JP2890638B2 - Optical recording medium and manufacturing method thereof - Google Patents

Optical recording medium and manufacturing method thereof

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Publication number
JP2890638B2
JP2890638B2 JP2082436A JP8243690A JP2890638B2 JP 2890638 B2 JP2890638 B2 JP 2890638B2 JP 2082436 A JP2082436 A JP 2082436A JP 8243690 A JP8243690 A JP 8243690A JP 2890638 B2 JP2890638 B2 JP 2890638B2
Authority
JP
Japan
Prior art keywords
recording medium
optical recording
photochromic material
recording layer
layer comprises
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
JP2082436A
Other languages
Japanese (ja)
Other versions
JPH03280040A (en
Inventor
純一 日比野
栄司 安藤
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 JP2082436A priority Critical patent/JP2890638B2/en
Publication of JPH03280040A publication Critical patent/JPH03280040A/en
Application granted granted Critical
Publication of JP2890638B2 publication Critical patent/JP2890638B2/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 本発明は光学記録媒体およびその製造方法に関する。Description: TECHNICAL FIELD The present invention relates to an optical recording medium and a method for manufacturing the same.

従来の技術 従来、可逆的な色変化を生ずる材料としてフォトクロ
ミック材料が知られている。フォトクロミック材料のう
ちで最もよく検討されているものにスピロピランが挙げ
られる。
2. Description of the Related Art Conventionally, a photochromic material has been known as a material that causes a reversible color change. Spiropyran is one of the most studied photochromic materials.

現在までに数多くのスピロピランが発表されている。
例えば下記に示すスピロピラン(A)は紫外光を照射す
るとメロシアニン(B)に変化し、赤色を呈する。この
メロシアニン(B)は可視光を照射すると元のスピロピ
ラン(A)に戻る。
Many spiropyrans have been published to date.
For example, spiropyran (A) shown below changes to merocyanine (B) upon irradiation with ultraviolet light and exhibits a red color. The merocyanine (B) returns to the original spiropyran (A) upon irradiation with visible light.

フォトクロミック材料のこの様な性質は、光学記録媒
体に応用することが可能である。すなわち、薄膜形成後
あるいは、薄膜形成時に着色体に変換したフォトクロミ
ック薄膜は、可視レーザによって無色化することにより
記録を行ない、紫外レーザによって着色することにより
消去することが可能である。
Such properties of the photochromic material can be applied to an optical recording medium. That is, the photochromic thin film converted into a colored body after or after the thin film is formed can be recorded by being rendered colorless by a visible laser, and can be erased by being colored by an ultraviolet laser.

発明が解決しようとする課題 一般に光学記録媒体の高密度化には、光源に半導体レ
ーザを用いることが不可欠である。しかし、従来のフォ
トクロミック材料は、半導体レーザ発振領域に感度を有
さないか、もしくは感度を有する材料でも着色体の安定
性が低いため長期保存することが困難であった。
Problems to be Solved by the Invention Generally, in order to increase the density of an optical recording medium, it is essential to use a semiconductor laser as a light source. However, the conventional photochromic material has no sensitivity in the semiconductor laser oscillation region, or it is difficult to store the colored material for a long period of time because of the low stability of the colored body even with the sensitive material.

本発明は、半導体レーザ領域に感度を有しかつ長期保
存性の良好なフォトクロミック材料を用いた光学記録媒
体及びその製造方法を提供することを目的とする。
An object of the present invention is to provide an optical recording medium using a photochromic material having sensitivity in a semiconductor laser region and good long-term storage properties, and a method for manufacturing the same.

課題を解決するための手段 上記課題を解決するために、本発明は下記一般式を有
するフォトクロミック材料を用いた光学記録媒体を提供
するものである。
Means for Solving the Problems In order to solve the above problems, the present invention provides an optical recording medium using a photochromic material having the following general formula.

(R1、R2は水素またはアルキル基を示す。) 上記手段により半導体レーザ領域に感度を有し、か
つ、着色体の安定な光学記録媒体を実現できるものであ
る。
(R 1 and R 2 each represent hydrogen or an alkyl group.) By the above means, an optical recording medium having sensitivity in the semiconductor laser region and stable colored body can be realized.

作用 上記フォトクロミック材料は、スピロピラン骨格5′
位と6位にニトロ基、1′位にアルキル基、8位にアル
カノイルオキシメチル基を有する化合物であり、半導体
レーザ領域に感度を有しかつその着色体が安定であるた
め、これを用いた光学記録媒体は、着色体の安定性が高
く、半導体レーザによって記録することが可能である。
The above photochromic material has a spiropyran skeleton 5 ′.
A compound having a nitro group at the 1- and 6-positions, an alkyl group at the 1'-position, and an alkanoyloxymethyl group at the 8'-position. An optical recording medium has high stability of a colored body and can be recorded by a semiconductor laser.

実施例 以下に具体的実施例を用いて本発明を説明する。Examples Hereinafter, the present invention will be described using specific examples.

実施例1 本実施例に用いたフォトクロミック材料はR1=C
18H37、R2=C21H43の下記構造のスピロピラン(以下NSP
1822と称する。)であるが、R1、R2が水素またはアルキ
ル基であれば、同様の特性を示す。
Example 1 The photochromic material used in this example was R 1 = C
Spiropyran of the following structure of 18 H 37 , R 2 CC 21 H 43 (hereinafter NSP
Called 1822. ), But when R 1 and R 2 are hydrogen or an alkyl group, the same properties are exhibited.

NSP1822/ベンゼン=10-3M濃度の溶液を石英基板上に1
000rpmでスピンコーティングし、記録層を形成する。次
に、紫外線を3分間照射することにより、フォトクロミ
ック材料を無色体から着色体に変化させ、記録層を初期
化する。前記初期状態の記録層は、暗所に1日放置して
もその吸光度に変化はなくかつ顕微鏡観察でも膜面に変
化は認められず安定であった。
NSP1822 / benzene = 10 -3 M solution on quartz substrate
Spin coating at 000 rpm to form a recording layer. Next, the photochromic material is changed from a colorless body to a colored body by irradiating ultraviolet rays for 3 minutes, and the recording layer is initialized. The recording layer in the initial state was stable even when left in a dark place for one day, and there was no change in its absorbance, and no change was observed on the film surface by microscopic observation, and the recording layer was stable.

本実施例の記録層は波長700nmの半導体レーザを照射
することによって、スポット部分が無色体に変化し、記
録を行なうことができた。また記録スポットは、再び紫
外線照射によって初期化することが可能であった。
By irradiating the recording layer of this example with a semiconductor laser having a wavelength of 700 nm, the spot portion changed to a colorless body, and recording could be performed. Further, the recording spot could be initialized again by irradiation with ultraviolet rays.

実施例2 NSP1822/ベンゼン=10-3M濃度の溶液を以下の条件のL
B法によって、トリメチルクロロシランで疎水処理した
石英基板上に積層し記録層を形成した。
Example 2 A solution having a concentration of NSP1822 / benzene = 10 −3 M was prepared under the following conditions using L
The recording layer was formed by laminating on a quartz substrate hydrophobically treated with trimethylchlorosilane by Method B.

製膜条件 サブフェーズ:リン酸バッファー (pH=6.8、温度18.0℃) 圧縮速度:10mm/min 累積圧:20mN/m 累積層数:4層 上記方法で形成した記録層を実施例1と同様に紫外線
照射によって初期化した。前記初期状態の記録層は、暗
所で1日放置しても吸光度に変化はなくかつ顕微鏡観察
においても膜面に変化は認められず安定であった。ま
た、本実施例の記録層は、実施例1と同様に、半導体レ
ーザによる記録、紫外線照射による消去が可能であっ
た。
Film forming conditions Sub-phase: phosphate buffer (pH = 6.8, temperature 18.0 ° C) Compression speed: 10 mm / min Cumulative pressure: 20 mN / m Cumulative number of layers: 4 The recording layer formed by the above method was used in the same manner as in Example 1. Initialized by UV irradiation. The recording layer in the initial state had no change in absorbance even when left for one day in a dark place, and was stable with no change observed on the film surface even by microscopic observation. Further, the recording layer of the present example was capable of recording by a semiconductor laser and erasing by irradiation with ultraviolet rays, as in Example 1.

また本薄膜の膜厚は100Åときわめて薄く、均一性が
非常に高い薄膜であった。
The thickness of this thin film was as extremely thin as 100 mm, and the uniformity was very high.

このようにして得た記録層の初期状態(A)と記録後
(B)の吸収スペクトルを第1図に示す。第1図から、
半導体レーザの照射により初期状態において存在した60
0nm付近の吸収が消滅し、記録がなされていることが確
認される。
FIG. 1 shows the absorption spectra of the recording layer thus obtained in the initial state (A) and after recording (B). From Figure 1,
60 existed in the initial state by irradiation of semiconductor laser
It is confirmed that the absorption around 0 nm has disappeared, and that the data has been recorded.

実施例3 NSP1822/塩化ジオクタデシルジメチルアンモニウム=
1/1の割合で混合し、紫外線下で濃度10-3Mのベンゼン溶
液を作成する。ついで、紫外線照射下でこの溶液を石英
基板上に1000rpmでスピンコーティングし記録層を形成
する。前記方法で形成した記録層は当初から着色体であ
るため、初期化する必要はない。また、本構成並びに本
製造法を用いて得た記録層は、溶液状態で紫外線照射さ
れているためにスピロピランの着色体が会合体を形成し
易く、またその会合体お安定性は極めて高いため、室温
暗所で数カ月間放置しても吸光度にほとんど変化はなか
った。
Example 3 NSP1822 / dioctadecyldimethylammonium chloride =
Mix at a 1/1 ratio to make a benzene solution with a concentration of 10 -3 M under ultraviolet light. Then, this solution is spin-coated at 1000 rpm on a quartz substrate under ultraviolet irradiation to form a recording layer. Since the recording layer formed by the above method is a colored body from the beginning, it is not necessary to initialize it. Further, the recording layer obtained by using the present configuration and the present manufacturing method is easily irradiated with ultraviolet light in a solution state, so that a colored spiropyran easily forms an aggregate, and the stability of the aggregate is extremely high. Even when left in a dark place at room temperature for several months, there was almost no change in the absorbance.

本記録層は、実施例1と同様に半導体レーザによる記
録、紫外線照射による消去を行なうことできた。このよ
うにした得た記録膜の初期状態(A)と記録後(B)の
吸収スペクトルを第2図に示す。第2図から、実施例2
と同様に、半導体レーザ照射により650nm付近の吸収が
消滅し、記録がなされていることが確認される。
This recording layer was capable of recording by a semiconductor laser and erasing by ultraviolet irradiation in the same manner as in Example 1. FIG. 2 shows the absorption spectra of the recording film thus obtained in the initial state (A) and after recording (B). From FIG. 2, it can be seen that the embodiment 2
Similarly to the above, it is confirmed that the absorption around 650 nm disappears by the irradiation of the semiconductor laser, and that the recording is performed.

なお、本実施例では、界面活性物質としてジオクタデ
シルジメチルアンモニウム塩(炭素数18)を用いたが、
炭素数の異なる他の界面活性物質でも同様の記録特性を
有する。また、会合体形成にはアンモニウム塩が最も好
ましいが、他の界面活性物質例えばリン脂質などでもほ
ぼ同様の安定性を得ることができる。
In this example, dioctadecyldimethylammonium salt (18 carbon atoms) was used as the surfactant.
Other surfactants having different carbon numbers have the same recording characteristics. An ammonium salt is most preferable for forming an aggregate, but other surfactants such as phospholipids can obtain almost the same stability.

実施例4 上記実施例1から3では、R1の置換基がオクタデシル
基、R2の置換基がヘンエイコシル基を有するスピロピラ
ンであるが、R1がメチル基、ヘキシル基、トリアコンチ
ル基を有するスピロピランでも同様の特性を示した。ま
た、R2がメチル基を有するスピロピランも同様の特性を
示した。
Example 4 In Examples 1 to 3 above, spiropyran having a substituent of R1 as an octadecyl group and a substituent of R2 as a heneicosyl group was used. showed that. Spiropyran in which R2 has a methyl group also exhibited similar properties.

それぞれの着色体の吸収極大波長を表1に示す。 Table 1 shows the absorption maximum wavelength of each colored body.

発明の効果 本発明により、従来のフォトクロミック材料を用いた
記録媒体と異なり、長波長域に吸収極大を有するため、
半導体レーザーによる記録が可能となり、保存安定性が
高い光学記録媒体の提供を行なうことが出来た。
According to the present invention, unlike a recording medium using a conventional photochromic material, because it has an absorption maximum in a long wavelength region,
Recording by a semiconductor laser became possible, and an optical recording medium having high storage stability was provided.

【図面の簡単な説明】[Brief description of the drawings]

第1図は、本発明の実施例2における初期状態と記録後
の可視吸収スペクトル図、第2図は本発明の実施例3に
おける初期状態と記録後の可視吸収スペクトル図であ
る。
FIG. 1 is an initial state and a visible absorption spectrum after recording in Example 2 of the present invention, and FIG. 2 is an initial state and a visible absorption spectrum after recording in Example 3 of the present invention.

Claims (6)

(57)【特許請求の範囲】(57) [Claims] 【請求項1】記録層が下記一般式を有するフォトクロミ
ック材料からなることを特徴とする光学記録媒体。 (R1、R2は炭素数1〜30のアルキル基を示す。)
1. An optical recording medium wherein the recording layer comprises a photochromic material having the following general formula. (R 1 and R 2 each represent an alkyl group having 1 to 30 carbon atoms.)
【請求項2】記録層がフォトクロミック材料の着色体の
会合体からなることを特徴とする請求項1に記載の光学
記録媒体。
2. The optical recording medium according to claim 1, wherein the recording layer comprises an association of a colored body of a photochromic material.
【請求項3】記録層がフォトクロミック材料のLB膜から
なることを特徴とする請求項1に記載の光学記録媒体。
3. The optical recording medium according to claim 1, wherein the recording layer comprises an LB film of a photochromic material.
【請求項4】記録層が長鎖炭化水素基を少なくとも1つ
有する界面活性物質とフォトクロクミック材料からなる
ことを特徴とする請求項1に記載の光学記録媒体。
4. The optical recording medium according to claim 1, wherein the recording layer comprises a surfactant having at least one long-chain hydrocarbon group and a photochromic material.
【請求項5】界面活性物質が下記構造式を有することを
特徴とする請求項4に記載の光学記録媒体。 (R1=R2=C1〜C30のアルキル基、R3=R4=メチル基、
X=ハロゲン基を示す。)
5. The optical recording medium according to claim 4, wherein the surfactant has the following structural formula. (R 1 = alkyl group R 2 = C 1 ~C 30, R 3 = R 4 = methyl,
X represents a halogen group. )
【請求項6】下記一般式を有するフォトクロミック材料
の溶液調合工程及び製膜工程の少なくともいずれかの工
程を紫外線照射下で行なうことを特徴とする光学記録媒
体の製造方法。 (R1、R2は炭素数1〜30のアルキル基を示す。)
6. A method for manufacturing an optical recording medium, wherein at least one of a solution preparation step and a film formation step of a photochromic material having the following general formula is performed under irradiation of ultraviolet light. (R 1 and R 2 each represent an alkyl group having 1 to 30 carbon atoms.)
JP2082436A 1990-03-29 1990-03-29 Optical recording medium and manufacturing method thereof Expired - Fee Related JP2890638B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP2082436A JP2890638B2 (en) 1990-03-29 1990-03-29 Optical recording medium and manufacturing method thereof

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP2082436A JP2890638B2 (en) 1990-03-29 1990-03-29 Optical recording medium and manufacturing method thereof

Publications (2)

Publication Number Publication Date
JPH03280040A JPH03280040A (en) 1991-12-11
JP2890638B2 true JP2890638B2 (en) 1999-05-17

Family

ID=13774505

Family Applications (1)

Application Number Title Priority Date Filing Date
JP2082436A Expired - Fee Related JP2890638B2 (en) 1990-03-29 1990-03-29 Optical recording medium and manufacturing method thereof

Country Status (1)

Country Link
JP (1) JP2890638B2 (en)

Also Published As

Publication number Publication date
JPH03280040A (en) 1991-12-11

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