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JPH0337171B2 - - Google Patents

Info

Publication number
JPH0337171B2
JPH0337171B2 JP62182138A JP18213887A JPH0337171B2 JP H0337171 B2 JPH0337171 B2 JP H0337171B2 JP 62182138 A JP62182138 A JP 62182138A JP 18213887 A JP18213887 A JP 18213887A JP H0337171 B2 JPH0337171 B2 JP H0337171B2
Authority
JP
Japan
Prior art keywords
recording layer
recording medium
optical recording
fulgide
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.)
Expired - Lifetime
Application number
JP62182138A
Other languages
Japanese (ja)
Other versions
JPS6426845A (en
Inventor
Junichi Hibino
Eiji Ando
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
National Institute of Advanced Industrial Science and Technology AIST
Original Assignee
Agency of Industrial Science and Technology
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Agency of Industrial Science and Technology filed Critical Agency of Industrial Science and Technology
Priority to JP62182138A priority Critical patent/JPS6426845A/en
Priority to US07/174,406 priority patent/US4845240A/en
Publication of JPS6426845A publication Critical patent/JPS6426845A/en
Priority to US07/343,509 priority patent/US4937120A/en
Publication of JPH0337171B2 publication Critical patent/JPH0337171B2/ja
Granted legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D493/00Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
    • C07D493/02Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
    • C07D493/04Ortho-condensed systems
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03CPHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
    • G03C1/00Photosensitive materials
    • G03C1/72Photosensitive compositions not covered by the groups G03C1/005 - G03C1/705
    • G03C1/73Photosensitive compositions not covered by the groups G03C1/005 - G03C1/705 containing organic compounds
    • GPHYSICS
    • G11INFORMATION STORAGE
    • G11BINFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER
    • G11B7/00Recording 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
    • G11B7/24Record carriers characterised by shape, structure or physical properties, or by the selection of the material
    • G11B7/241Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material
    • G11B7/242Record 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
    • G11B7/244Record 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Non-Silver Salt Photosensitive Materials And Non-Silver Salt Photography (AREA)
  • Optical Record Carriers And Manufacture Thereof (AREA)

Description

【発明の詳細な説明】 産業上の利用分野 本発明は書き換え可能な光学記録媒体を構成す
る光学記録材料に関する。
DETAILED DESCRIPTION OF THE INVENTION Field of the Invention The present invention relates to an optical recording material constituting a rewritable optical recording medium.

従来の技術 従来、波長の異なる2種類の光源により、可逆
的な色の変化を生ずる材料として、フオトクロミ
ツク化合物が知られている。スピロピランやフル
ギドはその代表例である。これらの可逆性を利用
して、2値記憶による光学記録媒体が提案されて
いるが実用化された例は見あたらない。
BACKGROUND ART Conventionally, photochromic compounds have been known as materials that produce reversible color changes when using two types of light sources with different wavelengths. Spiropyran and fulgide are representative examples. Optical recording media with binary storage have been proposed by taking advantage of these reversibilities, but no examples have been put into practical use.

発明が解決しようとする問題点 フルギドはもつとも優れたフオトクロミツク特
性を示す材料の一つである。しかしこのフルギド
を光学記録媒体として利用するための問題点はい
くつかある。
Problems to be Solved by the Invention Fulgide is one of the materials that exhibits excellent photochromic properties. However, there are several problems in using this fulgide as an optical recording medium.

まずもつとも重要な問題点は薄膜化が困難なこ
とである。光学記録媒体が汎用性を有するために
は薄膜体であることがもつとも望ましい。有機物
の均一な薄膜を形成するためには、ラングミユア
ーブロジエツト(LB)法が優れている。LB法で
薄膜化するためには、分子中の疎水部と親水部が
バランスを持つことが必要である。ところが、従
来のフルギドは分子内の疎水部が弱い分子構造を
有していたため、LB法による均一な超薄膜の記
録媒体を得るのが困難であつた。
The first and most important problem is that it is difficult to make the film thin. In order for the optical recording medium to have versatility, it is desirable that it be a thin film body. The Langmuir Blossom (LB) method is excellent for forming a uniform thin film of organic matter. In order to form a thin film using the LB method, it is necessary to have a balance between the hydrophobic and hydrophilic parts in the molecule. However, conventional fulgide has a molecular structure in which the hydrophobic part within the molecule is weak, making it difficult to obtain a uniform ultra-thin recording medium using the LB method.

さらにもう一つの重要な問題点は、情報の保存
性が低いことである。従来のフルギドを用いた記
録媒体は、フルギドの有する酸無水物部の加水分
解が起こるため、空気中に放置すると退色劣化し
てしまう。従つて、情報が保存されず、一時記憶
的な光学記録媒体としてしか用いることができな
かつた。
Yet another important problem is that information is poorly stored. In conventional recording media using fulgide, the acid anhydride moiety of fulgide undergoes hydrolysis, resulting in discoloration and deterioration when left in the air. Therefore, information cannot be stored therein, and it can only be used as a temporary storage optical recording medium.

本発明は、LB法が用いてフルギドを薄膜化す
ることにより、強固で安定性が高く、しかも均一
な超薄膜の光学記録媒体を得ることを目的とす
る。
An object of the present invention is to obtain a strong, highly stable, and uniform ultra-thin optical recording medium by forming a thin film of fulgide using the LB method.

問題点を解決するための手段 下記一般式で示されるフオトクロミツク化合物
を用いて光学記録媒体を構成する。
Means for Solving the Problems An optical recording medium is constructed using a photochromic compound represented by the following general formula.

(ただしRはC=5〜31のアルキル鎖) 作 用 上記の構成を取ることによつて、光学記録媒体
において、均一な超薄膜でかつフルギドのフオト
クロミズムを有し、記録寿命の増大が可能とな
る。
(However, R is an alkyl chain with C=5 to 31) Effect By adopting the above configuration, the optical recording medium can have a uniform ultra-thin film and fulgide photochromism, and can extend the recording life.

実施例 実施例 1 下記の構造で示されるフルギド(以下F1F−O
と略す)を用いた。
Examples Example 1 Fulgide shown by the following structure (hereinafter F1F-O
) was used.

F1F−Oの0.3mol/1トルエン溶液を用い、ト
リクロルエタンで洗浄したシリカガラスの上に、
600rpmで60秒スピンコートを行つて記録層を形
成した。この記録層は、当初透明であつたが、紫
外線(λmax=366nm)照射により記録層内で速
やかに反応し、着色形に変化し、赤色に発色した
(λmax=480nm)。さらにこの着色形は可視光
(λmax=480nm)照射により、同じく記録層内
で速やかに元のF1F−Oに戻つた。
Using 0.3 mol/1 toluene solution of F1F-O, place it on silica glass washed with trichloroethane.
A recording layer was formed by spin coating at 600 rpm for 60 seconds. This recording layer was initially transparent, but upon irradiation with ultraviolet rays (λmax = 366 nm), it reacted rapidly within the recording layer and changed into a colored form, developing a red color (λmax = 480 nm). Furthermore, upon irradiation with visible light (λmax=480 nm), this colored form quickly returned to the original F1F-O within the recording layer.

実施例 2 F1F−Oをベンゼン溶液にし、LB法を用いて
以下の条件で基板上に記録層を作成した。
Example 2 F1F-O was made into a benzene solution, and a recording layer was created on a substrate using the LB method under the following conditions.

基板:シリカガラスをクロルトリメチルシランの
10%トルエン溶液に10分間浸せきした後、トリ
クロルエタンで洗浄したもの。
Substrate: silica glass with chlorotrimethylsilane
Soaked in 10% toluene solution for 10 minutes and then washed with trichloroethane.

トラフ:140mm×600mm サブフエーズ:PH7.0リン酸バツハアー温度18℃ 圧縮速度:20mm/min 累積圧:18mN/m 累積数:1層 この記録層も実施例1における記録層と同様
に、波長の異なる2種類の光源により、可逆的に
反応が進行した。この記録層の膜厚は25Aで均一
であつた。
Trough: 140mm x 600mm Subphase: PH7.0 Phosphoric acid Batschaer temperature 18℃ Compression speed: 20mm/min Cumulative pressure: 18mN/m Cumulative number: 1 layer This recording layer also has different wavelengths like the recording layer in Example 1. The reaction proceeded reversibly using two types of light sources. The thickness of this recording layer was 25A and uniform.

実施例 3 F1F−O/オクタデカン=1/3の混合比のベ
ンゼン溶液を調整し、実施例2と同様の方法で記
録層を形成した。この記録層も実施例2における
記録層と同様均一薄膜で、波長の異なる2種類の
光源により、可逆的に反応が進行した。さらにこ
の場合、暗所室温において、F1F−Oで半減期は
1週間、及び着色形で半減期は1日以上と実施例
2で示したF1F−O単独の場合(半減期は1時間
程度)よりも安定性は著しく向上した。混合比は
1/2がもつとも好ましいが、1/0.5から1/
10でも同様の効果を発揮した。
Example 3 A benzene solution having a mixing ratio of F1F-O/octadecane=1/3 was prepared, and a recording layer was formed in the same manner as in Example 2. This recording layer was also a uniform thin film like the recording layer in Example 2, and the reaction proceeded reversibly using two types of light sources with different wavelengths. Furthermore, in this case, in the case of F1F-O alone as shown in Example 2, the half-life of F1F-O is one week at room temperature in the dark, and the half-life of colored form is one day or more (half-life is about 1 hour). The stability was significantly improved. It is preferable to have a mixing ratio of 1/2, but from 1/0.5 to 1/2.
10 had a similar effect.

実施例 4 F1F−O/ステアリン酸=1/1の混合比のベ
ンゼン溶液を調整し、実施例2と同様の方法で記
録層を形成した。この記録層も実施例2における
記録層と同様均一超薄膜で、波長の異なる2種類
の光源により、可逆的に反応が進行した。さらに
この場合、暗所室温において、F1F−Oで半減期
は1週間、及び着色形で半減期は1日以上と実施
例2で示したF1F−O単独の場合(半減期は1時
間程度)よりも安定性は著しく向上した。混合比
は1/1がもつとも好ましいが、1/1.5から
1/10でも同様の効果を発揮した。
Example 4 A benzene solution having a mixing ratio of F1F-O/stearic acid=1/1 was prepared, and a recording layer was formed in the same manner as in Example 2. Like the recording layer in Example 2, this recording layer was also a uniform ultra-thin film, and the reaction proceeded reversibly using two types of light sources with different wavelengths. Furthermore, in this case, in the case of F1F-O alone, as shown in Example 2, the half-life of F1F-O is one week at room temperature in the dark, and the half-life of colored form is one day or more (half-life is about 1 hour). The stability was significantly improved. Although it is preferable to have a mixing ratio of 1/1, similar effects were obtained with a mixing ratio of 1/1.5 to 1/10.

なお、本記録媒体にはC=18の本実施例がもつ
とも望ましい。さらに、C=14から22のとき、同
様の効果を発揮し、望ましい。C=31以上につい
ては原料のフルギドを得るのが困難である。ま
た、C=5未満についてはLB膜を得ることがで
きなかつた。
Note that it is also desirable that this embodiment has C=18 for this recording medium. Furthermore, when C=14 to 22, similar effects are exhibited and are desirable. For C=31 or higher, it is difficult to obtain the raw material fulgide. Moreover, when C=less than 5, it was not possible to obtain an LB film.

発明の効果 本発明により、記録特性の保存の長い、超薄膜
形成可能な、光学記録媒体の提供が可能になり、
その波及効果は大である。
Effects of the Invention The present invention makes it possible to provide an optical recording medium that retains its recording characteristics for a long time and is capable of forming an ultra-thin film.
The ripple effect is huge.

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

図は、本発明の実施例における光学記録媒体の
記録層の吸収スペクトル図である。 A……無色形(F1F−O)、B……着色形。
The figure is an absorption spectrum diagram of a recording layer of an optical recording medium in an example of the present invention. A...Colorless type (F1F-O), B...Colored type.

Claims (1)

【特許請求の範囲】 1 下記一般式で示されるフオトクロミツク化合
物を用いた光学記録媒体。 (ただしRはC=5〜31のアルキル鎖) 2 フオトクロミツク化合物のLB膜からなる記
録層を有することを特徴とする特許請求の範囲第
1項記載の光学記録媒体。 3 フオトクロミツク化合物と炭化水素との混合
物のLB膜からなる記録層を有することを特徴と
する特許請求の範囲第1項記載の光学記録媒体。 4 フオトクロミツク化合物と脂肪酸との混合物
のLB膜からなる記録層を有することを特徴とす
る特許請求の範囲第1項記載の光学記録媒体。
[Claims] 1. An optical recording medium using a photochromic compound represented by the following general formula. (However, R is an alkyl chain with C=5 to 31) 2. The optical recording medium according to claim 1, which has a recording layer made of an LB film of a photochromic compound. 3. The optical recording medium according to claim 1, which has a recording layer made of an LB film of a mixture of a photochromic compound and a hydrocarbon. 4. The optical recording medium according to claim 1, which has a recording layer made of an LB film of a mixture of a photochromic compound and a fatty acid.
JP62182138A 1987-05-06 1987-07-23 Optical recording medium Granted JPS6426845A (en)

Priority Applications (3)

Application Number Priority Date Filing Date Title
JP62182138A JPS6426845A (en) 1987-07-23 1987-07-23 Optical recording medium
US07/174,406 US4845240A (en) 1987-05-06 1988-03-28 Optical recording medium and process for producing the same
US07/343,509 US4937120A (en) 1987-05-06 1989-04-27 Optical recording medium and process for producing the same

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP62182138A JPS6426845A (en) 1987-07-23 1987-07-23 Optical recording medium

Publications (2)

Publication Number Publication Date
JPS6426845A JPS6426845A (en) 1989-01-30
JPH0337171B2 true JPH0337171B2 (en) 1991-06-04

Family

ID=16113009

Family Applications (1)

Application Number Title Priority Date Filing Date
JP62182138A Granted JPS6426845A (en) 1987-05-06 1987-07-23 Optical recording medium

Country Status (1)

Country Link
JP (1) JPS6426845A (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB8913417D0 (en) * 1989-06-10 1989-08-02 Emi Plc Thorn Verification device for a security system

Also Published As

Publication number Publication date
JPS6426845A (en) 1989-01-30

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Legal Events

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