JP2778134B2 - Manufacturing method of optical recording medium - Google Patents

Manufacturing method of optical recording medium

Info

Publication number
JP2778134B2
JP2778134B2 JP1185518A JP18551889A JP2778134B2 JP 2778134 B2 JP2778134 B2 JP 2778134B2 JP 1185518 A JP1185518 A JP 1185518A JP 18551889 A JP18551889 A JP 18551889A JP 2778134 B2 JP2778134 B2 JP 2778134B2
Authority
JP
Japan
Prior art keywords
recording medium
optical recording
manufacturing
film
photochromic 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.)
Expired - Fee Related
Application number
JP1185518A
Other languages
Japanese (ja)
Other versions
JPH0348842A (en
Inventor
久美子 森山
栄司 安藤
正明 鈴木
純一 日比野
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.)
Panasonic Holdings Corp
Original Assignee
Matsushita Electric Industrial Co Ltd
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 Matsushita Electric Industrial Co Ltd filed Critical Matsushita Electric Industrial Co Ltd
Priority to JP1185518A priority Critical patent/JP2778134B2/en
Publication of JPH0348842A publication Critical patent/JPH0348842A/en
Application granted granted Critical
Publication of JP2778134B2 publication Critical patent/JP2778134B2/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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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の製造方法に関
する。
Description: TECHNICAL FIELD The present invention relates to a method for manufacturing 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、フォトクロミック化合物が
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た2値記憶による光学記
録媒体が提案されており、実用化が進められている。
2. Description of the Related Art Conventionally, a photochromic compound is known as a material that causes a reversible color change by two types of light sources having different wavelengths. Spiropyran and fulgide are typical examples. Optical recording media based on binary storage utilizing these reversibility properties have been proposed and are being put to practical use.

従来、これらフォトクロミック化合物の製造方法の1
つとしてLB法が用いられてきた。この際、フォトクロミ
ック化合物は光異性化していない無色状態で記録媒体と
して作製されていた。
Conventionally, one of the methods for producing these photochromic compounds has been described.
First, the LB method has been used. At this time, the photochromic compound was produced as a recording medium in a colorless state without photoisomerization.

発明が解決しようとする課題 一般にフォトクロミック化合物から成る光学記録媒体
は、スピンコート等の塗布法によって製造される。有機
物の均一な薄膜を形成するには、ラングミュアーブロジ
ェット(LB)法が優れている。しかし、LB膜を形成する
には一分子内に疎水性と親水性を有することがまず必要
である。例えば、親水性基には色素骨格を、疎水性には
長鎖飽和炭化水素基などの置換基を有するフォトクロミ
ック化合物が用いられる。ところが、充分な疎水性を有
しても、分子として親疎水性のバランスが悪く、気水界
面で単分子膜を形成することが難しいことがある。
Problems to be Solved by the Invention Generally, an optical recording medium comprising a photochromic compound is manufactured by a coating method such as spin coating. The Langmuir-Blodgett (LB) method is excellent for forming a uniform thin film of an organic substance. However, in order to form an LB film, it is first necessary to have hydrophobicity and hydrophilicity in one molecule. For example, a dye skeleton is used for the hydrophilic group, and a photochromic compound having a substituent such as a long-chain saturated hydrocarbon group is used for the hydrophobic group. However, even if it has sufficient hydrophobicity, it may be difficult to form a monomolecular film at the air-water interface because the hydrophilic-hydrophobic balance is poor as a molecule.

従って、所望のフォトクロミック化合物のLB膜が得ら
れないことがある。一般にその場合には、脂肪酸などを
混合しなければLB膜を形成することができない。
Therefore, an LB film of a desired photochromic compound may not be obtained. Generally, in that case, an LB film cannot be formed unless fatty acids and the like are mixed.

本発明は、このような従来技術の課題を解決すること
を目的とする。
An object of the present invention is to solve such problems of the related art.

課題を解決するための手段 本発明は、フォトクロミック化合物の疎水基を有した
スピロピラン化合物を着色状態に変化させた上で、それ
自身の単独成分でLB法によって光学記録媒体を製造す
る。
Means for Solving the Problems According to the present invention, after a spiropyran compound having a hydrophobic group of a photochromic compound is changed to a colored state, an optical recording medium is manufactured by an LB method using its own single component.

作用 上記製造方法によれば、フォトクロミック化合物を着
色状態にすることによって分子内の電荷状態が変化して
親疎水性のバランスが良くなり、気水界面において単分
子膜を形成し、均一なLB膜が製造できる。
According to the above-described production method, by changing the photochromic compound into a colored state, the charge state in the molecule is changed and the hydrophilic-hydrophobic balance is improved, a monomolecular film is formed at the air-water interface, and a uniform LB film is formed. Can be manufactured.

実施例 以下に、本発明の実施例について図面を参照しながら
説明する。
Embodiments Hereinafter, embodiments of the present invention will be described with reference to the drawings.

下記一般式を有するフォトクロミック化合物であるSP
1、SP16各々をベンゼンで溶解し、1mmol/lにした。サブ
フェイズはpH7のリン酸バッファーを用い、18℃の温度
に制御した。この試料を用いて、以下の条件で各々LB膜
を製造した。
SP which is a photochromic compound having the following general formula
1, Each of SP16 was dissolved in benzene to 1 mmol / l. The subphase was controlled at a temperature of 18 ° C. using a phosphate buffer of pH7. Using this sample, an LB film was manufactured under the following conditions.

従来例として、以下のLB膜作製は暗所で行った。SP
1、SP16各々を気水界面に展開した後、10mm/minの速度
で圧縮した。この時の表面圧−面積(π−A曲線)を第
2図のa、bに示す。第2図のaのSP1は全く表面圧が
上がらず、単分子膜を形成していないことがわかる。ま
た、第2図のbのSP16は分子占有面積が20A2以下から表
面圧が上昇しており、これは膜が破壊していることを示
している。なお、サブフェイズのpH、温度、圧縮速度等
の条件を変えて実施しても同様の結果が得られた。すな
わち、親疎水性のバランスのとれていないSP1はもちろ
ん、親疎水性のバランスのとれているSP16も、単独では
無色状態のままでは単分子膜を形成しなかった。
As a conventional example, the following LB film was prepared in a dark place. SP
1. After each SP16 was developed at the air-water interface, it was compressed at a speed of 10 mm / min. The surface pressure-area (π-A curve) at this time are shown in FIGS. It can be seen that the surface pressure of SP1 in FIG. Further, SP16 and b of FIG. 2 are increased surface pressure from molecular area is 20A 2 or less, which indicates that the film is destroyed. Similar results were obtained by changing the sub-phase conditions such as pH, temperature, and compression rate. That is, not only SP1 having an unbalanced hydrophilic / hydrophobic property, but also SP16 having a balanced hydrophilic / hydrophobic property alone did not form a monomolecular film in a colorless state.

本発明の実施例は、SP1とSP16は各々展開する前に紫
外線を照射させ着色状態にしてから気水界面に展開し
た。さらにそのまま紫外線を照射し続け圧縮をおこなっ
た。この時のπ−A曲線を第1図のa、bに示す。第1
図のaに示すようにSP1は暗所で行なった時と同様に圧
力が全く上がらず単分子膜を形成しなかった。つぎに、
第1図のbに示すように、SP16は51A2の占有面積から表
面圧が上昇しはじめる。従って、親疎水性のバランスが
とれているSP16は、着色状態にすると単特で単分子膜を
形成することができた。
In the embodiment of the present invention, SP1 and SP16 were irradiated with ultraviolet rays to be colored before being developed, and then developed at the air-water interface. Further compression was performed by continuously irradiating ultraviolet rays. The π-A curves at this time are shown in FIGS. First
As shown in FIG. 7A, the pressure of SP1 did not increase at all, and no monomolecular film was formed, as in the case of performing in a dark place. Next,
As shown in b of FIG. 1, SP16 surface pressure from the area occupied by the 51A 2 starts to rise. Therefore, when SP16 in which the hydrophilicity / hydrophobicity was balanced was brought into a colored state, a monomolecular film could be uniquely formed.

次に、SP16の気水界面上の単分子膜を25mN/mの圧力に
保ちながら速度10mm/minで累積を行なった。累積が終了
するまで単分子膜に紫外線照射を続けておいた。その
際、基板は石英ガラスをトリメチルクロルシランのトル
エン溶液で表面処理したものを用いた。このようにして
製造されたLB膜は、累積比が平均一となり、良好な累積
が行われた。
Next, accumulation was performed at a speed of 10 mm / min while maintaining the pressure of 25 mN / m on the monomolecular film on the air-water interface of SP16. Until the accumulation was completed, the monomolecular film was continuously irradiated with ultraviolet rays. At that time, the substrate used was quartz glass whose surface was treated with a toluene solution of trimethylchlorosilane. The LB film manufactured in this way had an average accumulation ratio of 1, and excellent accumulation was performed.

紫外線を照射し着色状態にすることで良好なLB膜を製
造可能であることが示された。
It was shown that a good LB film can be manufactured by irradiating ultraviolet rays to obtain a colored state.

例えば、スピロピランでは着色状態になると分子が開
環してツビッターイオンになり、親水性を増してバラン
スよく単分子膜を形成する。
For example, in the case of spiropyran, when it is in a colored state, the molecule is opened to become a zwitter ion, which increases hydrophilicity and forms a well-balanced monomolecular film.

発明の効果 以上説明したように、本発明により、書き換え可能な
光学記録媒体であるフォトクロミック化合物単独のLB膜
が得られ、2値記憶による光学記録媒体の製造が可能と
なった。
Effect of the Invention As described above, according to the present invention, an LB film of a photochromic compound alone, which is a rewritable optical recording medium, can be obtained, and the optical recording medium can be manufactured by binary storage.

【図面の簡単な説明】 第1図はSP1、SP16の紫外線照射下におけるπ−A曲線
を示すグラフ、第2図は従来のSP1、SP16の暗所におけ
るπ−A曲線を示すグラフである。
BRIEF DESCRIPTION OF THE DRAWINGS FIG. 1 is a graph showing π-A curves of SP1 and SP16 under ultraviolet irradiation, and FIG. 2 is a graph showing π-A curves of conventional SP1 and SP16 in a dark place.

───────────────────────────────────────────────────── フロントページの続き (72)発明者 日比野 純一 大阪府門真市大字門真1006番地 松下電 器産業株式会社内 (58)調査した分野(Int.Cl.6,DB名) G11B 7/26 G11B 7/24────────────────────────────────────────────────── ─── Continued on the front page (72) Inventor Junichi Hibino 1006 Kazuma Kadoma, Osaka Prefecture Matsushita Electric Industrial Co., Ltd. (58) Field surveyed (Int.Cl. 6 , DB name) G11B 7/26 G11B 7/24

Claims (2)

(57)【特許請求の範囲】(57) [Claims] 【請求項1】疎水基を有するスピロピラン化合物の着色
状態に変化させた上で、LB法によって作製することを特
徴とする光学記録媒体の製造方法。
1. A method for manufacturing an optical recording medium, comprising: changing a spiropyran compound having a hydrophobic group into a colored state; and manufacturing the spiropyran compound by an LB method.
【請求項2】疎水基を有する下記一般式のスピロピラン
化合物を紫外線照射によって着色状態に変化させた上
で、LB法によって作製することを特徴とする光学記録媒
体の製造方法。 R=−C2H2n+1 R′=H、OCH3、またはCH2COOC21H43(n=12〜30)
2. A method for producing an optical recording medium, which comprises producing a spiropyran compound having a hydrophobic group represented by the following general formula into a colored state by irradiating ultraviolet rays, and then producing it by an LB method. R = -C 2 H 2n + 1 R '= H, OCH 3 or CH 2 COOC 21 H 43, ( n = 12~30)
JP1185518A 1989-07-18 1989-07-18 Manufacturing method of optical recording medium Expired - Fee Related JP2778134B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP1185518A JP2778134B2 (en) 1989-07-18 1989-07-18 Manufacturing method of optical recording medium

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP1185518A JP2778134B2 (en) 1989-07-18 1989-07-18 Manufacturing method of optical recording medium

Publications (2)

Publication Number Publication Date
JPH0348842A JPH0348842A (en) 1991-03-01
JP2778134B2 true JP2778134B2 (en) 1998-07-23

Family

ID=16172194

Family Applications (1)

Application Number Title Priority Date Filing Date
JP1185518A Expired - Fee Related JP2778134B2 (en) 1989-07-18 1989-07-18 Manufacturing method of optical recording medium

Country Status (1)

Country Link
JP (1) JP2778134B2 (en)

Also Published As

Publication number Publication date
JPH0348842A (en) 1991-03-01

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