JPH03113849A - Production of optical recording medium - Google Patents

Production of optical recording medium

Info

Publication number
JPH03113849A
JPH03113849A JP1250173A JP25017389A JPH03113849A JP H03113849 A JPH03113849 A JP H03113849A JP 1250173 A JP1250173 A JP 1250173A JP 25017389 A JP25017389 A JP 25017389A JP H03113849 A JPH03113849 A JP H03113849A
Authority
JP
Japan
Prior art keywords
solvent
substrate
optical recording
recording medium
unsaturated bond
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
Application number
JP1250173A
Other languages
Japanese (ja)
Inventor
Munenori Andou
宗徳 安藤
Shuji Miyazaki
修次 宮崎
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.)
Toyo Ink SC Holdings Co Ltd
Original Assignee
Toyo Ink Mfg 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 Toyo Ink Mfg Co Ltd filed Critical Toyo Ink Mfg Co Ltd
Priority to JP1250173A priority Critical patent/JPH03113849A/en
Priority to DE1989619818 priority patent/DE68919818T2/en
Priority to EP19890313685 priority patent/EP0376745B1/en
Publication of JPH03113849A publication Critical patent/JPH03113849A/en
Pending legal-status Critical Current

Links

Abstract

PURPOSE:To eliminate the need for the surface treatment usually applied to improve solvent resistance of a polycarbonate substrate by using an aliphatic hydrocarbon having at least one unsaturated bond as a solvent for a coating soln. to for a recording layer. CONSTITUTION:A recording layer is formed on a polycarbonate resin substrate. In this case, an aliphatic hydrocarbon such as a cyclohexene having at least one unsaturated bond is used as the solvent for a coating soln. to form a record ing layer. Spin coating, etc., are used, the turning rate is changed in accordance with the b.p. of the solvent and the concn. of the coating soln., and a dystuff optimum for writing and reading records is applied and dried. The polycarbonate resin substrate is not attacked by the aliphatic hydrocarbon having at least one unsaturated bond. Consequently, the surface of the polycarbonate resin substrate need not be treated when the solvent is used for the coating soln.

Description

【発明の詳細な説明】 [発明の目的] (産業上の利用分野) 本発明は、高エネルギー密度のレーザー光を用いて情報
の書き込み、および、または読み取りができる光記録媒
体の製造法に関するものである。
[Detailed Description of the Invention] [Object of the Invention] (Industrial Application Field) The present invention relates to a method for manufacturing an optical recording medium on which information can be written and/or read using a high-energy density laser beam. It is.

(従来の技術) 光記録媒体は、磁気記録媒体に比べて記録密度を飛躍的
に増大させることが可能であり、さらに、情報の書き込
みと読み出しが非接触で行なわれ記録媒体が摩耗劣化し
ないという特徴を持つため1種々の光記録媒体の研究が
行なわれている。
(Prior art) Optical recording media can dramatically increase the recording density compared to magnetic recording media, and furthermore, information can be written and read without contact, and the recording media will not deteriorate due to wear. Various types of optical recording media are being studied because of their unique characteristics.

このような光記録媒体のうちヒートモードの追記型光記
録媒体は記録の安定性が高く、また安価に製造できる可
能性を持っている。
Among such optical recording media, heat mode write-once optical recording media have high recording stability and can be manufactured at low cost.

このヒートモードの追記型光記録媒体は、−例としては
記録膜層と透明基板から構成され、記録時には高パワー
のレーザー光を用いて記録膜の一部を融解、除去等の処
理を施して、ピットと称される小穴を形成して書き込み
を行いこれを情報とし、読みだし時には低パワーのレー
ザー光を用いてビットを検出している。 透明基板とし
てはガラス基板が用いられることもあるが、衝撃に対し
て割れる心配がなく軽い樹脂基板、中でも安価に製造す
ることが可能で信頼性も高いポリカーボネート基板が民
生用としては望まれている。記録膜層としては、これま
ではTeを主体とするものが大半をしめているが、この
材料が有害であることと製造コストがかかることなどを
解決するため、近年半導体レーザーの波長領域に強い吸
収をもち、スピンコード等で塗布が可能な有機色素を主
体とする材料を記録膜層に用いる媒体についての提案や
報告が増加している。用いられる有機色素としては、シ
アニン染料系の材料が数多く報告されているが、耐光性
が悪く長期の使用に対して信頼性が低いのが現状である
。シアニン染料系の色素に比べ、フタロシアニン系およ
びナフタロシアニン系の色素は耐光性が良く、記録の保
存において高い信頼性を持っているが、溶剤に対して溶
解度が低いものが一般的で、可溶性基を導入したものも
多くはハロゲン系やケトン系溶剤など、樹脂基板を侵す
恐れのある溶剤にしか溶解しないため、塗布の際には基
板表面にフォトポリマー層を設けてグループを形成し、
基板表面の耐溶剤性を上げるといったような処理を必要
としている。現在、有機色素の中で記録の保存において
高い信頼性を持つフタロシアニン系色素およびナフタロ
シアニン系色素を、安価なポリカーボネート基板に、直
接スピンコード等で塗布する技術が望まれている。
This heat mode write-once optical recording medium is composed of, for example, a recording film layer and a transparent substrate, and during recording, a part of the recording film is melted or removed using a high-power laser beam. , small holes called pits are formed to write and use this information as information, and when reading, low-power laser light is used to detect the bits. Although glass substrates are sometimes used as transparent substrates, polycarbonate substrates are desired for consumer use, as they are lightweight and do not have to worry about breaking due to impact, and are inexpensive to manufacture and highly reliable. . Up until now, most recording film layers have been made mainly of Te, but in order to solve the problem of the toxicity of this material and the high manufacturing costs, in recent years, materials with strong absorption in the wavelength range of semiconductor lasers have been developed. An increasing number of proposals and reports have been made regarding media in which the recording film layer is made of a material mainly composed of an organic dye that can be applied using a spin code or the like. Many cyanine dye-based materials have been reported as organic dyes to be used, but they currently have poor light resistance and low reliability for long-term use. Compared to cyanine dyes, phthalocyanine and naphthalocyanine dyes have better light resistance and are highly reliable in preserving records, but they generally have low solubility in solvents and have soluble groups. Many of the products that have been introduced with this method are only soluble in solvents that may attack the resin substrate, such as halogen-based or ketone-based solvents, so when coating, a photopolymer layer is provided on the surface of the substrate to form groups.
This requires treatment to increase the solvent resistance of the substrate surface. Currently, there is a need for a technology in which phthalocyanine dyes and naphthalocyanine dyes, which have high reliability among organic dyes in preserving records, are applied directly onto inexpensive polycarbonate substrates using a spin cord or the like.

[発明の構成] (発明が解決しようとする課題) 本発明は光記録媒体製造において、ポリカーボネート基
板に耐溶剤性向上のための表面処理を必要とせず、フタ
ロシアニン系色素およびナフタロシアニン系色素をスピ
ンコード等で直接塗布する技術を提供することにある。
[Structure of the Invention] (Problem to be Solved by the Invention) The present invention is a method of spinning phthalocyanine dyes and naphthalocyanine dyes without requiring surface treatment for improving solvent resistance on a polycarbonate substrate in the production of optical recording media. The purpose is to provide a technology for direct coating with a cord or the like.

(発明が解決するための手段) 本発明はポリカーボネート樹脂基板上にフタロシアニン
系色素、もしくはナフタロシアニン系色素から選ばれる
少なくとも一種以上の色素を含む記録層を形成した光記
録媒体において、記録層形成用の塗布液の溶剤として不
飽和結合を少なくとも一つ以上有する脂肪族炭化水素を
用いて記録層を形成することを特徴とする光記録媒体の
製造方法である。
(Means for Solving the Invention) The present invention provides an optical recording medium in which a recording layer containing at least one kind of dye selected from phthalocyanine dyes or naphthalocyanine dyes is formed on a polycarbonate resin substrate. A method for producing an optical recording medium, characterized in that a recording layer is formed using an aliphatic hydrocarbon having at least one unsaturated bond as a solvent in a coating solution.

上記の不飽和結合を少なくとも一つ以上含む脂肪族炭化
水素は、アルケン、シクロアルケン、アルキン、シクロ
アルキンおよびこれらの骨格に−OH基を有するものか
らなる群より選ばれる少なくとも一種以上の脂肪族炭化
水素である。これら不飽和結合を少なくとも一つ以上有
する脂肪族炭化水素としては1.7−オクタジエン、シ
クロヘキセン、4−メチルシクロヘキセン、シクロオク
テン、1.3−シクロオクテン、4−ビニル−1−シク
ロヘキセン。
The aliphatic hydrocarbon containing at least one unsaturated bond mentioned above is an aliphatic hydrocarbon of at least one kind selected from the group consisting of alkenes, cycloalkenes, alkynes, cycloalkynes, and those having -OH groups in their skeletons. It is hydrogen. Examples of aliphatic hydrocarbons having at least one unsaturated bond include 1.7-octadiene, cyclohexene, 4-methylcyclohexene, cyclooctene, 1.3-cyclooctene, and 4-vinyl-1-cyclohexene.

3−メチル−1−ペンチン−3−オール、3−メチル−
1−ブチン−3−オール等を挙げることができるが2本
発明はこれのみに限定されるものではない。
3-methyl-1-pentyn-3-ol, 3-methyl-
Examples include 1-butyn-3-ol, but the present invention is not limited thereto.

これらは、市販のものを用いてもよく、常法に従い合成
したものを用いてもよい。これらは、不飽和結合を少な
くとも一つ以上有する脂肪族炭化水素の2種以上を混合
して用いてもよく、また、アルコール系飽和炭化水素な
どポリカーボネートw脂基板を侵さない他の溶剤等を混
合して用いてもよい。
These may be commercially available or may be synthesized according to conventional methods. These may be used by mixing two or more types of aliphatic hydrocarbons having at least one unsaturated bond, or by mixing other solvents such as alcohol-based saturated hydrocarbons that do not attack the polycarbonate substrate. It may also be used as

これら不飽和結合を少なくとも一つ以上有する脂肪族炭
化水素は、ポリカーボネート樹脂基板を侵すことがない
ため、記録層設層用の塗布液の溶剤として用いた場合基
板に表面処理を施す必要がない。塗布はスピンコード等
によって行い、溶剤の沸点、塗布液の濃度に応じて回転
数を変化させ、記録の書き込み、および読みだしに最適
な膜厚に色素を塗布し乾燥を行なう。乾燥は50℃〜1
00℃において10分〜60分程度行なう。
These aliphatic hydrocarbons having at least one unsaturated bond do not attack the polycarbonate resin substrate, so when used as a solvent for a coating solution for forming a recording layer, there is no need to perform surface treatment on the substrate. Coating is carried out using a spin cord or the like, and the number of revolutions is varied depending on the boiling point of the solvent and the concentration of the coating liquid, and the dye is coated to a film thickness optimal for recording and reading, and then dried. Drying at 50℃~1
This is carried out at 00°C for about 10 to 60 minutes.

本発明に使用する透明基板としてはポリカーボネート樹
脂基板が望ましいが、他の樹脂基板やガラス基板であっ
てもよい。
The transparent substrate used in the present invention is preferably a polycarbonate resin substrate, but other resin substrates or glass substrates may also be used.

本発明に使用するフタロシアニン系色素、およびナフタ
ロシアニン系色素としては、可溶性基を導入して溶剤に
対する溶解性を向上させているものが好ましく、記録及
び読みだし時に使用するレーザー光の波長領域に高い吸
収、および、または高反射率をもつ色素を用いる。
The phthalocyanine dyes and naphthalocyanine dyes used in the present invention preferably have a soluble group introduced therein to improve their solubility in solvents, and are highly soluble in the wavelength range of the laser beam used during recording and reading. Use dyes with high absorption and/or reflectance.

本発明によるフタロシアニン系色素およびナフタロシア
ニン系色素の塗布に関する技術は、ISOに準する追記
型光記録媒体製造時だけでなく、追記型コバクトディス
クにおける記録膜やコンパクトディスクにおける反射膜
として色素を塗布する場合等。
The technology for coating phthalocyanine dyes and naphthalocyanine dyes according to the present invention is applicable not only to the production of write-once optical recording media conforming to ISO standards, but also to coating dyes as recording films in write-once Kobact discs and reflective films in compact discs. etc.

光記録媒体製造時に広く応用できる。It can be widely applied when manufacturing optical recording media.

(実 例 例) つぎに2本発明を実施例によりさらに具体的に説明する
が2本発明は以下の実施例に限定されるものではない。
(Examples) Next, the present invention will be explained in more detail with reference to Examples, but the present invention is not limited to the following Examples.

実施例1 シクロヘキセンに記録色素として色素1 (式[]を溶
解し、1重量%溶液とし、グループ入りの直径13cm
ポリカーボネート基板にスピンコターにより塗布し、6
0℃にて30分間乾燥を行い0.06μmの厚さに記録
層を形成した。塗布は支障なく行なうことができ、基板
と記録層との密着性も良好であった。波長830nmの
半導体レーザーを使用した光デイスク評価装置で書き込
み読みだし試験をしたところ、線速4 m / s 、
記録周波数1000kHz。
Example 1 Dye 1 (formula []) was dissolved as a recording dye in cyclohexene to make a 1% by weight solution, and a diameter of 13 cm in groups was prepared.
Coated onto a polycarbonate substrate using a spin coater, and 6
Drying was performed at 0° C. for 30 minutes to form a recording layer with a thickness of 0.06 μm. Coating could be carried out without any problems, and the adhesion between the substrate and the recording layer was also good. When a write/read test was conducted using an optical disk evaluation device using a semiconductor laser with a wavelength of 830 nm, the linear velocity was 4 m/s,
Recording frequency 1000kHz.

書き込みレーザーパワー7mW、読みだしレーザーパワ
ー0.8mWの条件において50dBのC/N値を得る
ことができた。
A C/N value of 50 dB could be obtained under the conditions of a writing laser power of 7 mW and a reading laser power of 0.8 mW.

なを、樹脂基板としてグループ入りの直径13cmポリ
カーボネート基板を用い、これをシクロヘキセンに浸し
て基板の変化の有無を調べた。基板をシクロヘキセン中
に5分間浸した後に光学′gM微鏡で基板) の表面を観察してもグループ形状などに変化は認められ
なかった。
First, a grouped polycarbonate substrate with a diameter of 13 cm was used as the resin substrate, and this was immersed in cyclohexene to examine whether or not there was any change in the substrate. After the substrate was immersed in cyclohexene for 5 minutes, the surface of the substrate (substrate) was observed using an optical microscope, and no change in the group shape was observed.

実施例2 実施例1で使用した溶剤に記録色素として色素2(式[
1] )を使用し、1重量%溶液とし、グループ入りの
直径13c+*ポリカーボネート基板にスピンコーター
により塗布し、60℃にて30分間乾燥を行い0.07
μmの厚さに記録層を形成した。実施例1と同じ条件で
書き込み読みだし試験を行なったところ、52dBのC
/N値を得ることができた。
Example 2 Dye 2 (formula [
1] ), a 1% solution by weight was applied to a grouped diameter 13cm+* polycarbonate substrate using a spin coater, and dried at 60°C for 30 minutes to give a solution of 0.07
A recording layer was formed to a thickness of μm. When a write/read test was conducted under the same conditions as in Example 1, a C of 52 dB was obtained.
/N value was obtained.

実施例3 溶剤として3−メチル−1−ブチン−3−オール。Example 3 3-methyl-1-butyn-3-ol as solvent.

記録色素として色素3(式[I])を使用し、1重量%
溶液とし、グループ入りの直径13cmポリカーボネー
ト基板にスピンコーターにより塗布し、60℃にて30
分間乾燥を行い0.07μmの厚さに記録層を形成した
。実施例1と同じ条件で書き込み読みだし試験を行なっ
たところ、42dBのC/N値を得ることができた。
Dye 3 (formula [I]) was used as a recording dye, and 1% by weight
The solution was applied to a polycarbonate substrate with a diameter of 13 cm in groups using a spin coater, and then heated at 60°C for 30 minutes.
The recording layer was dried for a minute to form a recording layer with a thickness of 0.07 μm. When a write/read test was conducted under the same conditions as in Example 1, a C/N value of 42 dB could be obtained.

なを、樹脂基板としてグループ入りの直径13cmポリ
カーボネート基板を用い、これを3−メチル−1−ブチ
ン−3−オールに浸して基板の変化の有無を調べた。基
板を3−メチル−1−ブチン−3−オール中に5分間浸
した後に光学顕微鏡で基板の表面を観察してもグループ
形状などに変化は認められなかった。
First, a polycarbonate substrate with a group diameter of 13 cm was used as the resin substrate, and this was immersed in 3-methyl-1-butyn-3-ol to examine whether or not the substrate changed. Even when the surface of the substrate was observed under an optical microscope after being immersed in 3-methyl-1-butyn-3-ol for 5 minutes, no change in the group shape etc. was observed.

実施例4 実施例1で使用した溶剤に記録色素として色素4(弐[
■])を使用し、1重量%溶液とし、グループ入りの直
径13cmポリカーボネート基板にスピンコーターによ
り塗布し、60℃にて30分間乾燥を行い0.07μm
の厚さに記録層を形成した。波長780nmの半導体レ
ーザーを使用した光デイスク評価装置で書き込み読みだ
し試験をしたところ、線速4 m / s 、記録周波
数1000kHz、書き込みレーザーパワー7mW、読
みだしレーザーパワー0.8mWの条件において40d
BのC/N値を得ることができた。
Example 4 Dye 4 (2[
■]) was used as a 1% solution by weight, and was coated onto a polycarbonate substrate with a diameter of 13 cm in groups using a spin coater, and dried at 60°C for 30 minutes to form a 0.07 μm solution.
A recording layer was formed to a thickness of . When a write/read test was conducted using an optical disk evaluation device using a semiconductor laser with a wavelength of 780 nm, the performance was 40 d under the conditions of a linear velocity of 4 m/s, a recording frequency of 1000 kHz, a writing laser power of 7 mW, and a read laser power of 0.8 mW.
The C/N value of B could be obtained.

式 [11] [発明の効果] 本発明の光記録媒体は、ポリカーボネート樹脂基板上に
記録層を形成する際、記録層形成用の塗布液の溶剤とし
てシクロヘキセン等の不飽和結合を少なくとも一つ以上
有する脂肪族炭化水素を用いて記録層を形成しているた
め、溶剤が基板を侵すことがなく9表面処理をする必要
がない。
Formula [11] [Effects of the Invention] The optical recording medium of the present invention includes at least one unsaturated bond such as cyclohexene as a solvent for a coating liquid for forming a recording layer when forming a recording layer on a polycarbonate resin substrate. Since the recording layer is formed using aliphatic hydrocarbons, the solvent does not attack the substrate and there is no need for surface treatment.

Claims (1)

【特許請求の範囲】 1、ポリカーボネート樹脂基板上に、レーザー光による
情報の書き込み、および、または読み取り記録層が設け
られてなる光記録媒体を製造する方法において、不飽和
結合を少なくとも一つ以上有する脂肪族炭化水素を溶剤
として用い色素を溶解し、塗布液とし、該塗布液を基板
上に塗布、乾燥することにより記録層を形成することを
特徴とする光記録媒体の製造法。 2、不飽和結合を少なくとも一つ以上含む脂肪族炭化水
素が、アルケン、シクロアルケン、アルキン、シクロア
ルキンおよびこれらの骨格に−OH基を有するものから
なる群より選ばれる少なくとも一種以上の脂肪族炭化水
素を用いることを特徴とする請求項1記載の光記録媒体
の製造法。 3、色素がフタロシアニン系色素もしくはナフタロシア
ニン系色素からなる群より選ばれる少なくとも一種以上
の色素を用いることを特徴とする請求項1記載の光記録
媒体の製造法。
[Claims] 1. A method for producing an optical recording medium in which a recording layer for writing and/or reading information using a laser beam is provided on a polycarbonate resin substrate, which comprises at least one unsaturated bond. 1. A method for producing an optical recording medium, which comprises dissolving a dye using an aliphatic hydrocarbon as a solvent to form a coating liquid, and forming a recording layer by applying the coating liquid onto a substrate and drying it. 2. The aliphatic hydrocarbon containing at least one unsaturated bond is at least one aliphatic carbon selected from the group consisting of alkenes, cycloalkenes, alkynes, cycloalkynes, and those having -OH groups in their skeletons. 2. The method for producing an optical recording medium according to claim 1, wherein hydrogen is used. 3. The method for producing an optical recording medium according to claim 1, wherein the dye is at least one type of dye selected from the group consisting of phthalocyanine dyes and naphthalocyanine dyes.
JP1250173A 1988-12-29 1989-09-26 Production of optical recording medium Pending JPH03113849A (en)

Priority Applications (3)

Application Number Priority Date Filing Date Title
JP1250173A JPH03113849A (en) 1989-09-26 1989-09-26 Production of optical recording medium
DE1989619818 DE68919818T2 (en) 1988-12-29 1989-12-29 Optical recording medium and method for the production thereof.
EP19890313685 EP0376745B1 (en) 1988-12-29 1989-12-29 Optical recording medium and process for the production thereof

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP1250173A JPH03113849A (en) 1989-09-26 1989-09-26 Production of optical recording medium

Publications (1)

Publication Number Publication Date
JPH03113849A true JPH03113849A (en) 1991-05-15

Family

ID=17203906

Family Applications (1)

Application Number Title Priority Date Filing Date
JP1250173A Pending JPH03113849A (en) 1988-12-29 1989-09-26 Production of optical recording medium

Country Status (1)

Country Link
JP (1) JPH03113849A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2010013648A1 (en) * 2008-07-28 2010-02-04 日本化薬株式会社 Water-soluble near-infrared absorbing coloring matters and aqueous inks containing same
JP2011155105A (en) * 2010-01-27 2011-08-11 Konica Minolta Holdings Inc Organic photoelectric conversion element, solar battery, and optical sensor array

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2010013648A1 (en) * 2008-07-28 2010-02-04 日本化薬株式会社 Water-soluble near-infrared absorbing coloring matters and aqueous inks containing same
US8404036B2 (en) 2008-07-28 2013-03-26 Nippon Kayaku Kabushiki Kaisha Water-soluble near-infrared absorbing coloring matters and aqueous inks containing same
JP5416115B2 (en) * 2008-07-28 2014-02-12 日本化薬株式会社 Water-soluble near-infrared absorbing dye and water-based ink containing the same
JP2011155105A (en) * 2010-01-27 2011-08-11 Konica Minolta Holdings Inc Organic photoelectric conversion element, solar battery, and optical sensor array

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