JPH01130985A - Optical recording medium - Google Patents
Optical recording mediumInfo
- Publication number
- JPH01130985A JPH01130985A JP62291223A JP29122387A JPH01130985A JP H01130985 A JPH01130985 A JP H01130985A JP 62291223 A JP62291223 A JP 62291223A JP 29122387 A JP29122387 A JP 29122387A JP H01130985 A JPH01130985 A JP H01130985A
- Authority
- JP
- Japan
- Prior art keywords
- group
- substituent
- alkyl group
- recording medium
- ring
- 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
Links
- 230000003287 optical effect Effects 0.000 title claims abstract description 14
- -1 phthalocyanine compound Chemical class 0.000 claims abstract description 16
- 239000000758 substrate Substances 0.000 claims abstract description 15
- 125000005577 anthracene group Chemical group 0.000 claims abstract description 4
- 125000001624 naphthyl group Chemical group 0.000 claims abstract description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 4
- 125000001424 substituent group Chemical group 0.000 claims description 41
- 125000000217 alkyl group Chemical group 0.000 claims description 24
- 125000003118 aryl group Chemical group 0.000 claims description 13
- 125000000623 heterocyclic group Chemical group 0.000 claims description 10
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 9
- 239000010409 thin film Substances 0.000 claims description 8
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 6
- 229910052751 metal Inorganic materials 0.000 claims description 6
- 239000002184 metal Substances 0.000 claims description 6
- 229910052757 nitrogen Inorganic materials 0.000 claims description 6
- 125000005843 halogen group Chemical group 0.000 claims description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 5
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 3
- 229910052760 oxygen Inorganic materials 0.000 claims description 3
- 239000001301 oxygen Substances 0.000 claims description 3
- 125000004434 sulfur atom Chemical group 0.000 claims description 3
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims description 2
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 2
- 125000002252 acyl group Chemical group 0.000 claims description 2
- 125000003545 alkoxy group Chemical group 0.000 claims description 2
- 125000004429 atom Chemical group 0.000 claims description 2
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 2
- 230000000737 periodic effect Effects 0.000 claims description 2
- 229920000570 polyether Polymers 0.000 claims description 2
- 125000004469 siloxy group Chemical group [SiH3]O* 0.000 claims description 2
- 229910052717 sulfur Inorganic materials 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims 5
- 125000003341 7 membered heterocyclic group Chemical group 0.000 claims 1
- 125000004122 cyclic group Chemical group 0.000 claims 1
- 125000005842 heteroatom Chemical group 0.000 claims 1
- 238000000034 method Methods 0.000 abstract description 11
- 239000004065 semiconductor Substances 0.000 abstract description 10
- 150000001875 compounds Chemical class 0.000 abstract description 8
- 238000010521 absorption reaction Methods 0.000 abstract description 7
- 230000010355 oscillation Effects 0.000 abstract description 4
- 239000003960 organic solvent Substances 0.000 abstract description 3
- 150000001298 alcohols Chemical class 0.000 abstract description 2
- 150000001408 amides Chemical class 0.000 abstract description 2
- 150000004945 aromatic hydrocarbons Chemical class 0.000 abstract description 2
- 150000002148 esters Chemical class 0.000 abstract description 2
- 150000002170 ethers Chemical class 0.000 abstract description 2
- 150000002576 ketones Chemical class 0.000 abstract description 2
- 150000003462 sulfoxides Chemical class 0.000 abstract description 2
- 230000004907 flux Effects 0.000 abstract 1
- 239000010410 layer Substances 0.000 description 15
- 229920005989 resin Polymers 0.000 description 12
- 239000011347 resin Substances 0.000 description 12
- 239000000975 dye Substances 0.000 description 9
- 238000000576 coating method Methods 0.000 description 5
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical class 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 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 229920005668 polycarbonate resin Polymers 0.000 description 3
- 239000004431 polycarbonate resin Substances 0.000 description 3
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 description 2
- RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 description 2
- 239000004925 Acrylic resin Substances 0.000 description 2
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 229930192627 Naphthoquinone Natural products 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 230000006835 compression Effects 0.000 description 2
- 238000007906 compression Methods 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- 239000003822 epoxy resin Substances 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 238000000465 moulding Methods 0.000 description 2
- LKKPNUDVOYAOBB-UHFFFAOYSA-N naphthalocyanine Chemical compound N1C(N=C2C3=CC4=CC=CC=C4C=C3C(N=C3C4=CC5=CC=CC=C5C=C4C(=N4)N3)=N2)=C(C=C2C(C=CC=C2)=C2)C2=C1N=C1C2=CC3=CC=CC=C3C=C2C4=N1 LKKPNUDVOYAOBB-UHFFFAOYSA-N 0.000 description 2
- 150000002791 naphthoquinones Chemical class 0.000 description 2
- 150000007524 organic acids Chemical class 0.000 description 2
- 229920006122 polyamide resin Polymers 0.000 description 2
- 229920000647 polyepoxide Polymers 0.000 description 2
- 229920001225 polyester resin Polymers 0.000 description 2
- 239000004645 polyester resin Substances 0.000 description 2
- 229920005596 polymer binder Polymers 0.000 description 2
- 239000002491 polymer binding agent Substances 0.000 description 2
- 239000011241 protective layer Substances 0.000 description 2
- 239000005297 pyrex Substances 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 238000004544 sputter deposition Methods 0.000 description 2
- 229920005992 thermoplastic resin Polymers 0.000 description 2
- 238000007738 vacuum evaporation Methods 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- WSSSPWUEQFSQQG-UHFFFAOYSA-N 4-methyl-1-pentene Chemical compound CC(C)CC=C WSSSPWUEQFSQQG-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N Acrylic acid Chemical compound OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 229920000178 Acrylic resin Polymers 0.000 description 1
- 229910001152 Bi alloy Inorganic materials 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- 239000000020 Nitrocellulose Substances 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 239000004695 Polyether sulfone Substances 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 229910001215 Te alloy Inorganic materials 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 239000001000 anthraquinone dye Substances 0.000 description 1
- 239000003125 aqueous solvent Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 230000002925 chemical effect Effects 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000000151 deposition Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000010408 film Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 150000002484 inorganic compounds Chemical class 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 230000001678 irradiating effect Effects 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 150000002736 metal compounds Chemical class 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 229920001220 nitrocellulos Polymers 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 239000001007 phthalocyanine dye Substances 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 229920003217 poly(methylsilsesquioxane) Polymers 0.000 description 1
- 229920006393 polyether sulfone Polymers 0.000 description 1
- 229920013716 polyethylene resin Polymers 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920005672 polyolefin resin Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920005990 polystyrene resin Polymers 0.000 description 1
- 229920001290 polyvinyl ester Polymers 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 229910052714 tellurium Inorganic materials 0.000 description 1
- PORWMNRCUJJQNO-UHFFFAOYSA-N tellurium atom Chemical group [Te] PORWMNRCUJJQNO-UHFFFAOYSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- 239000003440 toxic substance Substances 0.000 description 1
- 238000002834 transmittance Methods 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
- G11B7/246—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
- G11B7/248—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 porphines; azaporphines, e.g. phthalocyanines
Landscapes
- Optical Record Carriers And Manufacture Thereof (AREA)
- Thermal Transfer Or Thermal Recording In General (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
Description
【発明の詳細な説明】
〔技術分野〕
本発明は、半導体レーザーの集束ビームを用いて追記す
ることが可能な光学記録媒体に関するものであり、更に
詳しくは、コンピューター外部メモリー。DETAILED DESCRIPTION OF THE INVENTION [Technical Field] The present invention relates to an optical recording medium that can be additionally recorded using a focused beam of a semiconductor laser, and more particularly to a computer external memory.
画像、音声等の各種情報の記録に用いられる光記録媒体
に関する。The present invention relates to optical recording media used to record various types of information such as images and audio.
(従来技術および問題点) 上記した追記可能な光記録媒体としては、テルル。(Prior art and problems) The above-mentioned recordable optical recording medium is tellurium.
テルル合金、ビスマス合金等の低融点金属薄膜の無機系
記録層を有する記録媒体が実用化されはじめている。し
かしながら、これらの記録媒体は、真空蒸着、スパッタ
リング等の真空中での薄膜形式によるため生産性が低く
、さらに記録層の熱伝導率が大きいため記録密度の点で
限界があり、またテルル等の有毒物質を使用するので衛
生性の点で問題がある。Recording media having inorganic recording layers made of thin films of low-melting metals such as tellurium alloys and bismuth alloys are beginning to be put into practical use. However, these recording media have low productivity because they use thin film formats in vacuum, such as vacuum evaporation and sputtering.Furthermore, the recording layer has a high thermal conductivity, which limits the recording density. Since toxic substances are used, hygiene is a problem.
このような問題点を解決するために、近年、有機系色素
を記録媒体として使用する方法が検討されており1例え
ば、ポリメチン色素(特開昭58−112790号)、
ナフトキノン(特開昭58−112793号)、フタロ
シアニン色素(米国特許4298975号)、ナフタロ
シアニン色素(米国特許4492750号)等の半導体
レーザー発振波長領域に吸収を有する有機色素を記録層
とした記録媒体が提案されている。しかしながら、これ
までに提案されている有機色素を用いた記録媒体では、
耐久性。In order to solve these problems, in recent years, methods of using organic dyes as recording media have been studied.
A recording medium with a recording layer made of an organic dye that absorbs in the semiconductor laser oscillation wavelength region, such as naphthoquinone (Japanese Patent Application Laid-open No. 112793/1983), phthalocyanine dye (US Pat. No. 4,298,975), and naphthalocyanine dye (US Pat. No. 4,492,750). Proposed. However, in the recording media using organic dyes that have been proposed so far,
durability.
反射率の面で、十分な特性が得られなかったり、溶剤へ
の溶解性が悪く、経済的に有利な塗布方式による薄膜形
成法が適用できないという欠点を有していた。In terms of reflectance, they have disadvantages in that sufficient characteristics cannot be obtained, their solubility in solvents is poor, and thin film formation methods using economically advantageous coating methods cannot be applied.
(問題点を解決するだめの手段)
本発明者らは、有機色素を用いた記録媒体の問題点を改
善すべく、鋭意検討した結果、実用上優れた特性を持ち
、さらに経済的にも有利な光学記録媒体を発明するに至
った。(Means to Solve the Problems) The present inventors have made extensive studies to improve the problems of recording media using organic dyes, and have found that they have excellent practical characteristics and are also economically advantageous. This led to the invention of a new optical recording medium.
すなわち1本発明は、レーザービームなどの高密度エネ
ルギー照射によって状態変化を生じさせ記録を行う情報
記録媒体において、透明基板上に、下記−最大〔I〕で
示される化合物を含有する記録層を有する光学記録媒体
である。Namely, the present invention provides an information recording medium in which recording is performed by causing a state change by irradiation with high-density energy such as a laser beam, which has a recording layer containing a compound represented by the following maximum [I] on a transparent substrate. It is an optical recording medium.
X壜 XJ!。X bottle XJ! .
式中、環A1〜A6はそれぞれ独立にベンゼン環。In the formula, rings A1 to A6 are each independently a benzene ring.
ナフタレン環、アントラセン環。Naphthalene ring, anthracene ring.
を表す。represents.
M、M2はそれぞれ独立に9周期律表のIA。M and M2 are each independently IA of the 9 periodic table.
IB、mA、nB、I[[A、I[lB、IVA、IV
B、VA。IB, mA, nB, I[[A, I[lB, IVA, IV
B.VA.
VB、VfB、■Bおよび■族に属する金属原子を表す
。Represents a metal atom belonging to VB, VfB, ■B, and group ■.
Z、Yはそれぞれ独立にハロゲン原子、酸素原子。Z and Y are each independently a halogen atom and an oxygen atom.
水酸基、−OR+、 S R1,S e R1,T
eR+または−O3j R2R3R4であり、ここで
R1は置換基を有してもよいアルキル基、置換基を有し
てもよいアリール基、W換基を有してもよいアシル基、
置換基を有してもよいシクロアルキル基または置換基を
有してもよいポリエーテルであり、R2゜R3,R4は
同一でも異別でもよく、それぞれアルキル基、了り−ル
基、シクロアルキル基、シロキシ基またはアルコキシ基
である。Hydroxyl group, -OR+, S R1, S e R1, T
eR+ or -O3j R2R3R4, where R1 is an alkyl group that may have a substituent, an aryl group that may have a substituent, an acyl group that may have a W substituent,
It is a cycloalkyl group that may have a substituent or a polyether that may have a substituent, and R2゜R3 and R4 may be the same or different, and each represents an alkyl group, a teryl group, or a cycloalkyl group. group, siloxy group or alkoxy group.
置換基Xは同一でも異別でもよく、それぞれ別個にハロ
ゲン原子、水酸基、置換基を有してもよいアルキル基、
置換基を有してもよいアリール基、置換基を有してもよ
い複素環基、−0Rs、 SRs。The substituents X may be the same or different, and each may have a halogen atom, a hydroxyl group, an alkyl group that may have a substituent,
Aryl group which may have a substituent, heterocyclic group which may have a substituent, -0Rs, SRs.
−NHCOR5,−N=NRs、−NR6R?、−5O
2NR11R9,C0NR11R9,CHzNHCOC
HtNR*Rq、 COOR9,No□。-NHCOR5, -N=NRs, -NR6R? , -5O
2NR11R9, C0NR11R9, CHzNHCOC
HtNR*Rq, COOR9, No□.
−303Hまたは一〇Nを表す。ここで、R5はR1と
同一である。-Represents 303H or 10N. Here, R5 is the same as R1.
Rh、R’rは同一でも異別でもよく、それぞれが水素
原子、置換基を有してもよいアルキル基、置換基を有し
てもよいシクロアルキル基、置換基を有してもよいアリ
ール基であるか、またはR6,R7が一緒になって該窒
素原子を含む4〜7員環の複素環を形成していてもよい
。Reは水素原子またはアルキル基を表す。R7は水素
原子、置換基を有してもよいアルキル基、置換基を有し
てもよいアリール基。Rh and R'r may be the same or different, and each represents a hydrogen atom, an alkyl group that may have a substituent, a cycloalkyl group that may have a substituent, or an aryl that may have a substituent. group, or R6 and R7 may be taken together to form a 4- to 7-membered heterocycle containing the nitrogen atom. Re represents a hydrogen atom or an alkyl group. R7 is a hydrogen atom, an alkyl group that may have a substituent, or an aryl group that may have a substituent.
置換基を有してもよい複素環基または−RIG−NR1
1RI□を表し;ここでR1゜は炭素数1〜4のアルキ
ル基、R++、R+□は同一でも異別でもよい。それぞ
れ別個に置換基を有してもよいアルキル基またはR11
+R1zが一緒になって窒素、酸素またはイオウ原子を
含むヘテロ環を表す。Heterocyclic group which may have a substituent or -RIG-NR1
1RI□; Here, R1° is an alkyl group having 1 to 4 carbon atoms, and R++ and R+□ may be the same or different. Alkyl group or R11 which may each have a substituent separately
+R1z together represent a heterocycle containing a nitrogen, oxygen or sulfur atom.
pおよびqは0,1または2のいずれかであって置換基
ZおよびYの個数を表す。p and q are either 0, 1 or 2 and represent the number of substituents Z and Y.
t、j、に、 Il、m、nはそれぞれ独立に0〜8
の整数を表し、置換基Xの個数を表す。t, j, Il, m, n are each independently 0 to 8
represents an integer and represents the number of substituents X.
本発明で使用する上記一般式〔I〕で示されるフタロシ
アニン系化合物は9例えば下記式(n)で示される3、
3゛4.4′−テトラシアノビフェニルと下記−最大C
I[[]で示される0−ジシアノ化合物と金属または金
属化合物とから合成することができる。The phthalocyanine compounds represented by the above general formula [I] used in the present invention are 9, for example, 3 represented by the following formula (n),
3゛4.4'-tetracyanobiphenyl and the following - maximum C
It can be synthesized from an 0-dicyano compound represented by I[[] and a metal or a metal compound.
式中、環A1〜A6はそれぞれ独立にベンゼン環。In the formula, rings A1 to A6 are each independently a benzene ring.
ナフタリン環、アントラセン環。naphthalene ring, anthracene ring.
を表す。represents.
置換基Xは、同一でも異別でもよ(、それぞれ別個にハ
ロゲン原子、水酸基、置換基を有してもよいアルキル基
、置換基を有してもよいアリール基、置換基を有しても
よい複素環基、 −oR,−3Rs。The substituents X may be the same or different (each individually a halogen atom, a hydroxyl group, an alkyl group that may have a substituent, an aryl group that may have a substituent, a substituent that may have a substituent) Good heterocyclic groups, -oR, -3Rs.
−NHCORs、 N=NR5,NR6R?、 −5
O2N Re Rq 、 CON Ra Rq 、
CHt NHCOCHEN R@Rq、 COORq
、 N O2゜−S ChHまたは一〇Nを表す。こ
こでR5はR1と同一である。-NHCORs, N=NR5, NR6R? , -5
O2N Re Rq, CON Ra Rq,
CHt NHCOCHEN R@Rq, COORq
, N O2゜-S ChH or 10N. Here, R5 is the same as R1.
R6+ R?は同一でも異別でもよく、それぞれが水素
原子、置換基を有してもよいアルキル基、置換基を有し
てもよいシクロアルキル基、W換基を有してもよいアリ
ール基であるか、またはRh、R’rが一緒になって該
窒素原子を含む4〜7員環の複素環を形成していてもよ
い。R8は水素原子またはアルキル基を表す。R1は水
素原子、置換基を有してもよいアルキル基、置換基を有
してもよい了り−ル基。R6+R? may be the same or different, and each is a hydrogen atom, an alkyl group that may have a substituent, a cycloalkyl group that may have a substituent, or an aryl group that may have a W substituent. , or Rh and R'r may be taken together to form a 4- to 7-membered heterocycle containing the nitrogen atom. R8 represents a hydrogen atom or an alkyl group. R1 is a hydrogen atom, an alkyl group which may have a substituent, or an alkyl group which may have a substituent.
置換基を有してもよい複素環基または−R1゜−NR1
1RI 2を表し;ここでR1゜は炭素数1〜4のアル
キル基+ RII+ Ratは同一でも異別でもよい。A heterocyclic group which may have a substituent or -R1゜-NR1
1RI2; Here, R1° is an alkyl group having 1 to 4 carbon atoms + RII + Rat may be the same or different.
それぞれ別個に置換基を有してもよいアルキル基または
R11+R12が一緒になって窒素、酸素またはイオウ
原子を含むヘテロ環を表す。An alkyl group which may each have a substituent or R11+R12 taken together represents a heterocycle containing nitrogen, oxygen or sulfur atoms.
i、j、に、it、m、nはそれぞれ独立にθ〜8の整
数を表し、置換基Xの個数を表す。i, j, it, m, and n each independently represent an integer of θ to 8, and represent the number of substituents X.
また、−最大(1)のフタロシアニン系化合物の合成の
際、副生成物としてフタロシアニン単核体化合物および
フタロシアニン3核体以上の化合物が得られる。これら
はシリカゲルカラムにより分離できるが、場合によって
はこれらの副生成物が混入した方が良好な特性が得られ
ることもある。In addition, during the synthesis of the maximum (1) phthalocyanine compound, a phthalocyanine mononuclear compound and a phthalocyanine trinuclear compound or more are obtained as by-products. These can be separated using a silica gel column, but in some cases, better characteristics can be obtained if these by-products are mixed in.
本発明において用いられる透明基板としては、信号の書
き込みや読み出しを行なうための光の透過率が、好まし
くは85%以上であり、かつ光学異方性の小さいものが
望ましい。例えば、ガラス、またはアルクル樹脂、ポリ
カーボネート樹脂、ポリエステル樹脂、ポリアミド樹脂
、塩化ビニル樹脂、ポリビニルエステル樹脂、ポリスチ
レン系樹脂、ポリオレフィン樹脂(ポリ−4−メチルペ
ンテン等)、ポリエーテルスルホン樹脂などの熱可塑性
樹脂やエポキシ樹脂、アリル樹脂などの熱硬化樹脂を用
いた基板が挙げられる。これらの中で、成形のしやすさ
、案内溝やアドレス信号等の付与のしやすさなどから前
記した熱可塑性樹脂が好ましく、更に光学特性や機械的
特性からアクリル樹脂やポリカーボネート樹脂が特に望
ましい。The transparent substrate used in the present invention preferably has a transmittance of light for writing and reading signals of preferably 85% or more and has small optical anisotropy. For example, glass or thermoplastic resins such as alkyl resins, polycarbonate resins, polyester resins, polyamide resins, vinyl chloride resins, polyvinyl ester resins, polystyrene resins, polyolefin resins (poly-4-methylpentene, etc.), and polyethersulfone resins. Examples include substrates using thermosetting resins such as epoxy resins, allyl resins, etc. Among these, the above-mentioned thermoplastic resins are preferred from the viewpoint of ease of molding and ease of providing guide grooves, address signals, etc., and acrylic resins and polycarbonate resins are particularly preferred from the viewpoint of optical properties and mechanical properties.
本発明においては、これらの透明な基板の厚さは。In the present invention, the thickness of these transparent substrates is .
特に制限がなく、板状でもフィルム状でも良い。また、
その形状は1円形やカード状でもよく、その大きさには
特に制限はない。There is no particular restriction, and it may be in the form of a plate or a film. Also,
The shape may be circular or card-like, and there is no particular restriction on its size.
また本発明の透明基板には、記録および読み出しの際の
位置制御のための案内溝やアドレス信号や各種マーク等
のプリフォーマット用の凹凸を通常有しているが、これ
らの凹凸は前記したような熱可塑性樹脂を成形(射出、
圧縮等)する際にスタンパ−などを用いて付与するのが
、好ましい。Further, the transparent substrate of the present invention usually has unevenness for preformatting, such as guide grooves for position control during recording and reading, address signals, and various marks, as described above. Molding (injection,
It is preferable to apply it using a stamper or the like during compression (compression, etc.).
本発明の光学記録媒体において、フタロシアニン系化合
物を含有する記録層を透明な基板上に定着するには1例
えば真空蒸着法、スパッタリング法、イオンプレート法
およびLB法(ラングミュアプロジェット法)などの方
法で薄膜化できるが、これらの方法は操作が繁雑であり
、かつ生産性の点で劣るので、いわゆる塗布による方法
が最も好ましい。塗布法によって記録層を形成する場合
には、ポルフィラジンニ核体化合物をアルコール類、ケ
トン類、アミド類、スルホキシド類、エーテル類、エス
テル類。In the optical recording medium of the present invention, methods such as vacuum evaporation, sputtering, ion plate method, and LB method (Langmuir-Prodgett method) can be used to fix the recording layer containing a phthalocyanine compound on a transparent substrate. However, since these methods require complicated operations and are inferior in productivity, so-called coating methods are most preferred. When forming a recording layer by a coating method, the porphyrazine dinuclear compound may be alcohols, ketones, amides, sulfoxides, ethers, or esters.
脂肪族ハロゲン化炭化水素類、芳香族炭化水素類等の一
般の有a溶媒に分散または溶解して塗布する。It is applied by dispersing or dissolving it in a general aqueous solvent such as aliphatic halogenated hydrocarbons and aromatic hydrocarbons.
この際、フタロシアニン系化合物がアミノ基を有する場
合には有機酸とによる造塩体を形成させることにより、
溶解性が増大するため、上記の有機溶媒中に、酢酸、プ
ロピオン酸、酪酸、オレイン酸、ステアリン酸等の有機
酸を混合して使用することもできる。また、このとき場
合によっては、高分子バインダーを加えても良い。高分
子バインダーとしては。At this time, if the phthalocyanine compound has an amino group, by forming a salt with an organic acid,
In order to increase solubility, an organic acid such as acetic acid, propionic acid, butyric acid, oleic acid, stearic acid, etc. may be mixed in the above organic solvent. Further, at this time, a polymer binder may be added depending on the case. As a polymer binder.
塩化ビニル樹脂、アクリル酸樹脂、ポリエステル樹脂、
ポリエチレン樹脂、ポリアミド樹脂、ポリカーボネート
樹脂、エポキシ樹脂、メタクリル酸樹脂。Vinyl chloride resin, acrylic acid resin, polyester resin,
Polyethylene resin, polyamide resin, polycarbonate resin, epoxy resin, methacrylic acid resin.
酢酸ビニル樹脂、ニトロセルロース、ポリプロピレン樹
脂、ポリエチレンテレフタレート樹脂、フェノール樹脂
またはこれらの共重合体などがあげられる。Examples include vinyl acetate resin, nitrocellulose, polypropylene resin, polyethylene terephthalate resin, phenol resin, and copolymers thereof.
その際フタロシアニン系化合物に対する樹脂の比率は1
0wt%以下が好ましい。At that time, the ratio of resin to phthalocyanine compound is 1
It is preferably 0 wt% or less.
また1本発明のフタロシアニン系化合物に、他の色素を
混合分散あるいは混合溶解して使用することもできる。Further, it is also possible to use the phthalocyanine compound of the present invention by mixing and dispersing or mixing and dissolving other dyes.
混合して使用できる色素としては、すでに公知の例えば
、芳香族または不飽和脂肪族ジアミン系金属錯体、芳香
族または不飽和脂肪族ジチオール系金属錯体、フタロシ
アニン系錯体、ナフタロシアニン系錯体、スクアリウム
系色素、ナフトキノン系錯体、アントラキノン系色素や
ポリメチン系色素が挙げられる。Examples of dyes that can be used in combination include already known aromatic or unsaturated aliphatic diamine metal complexes, aromatic or unsaturated aliphatic dithiol metal complexes, phthalocyanine complexes, naphthalocyanine complexes, and squalium dyes. , naphthoquinone complexes, anthraquinone dyes, and polymethine dyes.
透明基板上に形成するポルフィラジンニ核体化合物を含
有する記録層は、10μm以下で、好ましくは500人
/2μmである。また塗布した後、クロロホルム、テト
ラヒドロフラン、トルエン等の有機溶媒の蒸気にさらす
ことによって、薄膜の吸収波長が長波長にシフトし、半
導体レーザーの発振波長域の光に対する感度を著しく向
上させることができる場合もある。The recording layer containing the porphyrazine di-nuclear compound formed on the transparent substrate has a thickness of 10 μm or less, preferably 500 layers/2 μm. In addition, by exposing the thin film to the vapor of an organic solvent such as chloroform, tetrahydrofuran, or toluene after coating, the absorption wavelength of the thin film shifts to longer wavelengths, and the sensitivity to light in the oscillation wavelength range of semiconductor lasers can be significantly improved. There is also.
また、これらの記録層を保護するために、Al1z03
+5iOz+SiO,SnO等の無機化合物を蒸着して
保護層を設けても良い。また、保護層として。In addition, in order to protect these recording layers, Al1z03
A protective layer may be provided by depositing an inorganic compound such as +5iOz+SiO or SnO. Also as a protective layer.
高分子を塗布しても良い。A polymer may also be applied.
上記の様にして得られた記録媒体への記録は、基板上に
設けた記録層に1μm程度に集束したレーザー光、好ま
しくは半導体レーザー光を照射することにより行なう。Recording on the recording medium obtained as described above is carried out by irradiating the recording layer provided on the substrate with laser light, preferably semiconductor laser light, focused to about 1 μm.
レーザー光の照射された部分は、レーザーエネルギーの
吸収による分解、蒸発、溶融等の記録層の熱的な状態変
化が生じた部分と、生じていない部分の反射率の差を読
み取ることにより行なう。This is determined by reading the difference in reflectance between the areas irradiated with the laser beam and the areas where the thermal state of the recording layer has changed, such as decomposition, evaporation, or melting due to absorption of laser energy, and the area where no changes have occurred.
光源としては、He−Neレーザー、Arレーザー、半
導体レーザー等の各種レーザーを用いることができるが
1価格、大きさの点で半導体レーザーが特に好ましい。As the light source, various lasers such as a He-Ne laser, an Ar laser, and a semiconductor laser can be used, but a semiconductor laser is particularly preferable in terms of price and size.
半導体レーザーとしては、中心波長830nm、 7
80nmおよびそれより短波長のレーザーを使用するこ
とができる。As a semiconductor laser, the center wavelength is 830 nm, 7
Lasers with wavelengths of 80 nm and shorter can be used.
次に9本発明を実施例により、更に具体的に説明するが
9本発明は、以下の実施例に限定されるものではない。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.
例中部は重量部である。In the example, the middle part is the part by weight.
−r″7−
−+5/−
実施例1
パイレックス基板上にフタロシアニン系化合物(a)3
.0部とジクロルエタン97.0部とからなる溶液を滴
下した後、この基板を120Orpmの速度で10秒間
回転した。-r''7- -+5/- Example 1 Phthalocyanine compound (a) 3 on Pyrex substrate
.. After dropping a solution consisting of 0 parts of dichloroethane and 97.0 parts of dichloroethane, the substrate was rotated at a speed of 120 rpm for 10 seconds.
次に、この基板を50℃で30分間乾燥して記録媒体を
得た。この記録層の膜厚は900人であった。Next, this substrate was dried at 50° C. for 30 minutes to obtain a recording medium. The thickness of this recording layer was 900.
薄膜の最大吸収波長は、805部mであり、830部m
の波長の光に対する反射率は24%であった。The maximum absorption wavelength of the thin film is 805 parts m and 830 parts m
The reflectance for light with a wavelength of was 24%.
この光学記録媒体をターンテーブル上に取り付け。Mount this optical recording medium on the turntable.
ターンテーブルを180Orpmで回転させながら。While rotating the turntable at 180 rpm.
1、0 p mに集束した830部mのレーザー光8.
0mW。830 parts m of laser light focused at 1.0 p m8.
0mW.
8MHzで照射して記録を行な、った。Recordings were performed with irradiation at 8 MHz.
この記録を行なった光学記録媒体表面を走査型電子顕微
鏡観察を行なったところ、鮮明なピットが認められた。When the surface of the optical recording medium on which this recording was performed was observed under a scanning electron microscope, clear pits were observed.
また、この光学記録媒体に830部m、 0゜8mW
のレーザー光を照射し1反射光の検出を行なったところ
、C/N比が46dBであった。In addition, this optical recording medium has a power of 830 copies and a power of 0°8mW.
When the laser beam was irradiated and one reflected light was detected, the C/N ratio was 46 dB.
実施例2
ポリカーボネート樹脂基板にフタロシアニン系化合物(
b)2.0部とエタノール68.0部およびジクf1−
ロルエタン30.0部からなる溶液を滴下した後110
00rpで20秒間回転した。次にこの基板を50’C
,30分間乾燥して記録媒体を得た。Example 2 Phthalocyanine compound (
b) After dropping a solution consisting of 2.0 parts, 68.0 parts of ethanol, and 30.0 parts of dichloromethane, 110
Rotated at 00 rpm for 20 seconds. Next, heat this board to 50'C.
, and dried for 30 minutes to obtain a recording medium.
この記録層の膜厚は800人であった。The thickness of this recording layer was 800.
この記録層の最大吸収波長は813r+mであり、83
0部mの光に対する反射率は、24%であった。The maximum absorption wavelength of this recording layer is 813r+m, 83
The reflectance for light at 0 part m was 24%.
また、この記録媒体を実施例1と同様に記録を行なった
ところ、記録層表面に鮮明なピットが認められ、C/N
比は50dBであった。Further, when recording was performed on this recording medium in the same manner as in Example 1, clear pits were observed on the surface of the recording layer, and C/N
The ratio was 50 dB.
実施例3〜12
パイレックス基板上にフタロシアニン系化合物(C)〜
(j)を実施例1と同様な方法により塗布して記録媒体
を得た。Examples 3 to 12 Phthalocyanine compound (C) on Pyrex substrate
(j) was applied in the same manner as in Example 1 to obtain a recording medium.
この薄膜の最大吸収波長、830部mの光に対する反射
率、およびこの記録媒体に実施例1と同様な記録再生を
行なった結果を表工に示す。The maximum absorption wavelength of this thin film, the reflectance for light at 830 parts m, and the results of performing recording and reproducing on this recording medium in the same manner as in Example 1 are shown in the table.
表 ■
3 (c) 808部m 2B$ 50dB4
(d) 796 24 48
5 (e) 814 28 48
6 (f)790 24 45
7 (g) 786 24 46
8 (h) 792 26 46
9 (i) 7B2 25 46
10 (j) 801 22 44〔発明の効果〕
本発明は以上のような構成によりなり、化学的。Table ■ 3 (c) 808 copies m 2B$ 50dB4
(d) 796 24 48 5 (e) 814 28 48 6 (f) 790 24 45 7 (g) 786 24 46 8 (h) 792 26 46 9 (i) 7B2 25 46 10 (j) 801 22 44 [Invention [Effect] The present invention has the above-described structure, and has a chemical effect.
物理的に安定で半導体レーザー発振領域に十分な吸収1
反射率を有し、さらに生産性の高い塗布法により記録媒
体を作成し得る特徴を有する。Physically stable and sufficient absorption for semiconductor laser oscillation region1
It has a characteristic that it has a reflectance, and furthermore, a recording medium can be created by a highly productive coating method.
特許出暉人 東洋インキ製造株式会社Patent issuer Toyo Ink Manufacturing Co., Ltd.
Claims (1)
ン系化合物の少なくとも一種以上を含有する有機薄膜層
を有することを特徴とする光学記録媒体。 一般式〔 I 〕 ▲数式、化学式、表等があります▼ 式中、環A_1〜A_6はそれぞれ独立にベンゼン環、
ナフタリン環、アントラセン環、▲数式、化学式、表等
があります▼、▲数式、化学式、表等があります▼、▲
数式、化学式、表等があります▼、▲数式、化学式、表
等があります▼ を表す。 M_1、M_2はそれぞれ独立に、周期律表の I A、
I B、IIA、IIB、IIIA、IIIB、IVA、IVB、VA
、VB、VIB、VIIBおよびVIII族に属する金属原子を
表す。 Z、Yはそれぞれ独立にハロゲン原子、酸素原子、水酸
基、−OR_1、−SR_1、−SeR_1、−TeR
_1または−OSiR_2R_3R_4であり、ここで
R_1はアルキル基、アリール基、アシル基、シクロア
ルキル基またはポリエーテルであり、R_2、R_3、
R_4は同一でも異別でもよく、それぞれアルキル基、
アリール基、シクロアルキル基、シロキシ基またはアル
コキシ基である。置換基Xは同一でも異別でもよく、そ
れぞれ別個にハロゲン原子、水酸基、置換基を有しても
よいアルキル基、置換基を有してもよいアリール基、置
換基を有してもよい複素環基、−OR_5、−SR_5
、−NHCOR_5、−N=NR_5、−NR_6R_
7、−SO_2NR_8R_9、−CONR_8R_9
、−CH_2NHCOCH_2NR_8R_9、−CO
OR_9、−NO_2、−SO_3Hまたは−CNを表
す。 ここで、R_5はR_1と同一である。 R_6、R_7は同一でも異別でもよく、それぞれが水
素原子、アルキル基、シクロアルキル基、アリール基で
あるか、またはR_6、R_7が一緒になって該窒素原
子を含む4〜7員環の複素環を形成していてもよい。R
_8は水素原子またはアルキル基を表す。 R_9は水素原子、置換基を有してもよいアルキル基、
置換基を有してもよいアリール基、置換基を有してもよ
い複素環基または−R_1_0−NR_1_1R_1_
2を表し;ここでR_1_0は炭素数1〜4のアルキル
基、R_1_1、R_1_2は同一でも異別でもよい。 それぞれ別個に置換基を有してもよいアルキル基または
R_1_1、R_1_2が一緒になって窒素、酸素また
はイオウ原子を含むヘテロ環を表す。 pおよびqは0、1または2のいずれかであって置換基
ZおよびYの個数を表す。 i、j、k、l、m、nはそれぞれ独立に0〜8の整数
を表し、置換基Xの個数を表す。[Scope of Claims] An optical recording medium characterized by having an organic thin film layer containing at least one phthalocyanine compound represented by the following general formula [I] on a substrate. General formula [I] ▲There are mathematical formulas, chemical formulas, tables, etc.▼ In the formula, rings A_1 to A_6 are each independently a benzene ring,
Naphthalene ring, anthracene ring, ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼, ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼, ▲
There are mathematical formulas, chemical formulas, tables, etc. ▼, ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ Represents. M_1 and M_2 are each independently I A of the periodic table,
I B, IIA, IIB, IIIA, IIIB, IVA, IVB, VA
, represents a metal atom belonging to groups VB, VIB, VIIB and VIII. Z and Y each independently represent a halogen atom, an oxygen atom, a hydroxyl group, -OR_1, -SR_1, -SeR_1, -TeR
_1 or -OSiR_2R_3R_4, where R_1 is an alkyl group, aryl group, acyl group, cycloalkyl group or polyether, R_2, R_3,
R_4 may be the same or different, and each represents an alkyl group,
It is an aryl group, a cycloalkyl group, a siloxy group or an alkoxy group. The substituents X may be the same or different, and each may be a halogen atom, a hydroxyl group, an alkyl group that may have a substituent, an aryl group that may have a substituent, or a hetero group that may have a substituent. cyclic group, -OR_5, -SR_5
, -NHCOR_5, -N=NR_5, -NR_6R_
7, -SO_2NR_8R_9, -CONR_8R_9
, -CH_2NHCOCH_2NR_8R_9, -CO
Represents OR_9, -NO_2, -SO_3H or -CN. Here, R_5 is the same as R_1. R_6 and R_7 may be the same or different, and each is a hydrogen atom, an alkyl group, a cycloalkyl group, or an aryl group, or R_6 and R_7 together form a 4- to 7-membered heterocyclic ring containing the nitrogen atom. It may form a ring. R
_8 represents a hydrogen atom or an alkyl group. R_9 is a hydrogen atom, an alkyl group that may have a substituent,
Aryl group which may have a substituent, heterocyclic group which may have a substituent or -R_1_0-NR_1_1R_1_
2; here, R_1_0 is an alkyl group having 1 to 4 carbon atoms, and R_1_1 and R_1_2 may be the same or different. An alkyl group which may each have a substituent or R_1_1, R_1_2 taken together represents a heterocycle containing nitrogen, oxygen or sulfur atom. p and q are either 0, 1 or 2 and represent the number of substituents Z and Y. i, j, k, l, m, and n each independently represent an integer of 0 to 8, and represent the number of substituents X.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP62291223A JPH01130985A (en) | 1987-11-18 | 1987-11-18 | Optical recording medium |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP62291223A JPH01130985A (en) | 1987-11-18 | 1987-11-18 | Optical recording medium |
Publications (1)
Publication Number | Publication Date |
---|---|
JPH01130985A true JPH01130985A (en) | 1989-05-23 |
Family
ID=17766066
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP62291223A Pending JPH01130985A (en) | 1987-11-18 | 1987-11-18 | Optical recording medium |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH01130985A (en) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH01135691A (en) * | 1987-11-24 | 1989-05-29 | Tdk Corp | Optical recording medium |
JPH01136786A (en) * | 1987-11-25 | 1989-05-30 | Tdk Corp | Optical recording medium |
WO2006027542A1 (en) * | 2004-09-09 | 2006-03-16 | Fujifilm Imaging Colorants Limited | Phthalocyanine inks and their use in ink-jet printing |
WO2012017871A1 (en) * | 2010-08-03 | 2012-02-09 | 富士フイルム株式会社 | Metal complex dye, photoelectric conversion element, and photoelectrochemical cell |
JP2015168746A (en) * | 2014-03-06 | 2015-09-28 | 山本化成株式会社 | Tetraazaporphyrin dimer compound, manufacturing method thereof, and application thereof |
-
1987
- 1987-11-18 JP JP62291223A patent/JPH01130985A/en active Pending
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH01135691A (en) * | 1987-11-24 | 1989-05-29 | Tdk Corp | Optical recording medium |
JPH01136786A (en) * | 1987-11-25 | 1989-05-30 | Tdk Corp | Optical recording medium |
WO2006027542A1 (en) * | 2004-09-09 | 2006-03-16 | Fujifilm Imaging Colorants Limited | Phthalocyanine inks and their use in ink-jet printing |
GB2431663A (en) * | 2004-09-09 | 2007-05-02 | Fujifilm Imaging Colorants Ltd | Phthalocyanine inks and their use in ink-jet printing |
WO2012017871A1 (en) * | 2010-08-03 | 2012-02-09 | 富士フイルム株式会社 | Metal complex dye, photoelectric conversion element, and photoelectrochemical cell |
JP2015168746A (en) * | 2014-03-06 | 2015-09-28 | 山本化成株式会社 | Tetraazaporphyrin dimer compound, manufacturing method thereof, and application thereof |
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