small area.
第１図はビリミジンニ量体のＬＢ膜形成を示す図であり
、
第２図は本発明にかへる１９層累積超薄膜を示す図であ
る。
基
板FIG. 1 is a diagram showing the formation of an LB film of a pyrimidine dimer, and FIG. 2 is a diagram showing a 19-layer cumulative ultra-thin film according to the present invention. substrate
Claims (1)
ド（ＦＡＤ）のそれぞれの単分子膜をラングミュア・ブ
ロジェット（ＬＢ）法を用いて基板上に交互に累積して
なる超薄膜であって、該薄膜に３８０ｎｍの近紫外光照
射による書き込み可能で、しかも吸光変化により読み出
し可能であることを特徴とする光記録性を有する有機超
薄膜。1. An ultra-thin film formed by alternately depositing monolayers of a pyrimidine derivative and flavin adenine dinucleotide (FAD) on a substrate using the Langmuir-Blodgett (LB) method, with a thickness of 380 nm on the thin film. 1. An organic ultra-thin film having optical recording properties, which is capable of being written on by irradiation with near-ultraviolet light, and readable by a change in absorption.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP63148244A JPH023035A (en) | 1988-06-17 | 1988-06-17 | Organic ultrathin film having optical recording property |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP63148244A JPH023035A (en) | 1988-06-17 | 1988-06-17 | Organic ultrathin film having optical recording property |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH023035A true JPH023035A (en) | 1990-01-08 |
Family
ID=15448461
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP63148244A Pending JPH023035A (en) | 1988-06-17 | 1988-06-17 | Organic ultrathin film having optical recording property |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH023035A (en) |
-
1988
- 1988-06-17 JP JP63148244A patent/JPH023035A/en active Pending
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| KR20080059154A (en) | Two-photon-absorbing recording medium, two-photon-absorbing recording/reproducing method, and two-photon-absorbing recording/reproducing apparatus | |
| US5248584A (en) | Optical card and method for reading information recorded in it | |
| JPH023035A (en) | Organic ultrathin film having optical recording property | |
| JPH0574159B2 (en) | ||
| JPH03284743A (en) | Optical recording medium and recording method and reproducing method using this medium | |
| JPH0421925A (en) | Method for recording and reproducing multilayer recording film | |
| EP0259151B1 (en) | Optical card and process for producing it | |
| JPH0367249B2 (en) | ||
| JP2005100606A (en) | Two-photon absorption optical recording and reproducing method and two-photon absorption optical recording material | |
| JPS62165751A (en) | Optical multiplex recording method | |
| US20070059641A1 (en) | Optical recording medium and polymethine complex for use in the recording layer of the optical recording medium | |
| JPH01259353A (en) | Optical recording medium and method for detecting recording state | |
| JP2754204B2 (en) | Manufacturing method of optical recording medium | |
| JP3040128B2 (en) | Recording method for optical recording medium and reproducing method thereof | |
| JPS6271040A (en) | Production of optical recording medium | |
| JP2007017887A (en) | Two-photon absorption recording material, two-photon absorption optical recording method and medium, and two-photon absorption optical recording and reproducing method | |
| JPS61117538A (en) | Light recording medium | |
| JPS62177543A (en) | Optical recording method | |
| JPH02236834A (en) | Substrate for optical recording medium | |
| JPH02146116A (en) | Optical information recording medium and its production | |
| JPS62140886A (en) | Optical recording medium | |
| JPH0483242A (en) | Molecular associate thin film forming method | |
| JPS62140888A (en) | Optical recording medium | |
| JPH07182695A (en) | Optical information recording medium and its manufacture | |
| JPS62141654A (en) | Optical record reading method |