JPH0478471B2 - - Google Patents
Info
- Publication number
- JPH0478471B2 JPH0478471B2 JP63030045A JP3004588A JPH0478471B2 JP H0478471 B2 JPH0478471 B2 JP H0478471B2 JP 63030045 A JP63030045 A JP 63030045A JP 3004588 A JP3004588 A JP 3004588A JP H0478471 B2 JPH0478471 B2 JP H0478471B2
- Authority
- JP
- Japan
- Prior art keywords
- recording layer
- general formula
- organic dye
- optical recording
- recording
- 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
Links
- 230000003287 optical effect Effects 0.000 claims description 31
- 150000001875 compounds Chemical class 0.000 claims description 17
- 239000000758 substrate Substances 0.000 claims description 16
- 238000000576 coating method Methods 0.000 claims description 13
- 239000011248 coating agent Substances 0.000 claims description 12
- ANRHNWWPFJCPAZ-UHFFFAOYSA-M thionine Chemical compound [Cl-].C1=CC(N)=CC2=[S+]C3=CC(N)=CC=C3N=C21 ANRHNWWPFJCPAZ-UHFFFAOYSA-M 0.000 claims description 11
- 239000002904 solvent Substances 0.000 claims description 10
- 125000001434 methanylylidene group Chemical group [H]C#[*] 0.000 claims description 5
- 238000004519 manufacturing process Methods 0.000 claims description 4
- 238000000034 method Methods 0.000 claims description 2
- 239000000975 dye Substances 0.000 description 27
- 239000010410 layer Substances 0.000 description 25
- 238000010521 absorption reaction Methods 0.000 description 7
- 125000000217 alkyl group Chemical group 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 6
- 239000007788 liquid Substances 0.000 description 6
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- 125000005843 halogen group Chemical group 0.000 description 5
- 239000000049 pigment Substances 0.000 description 5
- 238000004528 spin coating Methods 0.000 description 5
- 125000001424 substituent group Chemical group 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- XLSMFKSTNGKWQX-UHFFFAOYSA-N hydroxyacetone Chemical compound CC(=O)CO XLSMFKSTNGKWQX-UHFFFAOYSA-N 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 125000003545 alkoxy group Chemical group 0.000 description 3
- 150000001450 anions Chemical class 0.000 description 3
- 239000011247 coating layer Substances 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 229910052714 tellurium Inorganic materials 0.000 description 3
- PORWMNRCUJJQNO-UHFFFAOYSA-N tellurium atom Chemical compound [Te] PORWMNRCUJJQNO-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Natural products CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
- YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Chemical compound CC(=O)CC(C)=O YRKCREAYFQTBPV-UHFFFAOYSA-N 0.000 description 2
- 125000005157 alkyl carboxy group Chemical group 0.000 description 2
- 125000004390 alkyl sulfonyl group Chemical group 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 150000004696 coordination complex Chemical class 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- -1 hexafluoro Acetic acid Chemical compound 0.000 description 2
- 238000002347 injection Methods 0.000 description 2
- 239000007924 injection Substances 0.000 description 2
- VLTRZXGMWDSKGL-UHFFFAOYSA-M perchlorate Inorganic materials [O-]Cl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-M 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 239000004065 semiconductor Substances 0.000 description 2
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 description 1
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 1
- LBLYYCQCTBFVLH-UHFFFAOYSA-N 2-Methylbenzenesulfonic acid Chemical compound CC1=CC=CC=C1S(O)(=O)=O LBLYYCQCTBFVLH-UHFFFAOYSA-N 0.000 description 1
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 description 1
- 239000011358 absorbing material Substances 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical group 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 125000005189 alkyl hydroxy group Chemical group 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- GUNJVIDCYZYFGV-UHFFFAOYSA-K antimony trifluoride Chemical compound F[Sb](F)F GUNJVIDCYZYFGV-UHFFFAOYSA-K 0.000 description 1
- JCMGUODNZMETBM-UHFFFAOYSA-N arsenic trifluoride Chemical compound F[As](F)F JCMGUODNZMETBM-UHFFFAOYSA-N 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- 150000001555 benzenes Chemical group 0.000 description 1
- SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 description 1
- 229940092714 benzenesulfonic acid Drugs 0.000 description 1
- 229960004365 benzoic acid Drugs 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- 235000019445 benzyl alcohol Nutrition 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 125000004093 cyano group Chemical group *C#N 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 238000000151 deposition Methods 0.000 description 1
- 125000004663 dialkyl amino group Chemical group 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 239000001307 helium Substances 0.000 description 1
- 229910052734 helium Inorganic materials 0.000 description 1
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 230000031700 light absorption Effects 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 229910052754 neon Inorganic materials 0.000 description 1
- GKAOGPIIYCISHV-UHFFFAOYSA-N neon atom Chemical compound [Ne] GKAOGPIIYCISHV-UHFFFAOYSA-N 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- YRZZLAGRKZIJJI-UHFFFAOYSA-N oxyvanadium phthalocyanine Chemical compound [V+2]=O.C12=CC=CC=C2C(N=C2[N-]C(C3=CC=CC=C32)=N2)=NC1=NC([C]1C=CC=CC1=1)=NC=1N=C1[C]3C=CC=CC3=C2[N-]1 YRZZLAGRKZIJJI-UHFFFAOYSA-N 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- WVIICGIFSIBFOG-UHFFFAOYSA-N pyrylium Chemical compound C1=CC=[O+]C=C1 WVIICGIFSIBFOG-UHFFFAOYSA-N 0.000 description 1
- 238000002310 reflectometry Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 229910052717 sulfur Inorganic materials 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
- G11B7/249—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 containing organometallic compounds
- G11B7/2492—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 containing organometallic compounds neutral compounds
-
- 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
- G11B7/246—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 containing dyes
- G11B7/247—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 containing dyes methine or polymethine dyes
- G11B7/2472—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 containing dyes methine or polymethine dyes cyanine
-
- 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
- G11B7/252—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of layers other than recording layers
- G11B7/253—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of layers other than recording layers of substrates
- G11B7/2531—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of layers other than recording layers of substrates comprising glass
-
- 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
- G11B7/252—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of layers other than recording layers
- G11B7/253—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of layers other than recording layers of substrates
- G11B7/2533—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of layers other than recording layers of substrates comprising resins
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Thermal Transfer Or Thermal Recording In General (AREA)
- Optical Record Carriers And Manufacture Thereof (AREA)
Description
〔産業上の利用分野〕
本発明は、光情報記録媒体に係り、特にヒート
モードによる追記型光情報記録媒体に関する。
〔従来の技術〕
文字、図形等の画像あるいは音声等のデータを
記録し、再生する手段としてヒートモードによる
追記型光記録媒体を使用することが行われてい
る。
このヒートモードによる追記型光記録媒体は、
例えばテルル等の低融点金属を絶縁基板上の真空
蒸着させることによつて作成されるもので、これ
に記録を行うときは、例えばカメラで撮つた画像
の信号を例えば半導体レーザやヘリウム・ネオン
レーザー等による光信号に変換してテルルの真空
蒸着膜に照射し、その膜の反射率を変化させ画像
信号に対応するこの反射率の相違のパターンを形
成する。一方、その読み出しを行うときは、弱い
レーザ光で走査することにより上記反射率の相違
を検知し、この信号を画像信号に変換して画像を
表示させるものである。
ところで、最近上記のようなテルルの蒸着膜を
用いる代わりに、金属に比べ反射率は低いが有機
色素材料のなかでは比較的反射率の高いバナジル
フタロシアニン、シアニン色素等の有機色素を記
録層に用いた光情報記録媒体が注目されるように
なつてきた。その理由は、
記録層をスピンコート法と呼ばれる、回転の
遠心力を利用して基板に滴下した塗料を周辺に
行き渡らせる塗装方法により形成でき、これに
より真空系を用いずに容易に製造でき、生産性
を高めることができること
耐酸化性に優れ腐食されないこと
熱伝導性が低いので熱の影響を周辺部に及ぼ
すことなく局所的な加熱ができること
等の優れた性質を備え、高密度記録に適すること
による。
特にシアニン色素は、半導体レーザー光の波長
域700〜900nｍに高い吸収、反射を示すことから
注目されている。
〔発明が解決しようとする課題〕
しかしながら、従来のシアニン色素系記録層を
プラスチツク基板上に有する光情報記録媒体にお
いては、最大反射率を示す波長と極大吸収を示す
波長が一致しない。最大反射率を示す波長を記録
レーザー波長に一致させると吸収が少なくなるた
め、低パワーのレーザーで安定に記録を行うこと
が困難になる。そこで、極大吸収を示す波長の方
を記録レーザー波長に一致させることができる記
録層が用いられてきた。
シアニン色素系記録層は高い反射率を示し、こ
のため再生出力が大きく得られることから、再生
系の負担を大幅に軽減でき、また、従来の再生専
用型光デイスクとの互換も可能となる利点を有す
ることが特長であるので、これらを活かすために
適当な光吸収物質の併用が望まれる。
この観点から、記録レーザー光吸収性の物質を
シアニン色素と併用した光記録層を有する光情報
記録媒体について特願昭62−197153号、同197154
号号明細書で提案した。これら明細書で示されて
いる記録レーザー光吸収性の物質は、記録レーザ
ー光の波長が670〜850nｍ（半径レーザー）であ
るため、この波長領域に吸収帯を有する物質とし
て、次の一般式〔〕〔〕に示される物質を挙
げた。
（ただし、ＭはNi、Cu、Co、Pd又はPtを表し、
Y1、Y2はＳ、Ｏ、NHのいずれかであり、同種
であつても異種であつても良く、C1、C2は置換
又は未置換のベンゼン環、アルキル基、シアノ基
のうちの１種であり、同種であつても異種であつ
ても良く、両者は環状炭化水素で結合してベンゼ
ン環、飽和６員環等を形成しても良く、R1′はア
ルキル基を示し、Ｎ（R1′）4はY1、Y2、C1、C2に
よつて陰イオンを形成しないときはなくても良
い。）
（ただし、ｎは１、２、３、４のいずれかの値で
あり、R2′は水素原子又はアルキル基であり、
X1 -はハロゲン原子、過塩素酸、ホウフツ化水
素酸、ヘキサフルオロ酢酸、フツ化アンチモン、
フツ化砒素等の陰イオンを表す。）
一方、これらの物質と併用される色素として
は、シアニン色素のうち、メチン鎖がペンタメチ
ンであるもの、AlClフタロシアニン及びその置
換体、キノシアニン色素のうち、メチン鎖がペン
タメチンであるもの、スクアリリウム色素、クロ
コニツクメチン系色素、ピリリウム色素、アズレ
ニウム色素、テトラデヒドロコリン色素等多くの
ものが存在する。
しかし、これらのシアニン色素と上記一般式
〔〕〔〕で示される物質とを混合し、溶剤に溶
解させて溶解液を調製でき、これを用いてスピン
コート法で塗布し、記録層を形成できるこれら色
素と物質の組み合わせは限られており、さらにこ
の系で上記した記録レーザー光の吸収性と再生レ
ーザー光反射性の両方を備える適切な組み合わせ
となるとこれに該当するものはまだ知られていな
い。
例えば、上記一般式〔〕属する下記一般式
〔〕で示される化合物
〔R3′はＨかジアルキルアミノ基）
を用いようとした場合、スピンコート法により塗
布する塗液を調製する際に、シアニン系色素とと
もに溶解される溶剤が通常使用されているエタノ
ール、アセチルアセトン、ヒドロキシアセトン、
メチルセロソルブ、エチルセロソルブ、メタノー
ル、ジクロロエタン、メチルエチルケトン等であ
ると、これらに対する溶解性が低くて使用しにく
く、また、ジメチルホルムアミド等の溶解性が比
較的良い溶剤に溶解させる場合には、その塗液を
基板に塗布するときに、この基板を溶解させない
ことが必要なため、ガラス等の限られた材質の基
板にしか用いられないという問題点があつた。
本発明の目的は、例えば670〜850nｍの波長領
域に吸収性を有する一般式〔〕の化合物につい
てその溶解性を改善し、この波長領域で最大反射
率を有する有機色素と併用した塗液の調製を可能
にしてこれを用いたスピンコート法による記録層
の形成を可能にし、この波長領域のレーザー光に
対して反射率が大きく、低パワーレーザーに適す
る吸収性を有する光記録媒体を提供することにあ
る。
〔課題を解決するための手段〕
上記目的を達成するために、本発明の光情報記
録媒体の製造方法は、有機系色素を溶解する溶媒
に該有機系色素とともに下記一般式〔〕で表さ
れる化合物を溶解させて含有させた塗布液を製造
し、該塗布液を基板上に塗布する工程を有するこ
とを特徴とするものである。
〔ただし、R1〜R12はＨ、OCH3、OCoH2o+1（ｎ
＝２、３…、８）のいずれかの基であり、かつ
OCoH2o+1（ｎ＝２、３…、８）を少なくとも２つ
含む。〕
また、有機系色素はメチン鎖がペンタメチンで
構成されるシアニン色素を使用することが好まし
い。
次に本発明を詳細に説明する。
本発明に用いられる上記一般式〔〕の化合物
の金属錯体は、670nｍ〜850nｍの波長範囲、特
に700nｍより長波長側に吸収性の良いものが好
ましいが、その置換基R1〜R12の内に少なくとも
２つのOCoH2o+1（ｎ＝２、３…、８）を含むの
で、有機系色素を溶解させる上記アルコール等の
溶剤に溶解し易くすることができる。
また、本発明に用いられる有機系色素として
は、例えば下記一般式〔〕に示される化合物が
挙げられる。
（但し、ｌ＝２、またはメチン鎖（−（CH＝
CH）l−CH＝）の水素原子はハロゲン原子、アル
キル基、アルコキシ基、ジフエニルアミノ基等に
置換さていても良く、また複数の炭素間にわたる
置換又は未置換の環状側鎖を有していても良く、
Ｚ、Z′はベンゼン環又はナフタレン環を形成する
原子群であり、同種であつても異種でも良く、
R13、R13′はハロゲン等の置換又は非置換のアル
キル基、アルコキシ基、ヒドロキシ基、カルボキ
シル基、アリル基、アルキルヒドロキシ基、アラ
ルキル基、アルケニル基、アルキルカルボキシル
基、アルキルスルホニル基、又はアルカリ金属若
しくはアルキル基と結合したアルキルカルボキシ
ル基又はアルキルスルホニル基であり、同種でも
異種でも良く、（Ri）ｍ、（R′i）ｎはそれぞれｍ、
ｎが置換基の数を示し、ｍ、ｎ＝１〜４の整数で
あり、Ri、R′iはそれぞれｉが２から５までとり
得る異なる置換基を示す一般式であり、アルキル
基、アルコキシ基、ハロゲン原子、水素原子、ス
ルホンアミノ基、スルホンアルキルアミノ基、ニ
トロ基、アミノ基から選択され、（Ri）ｍ（R′i）
ｎはそれぞれｍ、ｎの数に応じて上記Ri、R′iか
ら任意に選択される同種又は異なる置換基を示
し、（Ri）ｍ（R′i）ｎはそれぞれ入れ換えること
も同じであることもでき、X2 -はハロゲン原子、
過塩素酸、ホウフツ化水素酸、ベンゼンスルホン
酸、トルエンスルホン酸、アルキルスルホン酸、
ベンゼンカルボン酸、アルキルカルボン酸又はト
リフルオロメチルカルボン酸等の陰イオンを表
し、R13、R13′がアルカリ金属と結合した基を有
する場合にはX- 2は存在しなくても良い。）
具体的には特願昭62−11300号明細書、特願昭
62−195793〜195799号明細書、特願昭62−197153
〜197154号明細書に記載されているものが挙げら
れる。
また、下記一般式〔〕に示される化合物を用
いることもできるが、これらに限定されるもので
はない。
式中R13、R13′X- 2は一般式〔〕と同様で、Ａ
は次のものからなる。
[Industrial Field of Application] The present invention relates to an optical information recording medium, and particularly to a write-once optical information recording medium using a heat mode. [Prior Art] A heat mode write-once optical recording medium is used as a means for recording and reproducing data such as images such as characters and figures or audio. This heat mode write-once optical recording medium is
For example, it is created by vacuum-depositing a low-melting point metal such as tellurium on an insulating substrate, and when recording on this material, the signal of the image taken with a camera is transferred to, for example, a semiconductor laser or a helium or neon laser. etc., and irradiates the vacuum-deposited tellurium film to change the reflectance of the film to form a pattern of differences in reflectance corresponding to the image signal. On the other hand, when reading out the data, the difference in reflectance is detected by scanning with a weak laser beam, and this signal is converted into an image signal to display an image. Incidentally, recently, instead of using the vapor-deposited film of tellurium as described above, organic dyes such as vanadyl phthalocyanine and cyanine dyes, which have lower reflectance than metals but relatively high reflectance among organic dye materials, have been used in the recording layer. Optical information recording media, which used to be popular in the past, are now attracting attention. The reason for this is that the recording layer can be formed using a coating method called spin coating, which uses the centrifugal force of rotation to spread the paint dripped onto the substrate over the surrounding area.This makes it easy to manufacture without using a vacuum system. It has excellent properties such as being able to increase productivity, being resistant to oxidation and not corroding, and being able to heat locally without affecting the surrounding areas due to its low thermal conductivity, making it suitable for high-density recording. It depends. In particular, cyanine dyes have attracted attention because they exhibit high absorption and reflection in the wavelength range of 700 to 900 nm of semiconductor laser light. [Problems to be Solved by the Invention] However, in an optical information recording medium having a conventional cyanine dye-based recording layer on a plastic substrate, the wavelength showing the maximum reflectance and the wavelength showing the maximum absorption do not match. If the wavelength exhibiting the maximum reflectance is made to match the recording laser wavelength, absorption will decrease, making it difficult to perform stable recording with a low-power laser. Therefore, a recording layer that can match the wavelength of maximum absorption to the recording laser wavelength has been used. The cyanine dye-based recording layer exhibits high reflectance, and as a result, a large reproduction output can be obtained, which greatly reduces the burden on the reproduction system, and also has the advantage of being compatible with conventional reproduction-only optical discs. Therefore, in order to take advantage of these properties, it is desirable to use an appropriate light-absorbing substance in combination. From this point of view, Japanese Patent Application Nos. 62-197153 and 197154 disclose an optical information recording medium having an optical recording layer using a recording laser light-absorbing substance in combination with a cyanine dye.
It was proposed in the specification of the issue. Since the wavelength of the recording laser light is 670 to 850 nm (radius laser), the recording laser light-absorbing materials shown in these specifications have the following general formula [ ] The substances shown in [ ] are listed. (However, M represents Ni, Cu, Co, Pd or Pt,
Y 1 and Y 2 are either S, O, or NH, and may be the same or different, and C 1 and C 2 are substituted or unsubstituted benzene rings, alkyl groups, and cyano groups. They may be the same or different, and both may be bonded via a cyclic hydrocarbon to form a benzene ring, a saturated 6-membered ring, etc., and R 1 ' represents an alkyl group. , N(R 1 ') 4 may be omitted when an anion is not formed by Y 1 , Y 2 , C 1 and C 2 . ) (However, n is a value of 1, 2, 3, or 4, R 2 ' is a hydrogen atom or an alkyl group, and X 1 - is a halogen atom, perchloric acid, hydroborofluoric acid, hexafluoro Acetic acid, antimony fluoride,
Represents an anion such as arsenic fluoride. ) On the other hand, dyes used in combination with these substances include cyanine dyes whose methine chain is pentamethine, AlCl phthalocyanine and its substituted products, quinocyanine dyes whose methine chain is pentamethine, squarylium dyes, There are many types of pigments, such as croconic metine pigments, pyrylium pigments, azulenium pigments, and tetradehydrocholine pigments. However, these cyanine dyes and the substance represented by the above general formula [] [] can be mixed and dissolved in a solvent to prepare a solution, which can be applied by spin coating to form a recording layer. The combinations of these dyes and substances are limited, and the appropriate combination of this system that has both the above-mentioned absorption of the recording laser beam and reflection of the reproduction laser beam is not yet known. . For example, a compound represented by the following general formula [] that belongs to the above general formula [] [R 3 ' is H or a dialkylamino group] When preparing a coating solution to be applied by spin coating, the solvent that is dissolved together with the cyanine dye is usually used, such as ethanol, acetylacetone, hydroxyacetone,
Methyl cellosolve, ethyl cellosolve, methanol, dichloroethane, methyl ethyl ketone, etc. have low solubility in these and are difficult to use.Also, when dissolving in a solvent with relatively good solubility such as dimethylformamide, the coating solution Since it is necessary not to melt the substrate when it is applied to the substrate, there is a problem in that it can only be used for substrates made of limited materials such as glass. The purpose of the present invention is to improve the solubility of a compound of the general formula [] that has absorption in the wavelength region of 670 to 850 nm, and to prepare a coating liquid using it in combination with an organic dye having a maximum reflectance in this wavelength region. To provide an optical recording medium that enables the formation of a recording layer by a spin coating method using the same, has a high reflectance for laser light in this wavelength range, and has an absorbency suitable for a low power laser. It is in. [Means for Solving the Problems] In order to achieve the above object, the method for producing an optical information recording medium of the present invention includes adding a compound represented by the following general formula [] together with the organic dye to a solvent that dissolves the organic dye. The present invention is characterized by the steps of producing a coating liquid containing a dissolved compound, and applying the coating liquid onto a substrate. [However, R 1 to R 12 are H, OCH 3 , OC o H 2o+1 (n
= 2, 3..., 8), and
Contains at least two OC o H 2o+1 (n=2, 3..., 8). ] Furthermore, as the organic dye, it is preferable to use a cyanine dye whose methine chain is composed of pentamethine. Next, the present invention will be explained in detail. The metal complex of the compound of the above general formula [] used in the present invention preferably has good absorbency in the wavelength range of 670 nm to 850 nm, particularly in the wavelength range longer than 700 nm, and among the substituents R 1 to R 12 contains at least two OC o H 2o+1 (n=2, 3..., 8), so it can be easily dissolved in a solvent such as the alcohol that dissolves the organic dye. Furthermore, examples of the organic dye used in the present invention include compounds represented by the following general formula []. (However, l=2, or methine chain (-(CH=
The hydrogen atom of CH) l -CH=) may be substituted with a halogen atom, an alkyl group, an alkoxy group, a diphenylamino group, etc., and may have a substituted or unsubstituted cyclic side chain spanning multiple carbon atoms. Also good,
Z and Z' are atomic groups forming a benzene ring or naphthalene ring, and may be the same or different,
R 13 and R 13 ′ are substituted or unsubstituted alkyl groups such as halogen, alkoxy groups, hydroxy groups, carboxyl groups, allyl groups, alkylhydroxy groups, aralkyl groups, alkenyl groups, alkylcarboxyl groups, alkylsulfonyl groups, or alkali An alkylcarboxyl group or an alkylsulfonyl group bonded to a metal or an alkyl group, which may be the same or different, and (Ri)m and (R'i)n are m, respectively.
n indicates the number of substituents, m and n are integers of 1 to 4, and Ri and R'i are general formulas each indicating a different substituent in which i can take from 2 to 5; an alkyl group, an alkoxy group, halogen atom, hydrogen atom, sulfonamino group, sulfonealkylamino group, nitro group, amino group,
n represents the same or different substituent arbitrarily selected from the above Ri and R′i according to the number of m and n, respectively, and (Ri)m(R′i)n may be interchanged. can also be used, X 2 - is a halogen atom,
perchloric acid, hydroborofluoric acid, benzenesulfonic acid, toluenesulfonic acid, alkylsulfonic acid,
It represents an anion such as benzenecarboxylic acid, alkylcarboxylic acid or trifluoromethylcarboxylic acid, and when R 13 and R 13 ' have a group bonded to an alkali metal, X - 2 may not be present. ) Specifically, the specification of Japanese Patent Application No. 62-11300,
Specifications No. 62-195793 to 195799, patent application No. 62-197153
-197154 can be mentioned. Further, compounds represented by the following general formula [] can also be used, but the invention is not limited thereto. In the formula, R 13 and R 13 ′X - 2 are the same as in the general formula [], and A
consists of the following:
【式】【formula】
【式】【formula】
上記一般式〔〕の化合物の置換基にOCo
H2o+1（ｎ＝２、３…、８）を２つ以上導入した
ので、その有機溶剤に対する溶解性が向上する。
このように溶剤に対する溶解性が良いと有機系色
素とともに溶剤に溶解した塗液を調製でき、その
塗液を用いて樹脂基板に均一に塗布することがで
き、この化合物を持つ光記録層に記録レーザー光
吸収性を付与し、有機系色素のこの吸収性の不足
を補うことができる。
〔実施例〕
次に本発明を実施例に基づき詳細に説明する。
実施例 １
Ni−ビス（３，3′，５，5′テトラメトキシ４，
4′ジエトキシジチオベンジル）
を１重量％、１，1′−ジエチル３，３，3′，3′−
テトラメチル５，６，5′，6′テトラメトキシイン
ドジカーボシアニンパークロレート
を４重量％メタノールに溶解した塗液をスピンナ
ーを用いて射出成形したプリグルーブ付きアクリ
ル基板に塗布し、700Åの光記録層を形成した。
この出来上がつた状態で光記録層に波長780n
ｍのレーザーを500KHz、線速1.2ｍ／秒で照射
し、記録を行つたところ、最適記録パワーは3.2
ｍＷであつた。この記録された信号を出力0.3ｍ
Ｗのレーザーで読みとつたところ、Ｃ／Ｎは
53dBであつた。
実施例 ２
Ni−ビス（３，3′，５，5′テトラメトキシ４，
4′ジプロポキシジチオベンジル）
を0.5重量％、１，1′−ジブチル３，３，3′，3′−
テトラメチル10−クロロ−９，11−エチレン４，
５，4′，5′ジベンゾインドジカーボシアニンパー
クロレート
を４重量％ヒドロキシアセトンに溶解し、スピン
ナーを用いて実施例１と同様に射出成形したプリ
グループ付きアクリル基板に塗布し、670Åの光
記録層を形成した。
この出来上がつた状態で光記録層に実施例１と
同様に記録、再生を行つたところ、最適記録パワ
ーは3.4ｍＷであり、再生したときのＣ／Ｎは
50dBであつた。
実施例 ３
Ni−ビス（３，3′，５，5′テトラメトキシ４，
4′ジオクトキシジチオベンジル）
を0.8重量％、
３，3′−ジエチル９，11−ネオペンチレンチアジ
カーボシアニンアイオダイド（日本感光色素研究
所製商品番号NK1836）を3.5重量％をベンジルア
ルコールに溶解し、スピンナーを用いて実施例１
と同様に射出成形したプリグルーブ付きアクリル
基板に塗布し、750Åの光記録層を形成した。
この出来上がつた状態で光記録層に実施例１と
同様に記録、再生を行つたところ、最適記録パワ
ーは2.8ｍＷであり、再生したときのＣ／Ｎは
50dBであつた。
比較例 １
実施例１において、Ni−ビス（３，3′，５，
5′テトラメトキシ４，4′ジエトキシジチオベンジ
ル）を用いなかつた以外は同様にしてアクリル基
板上に光記録層を形成した。
この出来上がつた状態で光記録層に実施例１と
同様に記録、再生を行つたところ最適記録パワー
は4.4ｍＷであり、再生したときのＣ／Ｎは47dB
であつた。
比較例 ２
実施例１において、Ni−ビス（３，3′，５，
5′テトラメトキシ４，4′ジエトキシジチオベンジ
ル）の代わりに、上記一般式〔〕において、
R1〜R12がＨであるNi化合物を用いた以外は同様
にしてアクリル基板上に光記録層を形成した。
この出来上がつた状態の光記録層は上記Ni化
合物の不溶解物が見られ、塗布層は不均一であつ
た。
この光記録層に実施例１と同様にレーザーで記
録し、再生したところ、実用に耐える記録、再生
を行うことができなかつた。
比較例 ３
実施例１において、Ni−ビス（３，3′，５，
5′テトラメトキシ４，4′ジエトキシジチオベンジ
ル）の代わりに、上記一般式〔〕において、
R1〜R12がCH3であるNi化合物を用いた以外は同
様にしてアクリル基板上に光記録層を形成した。
この出来上がつた状態の光記録層は上記Ni化
合物の不溶解物が見られ、塗布層は不均一であつ
た。
この光記録層に実施例１と同様にレーザーで記
録し、再生したところ、実用に耐える記録、再生
を行うことができなかつた。
〔発明の効果〕
本発明によれば、溶剤に対する溶解性を向上さ
せた上記一般式〔〕で示される化合物を有機系
色素と併用したので、有機系色素を溶解する溶剤
に上記一般式〔〕で示される化合物を溶解させ
て塗液を調製することができ、これにより従来よ
く使用されている基板に例えばスピンコート法に
より塗布層を形成すると、有機系色素と上記一般
式〔〕の化合物が均一に混合した光記録層が得
られる。これにより、その光記録層は例えば
780nｍのレーザー光に対するシアニン色素の反
射性と一般式〔〕の金属錯体の吸収性の良い点
を併せもち、記録特性と再生時の特性の優れた光
情報記録媒体を提供することができる。
OC o as a substituent of the compound of the above general formula []
Since two or more H 2o+1 (n=2, 3..., 8) are introduced, the solubility in organic solvents is improved.
With such good solubility in solvents, it is possible to prepare a coating liquid in which organic dyes are dissolved in a solvent, and this coating liquid can be used to uniformly coat a resin substrate, allowing recording on an optical recording layer containing this compound. By imparting laser light absorption properties, it is possible to compensate for the lack of absorption properties of organic dyes. [Example] Next, the present invention will be explained in detail based on an example. Example 1 Ni-bis(3,3',5,5'tetramethoxy4,
4'diethoxydithiobenzyl) 1% by weight, 1,1'-diethyl 3,3,3',3'-
Tetramethyl 5,6,5',6'tetramethoxyindodicarbocyanine perchlorate A coating solution prepared by dissolving 4% by weight of methanol was applied to an injection-molded acrylic substrate with pregrooves using a spinner to form an optical recording layer of 700 Å. In this completed state, the optical recording layer is coated with a wavelength of 780n.
When recording was performed using a laser beam of 500 KHz and a linear velocity of 1.2 m/s, the optimum recording power was 3.2 m.
It was mW. Output this recorded signal 0.3m
When I read it with the W laser, the C/N was
It was 53dB. Example 2 Ni-bis(3,3',5,5'tetramethoxy4,
4′dipropoxydithiobenzyl) 0.5% by weight, 1,1'-dibutyl 3,3,3',3'-
Tetramethyl 10-chloro-9,11-ethylene 4,
5,4′,5′dibenzoindodicarbocyanine perchlorate was dissolved in 4% by weight hydroxyacetone and applied using a spinner to an acrylic substrate with pregroups injection molded in the same manner as in Example 1 to form an optical recording layer of 670 Å. When recording and reproduction were performed on the optical recording layer in the same manner as in Example 1 in this completed state, the optimum recording power was 3.4 mW, and the C/N during reproduction was
It was 50dB. Example 3 Ni-bis(3,3',5,5'tetramethoxy4,
4'dioctoxydithiobenzyl) 0.8% by weight, Example 1: 3.5% by weight of 3,3'-diethyl 9,11-neopentylene dicarbocyanine iodide (product number NK1836, manufactured by Nippon Kanko Shiki Kenkyusho) was dissolved in benzyl alcohol and prepared using a spinner.
It was applied to a pregrooved acrylic substrate that had been injection molded in the same manner as above to form an optical recording layer of 750 Å. When recording and reproduction were performed on the optical recording layer in the same manner as in Example 1 in this completed state, the optimum recording power was 2.8 mW, and the C/N during reproduction was
It was 50dB. Comparative Example 1 In Example 1, Ni-bis(3,3',5,
An optical recording layer was formed on an acrylic substrate in the same manner except that 5'tetramethoxy4,4'diethoxydithiobenzyl) was not used. When recording and reproducing were performed on the optical recording layer in the same manner as in Example 1 in this completed state, the optimum recording power was 4.4 mW, and the C/N during reproduction was 47 dB.
It was hot. Comparative Example 2 In Example 1, Ni-bis(3,3',5,
In the above general formula [], instead of 5'tetramethoxy4,4'diethoxydithiobenzyl),
An optical recording layer was formed on an acrylic substrate in the same manner except that a Ni compound in which R 1 to R 12 were H was used. In this finished optical recording layer, insoluble matter of the Ni compound was observed, and the coating layer was non-uniform. When this optical recording layer was recorded with a laser and reproduced in the same manner as in Example 1, it was not possible to perform recording and reproduction that could be used for practical purposes. Comparative Example 3 In Example 1, Ni-bis(3,3′,5,
In the above general formula [], instead of 5'tetramethoxy4,4'diethoxydithiobenzyl),
An optical recording layer was formed on an acrylic substrate in the same manner except that a Ni compound in which R 1 to R 12 were CH 3 was used. In this finished optical recording layer, insoluble matter of the Ni compound was observed, and the coating layer was non-uniform. When this optical recording layer was recorded with a laser and reproduced in the same manner as in Example 1, it was not possible to perform recording and reproduction that could be used for practical purposes. [Effects of the Invention] According to the present invention, since the compound represented by the above general formula [] with improved solubility in a solvent is used in combination with an organic dye, the above general formula [] is added to a solvent that dissolves the organic dye. A coating liquid can be prepared by dissolving the compound represented by the formula, and when a coating layer is formed on a conventionally commonly used substrate by, for example, spin coating, the organic dye and the compound of the general formula [] are mixed together. A uniformly mixed optical recording layer is obtained. This allows the optical recording layer to e.g.
By combining the good reflectivity of the cyanine dye with respect to 780 nm laser light and the good absorbency of the metal complex of the general formula [], it is possible to provide an optical information recording medium with excellent recording characteristics and reproduction characteristics.
Claims (1)
ともに下記一般式〔〕で表される化合物を溶解
させて含有させた塗布液を製造し、該塗布液を基
板上に塗布する工程を有することを特徴とする光
情報記録媒体の製造方法。 〔ただし、R1〜R12はＨ、OCH3、OCoH2o+1（ｎ
＝２、３…、８）のいずれかの基であり、かつ
OCoH2o+1（ｎ＝２、３…、８）を少なくとも２つ
含む。〕 ２ 有機系色素はメチン鎖がペンタメチンで構成
されるシアニン色素であることを特徴とする特許
請求の範囲第１項記載の光情報記録媒体の製造方
法。[Scope of Claims] 1. A coating solution is prepared by dissolving and containing a compound represented by the following general formula [] together with the organic dye in a solvent that dissolves the organic dye, and the coating solution is applied onto a substrate. A method for manufacturing an optical information recording medium, comprising a step of coating. [However, R 1 to R 12 are H, OCH 3 , OC o H 2o+1 (n
= 2, 3..., 8), and
Contains at least two OC o H 2o+1 (n=2, 3..., 8). 2. The method for producing an optical information recording medium according to claim 1, wherein the organic dye is a cyanine dye whose methine chain is composed of pentamethine.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP63030045A JPH01206093A (en) | 1988-02-13 | 1988-02-13 | Optical information recording medium |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP63030045A JPH01206093A (en) | 1988-02-13 | 1988-02-13 | Optical information recording medium |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH01206093A JPH01206093A (en) | 1989-08-18 |
| JPH0478471B2 true JPH0478471B2 (en) | 1992-12-11 |
Family
ID=12292851
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP63030045A Granted JPH01206093A (en) | 1988-02-13 | 1988-02-13 | Optical information recording medium |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH01206093A (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR960030149A (en) * | 1995-01-28 | 1996-08-17 | 김광호 | Organic optical recording media |
Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5983695A (en) * | 1982-11-02 | 1984-05-15 | Tdk Corp | Optical recording medium |
| JPS59188854A (en) * | 1983-04-11 | 1984-10-26 | Tdk Corp | Optical recording medium |
| JPS59188855A (en) * | 1983-04-12 | 1984-10-26 | Tdk Corp | Optical recording medium |
| JPS60165294A (en) * | 1984-02-09 | 1985-08-28 | Tdk Corp | Optical recording medium |
| JPS60234886A (en) * | 1984-05-07 | 1985-11-21 | Tdk Corp | Optical recording medium |
| JPS6116891A (en) * | 1984-07-03 | 1986-01-24 | Tdk Corp | Optical recording medium |
| JPS6214345A (en) * | 1985-07-12 | 1987-01-22 | Tdk Corp | Optical disk and optical recording method |
-
1988
- 1988-02-13 JP JP63030045A patent/JPH01206093A/en active Granted
Patent Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5983695A (en) * | 1982-11-02 | 1984-05-15 | Tdk Corp | Optical recording medium |
| JPS59188854A (en) * | 1983-04-11 | 1984-10-26 | Tdk Corp | Optical recording medium |
| JPS59188855A (en) * | 1983-04-12 | 1984-10-26 | Tdk Corp | Optical recording medium |
| JPS60165294A (en) * | 1984-02-09 | 1985-08-28 | Tdk Corp | Optical recording medium |
| JPS60234886A (en) * | 1984-05-07 | 1985-11-21 | Tdk Corp | Optical recording medium |
| JPS6116891A (en) * | 1984-07-03 | 1986-01-24 | Tdk Corp | Optical recording medium |
| JPS6214345A (en) * | 1985-07-12 | 1987-01-22 | Tdk Corp | Optical disk and optical recording method |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH01206093A (en) | 1989-08-18 |
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