TWI292150B - - Google Patents

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TWI292150B
TWI292150B TW091120204A TW91120204A TWI292150B TW I292150 B TWI292150 B TW I292150B TW 091120204 A TW091120204 A TW 091120204A TW 91120204 A TW91120204 A TW 91120204A TW I292150 B TWI292150 B TW I292150B
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Taiwan
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ring
group
general formula
compound
fluorine
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TW091120204A
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Chinese (zh)
Inventor
Ihara Junichiro
Yasushi Aizawa
Toshio Kawata
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Hayashibara Biochem Lab
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    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B67/00Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
    • C09B67/0071Process features in the making of dyestuff preparations; Dehydrating agents; Dispersing agents; Dustfree compositions
    • C09B67/0083Solutions of dyes
    • GPHYSICS
    • G11INFORMATION STORAGE
    • G11BINFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER
    • G11B7/00Recording 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
    • G11B7/24Record carriers characterised by shape, structure or physical properties, or by the selection of the material
    • G11B7/241Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material
    • G11B7/242Record 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
    • G11B7/244Record 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
    • G11B7/246Record 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
    • GPHYSICS
    • G11INFORMATION STORAGE
    • G11BINFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER
    • G11B7/00Recording 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
    • G11B7/24Record carriers characterised by shape, structure or physical properties, or by the selection of the material
    • G11B7/241Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material
    • G11B7/242Record 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
    • G11B7/244Record 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
    • G11B7/246Record 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
    • G11B7/2467Record 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 azo-dyes
    • GPHYSICS
    • G11INFORMATION STORAGE
    • G11BINFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER
    • G11B7/00Recording 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
    • G11B7/24Record carriers characterised by shape, structure or physical properties, or by the selection of the material
    • G11B7/241Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material
    • G11B7/242Record 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
    • G11B7/244Record 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
    • G11B7/246Record 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
    • G11B7/247Record 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
    • G11B7/2472Record 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
    • GPHYSICS
    • G11INFORMATION STORAGE
    • G11BINFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER
    • G11B7/00Recording 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
    • G11B7/24Record carriers characterised by shape, structure or physical properties, or by the selection of the material
    • G11B7/241Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material
    • G11B7/242Record 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
    • G11B7/244Record 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
    • G11B7/246Record 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
    • G11B7/248Record 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
    • GPHYSICS
    • G11INFORMATION STORAGE
    • G11BINFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER
    • G11B7/00Recording 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
    • G11B7/24Record carriers characterised by shape, structure or physical properties, or by the selection of the material
    • G11B7/241Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material
    • G11B7/242Record 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
    • G11B7/244Record 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
    • G11B7/249Record 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
    • GPHYSICS
    • G11INFORMATION STORAGE
    • G11BINFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER
    • G11B7/00Recording 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
    • G11B7/24Record carriers characterised by shape, structure or physical properties, or by the selection of the material
    • G11B7/241Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material
    • G11B7/242Record 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

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Optical Record Carriers And Manufacture Thereof (AREA)
  • Thermal Transfer Or Thermal Recording In General (AREA)

Description

1292150 A7 ____B7_ 五、發明説明(1 ) 技術領域 (請先閱讀背面之注意事項再填寫本頁) 本發明是關於溶劑組成物,特別是關於光記錄媒體之 製造中有用的溶劑組成物。 技術背景 隨著多媒體時代的來臨,CD — R (利用CD之追加記型 記憶體)或DVD - R (利用DVD之追加記錄型記憶體)等 之光記錄媒體是眾所囑目。光記錄媒體可大致區分爲使用 碲、硒及铑等之無機物構成記錄層之無機系光記錄媒體, 與以有機色素化合物爲主體之光吸收劑而構成記錄層之有 機系光記錄媒體。 經濟部智慧財產局員工消費合作社印製 其中有機系光記錄媒體是,通常以聚甲炔系色素等之 有機色素化合物溶解於2,2,3,3 —四氟一 1 一丙醇(以下 ,略稱爲「TFP」)等之氟素取代脂肪族醇,該溶液塗布於 聚碳酸酯之基板,乾燥形成記錄層後,以金、銀、銅等之 金屬之反射層以及紫外線硬化樹脂等之保護層,依序密接 而形成製造。有機系光記錄媒體與無機系物相比較,有在 人造光或自然光等之光環境下,雖有記錄層易發生變化之 缺點,但是因爲有機色素化合物之溶液直接塗布於基板, 即可構成記錄層,而有可廉價製造光記錄媒體之優點。 然而,於光記錄媒體製造上常使用,例如TFP等之氟 素取代脂肪族醇是,對於構成記錄層之有機色素化合物或 耐光性改善劑之溶解性大,常使用於製造一定品質之光記 錄媒體,是非常有用之有機溶劑,但是近來,由於其對環 境影響之觀點而言,開始考慮是否改用,提出部份或全部 七把技f?逆J田由®1圇宕蛭绝^「Ns ) A4规格ί 210X297公釐) 乂 經濟部智慈財產局員工消費合作社印製 1292150 A7 __ B7 五、發明説明(2 ) 之氟素取代脂肪族醇更改爲無氟素取代有機溶劑之溶劑組 成物。例如,特開200 1 - 1 22 813號公報中提出,以乙腈、1 ,1—二氯一 1 一氟乙烷、1,1,2-三氯一1,2,2—三氟乙 烷、雙丙酮醇(DAA )、丙酮、異佛爾酮、二乙醚、二異 丙醚、THF、乙二醇二甲醚、乙二醇二乙醚、乙二醇單甲醚 、乙二醇單乙醚、ME K、甲基異丁基甲酮、環己酮、DMF、 正己烷、正庚烷、正辛烷、正癸烷、正十二烷、環己烷、 甲苯、醋酸乙酯、醋酸丁酯、碳酸二甲酯、二噁烷、二氯 甲烷、氯仿、四氯化碳、1,1,2,2-四氯乙烷及DMSO 之有機溶劑取代部份之氟素取代脂肪族醇之溶劑組成物, 此溶劑組成物與單獨使用氟素取代脂肪族醇時相比較,有 機色素化合物或耐光性改善劑對於無氟素取代有機溶劑取 代部份或全部之氟素取代脂肪族醇之溶劑組成物.,實質上 其溶解性並不降低。 然而,最近,光記錄媒體中之有機色素化合物或耐光 性改善劑經常被使用。關於例如偶氮金屬配位化合物、甲 臢金屬配位化合物等之有機金屬配位化合物,雖然亦期望 部份或全部之氟素取代脂肪族醇更改爲無氟素取代有機溶 劑之溶劑組成物,但是其中大多對於無氟素取代有機溶劑 之溶解性,或是與其他之有機色素化合物或耐光性改善劑 之相溶性小,其結果是,依照組合使用之有機色素化合物 或耐光性改善劑以及氟素無取代有機溶劑之種類、配合量 ,調製高濃度之溶液是困難的,塗布溶液於基板時,造成 結晶析出,記錄層不均勻,難以製造具有優異之電子特性 把迮 ρ 谇Jit ( ΓΝ.ς ) A4^i^- ί 2I O X 297/zS5|· ) " " ~ (請先閲讀背面之注意事項再填寫本頁)1292150 A7 ____B7_ V. INSTRUCTIONS (1) TECHNICAL FIELD (Please read the following notes on the back side and fill out this page) The present invention relates to a solvent composition, particularly a solvent composition useful in the manufacture of an optical recording medium. Technical Background With the advent of the multimedia era, optical recording media such as CD-R (additional recording memory using CD) or DVD-R (additional recording memory using DVD) have attracted attention. The optical recording medium can be roughly classified into an organic optical recording medium in which a recording layer is formed using an inorganic substance such as cerium, selenium or tellurium, and an organic optical recording medium in which a recording layer is formed by a light absorbing agent mainly composed of an organic dye compound. The organic light recording medium is printed by the Ministry of Economic Affairs' Intellectual Property Office and the Consumers' Cooperatives. Usually, an organic pigment compound such as a polymethine dye is dissolved in 2,2,3,3-tetrafluoro-1-propanol (hereinafter, A fluorine-substituted aliphatic alcohol such as "TFP" is used. The solution is applied to a substrate of polycarbonate and dried to form a recording layer. The reflective layer of a metal such as gold, silver or copper, and an ultraviolet curable resin are used. The protective layer is formed in close contact with each other. The organic optical recording medium has a disadvantage that the recording layer is liable to change in a light environment such as artificial light or natural light, but the solution of the organic dye compound is directly applied to the substrate to constitute a record. The layer has the advantage of being able to manufacture an optical recording medium at low cost. However, it is often used in the manufacture of optical recording media. For example, a fluorine-substituted aliphatic alcohol such as TFP is highly soluble in an organic pigment compound or a light resistance improving agent constituting a recording layer, and is often used for producing a certain quality optical record. The media is a very useful organic solvent, but recently, due to its environmental impact, it has begun to consider whether to use it or not, and propose some or all of the seven techniques. Ns ) A4 specification ί 210X297 mm) 乂 Ministry of Economic Affairs Zhici Property Bureau employee consumption cooperative printed 1292150 A7 __ B7 V. Invention description (2) Fluorine-substituted aliphatic alcohol changed to solvent composition without fluorine-substituted organic solvent For example, JP-A-200 1 - 1 22 813 discloses acetonitrile, 1,1-dichloro-1-fluoroethane, 1,1,2-trichloro-1,2,2-trifluoro Ethane, diacetone alcohol (DAA), acetone, isophorone, diethyl ether, diisopropyl ether, THF, ethylene glycol dimethyl ether, ethylene glycol diethyl ether, ethylene glycol monomethyl ether, ethylene glycol Monoethyl ether, ME K, methyl isobutyl ketone, cyclohexanone, DMF, n-hexane n-Heptane, n-octane, n-decane, n-dodecane, cyclohexane, toluene, ethyl acetate, butyl acetate, dimethyl carbonate, dioxane, dichloromethane, chloroform, carbon tetrachloride An organic solvent of 1,1,2,2-tetrachloroethane and DMSO replaces a solvent composition of a fluorine-substituted aliphatic alcohol, which is compared with a fluorine-substituted aliphatic alcohol alone. The organic dye compound or the light resistance improving agent does not substantially reduce the solubility of the solvent composition of the fluorine-substituted aliphatic alcohol in some or all of the fluorine-free substituted organic solvent. However, recently, in an optical recording medium An organic pigment compound or a light resistance improving agent is often used. Regarding an organometallic complex such as an azo metal complex compound, a formazan metal complex compound, etc., it is desirable to replace some or all of the fluorine-substituted aliphatic alcohol. Changed to a solvent composition that does not contain a fluorine-substituted organic solvent, but most of them are soluble in a fluorine-free organic solvent, or in combination with other organic pigment compounds or light resistance improvers. As a result, it is difficult to prepare a solution having a high concentration according to the type and amount of the organic dye compound, the light resistance improving agent, and the fluorine-based unsubstituted organic solvent to be used in combination, and the crystallization is caused when the coating solution is applied to the substrate. The recording layer is uneven, and it is difficult to manufacture with excellent electronic characteristics. 迮ρ 谇Jit ( ΓΝ.ς ) A4^i^- ί 2I OX 297/zS5|· ) "" ~ (Please read the back note first) Fill in this page again)

經濟部智慧財產局員工消費合作社印製 1292150 A7 ___ B7_ 五、發明説明(3 ) 之光記錄媒體。目前狀況是使用有機金屬配位化合物製造 光記錄媒體時,從各種有機溶劑中,組合實際上使用之有 機色素化合物、耐光改善劑之種類、配合量,從嘗試錯誤 方式尋找最適合之有機溶劑之組合。 CD - R用之有機色素化合物中,常使用花腈苷色素, 特別是使用具有優異之光吸收分解特性之五甲炔系花腈苷 色素。然而,將五甲炔系花腈苷色素及耐光改善劑,溶解 於含有氟素取代脂肪族醇及無氟素取代有機溶劑之溶劑組 成物時,添加1種類之無氟素取代有機溶劑之現行方法, 對於減少氟素取代脂肪族醇之量有其界限,就對環境面之 影響考量時,有更進一步改善之必要。另一方面,DVD - R 用之有機色素化合物中,常使用偶氮金屬配位化合物、五 甲炔系花腈苷色素。關於這些有機色素化合物,也希望減 少氟素取代脂肪族醇之用量。然而,於現實狀況下,尙無 法減低氟素取代脂肪族醇之量。 另外,關於以塗布法爲光記錄媒體製造法,記錄層中 含有偶氮金屬配位化合物、甲腰金屬配位化合物或是花腈 苷色素等之有機色素化合物,對應CD - R規格或是DVD -R規格,可使用於可快速燒錄之光記錄媒體之製造,期望減 低對環境之影響或製造成本之溶劑組成物之確立。 發明說明 有鑑於如此之狀況,本發明之課題是提供可以低成本 製造,對應CD - R規格或是DVD - R規格之可快速燒錄之Ministry of Economic Affairs Intellectual Property Bureau employee consumption cooperative printed 1292150 A7 ___ B7_ five, invention description (3) optical recording media. In the current state of the art, when an optical recording medium is produced using an organometallic complex, the type and amount of the organic dye compound and the light-resistant improver actually used are combined from various organic solvents, and the most suitable organic solvent is sought from the wrong way. combination. Among the organic pigment compounds for CD-R, a flower nitrile pigment is often used, and in particular, a pentamethyne-based flower cyanoside dye having excellent light absorption and decomposition properties is used. However, when a pentamethyne-based cyanoside dye and a light-resistant improving agent are dissolved in a solvent composition containing a fluorine-substituted aliphatic alcohol and a fluorine-free substituted organic solvent, the current one of the fluorine-free substituted organic solvents is added. The method has a limit on reducing the amount of fluorine-substituted aliphatic alcohol, and it is necessary to further improve the influence on the environmental surface. On the other hand, among the organic dye compounds for DVD-R, an azo metal complex compound and a pentamethine-based flower nitrile pigment are often used. With regard to these organic pigment compounds, it is also desirable to reduce the amount of fluorocarbon substituted aliphatic alcohol. However, under realistic conditions, it is impossible to reduce the amount of fluorocarbon substituted aliphatic alcohol. In addition, the coating method is an optical recording medium manufacturing method, and the recording layer contains an organic dye compound such as an azo metal complex compound, a ruthenium metal complex compound or a flower nitrile dye, and corresponds to a CD-R specification or a DVD. The -R specification can be used for the manufacture of optical recording media that can be quickly burned, and it is desired to reduce the environmental impact or manufacturing cost of the solvent composition. DISCLOSURE OF THE INVENTION In view of the circumstances, the object of the present invention is to provide a low-cost manufacturing, which can be quickly burned according to the CD-R specification or the DVD-R specification.

(請先閲讀背面之注意事項再填寫本百C(Please read the notes on the back and fill in the hundred C

經濟部智慧財產局員工消費合作社印製 1292150 A7 —___B7 五、發明説明(4 ) 光記錄媒體之溶劑組成物。 爲解決如此之課題,本發明者等人努力硏究、檢討之 結果,發現以下述之(1 )至(1 0 )之溶劑組成物可解決上 述之課題。 (1) 使用包含氟素取代脂肪族醇及1種或2種以上之無 氟素取代有機溶劑,及有機色素化合物,以製造光記錄媒 體之溶劑組成物。 (2) 如(1 )中記載之溶劑組成物,其中氟素取代脂肪族 醇是具有碳原子數爲3至7之直鏈狀或支鏈狀之構造,氟 含有率爲30至80重量%之氟素取代脂肪族醇。 (3) 如(1 )或(2 )中記載之溶劑組成物,其中氟素取 代脂肪族醇爲2,2,3,3 -四氟—1 —丙醇。 (4) 如(1 )至(3 )中任一項記載之溶劑組成物,其中 無氟素取代有機溶劑是具有碳原子數爲1至15之直鏈狀或 支鏈狀之構造,沸點爲30至250°C之範圍。 (5) 如(1 )至(4 )中任一項記載之溶劑組成物,其中 無氟素取代有機溶劑爲,1種或2種以上選自無氟素取代脂 肪族醇系溶劑及無氟素取代脂肪族酮系溶劑。 (6) 如(1 )至(5 )中任一項記載之溶劑組成物,其中 無氟素取代有機溶劑爲2 -丙醇及/或丙酮。 (7) 如(1 )至(6 )中任一項記載之溶劑組成物,其中 氟素取代脂肪族醇之含量爲30重量%未滿。 (8) 如(1 )至(6 )中任一項記載之溶劑組成物,其中 有機色素化合物爲1種或2種以上選自花腈苷色素、酞菁 (請先閲讀背面之注意事項再填寫本頁}Printed by the Ministry of Economic Affairs, Intellectual Property Bureau, Staff and Consumer Cooperatives 1292150 A7 —___B7 V. INSTRUCTIONS (4) Solvent composition of optical recording media. In order to solve such a problem, the inventors of the present invention have tried to investigate and review the results, and have found that the above-mentioned problems can be solved by the solvent compositions of the following (1) to (10). (1) A solvent composition comprising an fluorocarbon-substituted aliphatic alcohol and one or more fluorine-free organic solvents and an organic dye compound are used to produce a solvent composition for an optical recording medium. (2) The solvent composition according to (1), wherein the fluorocarbon-substituted aliphatic alcohol has a linear or branched structure having a carbon number of 3 to 7, and the fluorine content is 30 to 80% by weight. The fluorocarbon replaces the aliphatic alcohol. (3) A solvent composition as described in (1) or (2), wherein the fluorine-substituted aliphatic alcohol is 2,2,3,3-tetrafluoro-1-propanol. (4) The solvent composition according to any one of (1) to (3), wherein the fluorine-free substituted organic solvent is a linear or branched structure having a carbon number of 1 to 15, and has a boiling point of 30 to 250 ° C range. (5) The solvent composition according to any one of (1) to (4), wherein the fluorine-free substituted organic solvent is one or more selected from the group consisting of a fluorine-free substituted aliphatic alcohol solvent and fluorine-free The hormone replaces the aliphatic ketone solvent. (6) The solvent composition according to any one of (1) to (5) wherein the non-fluorine-substituted organic solvent is 2-propanol and/or acetone. (7) The solvent composition according to any one of (1) to (6) wherein the content of the fluorocarbon-substituted aliphatic alcohol is 30% by weight or less. (8) The solvent composition according to any one of (1) to (6), wherein the organic pigment compound is one or more selected from the group consisting of a flower cyanoside dye and a phthalocyanine (please read the precautions on the back). Fill in this page}

/ οχιό \ a ( Tinv?Q7/.v^· \ 1292150 第9112〇2〇4號專利申請案中文說明書替換頁 民國93年9月8月修正 B7 五、發明説明(5) 系色素、卟啉系色素、偶氮系色素、以如一般式1所表示 之偶氮化合物爲配位基之偶氮系金屬配位化合物,以及以 如一般式2所表示之甲腊化合物爲配位基之甲腊金屬配位 化合物之化合物。 一般式1: Z-, -N= Z2 一般式1中,2!是表示雜環或是芳香環,另外,冗2是 表示與Z!相同或相異之雜環或是芳香環,這些雜環或是芳 香環亦可具有取代基。 一般式2: Z5 (請先閱讀背面之注意事項再填寫本頁) 經濟部智慧財產局員工消費合作社印製 { 23 :—NH—N=C—N=N——! Z4 :, \ /. 一般式2中,23是表示吡啶環,Z4是表示雜環或是芳 香環,Z5是表示雜環、芳香環或是脂肪族烴基,這些雜環 、芳香環以及脂肪族烴基亦可具有取代基。 (9) 經由將有機色素化合物溶解於(1 )至(8 )中任一 項記載之溶劑組成物,塗布於基板上之步驟之光記錄媒體 之製造方法。 (10) 如(9)中記載之光記錄媒體之製造方法,其中有 本紙張尺度適用中國國家標準(CNS ) A4規格(210X297公釐) -8- 1292150 Α? Β7 五、發明説明(6) 機色素化合物爲1種或2種以上選自花腈苷色素、酞菁系 色素、卟啉系色素、偶氮系色素、以如一般式1所表示之 偶氮化合物爲配位基之偶氮系金屬配位化合物,以及以如 一般式2所表示之甲腊化合物爲配位基之甲腊金屬配位化 合物之化合物。 一般式1: /’ '、、 〆—、 / '· / ' \ Ζι )-N=N-( Z2 ; 一般式1中,冗1是表示雜環或是芳香環,另外,Z2是 表示與1相同或相異之雜環或是芳香環,這些雜環或是芳 香環亦可具有取代基。 一般式2: % 9 % · 广…'' T· '、之3 ,·一NH—N=C—N==N-\ 24 ·/ οχιό \ a ( Tinv?Q7/.v^· \ 1292150 No. 9112〇2〇4 Patent Application Chinese Manual Replacement Page Republic of China September/September 1993 Amendment B7 V. Invention Description (5) Pigment, Porphyrin a dye, an azo dye, an azo metal complex compound having a azo compound represented by the general formula 1 as a ligand, and a ketone compound represented by the general formula 2 as a ligand A compound of a waxy metal complex. General formula 1: Z-, -N= Z2 In the general formula 1, 2! means a heterocyclic ring or an aromatic ring, and the redundant 2 means the same or different from Z! Ring or aromatic ring, these heterocyclic rings or aromatic rings may also have a substituent. General formula 2: Z5 (please read the note on the back and fill out this page) Printed by the Intellectual Property Office of the Ministry of Economic Affairs, employee consumption cooperatives { 23 : —NH—N=C—N=N——! Z4 :, \ /. In general formula 2, 23 represents a pyridine ring, Z4 represents a heterocyclic ring or an aromatic ring, and Z5 represents a heterocyclic ring, an aromatic ring or The aliphatic hydrocarbon group, these heterocyclic rings, aromatic rings and aliphatic hydrocarbon groups may have a substituent. (9) By dissolving the organic pigment compound The method for producing an optical recording medium according to any one of (1) to (8), wherein the method of producing an optical recording medium according to (9), Among them, the paper size is applicable to the Chinese National Standard (CNS) A4 specification (210X297 mm) -8- 1292150 Α? Β7 5. Inventive Note (6) The organic pigment compound is one or more selected from the group consisting of a flower nitrile pigment. a phthalocyanine-based dye, a porphyrin-based dye, an azo-based dye, an azo-based metal complex having a azo compound represented by the general formula 1 as a ligand, and a ketone represented by the general formula 2 The compound is a compound of a melatine metal complex compound of a ligand. General formula 1: /' ', 〆-, / '· / ' \ Ζι )-N=N-( Z2 ; in general formula 1, redundancy 1 Is a heterocyclic ring or an aromatic ring, and Z2 is a heterocyclic ring or an aromatic ring which is the same or different from 1, and these heterocyclic rings or aromatic rings may have a substituent. General formula 2: % 9 % · wide ...'' T· ', 3, · NH-N=C-N==N-\ 24 ·

、一··· \ J 一般式2中,Z3是表示吡啶環,Z4是表示雜環或是芳 .香環,Z5是表示雜環、芳香環或是脂肪族烴基,這些雜環 、芳香環以及脂肪族烴基亦可具有取代基。 亦即是’於有機系光記錄媒體製造中,將偶氮金屬配 位化合物、甲腊金屬配位化合物、花腈苷色素、偶氮系色 素、酞菁系色素及卟啉系色素等之有機色素化合物,溶解 (請先閲讀背面之注意事項再填寫本頁) .裝. 訂 經濟部智慧財產局員工消費合作社印製 本紙張尺度適用中國國家標準(CNS ) A4規格(210X297公釐) -Θ 1292150 A7 _ B7____ 五、發明説明(7) (請先閲讀背面之注意事項再填寫本頁) 於含有氟素取代脂肪族醇及無氟素取代有機溶劑,可大幅 減低氟素取代脂肪族醇之用量之溶劑組成物,塗布於基板 上’形成記錄層時,與只使用含有氟素脂肪族醇之光記錄 媒體相比較,發現其對電子特性無任何之問題,而且可減 低環境的影響及製造成本。 圖面之簡單說明 第1圖爲實驗例中所使用之光記錄媒體之槪略圖。 符號之說明 1 基板 2 記錄層 3 反射層 4 保護板 實施發明之最佳形態 經濟部智慧財產局員工消費合作社印製 本發明中所使用之氟素取代脂肪族醇爲,具有碳原子 數爲3至7之直鏈狀或支鏈狀之構造,以氟含有率爲30至 80重量%爲宜,其中以2,2,3,3 —四氟一 1一丙醇、2,2 ,3,.3,4,4一六氟—1—丁醇或2,2,3,3,4,4,5,5 一八氟一 1 一戊醇尤佳。 本發明中所使用之無氟素取代有機溶劑爲,具有碳原 子數爲1至I 5之直鏈狀或支鏈狀之構造,以沸點爲30至 250°C之範圍爲宜,例如乙腈、丙腈等之腈系有機溶劑、雙 本紙張尺度適用中國國家標準(CNS) A4規格(21〇X297公釐) -10- 1292150 A7 B7 五、發明説明(8) (請先閲讀背面之注意事項再填寫本頁) 經濟部智慧財產局員工消費合作社印製 丙酮醇(DAA )、丙酮、二異丁酮、異佛爾酮、甲基乙基 甲酮、甲基異丁基甲酮及環己酮等之酮系有機溶劑、甲醇 、乙醇、2—甲氧基乙醇(甲基溶纖素)、2 —乙氧基乙醇 (乙基溶纖素)、2— 丁氧基乙醇、1一丙醇、2—甲基一 1 一丙醇、2 —丙醇(IPA) 、1一甲氧基—2^丙醇、1一乙氧 基一 2 —丙醇、2—甲基一 2 —丙醇、1一 丁醇、2 — 丁醇、1 一戊醇、2 —戊醇、3 —戊醇、環戊醇、1 一己醇、甲基環己 醇、辛醇、3 -辛醇及2 — 丁基一 1 一辛醇等之醇系有機溶劑 、二乙醚、二異丙醚、二丁醚、四氫呋喃(THF )、乙二醇 二甲醚、乙二醇二乙醚、乙二醇單甲醚、乙二醇單乙醚、 二乙二醇單乙醚、二乙二醇單甲醚、二乙二醇單丁醚、及1 ’ 4一二氧丙二醇單甲醚等之醚系有機溶劑、甲醯胺及二甲 基甲醯胺等之醯胺系有機溶劑、正己烷、正庚烷.、正辛烷 、正癸烷、正十二烷、環己烷、甲基環己、二甲基環己烷 、乙基環己烷、異丙基環己烷、叔丁基環己烷及環辛烷等 之脂肪族烴系有機溶劑、苯、甲苯及二甲苯等之芳香族羥 系有機溶劑、醋酸乙酯、醋酸丁酯及碳酸二甲酯等之酯系 有機溶劑及二甲基亞碼(DMSO )及環丁碼等之含硫化合物 系有機溶劑等之無氟素取代有機溶劑。可適當組合這些有 機溶劑之1種或2種以上使用。溶劑組成物中之無氟素取 代有機溶劑之含量爲1至99重量%,以1 5重量%以上爲 宜’以30至75重量%尤佳。 本發明之含有氟素取代脂肪族醇及1種或2種以上之 無戴素取代有機溶劑所成之溶劑組成物,例如於製造CD — 本紙張尺度適用中國國家標準(CNS ) A4規格(210X297公釐)-11 - 1292150 經濟部智慧財產局員工消費合作社印製 A7 _ B7_五、發明説明(9 ) 量爲1至99重量%,以30重量%以上爲宜,以30至75重 S%尤佳。另外’於製造DVD- R用之光記錄媒體時,以 含有1種以上之無氟素取代有機溶劑爲宜。進而,溶劑組 成物中之無氟素取代有機溶劑之含量爲1至99重量%,以 15重量%以上爲宜,以20至50重量%尤佳。特別適合爲 以2,2,3,3 -四氟—1 一丙醇及2 —丙醇及/或丙酮組合 而成之溶劑組成物。關於溶劑組成物中2,2,3,3 -四氟 —1 一丙醇及丙酮之配合比爲重量比之99 : 1至20 : 80,以 80. 20至60. 40爲且。另外,2 ’ 2,3 ’ 3 —四氣一1 一丙 醇及2 —丙醇之配合比爲重量比之9 9 ·· 1至2 5 : 7 5,以5 0 :50 至 30 ·· 70 爲宜。 另外,在不損及本發明之光記錄媒體之電子特性之內 ,除了上述之溶劑外,可舉例如2 -異丙氧基—1 ·一乙醇、1 —甲氧基一2 —丙醇、1—乙氧基—2 -丙醇、1—甲氧基—2 -丁醇、三乙二醇、丙二醇、苷油、苯酚、苄醇及甲酚等 之醇系及酚系有機溶劑、四氫呋喃、苯甲醚、1,2 —乙二 醇二甲醚、環己基一 18-冠一 6醚、甲基二苷醇一乙醚及乙 基二苷醇一乙醚等之醚系有機溶劑、糠醛等之醛系有機溶 劑、碳酸乙烯酯、碳酸丙烯酯及磷酸三甲酯等之酯系有機 溶劑、N -甲基甲醯胺及六甲基磷酸三醯胺等之醯胺系有機 溶劑、丁二腈及苯甲腈等之腈系有機溶劑、硝基甲烷及硝 基苯等之硝基系有機溶劑、乙二胺、三乙二胺、吡啶、哌 啶、嗎啉及N -甲基吡咯烷酮等之胺系有機溶劑、甲醛等 之醛系有機溶劑、氯仿、二氯甲烷、1,2 -二氯乙烷、四 口㈣¢1占撕涵定提心) A4規格(21〇>< 297公慶) ~ ' ' !:i i· I:— I— I I ----I (請先閱讀背面之注意事項再填寫本頁) ,11 線 經濟部智慧財產局員工消費合作社印製 1292150 A7 ____B7 五、發明説明(1〇 ) 氯化碳、1,1,2,2 —四氯乙烷、1, 2-二溴乙烷、三氯 乙烯、.四氯乙烯、氯苯、溴苯及以一二氯苯等之無氟素取 代鹵素系有機溶劑,可適當地組合其中之1種或2種以上 使用。 另外,本發明中所使用之偶氮系金屬配位化合物,具 有如一般式1所表示之偶氮化合物爲配位基之偶氮系金屬 配位化合物之構造。 一·般式1 : ,,'、、、 \ Zi j-N—N-; Z2 : 一般式l中,2!是表示雜環或是芳香環,另外,22是 表示與Zi相同或相異之雜環或是芳香環,這些雜環或是芳 香環亦可具有取代基。具體而言,例如一般式1中,偶氮 化合物爲配位基,結合1或2個以上而形成如一般式3或 一般式4所表示之構造之偶氮系金屬配位化合物。 一般式3 :, J··· \ J In general formula 2, Z3 represents a pyridine ring, Z4 represents a heterocyclic ring or a aryl ring, and Z5 represents a heterocyclic ring, an aromatic ring or an aliphatic hydrocarbon group, and these heterocyclic rings and aromatic rings are used. And the aliphatic hydrocarbon group may have a substituent. That is, in the production of an organic optical recording medium, an organic compound such as an azo metal complex compound, a mela metal complex compound, a flower nitrile dye, an azo dye, a phthalocyanine dye, or a porphyrin dye is organic. Pigment compound, dissolved (please read the precautions on the back and fill out this page). Installed. Ministry of Economic Affairs Intellectual Property Bureau employee consumption cooperative printed on this paper scale applicable to China National Standard (CNS) A4 specification (210X297 mm) -Θ 1292150 A7 _ B7____ V. INSTRUCTIONS (7) (Please read the notes on the back and fill out this page). Substituting fluorine-substituted aliphatic alcohols and fluorine-free organic solvents can greatly reduce the substitution of fluorocarbons for aliphatic alcohols. The amount of the solvent composition applied to the substrate is 'when the recording layer is formed, compared with the optical recording medium containing only the fluorocarbon aliphatic alcohol, it is found that it has no problem with the electronic characteristics, and can reduce the influence of the environment and manufacture. cost. BRIEF DESCRIPTION OF THE DRAWINGS Fig. 1 is a schematic diagram of an optical recording medium used in an experimental example. DESCRIPTION OF SYMBOLS 1 Substrate 2 Recording layer 3 Reflecting layer 4 Protective plate The best form for implementing the invention Ministry of Economics Intellectual Property Bureau Staff Consumer Cooperative Printed The fluorocarbon substituted aliphatic alcohol used in the present invention has a carbon number of 3 a linear or branched structure of 7 to a fluorine content of 30 to 80% by weight, wherein 2,2,3,3-tetrafluoro-1-propanol, 2, 2, 3, .3,4,4-hexafluoro-1-butanol or 2,2,3,3,4,4,5,5-octafluoro-l-pentanol is particularly preferred. The fluorine-free substituted organic solvent used in the present invention has a linear or branched structure having 1 to 15 carbon atoms, and preferably has a boiling point of 30 to 250 ° C, for example, acetonitrile. Nitrile-based organic solvents such as propionitrile, double-paper scale applicable to China National Standard (CNS) A4 specification (21〇X297 mm) -10- 1292150 A7 B7 V. Invention description (8) (Please read the notes on the back first) Fill in this page again) Ministry of Economic Affairs Intellectual Property Bureau employee consumption cooperative printing acetol (DAA), acetone, diisobutyl ketone, isophorone, methyl ethyl ketone, methyl isobutyl ketone and cyclohexanone Ketone organic solvent, methanol, ethanol, 2-methoxyethanol (methyl cellosolve), 2-ethoxyethanol (ethyl cellosolve), 2-butoxyethanol, 1-propanol, 2-methyl-l-propanol, 2-propanol (IPA), 1-methoxy-2- 2 propanol, 1-ethoxy-2-propanol, 2-methyl-2-propanol, 1-butanol, 2-butanol, 1-pentanol, 2-pentanol, 3-pentanol, cyclopentanol, 1-hexanol, methylcyclohexanol, octanol, 3-octanol and 2- An alcoholic organic solvent such as butyl-1-octyl alcohol, diethyl ether, diisopropyl ether, dibutyl ether, tetrahydrofuran (THF), ethylene glycol dimethyl ether, ethylene glycol diethyl ether, ethylene glycol monomethyl ether , an ether-based organic solvent such as ethylene glycol monoethyl ether, diethylene glycol monoethyl ether, diethylene glycol monomethyl ether, diethylene glycol monobutyl ether, and 1 '4-dioxane monomethyl ether, formazan Ammonium-based organic solvent such as amine and dimethylformamide, n-hexane, n-heptane, n-octane, n-decane, n-dodecane, cyclohexane, methylcyclohexane, dimethyl ring An aliphatic hydrocarbon-based organic solvent such as hexane, ethylcyclohexane, isopropylcyclohexane, tert-butylcyclohexane or cyclooctane, or an aromatic hydroxy organic solvent such as benzene, toluene or xylene; An ester-free organic solvent such as an ester-based organic solvent such as ethyl acetate, butyl acetate or dimethyl carbonate, or a sulfur-containing compound-based organic solvent such as dimethylamethylene (DMSO) or cyclobutyl code. One type or two or more types of these organic solvents may be used in combination. The content of the fluorine-free organic solvent in the solvent composition is from 1 to 99% by weight, preferably from 15% by weight or more, particularly preferably from 30 to 75% by weight. The solvent composition of the present invention comprising a fluorine-substituted aliphatic alcohol and one or more non-daily-substituted organic solvents, for example, in the manufacture of CD - the paper size applies to the Chinese National Standard (CNS) A4 specification (210X297) ))-11 - 1292150 Ministry of Economic Affairs Intellectual Property Bureau employee consumption cooperative printed A7 _ B7_5, invention description (9) The amount is 1 to 99% by weight, preferably 30% by weight or more, 30 to 75 weight S % is especially good. Further, in the case of producing an optical recording medium for DVD-R, it is preferred to contain one or more fluorine-free organic solvents. Further, the content of the fluorine-free substituted organic solvent in the solvent composition is from 1 to 99% by weight, preferably 15% by weight or more, more preferably from 20 to 50% by weight. It is particularly suitable as a solvent composition in which 2,2,3,3-tetrafluoro-1-propanol and 2-propanol and/or acetone are combined. The ratio of the mixture of 2,2,3,3-tetrafluoro-1-propanol and acetone in the solvent composition is 99:1 to 20:80 by weight, and 80.20 to 60.40. In addition, the mixing ratio of 2 ' 2,3 ' 3 - four gas - 1 -propanol and 2-propanol is 9 9 ·· 1 to 2 5 : 7 5 to 5 0:50 to 30 ·· 70 is appropriate. Further, in addition to the solvent described above, in addition to the above-mentioned solvent, 2-isopropoxy-1·monoethanol and 1-methoxy-2-propanol may be mentioned, without impairing the electronic characteristics of the optical recording medium of the present invention. 1-Ethoxy-2-propanol, 1-methoxy-2-butanol, triethylene glycol, propylene glycol, glycoside oil, phenol, benzyl alcohol and cresol alcohols and other phenolic organic solvents, tetrahydrofuran An ether-based organic solvent such as anisole, 1,2-ethanediol dimethyl ether, cyclohexyl- 18-crown-6 ether, methyl diglycoside monoethyl ether, and ethyl bis-glycolate monoethyl ether, furfural, etc. An aldehyde-based organic solvent, an ester-based organic solvent such as ethylene carbonate, propylene carbonate or trimethyl phosphate, an amide-based organic solvent such as N-methylformamide or trimethylamine hexamethylphosphate, or butyl Nitrile-based organic solvents such as nitrile and benzonitrile, nitro organic solvents such as nitromethane and nitrobenzene, ethylenediamine, triethylenediamine, pyridine, piperidine, morpholine and N-methylpyrrolidone An amine-based organic solvent, an aldehyde-based organic solvent such as formaldehyde, chloroform, dichloromethane, 1,2-dichloroethane, and tetrakis(4)¢1 Heart) A4 specification (21〇><297) ~ ' ' !:ii· I:— I— II ----I (Please read the note on the back and fill out this page), 11-line economy Ministry of Intellectual Property Bureau employee consumption cooperative printed 1292150 A7 ____B7 V. Description of invention (1〇) Carbon chloride, 1,1,2,2-tetrachloroethane, 1,2-dibromoethane, trichloroethylene, In the case of the tetrachloroethylene, the chlorobenzene, the bromobenzene, and the halogen-free organic solvent, the halogen-free organic solvent is used, and one or two or more of them may be used in combination. Further, the azo-based metal complex compound used in the present invention has a structure in which an azo-based metal complex compound in which the azo compound represented by the general formula 1 is a ligand is used. 1. General formula 1: ,, ',,, \ Zi jN-N-; Z2 : In general formula 1, 2! is a heterocyclic ring or an aromatic ring, and 22 is the same or different from Zi. The ring or the aromatic ring may have a substituent or an aromatic ring. Specifically, for example, in the general formula 1, the azo compound is a ligand, and an azo metal complex compound having a structure represented by the general formula 3 or the general formula 4 is formed by combining one or two or more. General formula 3:

C7 ΓΟ 士闵砌宏谩邈γ ΓΝ·ς、A4视抵(210X297公釐) (請先閲讀背面之注意事項再填寫本頁)C7 ΓΟ 闵 闵 闵 闵 谩邈 ς ς A A A A A 210 210 210 210 210 210 210 210 210 210 210 210 210 210 210 210 210 210 210 210 210 210 210 210 210

1292150 經濟部智慧財產局員工消費合作社印製 A7 B7 五、發明説明(11 ) 一般式4 :1292150 Ministry of Economic Affairs Intellectual Property Bureau employee consumption cooperative printed A7 B7 V. Invention Description (11) General 4 :

一般式3中之Z7及Z8以及一'般式4中之Zl。至Zl3是表 示相同或相異之雜環或是芳香環,這些雜環或是芳香環亦 可具有1或2個以上之取代基。芳香環是以單環式之苯環 爲宜,另外,雜環是含有1或2個以上選自氮原子、氧原 子、硫原子、硒原子及碲原子之不同原子所形成·,適用於 具有如下述之骨架,如異噁唑酮骨架、咪唑骨架、苯并咪 唑骨架、吲唑酮骨架、茚滿二酮骨架、噁唑酮骨架、噻唑 骨架、苯并噻唑骨架、硫印骨架、四氫喹啉骨架、巴比土 酸骨架、海因骨架、吡咯啉骨架、吡啶骨架、吡啶酮骨架 、繞丹寧骨架或是久洛尼定骨架。另外,z6及z9是表示雜 環,可具有1或2個以上之取代基。雜環是含有1或2個 以上選自氮原子、氧原子、硫原子、硒原子及碲原子之不 同原子所形成,適用於具有如下述之骨架’如異噁唑酮骨 架、咪唑骨架、苯并咪唑骨架、吲唑酮骨架、茚滿二酮骨 架、噁唑酮骨架、噻唑骨架、苯并噻唑骨架、硫印骨架、 四氫喹啉骨架、巴比土酸骨架、海因骨架、吡咯啉骨架、 (請先閱讀背面之注意事項再填寫本頁)Z7 and Z8 in the general formula 3 and Z1 in the general formula 4. To Zl3 is a heterocyclic ring or an aromatic ring which represents the same or different, and these heterocyclic rings or aromatic rings may have one or more substituents. The aromatic ring is preferably a monocyclic benzene ring, and the hetero ring is formed by containing one or more different atoms selected from the group consisting of a nitrogen atom, an oxygen atom, a sulfur atom, a selenium atom and a ruthenium atom. Such as the following skeleton, such as isoxazole skeleton, imidazole skeleton, benzimidazole skeleton, oxazolone skeleton, indandione skeleton, oxazolone skeleton, thiazole skeleton, benzothiazole skeleton, sulfur-printed skeleton, tetrahydrogen Quinoline skeleton, barbituric acid skeleton, hydantoin skeleton, pyrroline skeleton, pyridine skeleton, pyridone skeleton, rhodanine skeleton or jujolotidine skeleton. Further, z6 and z9 represent a hetero ring, and may have one or two or more substituents. The heterocyclic ring is formed by containing one or more different atoms selected from the group consisting of a nitrogen atom, an oxygen atom, a sulfur atom, a selenium atom and a ruthenium atom, and is suitable for a skeleton having a skeleton such as an isoxazole skeleton, an imidazole skeleton, and a benzene. Imidazole skeleton, oxazolone skeleton, indandione skeleton, oxazolone skeleton, thiazole skeleton, benzothiazole skeleton, sulfur-injected skeleton, tetrahydroquinoline skeleton, barbituric acid skeleton, hydantoin skeleton, pyrroline Skeleton, (please read the notes on the back and fill out this page)

女姊迮I?逄碥田由圇囫定媸進(ΓΝ5; ) A4規格(210X 297公釐) 1292150 經濟部智慧財產局員工消費合作社印製 A7 ____ B7五、發明説明(彳2 ) 吡啶骨架、吡啶酮骨架、繞丹寧骨架或是久洛尼定骨架。 Z6至Z ! 3之芳香環及雜環是可具有例如甲基、乙基、丙 基、丁基及叔丁基等之脂肪族烴基、苯基、鄰甲苯基、間 甲苯基、對甲苯基、二甲苯基、三甲苯基、鄰異丙苯基、 間異丙苯基及對異丙苯基等之芳香族烴基、甲氧羰基、乙 氧羰基、乙酸基及苯甲酸基等之酯基、胺基、甲胺基、二 甲胺基、乙胺基、二乙胺基、丙胺基、二丙胺基、丁胺基 、二丁胺基、苯胺基、二苯胺基、鄰甲苯胺基、間甲苯胺 基、對甲苯胺基、二甲代苯胺基、哌嗪基、哌啶基、吡咯 烷基及嗎啉基等之胺基、甲基氨磺醯基、二甲基氨磺醯基 、乙基氨磺醯基、二乙基氨磺醯基、丙基氨磺醯基、二丙 基氨磺醯基、丁基氨磺醯基及二丁基氨磺醯基等之烷基氨 磺醯基、以及氰基、硝基等之1或2個以上之取代基。 依照用途,如此之取代基中氫原子,其中1或2個以 上是可被如甲基、乙基、丙基、丁基及叔丁基等之脂肪族 烴基、苯基、鄰甲苯基、間甲苯基、對甲苯基、二甲苯基 、三甲苯基、鄰異丙苯基、間異丙苯基及對異丙苯基等之 芳香族烴基、甲氧基、乙氧基、丙氧基、丁氧基、叔丁氧 基及苯氧基等之醚基、氟基、氯基、溴基及碘基等之鹵素 基、另外、羧基、氰基及硝基等所取代。 一般式3或一般式4所表示之偶氮系金屬配位化合物 是以2個如上述之相同或相異之偶氮化合物爲配位基,與 中心原子之金屬原子Μ鍵結而成。金屬原子通常是採用銃 、釔、鈦、鉻、給、釩、鈮、钽、鉻、鉬、鎢、錳、鐯、 (請先閲讀背面之注意事項再填寫本頁)姊迮 I? 逄碥田由囵囫定媸 (ΓΝ5; ) A4 specification (210X 297 mm) 1292150 Ministry of Economic Affairs Intellectual Property Bureau employee consumption cooperative printed A7 ____ B7 V. Description of invention (彳2) Pyridine skeleton, pyridine A ketone skeleton, a rhodamine skeleton or a julolididine skeleton. The aromatic ring and heterocyclic ring of Z6 to Z? 3 are an aliphatic hydrocarbon group which may have, for example, a methyl group, an ethyl group, a propyl group, a butyl group and a t-butyl group, a phenyl group, an o-tolyl group, an m-tolyl group, a p-tolyl group. An ester group of an aromatic hydrocarbon group such as xylyl group, trimethylphenyl group, o-isopropylphenyl group, m-isopropylphenyl group, p-cumylphenyl group or the like, methoxycarbonyl group, ethoxycarbonyl group, acetoxy group and benzoic acid group; , amine group, methylamino group, dimethylamino group, ethylamino group, diethylamino group, propylamino group, dipropylamino group, butylamino group, dibutylamino group, anilino group, diphenylamino group, o-toluidine group, Amino groups such as m-toluidine, p-toluidine, xylanilide, piperazinyl, piperidinyl, pyrrolidinyl and morpholinyl, methylsulfamoyl, dimethylsulfamoyl Alkyl ammonia such as ethyl amsulfoxonyl, diethylsulfamoyl, propylsulfamoyl, dipropylsulfamoyl, butylsulfamoyl and dibutylsulfamoyl Sulfhydryl group, and one or more substituents such as a cyano group or a nitro group. Depending on the use, one or more of the hydrogen atoms in the substituent may be an aliphatic hydrocarbon group such as a methyl group, an ethyl group, a propyl group, a butyl group or a t-butyl group, a phenyl group, an o-tolyl group, or the like. An aromatic hydrocarbon group such as a tolyl group, a p-tolyl group, a xylyl group, a trimethylphenyl group, an o-isopropylphenyl group, a m-isopropylphenyl group or a p-cumyl group, a methoxy group, an ethoxy group, a propoxy group, or the like. An ether group such as a butoxy group, a tert-butoxy group or a phenoxy group, a halogen group such as a fluorine group, a chlorine group, a bromine group or an iodine group, or a carboxyl group, a cyano group or a nitro group. The azo metal complex compound represented by the general formula 3 or the general formula 4 is obtained by bonding two metal atoms of a central atom to the same or different azo compounds as described above. Metal atoms are usually made of ruthenium, osmium, titanium, chromium, dozen, vanadium, niobium, tantalum, chromium, molybdenum, tungsten, manganese, tantalum, (please read the back of the note first and then fill out this page)

-裝· 訂 > Λ,π σ洛』㈤士㈤㈤古掩准r ΓΝς、/U扨技(ΉΟΧ 297公鲦) 1292150 A7 B7 五、發明説明() 銶、鐵、釕、餓、銘、錢、銥、鎳、絶、鉑、銅、銀、金 、鋅、鎘及汞等之周期表中第3族至第12族之金屬元素, 本發明中要求容易取得且容易操作處理,故以鈷或鎳適合 於使用。另外,一般式3或一般式4中A及A,是供應電 子對予金屬原子而形成配位鍵結,是表示例如選自氧原子 、硫原子、硒原子及碲原子等之周期表中第16族元素之相 同或相異之不同原子,或是含有這些不同原子之原子團, 這些不同原子之原子團亦可是構成與Ζ7、Ζ8、Ζ,。及Z13部 份鍵結之原子團。 一般式4之L+是表示適當之離子對,通常是選自鈉離 子、鉀離子及鈣離子等之無機陽離子或是銨離子、烷基銨 離子及吡啶鏺離子等之有機陽離子。 以上述之偶氮系有機金屬配位化合物爲例,可舉例如 化學式1至化學式13所表示之化合物。 化學式1: (請先閲讀背面之注意事項再填寫本頁) 經濟部智慧財產局員工消費合作社印製-装·订> Λ, π σ洛』(五)士(五)(五) Ancient cover r ΓΝς, /U扨 skills (ΉΟΧ 297 鲦) 1292150 A7 B7 V. Description of invention () 銶, 铁, 钌, hungry, Ming, Metal elements of Groups 3 to 12 of the periodic table of money, bismuth, nickel, aluminum, platinum, copper, silver, gold, zinc, cadmium and mercury are required to be easily obtained and easy to handle in the present invention. Cobalt or nickel is suitable for use. Further, in General Formula 3 or General Formula 4, A and A are supplied with a pair of metal atoms to form a coordination bond, and are, for example, a periodic table selected from the group consisting of an oxygen atom, a sulfur atom, a selenium atom, and a germanium atom. The same or different atoms of the group 16 elements, or the atomic group containing these different atoms, the atomic groups of these different atoms may also be composed of Ζ7, Ζ8, Ζ. And the Z13 moiety bonded to the atomic group. The L+ of the general formula 4 is an ion pair indicating an appropriate ion pair, and is usually an inorganic cation selected from the group consisting of sodium ion, potassium ion, and calcium ion, or an organic cation such as an ammonium ion, an alkylammonium ion, or a pyridinium ion. The azo-based organometallic complex compound is exemplified as the compound represented by Chemical Formula 1 to Chemical Formula 13 as an example. Chemical Formula 1: (Please read the notes on the back and fill out this page) Printed by the Intellectual Property Office of the Ministry of Economic Affairs

c2h5 (H3CH2C)3rsJ Η 太紙诜尺唐诎用中國國家標準(CNS ) Α4規格(210X 297公釐) 1292150 A7 B7 五、發明説明(<4 ) 化學式C2h5 (H3CH2C)3rsJ Η Too paper 诜尺诎 Chinese standard (CNS) Α4 specification (210X 297 mm) 1292150 A7 B7 V. Invention description (<4) Chemical formula

—裝-- (請先閲讀背面之注意事項再填寫本頁) 化學式 訂 h3c ch3—装-- (Please read the notes on the back and fill out this page) Chemical formula set h3c ch3

NO; C2H5 化學式NO; C2H5 chemical formula

NC CH3 N〇2 經濟部智慧財產局8工消費合作社印製 h3c ch3NC CH3 N〇2 Ministry of Economic Affairs Intellectual Property Bureau 8 Workers Consumption Cooperative Printed h3c ch3

Cl 仁 CH—CH=Cl Ren CH—CH=

太紙恢尺度適用中國國家標隼(CNS ) A4規格(21〇><297公釐) -17 - 1292150 A7 B7 五、發明説明(15 ) 化學式5 :Too paper recovery scale applies to China National Standard (CNS) A4 specification (21〇><297 mm) -17 - 1292150 A7 B7 V. Description of invention (15) Chemical formula 5:

I化學式6 =I chemical formula 6 =

(請先閱讀背面之注意事項再填寫本頁) 裝· 訂 經濟部智慧財產局員工消費合作社印製 化學式7 :(Please read the precautions on the back and fill out this page) Packing and Booking Printed by the Ministry of Economic Affairs Intellectual Property Bureau Staff Consumer Cooperatives Chemical Formula 7:

欠珞je疳徜闵中囫囿定楗逛(CNS ) A4規格(210X 297公釐) 1292150 A7 B7 五、發明説明(>6 )化學武8 :珞 珞 疳徜闵 囫囿 疳徜闵 ( (CNS) A4 specification (210X 297 mm) 1292150 A7 B7 V. Invention description (>6) Chemical martial arts 8:

化學式9Chemical formula 9

(請先閱讀背面之注意事項再填寫本頁) 丨裝· 訂 -線 經濟部智慧財產局員工消費合作社印製 化學式11 ·(Please read the notes on the back and fill out this page) 丨装·订-Line Ministry of Economic Affairs Intellectual Property Bureau Employees Consumption Cooperative Printed Chemical Formula 11 ·

士把迄》?疮;态田由固園定德逛(〇奶)八4規格(210>< 297公釐) Ί Ο _ 1292150 A7 ____B7 五、發明説明(17 ) 化學式1 2 :Shishi to the "sore; state of the field from the solid garden Dingde (〇奶) eight 4 specifications (210 >< 297 mm) Ί Ο _ 1292150 A7 ____B7 V, invention description (17) Chemical Formula 1 2:

化學式1 3 :Chemical formula 1 3 :

h3co (請先閲讀背面之注意事項再填寫本頁) 經濟部智慧財產局員工消費合作社印製 另外,甲臢金屬配位化合物是指,以任意之金屬原子 爲中心原子,將1或2個以上爲配位基之甲臢化合物或是 其互變異構體與之鍵結成配位化合物。適合之甲臢金屬配 位化合物是以如一般式2所表示之甲腊化合物或是其互變 異構體爲配位基之化合物。 -^般式2 ·· 一 -~、 ' 9 \ / '、-飞〆一 ,--、、、 ί 'H3co (please read the precautions on the back and then fill out this page) Printed by the Intellectual Property Office of the Intellectual Property Office of the Ministry of Economic Affairs. In addition, the metallocene coordination compound means that one or more of the metal atoms are used as the central atom. A formazan compound that is a ligand or a tautomer thereof is bonded to a coordination compound. A suitable formazan metal complex compound is a compound having a melatine compound represented by the general formula 2 or a tautomer thereof as a ligand. -^式式2 ··一一~, ' 9 \ / ', - 飞〆一,--,,, ί '

t f Xt f X

[Z3 ';——NH—N=C—N—N \ Z4 ; % t v ^ \ / 、、-·〆, 一般式2中,Z3是表示吡啶環,該吡啶環亦可具有1 士祕技p涪鴣田由圃圃宕垣龜f CNS、A4现格(210X297公嫠) 1292150 A7 __B7 五、發明説明(18 ) (請先閲讀背面之注意事項再填寫本頁) 或2個以上之取代基。各個取代基例如,甲基、乙基、丙 基、丁基、叔丁基及戊基等之脂肪族烴基、甲氧基、乙氧 基、丙氧基、丁氧基、叔丁氧基及苯氧基等之醚基、甲胺 基、二甲胺基、乙胺基、二乙胺基、丙胺基、二丙胺基、 丁胺基、二丁胺基、苯胺基、鄰甲苯胺基、間甲苯胺基、 對甲苯胺基及二甲代苯胺基等之胺基、氟基、氯基、溴基 及碘基等之鹵素基、另外、氰基及硝基等。如此之取代基 中氫原子’其中1或2個以上是可被如甲基、乙基、丙基 、丁基、叔丁基及戊基等之脂肪族烴基、甲氧基、乙氧基 、丙氧基、丁氧基、叔丁氧基及苯氧基等之醚基、氟基、 氯基、溴基及碘基等之鹵素基、甲氧羰基、三氟甲氧羰基 、乙氧羰基、苯甲酸基、乙醯基、三氟乙醯基、丙醯基及 苯醯基等之酯基、另外、苯基、鄰甲苯基、間甲.苯基、對 甲苯基、二甲苯基、三甲苯基、鄰異丙苯基、間異丙苯基 、對異丙苯基及聯苯基等之芳香族烴基所取代。 經濟部智慧財產局員工消費合作社印製 一般式2中,Z4是表不芳香環或是雜環。2;4中之芳香 環,可舉例如苯環、萘環及蒽環等,另外,雜環是可舉例 如咪α坐環、苯并咪1:1坐環、喹啉環、異喹琳環、U惡D坐環、苯 并噁唑環、噻唑環、苯并噻唑環、哌嗪環、吡啶環、嗟嗦 環及嘧啶環等,這些芳香環或雜環,亦可具有1或2個以 上與Ζ3同樣的取代基。 一般式2中,Ζ5是表示芳香環、雜環或脂肪族烴基, 這些芳香環或雜環,亦可具有1或2個以上與I同樣的取 代基。Ζ5中之脂肪族烴基,通常是選自甲基、乙基、丙基 士 Ρ 奋;* lilcbisi 撕古祕淮/r rTVIQ:、Δ zli 目故)1 fi、〆 擦、 Λ , " ---- 1292150 A7 B7 五、發明説明(19 ) 、異丙基、丁基、異丁基、仲丁基、叔丁基、戊基、異戊 基、新戊基及叔戊基等之碳原子數爲1至5之脂肪族烴基 。如此之脂肪族烴基中之氫原子,其中1或2個以上亦可 爲氟基、氯基、溴基及碘基等之鹵素基所取代。另外,甲 臢化合物中亞氨基之氫原子,一般上是具容易轉移之性質 ,所以一般式2所表示之甲臢化合物中,Z3及Z4具有相異 之非對稱性之構造,理論上是存在2個互變之異構體。本 發明中之甲臢化合物,除非是特別因素,全部包含如此之 互變異構體。關於以如此之互變異構體之平衡混合物存在 之本發明之甲腊化合物,除非特別之需要,依照此界之慣 例,只表示互變異構體單方之構造。 本發明中所使用之甲臢金屬配位化合物,通常是以1 或2個之如此之甲臢化合物或是其互變異構體與金屬(中 心原子)配位而成。爲中心原子之金屬,例如是銃、釔、 鈦、鍩、鈴、釩、鈮、鉅、鉻、鉬、鎢、錳、褡、銶、鐵 、鈷、鎳、錐]、鈀、餓、銥、鉑、銅、金、鋅、鎘及汞等 之周期表中第3族至第10族之金屬元素,或是這些之氧化 物、氟化物、氯化物、溴化物及碘化物等之鹵化物之形態 。其中,因其成本及容易取得與否,通常使用鎳、鋅、鈷 、鐵、銅、鈀以及這些之碳化物及鹵化物。 以2價之金屬(Μ )爲中心原子之甲臢金屬配位化合物 爲宜,特別是以一般式FzP ( Χ3 ) gM所表示之甲臢金屬配位 化合物。一般式FZP ( X; ) gM中,FZ是一般式2所表示之 甲臢化合物或是其互變異構體,p是表示作爲配位基之甲臢 太紙後尺唐禎用中圇國家標傘(CNS ) Α4規格(210X 297公釐) 裝-- (請先閱讀背面之注意事項再填寫本頁)[Z3 ';——NH—N=C—N—N \ Z4 ; % tv ^ \ / , , -·〆, in general formula 2, Z3 represents a pyridine ring, and the pyridine ring may also have a 1 sec p涪鸪田由圃圃宕垣龟f CNS, A4 格格 (210X297 公嫠) 1292150 A7 __B7 V. Invention description (18) (Please read the back note and then fill out this page) or more than 2 substituents. Each substituent is, for example, an aliphatic hydrocarbon group such as a methyl group, an ethyl group, a propyl group, a butyl group, a t-butyl group or a pentyl group, a methoxy group, an ethoxy group, a propoxy group, a butoxy group, a t-butoxy group and An ether group such as a phenoxy group, a methylamino group, a dimethylamino group, an ethylamino group, a diethylamino group, a propylamino group, a dipropylamino group, a butylamino group, a dibutylamino group, an anilino group, an o-tolylamino group, A halogen group such as an amino group such as a m-toluidine group, a p-toluidine group or a dimethylanilin group; a fluorine group, a chlorine group, a bromine group or an iodine group; and a cyano group and a nitro group. One or more of the hydrogen atoms in the substituent are ones which may be aliphatic hydrocarbon groups such as methyl, ethyl, propyl, butyl, t-butyl and pentyl groups, methoxy groups, ethoxy groups, A halogen group such as a propoxy group, a butoxy group, a t-butoxy group or a phenoxy group, a halogen group such as a fluorine group, a chlorine group, a bromine group or an iodine group, a methoxycarbonyl group, a trifluoromethoxycarbonyl group or an ethoxycarbonyl group. An ester group such as a benzoic acid group, an ethyl fluorenyl group, a trifluoroethyl fluorenyl group, a propyl fluorenyl group or a benzoinyl group, or a phenyl group, an o-tolyl group, a m-phenyl group, a p-tolyl group, a xylyl group, An aromatic hydrocarbon group such as a tolyl group, an o-isopropylphenyl group, a m-isopropylphenyl group, a p-isopropylphenyl group or a biphenyl group is substituted. Printed by the Ministry of Economic Affairs, Intellectual Property Bureau, Staff and Consumer Cooperatives In general formula 2, Z4 is a non-aromatic ring or a heterocyclic ring. The aromatic ring in 2; 4 may, for example, be a benzene ring, a naphthalene ring or an anthracene ring, and the heterocyclic ring may, for example, be an azo alpha ring, a benzomer 1:1 ring, a quinoline ring or an isoquine ring. Ring, U-D D ring, benzoxazole ring, thiazole ring, benzothiazole ring, piperazine ring, pyridine ring, anthracene ring and pyrimidine ring, etc., these aromatic rings or heterocyclic rings may also have 1 or 2 More than one substituent similar to Ζ3. In the general formula 2, hydrazine 5 represents an aromatic ring, a heterocyclic ring or an aliphatic hydrocarbon group, and these aromatic rings or heterocyclic rings may have one or two or more substituents similar to those of I. The aliphatic hydrocarbon group in Ζ5, usually selected from the group consisting of methyl, ethyl, and propyl hydrazine; * lilcbisi tearing the ancient secret huai / r rTVIQ:, Δ zli for the sake of 1 fi, rubbing, Λ, " - --- 1292150 A7 B7 V. Description of the invention (19), carbon such as isopropyl, butyl, isobutyl, sec-butyl, tert-butyl, pentyl, isopentyl, neopentyl and tert-amyl An aliphatic hydrocarbon group having 1 to 5 atoms. The hydrogen atom in such an aliphatic hydrocarbon group may be substituted by one or more halogen groups such as a fluorine group, a chlorine group, a bromine group or an iodine group. In addition, the hydrogen atom of the imino group in the formazan compound is generally easy to transfer, so in the formazan compound represented by the general formula 2, Z3 and Z4 have different asymmetry structures, theoretically exist. Two interconverting isomers. The formazan compounds of the present invention, unless otherwise specified, all include such tautomers. With respect to the formazan compound of the present invention in the presence of such an equilibrium mixture of tautomers, only the tautomeric unilateral structure is indicated in accordance with the conventional practice of this art unless specifically required. The formazan metal complex compound used in the present invention is usually one or two such a formazan compound or a tautomer thereof coordinated to a metal (center atom). The metal of the central atom, for example, ruthenium, osmium, titanium, iridium, bell, vanadium, niobium, giant, chromium, molybdenum, tungsten, manganese, lanthanum, cerium, iron, cobalt, nickel, cone], palladium, hungry, cesium a metal element of Groups 3 to 10 of the periodic table such as platinum, copper, gold, zinc, cadmium or mercury, or a halide of such oxides, fluorides, chlorides, bromides and iodides The form. Among them, nickel, zinc, cobalt, iron, copper, palladium, and these carbides and halides are usually used because of their cost and availability. It is preferable to use a metal ruthenium complex compound having a divalent metal (Μ) as a central atom, particularly a formazan metal complex compound represented by the general formula FzP(Χ3)gM. In the general formula FZP ( X; ) gM, FZ is a formazan compound represented by the general formula 2 or a tautomer thereof, and p is a methylidene-based paper which is used as a ligand. Umbrella (CNS) Α4 size (210X 297 mm) Packing -- (Please read the note on the back and fill out this page)

、1T 線 經濟部智慧財產局員工消費合作社印製 1292150 A7 _B7五、發明説明(20 ) 化合物或是其互變異構體與Μ配位之數量,通常爲1或2 之整數。Χ3是表示適合之離子對,q是爲保持金屬配位化合 物之電荷均衡之X;之數量。本發明中之甲臢金屬配位化合 物,通常採用一 2價、0價或1價之電荷,電荷爲0價時, q爲零,因此就不存在X;。X3之離子對,可舉例如,六氟 化磷酸離子、氟酸離子、氯酸離子、溴酸離子、碘酸離子 、磷酸離子、高氯酸離子、高碘酸離子、六氟化銻酸離子 、六氟化錫酸離子、氟硼酸離子、四氟硼酸離子、硫氰酸 離子、苯磺酸離子、萘磺酸離子、苯甲酸離子、烷基羧酸 離子、三鹵化烷基羧酸離子、烷基硫酸離子、三鹵化烷基 硫酸離子及煙酸離子等之陰離子或是銨離子、四烷基鍰離 子等之陽離子。 本發明中所使用之甲腊金屬配位化合物之具體例,可 舉例如化學式14至化學式Π所表示之鎳配位化合物。 化學式14: -------I 裝-- (請先閲讀背面之注意事項再填寫本頁) 訂 經濟部智慧財產局員工消費合作社印製, 1T line Ministry of Economic Affairs Intellectual Property Bureau employee consumption cooperative printing 1292150 A7 _B7 V. Description of invention (20) The number of compounds or their tautomers and hydrazine coordination, usually an integer of 1 or 2. Χ3 is a suitable ion pair, and q is the number X of the charge balance for maintaining the metal complex compound. The formazan metal complex compound of the present invention usually employs a charge of two, zero or one valence. When the charge is zero, q is zero, so that X is not present. The ion pair of X3 may, for example, be a hexafluorophosphate ion, a fluoric acid ion, a chlorate ion, a bromate ion, a iodate ion, a phosphate ion, a perchlorate ion, a periodate ion, a hexafluoride ion , sulphur hexafluoride ion, fluoroboric acid ion, tetrafluoroboric acid ion, thiocyanate ion, benzene sulfonate ion, naphthalene sulfonate ion, benzoic acid ion, alkyl carboxylic acid ion, trihalogenated alkyl carboxylic acid ion, An anion such as an alkyl sulfate ion, a trihalogenated alkyl sulfate ion, or a nicotinic acid ion; or a cation such as an ammonium ion or a tetraalkyl phosphonium ion. Specific examples of the formazan metal complex compound used in the present invention may, for example, be a nickel complex compound represented by Chemical Formula 14 to Chemical Formula. Chemical Formula 14: -------I Pack -- (Please read the notes on the back and fill out this page) Order Printed by the Intellectual Property Office of the Ministry of Economic Affairs

線 士仏沒》?洛沐田由圃函1宕埋缒(^1^)/\4规格(210><297公釐) 1292150 A7 B7 五、發明説明(21 )线 仏 》 》 》 洛 洛 洛 洛 洛 洛 洛 洛 洛 洛 洛 洛 洛 洛 洛 洛 洛 洛 洛 洛 洛 洛 洛 洛 洛 洛 洛 洛 洛 洛 洛 洛 洛 洛 洛 洛 洛 洛 洛 洛 洛 洛 洛 洛 洛 洛 洛 洛

-裝-- (請先閲讀背面之注意事項再填寫本頁) 化學式16·‘ 訂 經濟部智慧財產局員工消費合作社印製- Packing -- (Please read the notes on the back and fill out this page) Chemical Formula 16· ‘ Printed by the Intellectual Property Office of the Ministry of Economic Affairs

線 丸啟误尺麿铺用Φ圃囿玄橾逛(CNS ) Μ規格(210X297公釐) 1292150 A7 B7 五、發明説明(22 ) 化學式17:Line Pills 启 麿 用 用 圃囿 圃囿 CN ( ( (CNS) Μ Specifications (210X297 mm) 1292150 A7 B7 V. Description of the invention (22) Chemical Formula 17:

N〇2 —裝-- (請先閲讀背面之注意事項再填寫本頁) 線 經濟部智慧財產局員工消費合作社印製 另外,化學式1至化學式17所表示之偶氮系金屬配位 化合物及甲臢金屬配位化合物,只是例子而已,本發明中 所使用之偶氮系金屬配位化合物及甲臢金屬配位化合物決 不只限於此。其他例如,同專利申請人提出之特願 2000 — 3.8 5 772號說明書(發明之名稱「光吸收劑」)、國 際公開號碼WO02/ 3484 1說明書(PCT/JP0l/ 09250 (發 明之名稱「耐光性改善劑」))、國際公開號碼 W〇00/ 75 1 1 1說明書(PCT/JP00/ 03565 (發明之名稱「 甲臢金屬配位化合物」))等,進而,依據這些說明之製 造方法,所得到之化合物,與化學式1至化學式1 7所表示 之化合物同樣地,可有效地使用於本發明。 本發明之記錄層所含有之其他有機色素化合物,只要 是竇質上地吸收可見光而且可得到適合之光記錄媒體之光 反射率或光吸收率等,並無特別之限制。如此之有機色素 化合物,具有1或2個以上之取代基之單甲炔鏈、雙甲炔 鏈、三甲炔鏈及五甲炔鏈等之聚甲炔鏈之兩端上,與具有1 木紙張尺彦谪用中國國家標準(CNS ) A4規格(210X297公釐) 經濟部智慧財產局員工消費合作社印製 1292150 A7 _____B7_____ 五、發明説明(23 ) 或2個以上之取代基之相同或相異之咪唑啉環、咪哇環、 苯并咪唑環、α -啗啶環、0 —啗啶環、吲哚環、異D引哚 環、假蚓哚環、異假吲哚環、苯并假吲哚環、吡啶并假吲 哚環、噁唑啉環、噁唑環、異噁唑環、苯并噁唑環、吡啶 幷噁唑環、α -萘并噁唑環、/3 -萘并噁唑環、硒唑啉環 、硒唑環、苯并硒唑環、α -萘并硒唑環、Θ -萘并硒唑 環、噻唑啉環、噻唑環、異噻唑環、苯并噻唑環、α -萘 并噻唑環、/3 -萘幷噻唑環、四唑啉環、四唑環、苯并四 唑環、α -萘并四唑環、y?—萘并四唑環、尙有吖啶環、 蒽環、異π奎琳環、異d比略環、imidanoxaline環、節滿二酮 環、吲唑環、吲唑啉環、噁二唑環、咔唑環、咕噸環、·奎 唑啉環、鸣喔啉環、喹啉環、色滿環、環己二酮環、環戊 二酮環、噌啉環、硫噁二唑環、硫噁唑酮環、噻.吩、硫印 、硫巴比土 ϊ哀、硫海因環、四哇環、三嗪環、萘環、萘錠 環、哌嗪環、吡嗪環、吡唑環、吡唑啉環、吡唑烷環、吡 略啉環、吡喃環、吡啶環、噠嗪環、嘧啶環、吡喃鑰環、 比咯烷環、吡咯啉環、吡咯環、吩嗪環、菲啶環、菲環、 非啉環、駄嗪、蝶B定環、夫咱環、咲喃環、嘌玲環、苯環 、苯幷噁秦環、苯并吡喃環、嗎啉環及繞丹寧環等之環狀 核結合而成之花腈苷色素,以及例如吖啶系、Dy輪綠系、 偶氮系、蒽醌、azulenium系、靛藍系、靛酚系、旋苯胺系 、陰丹士啉系、噁嗪系、咕噸系、苯酮系、二噁嗪系、 squarylUm、苯乙烯系、噻嗪系、硫靛系、p〇rphyi^iw系 、三甲苯系、三吩噻嗪系、萘并苯酮系、吡喃鏺系、酞腈 ^紙張尺度適用中國國家標準(CNS )八4規格(2ΐ〇χ 297公釐) (請先閲讀背面之注意事項再填寫本頁}N〇2—装-- (Please read the note on the back and then fill out this page) Printed by the Intellectual Property Office of the Intellectual Property Department of the Ministry of Finance, and the azo metal complexes represented by Chemical Formula 1 to Chemical Formula 17 and The ruthenium metal complex compound is merely an example, and the azo metal complex compound and the formazan metal complex compound used in the present invention are by no means limited thereto. Others, for example, the patent application No. 2000-3.8 5 772 (the name of the invention "light absorber"), the international public number WO02/ 3484 1 specification (PCT/JP0l/09250 (the name of the invention "light resistance" "The improvement agent"), the international public number W〇00/75 1 1 1 specification (PCT/JP00/ 03565 (the name of the invention "method metal complex compound")), etc., and further, according to the manufacturing method of these descriptions, The obtained compound can be effectively used in the present invention in the same manner as the compound represented by Chemical Formula 1 to Chemical Formula 17. The other organic dye compound contained in the recording layer of the present invention is not particularly limited as long as it absorbs visible light on the sinus and obtains a light reflectance or a light absorptivity of a suitable optical recording medium. Such an organic pigment compound, having a monomethine chain having 1 or more substituents, a bis-acetylene chain, a triacetylene chain, and a pentamethylene chain, and the like, and having a wooden paper尺彦谪 uses Chinese National Standard (CNS) A4 specification (210X297 mm) Ministry of Economic Affairs Intellectual Property Office Staff Consumer Cooperative Printed 1292150 A7 _____B7_____ V. Invention Description (23) or more than two substituents are the same or different Imidazoline ring, immiw ring, benzimidazole ring, α-acridine ring, 0-acridine ring, anthracene ring, hetero-D ring, pseudo-fluorene ring, hetero-fluorene ring, benzofluorene Anthracycline, pyridine pyridaroid ring, oxazoline ring, oxazole ring, isoxazole ring, benzoxazole ring, pyridoxazole ring, α-naphthoxazole ring, /3 -naphthoquinone An azole ring, a selazoline ring, a selenazole ring, a benzoselenazole ring, an α-naphthoxazole ring, a quinone-naphthyl selenazole ring, a thiazoline ring, a thiazole ring, an isothiazole ring, a benzothiazole ring, --naphthylthiazole ring, /3-naphthylthiazole ring, tetrazole ring, tetrazole ring, benzotetrazole ring, α-naphthotetrazole ring, y?-naphthotetrazole ring, hydrazine Acridine ring, anthracene ring, iso-π-quiline ring, hetero-d-ratio ring, imidanoxaline ring, nodone ring, oxazole ring, oxazoline ring, oxadiazole ring, indazole ring, xanthene ring, a quinazoline ring, a porphyrin ring, a quinoline ring, a chroman ring, a cyclohexanedione ring, a cyclopentanedione ring, a porphyrin ring, a thiooxadiazole ring, a thioxazolone ring, a thiophene ring , sulphur print, thiobarbital sulphate, thiohydyne ring, four wah ring, triazine ring, naphthalene ring, naphthalene ring, piperazine ring, pyrazine ring, pyrazole ring, pyrazoline ring, pyrazole Alkane ring, pyroline ring, pyran ring, pyridine ring, pyridazine ring, pyrimidine ring, pyran ring, pyrrolidine ring, pyrroline ring, pyrrole ring, phenazine ring, phenanthridine ring, phenanthrene ring, Non-porphyrin ring, pyridazine, butterfly B ring, fluorene ring, fluorene ring, fluorene ring, benzene ring, benzoquinone ring, benzopyran ring, morpholine ring and ring of tannin ring A cyanobacteria pigment obtained by combining nucleus and, for example, an acridine system, a Dy wheel green system, an azo system, a guanidine, an azulenium system, an indigo system, an anthraquinone system, an anilinoline system, an indanthrone system, and an evil Pyrazine, xanthene, benzophenone, dioxazine, squarylUm, styrene, thiazine, thioindole, p〇rphyi^iw, trimethylbenzene, triphenylthiazine, naphtone, pyryl, phthalonitrile Standard (CNS) eight 4 specifications (2ΐ〇χ 297 mm) (Please read the notes on the back and fill out this page)

- - 1292150 五、發明説明(24 ) 系、苯并苯酮系、苯并吡喃系、苯并呋喃酮系、卟啉系及 右丹明系之色素’其中以三甲炔系花腈脊色素及五甲炔系 花腈苷色素爲宜。例如同專利申請人之國際公開號碼 W〇00 / 6 1 687說明書(PCT/ JP00/ 02349 (發明之名稱「 花腈苷色素」))、國際公開號碼WOOO/ 64989說明書( PCT/ JTP00/ 02740 (發明之名稱「花腈苷·色素」))、特 願平1 1 - 28 5 1 23號說明書(發明之名稱「花腈苷色素」) 及特願2000 — 62 572號說明書(發明之名稱「花腈苷色素」 )等所記載之各個花腈苷色素。可舉例如化學式1 8至化學 式20等。 化學式18: —裝-- (請先閲讀背面之注意事項再填寫本頁)- - 1292150 V. INSTRUCTIONS (24) Departments, benzophenones, benzopyrans, benzofuranones, porphyrins and dextromethamines, among which triacetylene is a nitrile pigment And pentamethine-based flower nitrile pigment is preferred. For example, the same as the patent applicant's international public number W〇00 / 6 1 687 (PCT/ JP00/ 02349 (the name of the invention "flower nitrile pigment"), international public number WOOO/64989 (PCT/JTP00/ 02740 ( The name of the invention is "flower nitrile and pigment"), and the special instructions 1 1 - 28 5 1 23 (the name of the invention "flower nitrile pigment") and the special instruction 2000-62 572 (the name of the invention) Each of the flower nitrile pigments described in the "Nylonin pigment"). For example, Chemical Formula 18 to Chemical Formula 20 and the like can be mentioned. Chemical Formula 18: - Packing - (Please read the notes on the back and fill out this page)

化學式19: 訂 經濟部智慧財產局員工消費合作社印製Chemical Formula 19: Printed by the Intellectual Property Office of the Ministry of Economic Affairs

化學式20:Chemical formula 20:

線 女祕汸廢礓闽伞圃圃定德隹i CNS ) A4規格(210X297公釐) 1292150 A7 _____B7_ 五、發明説明(25 ) 本發明中之記錄層所含有之有機色素化合物是,包含 如上述之偶氮系金屬配位化合物、甲臢金屬配位化合物或 花腈苷色素等之有機色素化合物。另外,偶氮系金屬配位 化合物、甲臢金屬配位化合物及花腈苷色素等之有機色素 化合物是可以1種,亦可以2種以上之化合物配合。另外 ,在不脫離本發明之範圍下,可配合1或2種以上,於實 質上吸收可見光之其他之有機色素化合物,或光記錄媒體 上常用之粘合劑、分散劑、難燃劑、滑劑、帶電防止劑、 界面活性劑、熱干涉防止劑及可塑劑等,並不妨礙。 另外,關於CD- R或DVD - R等之光記錄媒體上所使 用之基板,除了聚碳酸酯以外,常用之物亦可,例如形成 12cm之直徑、0.1至1.2mm之厚度之圓盤狀,以此爲單片 使用,或是以膠粘片、粘合劑等適當地貼合後使用。基板 之形狀,除了圓盤狀以外,名片大小之咔片狀等,只要是 可作爲光記錄媒體使用,並無特別地限制。基板之材料, 實質上是透明的,只要是於波長400至800nm之範圍之透 光率爲80%以上,最好是90%之材料,原則上是不論其材 質。分別之材料,例如玻璃、陶瓷以外,聚丙烯酸酯、聚 甲基丙烯酸酯、聚苯乙烯(苯乙烯之共聚物)、聚甲基戊 烯、聚酯、聚鏈烯烴、聚醯亞胺、聚醚醯亞胺、聚硕類、 聚醚硕類、聚芳酯、聚碳酸酯·聚苯乙烯一合金、聚酯碳 酸酯、聚萘碳酸酯、聚碳酸酯乙二醇、環氧樹脂及酚醛樹 脂等之塑膠,通常常用的是聚碳酸酯。塑膠製基板時,表 示同期信號、軌道及區域號碼之凹部,通常於成形時,轉 (請先閱讀背面之注意事項再填寫本頁) 装· 訂 經濟部智慧財產局員工消費合作社印製 口办4 ro 士㈤田亡祕迤,门Δζ1柏故(,入鉻) 1292150 A7 ____B7_ 五、發明説明(26 ) "裝-- (請先閲讀背面之注意事項再填寫本頁) 寫於軌道之內圏。關於該凹部之形狀,並無特別之限制, 但是以平均寬於0.3至0.8/zm之範圍,另外深度於70至 200nm之範圍爲宜。 線 經濟部智慧財產局員工消費合作社印製 關於使用本發明之溶劑組成物之光記錄媒體之記錄層 之設層,考慮其粘度,使上述之有機溶劑之濃度爲〇. 5至5 重量%之色素溶液,均勻地塗布在基板上,使其乾燥後之 記錄層之厚度爲10至l〇〇〇nm,以50至300nm爲宜。另外 ’於塗布溶液之前,以保護基板或改善粘著性等爲目的, 因應需要,可於基板設底層,底層之材料例如離聚物樹脂 、聚醯胺樹脂、乙烯基系樹脂、天然樹脂、聚硅氧烷及液 狀橡膠等之高分子物質。另外,使用粘合劑時,例如硝酸 纖維素、磷酸纖維素、硫酸纖維素、醋酸纖維素、丙酸纖 維素、丁酸纖維素、棕櫚酸酸纖維素及醋酸•丙酸纖維素 等之纖維素酯類、甲基纖維素、乙基纖維素、丙基纖維素 及丁基纖維素等之纖維素醚類、聚苯乙烯、聚氯乙烯、聚 醋酸乙烯、聚乙烯基縮醛、聚乙烯醇縮丁醛、聚乙烯醇縮 甲醛、聚乙烯醇、聚乙烯基吡略烷酮等之乙烯樹脂、苯乙 烯-丁二烯共聚物、苯乙烯-丙烯腈共聚物、氯乙烯一醋 酸乙烯共聚物及無水馬來酸共聚物等之共聚物樹脂類、聚 甲基丙烯酸甲酯、聚甲基丙烯酸酯、聚丙烯酸酯、聚丙烯 酸甲酯、聚丙烯醯胺及聚丙烯腈等之丙烯酸樹脂類、聚對 苯二甲酸乙二醇酯等之聚酯類、聚乙烯、氯化聚乙烯及聚 丙烯等之聚鏈烯烴類等之常用之聚合物之單獨或組合使用 ,其重量比爲聚甲炔系色素之0.01至10倍。 士把技β田士防1砌官掩准f ΓΝς、厶4掳炊f 71〇>〇97公詻) 1292150 A7 B7 五、發明説明(27 ) 說明關於本發明之光記錄媒體之使用方法,本發明之 CD - R或DVD - R等之光記錄媒體,使用例如GaN系、 AlGalnP 系、GaAsP 系、GaAlAs 系、InGaP 系、InGaAsP 系 或InGaAlP系之半導體雷射、或是與二次諧波發生二極體 (SHG二極體)組合之YAG雷射等,及例如振動波長爲 775nm至795 nm、波長爲630nm至680nm或是波長爲400_ 至450nm附近之雷射光,可高密度地燒錄各種資料。讀取 時,可使用與燒錄時同樣的波長,或是稍高或稍低波長之 雷射光。關於燒錄及讀取時之雷射功率,希望設定是,燒 錄資料時之雷射功率是超過形成讀取點(Pit )之能量閥値 ,比較強,另一方面,讀取燒錄資料時之雷射功率是低於 該閥値,比較弱。一般於CD - R時,燒錄爲1 mW以上之功 率,通常於3至50mW之範圍,讀取時爲lmW以下之功率 ,通常於0.1至3mW之範圍之上下。DVD - R時,則燒錄 爲5mW以上之功率,與記錄燒錄之速度亦有關,通常於3 至30mW之範圍,讀取時爲5mW以下之功率,通常於0.1 至3mW之範圍上下。進行快速燒錄時,超過CD — R之基準 線速度(1.2至1.4m/秒),DVD — R之基準線速度(3.3至 3.8m/秒),例如CD - R時,可進行1倍速度至40倍速度 之高倍速度,甚至可因應更快速度之燒錄。所記錄之資料 是依據光檢出,檢出光記錄媒體之記錄面上之讀取點及未 形成讀取點部份之反射光量或是透過光量之變化而讀取之 〇 關於本發明之溶劑組成物是依據以下之實施例說明。 火祕誤疋廢谪用中固固定德進(CNS ) A4規格(210X 297公釐) —裝-- (讀先閱讀背面之注意事項再填寫本頁) 訂 線 經濟部智慧財產局員工消費合作社印製 經濟部智慧財產局員工消費合作社印製 1292150 A7 B7 五、發明説明(28 ) 實施例、比較例中,使用以2 ’ 2 ’ 3 ’ 3 —四氟< —1 —丙 醇(TFP )爲氟素取代脂肪族醇,以2 —丙醇(ΙΡΑ )、雙丙 酮醇(DAA )及丙酮爲不含氟素之有機溶劑。 表1是表示實施例及比較例之溶劑組成物及有機色素 化合物之組成。 (請先閱讀背面之注意事項再填寫本頁)线女秘汸汸礓闽礓闽圃圃定隹隹 CNS) A4 specification (210X297 mm) 1292150 A7 _____B7_ V. Description of the invention (25) The organic pigment compound contained in the recording layer of the present invention is, as described above An organic dye compound such as an azo metal complex, a formazan metal complex or a flower nitrile dye. In addition, the organic dye compound such as an azo-based metal complex, a formazan metal complex, or a cyanoside dye may be used alone or in combination of two or more. Further, it is possible to blend one or more kinds of other organic pigment compounds which substantially absorb visible light, or a binder, a dispersant, a flame retardant, and a slip which are commonly used in optical recording media without departing from the scope of the present invention. The agent, the antistatic agent, the surfactant, the thermal interference preventive agent, and the plasticizer do not interfere. Further, as for the substrate used in the optical recording medium such as CD-R or DVD-R, in addition to polycarbonate, a commonly used material may be used, for example, a disk having a diameter of 12 cm and a thickness of 0.1 to 1.2 mm. This is used as a single piece, or it can be suitably used after bonding with an adhesive sheet, an adhesive, etc.. The shape of the substrate is not particularly limited as long as it can be used as an optical recording medium, in addition to the shape of a disk, and the shape of a business card. The material of the substrate is substantially transparent as long as it has a transmittance of 80% or more, preferably 90%, in the range of 400 to 800 nm, in principle regardless of the material. Separate materials, such as glass, ceramics, polyacrylate, polymethacrylate, polystyrene (copolymer of styrene), polymethylpentene, polyester, polyalkene, polyimine, poly Ether quinone imine, poly master, polyether, polyarylate, polycarbonate, polystyrene-alloy, polyester carbonate, polynaphthalene carbonate, polycarbonate glycol, epoxy resin and phenolic For plastics such as resins, polycarbonate is usually used. In the case of a plastic substrate, the concave portion of the synchronization signal, the track, and the area number is usually rotated during the molding process (please read the precautions on the back side and fill in the page). Installed by the Ministry of Economic Affairs, Intellectual Property Bureau, Staff Cooperatives, Printed Office 4 ro Shi (5) Tian Yu secret, door Δζ 1 柏 (, into the chrome) 1292150 A7 ____B7_ five, invention description (26) " installed -- (please read the back of the note and fill this page) written in orbit Guilty. The shape of the concave portion is not particularly limited, but is preferably in the range of from 0.3 to 0.8/zm on average, and further preferably in the range of from 70 to 200 nm. The Ministry of the Ministry of the Internet, the Intellectual Property Office, the employee's consumer cooperative, and the recording layer of the optical recording medium using the solvent composition of the present invention, the concentration of the organic solvent is 〇. 5 to 5% by weight. The dye solution is uniformly coated on the substrate, and the thickness of the recording layer after drying is preferably 10 to 10 nm, preferably 50 to 300 nm. In addition, before the coating solution, for the purpose of protecting the substrate or improving the adhesion, the substrate may be provided with a primer layer, such as an ionomer resin, a polyamide resin, a vinyl resin, a natural resin, or the like, if necessary. A polymer material such as silicone or liquid rubber. Further, when a binder is used, fibers such as nitrocellulose, phosphoric acid cellulose, cellulose sulfate, cellulose acetate, cellulose propionate, cellulose butyrate, cellulose palmitate, and cellulose acetate propionate are used. Cellulose ethers such as esters, methylcellulose, ethylcellulose, propylcellulose and butylcellulose, polystyrene, polyvinyl chloride, polyvinyl acetate, polyvinyl acetal, polyethylene Vinyl resin such as butyral, polyvinyl formal, polyvinyl alcohol, polyvinyl pyrrolidone, styrene-butadiene copolymer, styrene-acrylonitrile copolymer, vinyl chloride-vinyl acetate copolymerization Acrylic resins such as copolymer resins such as anhydrous maleic acid copolymers, polymethyl methacrylate, polymethacrylate, polyacrylate, polymethyl acrylate, polypropylene decylamine and polyacrylonitrile Polyesters such as polyethylene terephthalate, polyethylene, chlorinated polyethylene, and polyalkenes such as polypropylene are used alone or in combination, and the weight ratio is polymethyl. 0.01 to 10 of acetylene pigment .士 技 β 田 田 防 掩 掩 掩 掩 掩 厶 厶 厶 厶 〇 〇 〇 〇 〇 〇 〇 詻 詻 詻 詻 詻 292 292 292 292 292 292 292 292 292 292 292 292 292 292 292 292 292 292 292 292 292 292 292 292 292 292 292 292 292 In the optical recording medium such as CD-R or DVD-R of the present invention, a semiconductor laser such as a GaN-based, Al-GalnP-based, GaAsP-based, GaAlAs-based, InGaP-based, InGaAsP-based or InGaAlP-based semiconductor, or a second harmonic is used. A YAG laser such as a combination of a wave-generating diode (SHG diode), and, for example, a laser beam having a vibration wavelength of 775 nm to 795 nm, a wavelength of 630 nm to 680 nm, or a wavelength of 400 to 450 nm, can be burned at a high density. Record all kinds of information. When reading, you can use the same wavelength as when burning, or a laser with a slightly higher or lower wavelength. Regarding the laser power during burning and reading, it is desirable to set the laser power to be more than the energy valve forming the reading point (Pit), which is relatively strong. On the other hand, the burning data is read. The laser power is lower than the valve and is relatively weak. Generally, when CD-R is used, it is burned to a power of 1 mW or more, usually in the range of 3 to 50 mW, and is read at a power of lmW or less, usually in the range of 0.1 to 3 mW. For DVD-R, the power is 5mW or more, which is related to the recording speed. It is usually in the range of 3 to 30mW, and the reading power is 5mW or less, usually in the range of 0.1 to 3mW. For fast programming, exceed the CD-R baseline speed (1.2 to 1.4m/sec), DVD-R baseline speed (3.3 to 3.8m/sec), such as CD-R, 1x speed High speed up to 40 times speed, even for faster burning. The recorded data is read according to the light detection, and the reading point of the recording surface of the optical recording medium and the amount of reflected light of the portion where the reading point is not formed or the amount of transmitted light are detected, and the solvent of the present invention is read. The composition is illustrated in accordance with the following examples. Fire secrets 疋 谪 中 中 中 中 CN CN CN CN CN CN CN CN CN CN CN CN ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( Printed Economy Ministry Intellectual Property Bureau Staff Consumer Cooperative Printed 1292150 A7 B7 V. Invention Description (28) In the examples and comparative examples, 2 ' 2 ' 3 ' 3 - PTFE < 1-propanol (TFP) was used. It is a fluorine-substituted aliphatic alcohol, and 2-propanol (oxime), diacetone alcohol (DAA), and acetone are organic solvents not containing fluorine. Table 1 shows the compositions of the solvent composition and the organic dye compound of the examples and comparative examples. (Please read the notes on the back and fill out this page)

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五、發明説明(29 ποπ 〇 9学寸1孝61矣 s__) 1Fifth, the invention description (29 ποπ 〇 9 inch inch 1 filial piety 61 矣 s__) 1

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I %\L 承 600 %\L 〇 〇 〇 〇 寸 ΙΜς:Ι=I %\L 承 600 %\L 〇 〇 〇 〇 inch Ι:Ι=

01)¾vdrlrMCHl vdsEuctll cnit.ih vdfTVVQCMl 寸vdMsdL 寸 r^ini ocvlr-coi soOS 〇 6I^ocsl孝 ICNl^oonJ^L l Idol" i OZ rl § 9δ %IL 〇 9 学寸 I 学 6ΐ.Λ3>οοπ^^ - ---------^------1Τ------^ (請先閱讀背面之注意事項再填寫本頁) I釐 公 1292150 經濟部智慧財產局員工消費合作社印製 Μ _____ Β7__ 五、發明説明(3〇 ) 實施例1 依循常法,如圖1所示,依基板1、記錄層2、反射層 3及保護層4之順序積層,製作而成光記錄媒體。亦即是, 於艮〜(體麗里暴-ΤίΦ—:—^ Μ : ί Ρ ^ 1 : 重量 比是TFP :丙酮:IPA = 38 ·· 21 I ϋ ))中,加入有機色素 ....... " 丨 - —乂〜乂-〜 化合物(重量比是化學式19 ··化學式14 ··化學式6 = 10 : 1 :1 ),使之濃度成爲1重量%,短時間加熱使之溶解。依 循常法,將此溶液均勻地旋轉塗抹於聚碳酸酯製之圓盤狀 基板1 (12cm之直徑,1.2mm之厚度)之單面上,乾燥成 厚度爲lOOnm之有機色素化合物而形成記錄層2。之後,基 板1上蒸著銀,使其厚度成30至lOOnm,密接於記錄層2 而形成反射層3後,於反射層上均勻地旋轉塗抹周知之紫 外線硬化樹脂(商品名『Daicure ClearSD1700』·,大日本 INK化學工業株式會社製造),形成光照射下密接於反射 層之保護層。 實施例2至實施例5 分別更改實施例1之溶劑組成物及有機色素化合物, 製成實施例2至實施例5之光記錄媒體。另外,關於實施 例4及實施例5中作爲耐光性改善劑是,使用含有5重量 %之化學式21 (商品名『IRG』,日本化學株式會社製造) 之有機色素化合物(化學式21:化學式20:化學式19=1 :5:14) (請先閲讀背面之注意事項再填寫本頁) -裝· 訂 卜線 士把迮奋β田士13Π圃食姣迤f ΓΜ·ς、A4找抵 ( 710X297公炼) 1292150 A7 B701)3⁄4vdrlrMCHl vdsEuctll cnit.ih vdfTVVQCMl inch vdMsdL inch r^ini ocvlr-coi soOS 〇6I^ocsl filial ICNl^oonJ^L l Idol" i OZ rl § 9δ %IL 〇9 inch I learning 6ΐ.Λ3>οοπ^ ^ - ---------^------1Τ------^ (Please read the notes on the back and fill out this page) I PCT 1292150 Ministry of Economic Affairs Intellectual Property Bureau staff consumption Cooperative printing _____ Β7__ V. Invention description (3〇) Example 1 According to the conventional method, as shown in Fig. 1, the substrate 1, the recording layer 2, the reflective layer 3, and the protective layer 4 are laminated in this order to produce light. Record media. That is, Yu Yu ~ (body Li Li storm - Τ ίΦ -: - ^ Μ : ί Ρ ^ 1 : weight ratio is TFP: acetone: IPA = 38 · · 21 I ϋ)), adding organic pigments... .... " 丨--乂~乂-~ compound (weight ratio is chemical formula 19 ··chemical formula 14 ··chemical formula 6 = 10 : 1 :1 ), making the concentration 1% by weight, heating it for a short time Dissolved. According to the usual method, the solution was uniformly applied to one side of a disk-shaped substrate 1 made of polycarbonate (diameter of 12 cm, thickness of 1.2 mm), and dried to form an organic pigment compound having a thickness of 100 nm to form a recording layer. 2. After that, silver is evaporated on the substrate 1 to have a thickness of 30 to 100 nm, and the reflective layer 3 is formed in close contact with the recording layer 2, and then the known ultraviolet curable resin is uniformly applied to the reflective layer (trade name "Daicure ClearSD 1700"· , manufactured by Dainippon Ink Chemical Co., Ltd., to form a protective layer that is in close contact with the reflective layer under light irradiation. Example 2 to Example 5 The solvent composition and the organic dye compound of Example 1 were changed, and the optical recording media of Examples 2 to 5 were prepared. In addition, as the light resistance improving agent in the fourth embodiment and the fifth embodiment, an organic dye compound containing a chemical formula 21 (trade name "IRG", manufactured by Nippon Chemical Co., Ltd.) containing 5% by weight is used (Chemical Formula 21: Chemical Formula 20: Chemical formula 19=1 :5:14) (Please read the note on the back and fill out this page) -Installation · The composer will take the ββ田士13Π圃食姣迤f ΓΜ·ς, A4 to find (710X297 Public refinery) 1292150 A7 B7

五、發明説明(31 化學式2 1 : (H9C4)2NV. Description of the invention (31 Chemical formula 2 1 : (H9C4) 2N

(H9c4)2N(H9c4) 2N

N(C4H9)2 n(c4h9)2 2SbF6' 經濟部智慧財產局員工消費合作社印製 比較例1及比較例2 除使用溶劑組成物爲100%體積之TFP,有機色素化合 物’(重量比是化學式19 :化學式14 :化學式6 = 10 : 1 : 1 )或有機色素化合物(重量比是化學式21 :化學式20 :化 學式19 = 1 ·· 5 : 14)之外,其餘與上述同樣地製作光記錄 媒體,作爲對照組(比較例1及比較例2 )。 關於如此製成之7種光記錄媒體,將實施例1、實施例 3至實施例5以及比較例1及比較例2,使用市售之光記錄 媒體機裝置(商品名『DDU- 1000型』,PULSTEC工業株式 會社製造),依循常法,以780nm之燒錄波長,16mW左右 之燒錄功率,以9.6m/秒(8倍速度)之線速度燒錄試驗信 號(EFM信號,基本周波數爲4.3218MHz)。實施例2是以 46mW之燒錄功率,以38.4m/秒(32倍速度)進行燒錄。 分別測定其調制度、分解能、抖動及字組錯誤(讀取功率 爲0.7mW)。反射率是計算以未設有記錄層,只有反射層 時之電位爲1 00時之百分率。 (請先閲讀背面之注意事項再填寫本頁) -裝.N(C4H9)2 n(c4h9)2 2SbF6' Ministry of Economic Affairs Intellectual Property Bureau Staff Consumer Cooperative Printed Comparative Example 1 and Comparative Example 2 Except that the solvent composition is 100% by volume of TFP, organic pigment compound' (weight ratio is chemical formula) 19: Chemical Formula 14: Chemical Formula 6 = 10 : 1 : 1 ) or an organic dye compound (the weight ratio is Chemical Formula 21: Chemical Formula 20: Chemical Formula 19 = 1 ··5: 14), and an optical recording medium was produced in the same manner as above. As a control group (Comparative Example 1 and Comparative Example 2). With respect to the seven types of optical recording media thus produced, commercially available optical recording media devices (product name "DDU-1000 type" were used in Example 1, Example 3 to Example 5, Comparative Example 1, and Comparative Example 2. , manufactured by PULSTEC Industrial Co., Ltd., according to the usual method, the test signal (EFM signal, basic cycle number) is burned at a line speed of 9.6 m/sec (8 times speed) with a burning wavelength of 780 nm and a burning power of about 16 mW. Is 4.3218MHz). Example 2 was burned at a recording power of 46 mW at 38.4 m/sec (32 times speed). The degree of modulation, decomposition energy, jitter, and block error (reading power of 0.7 mW) were measured. The reflectance is calculated as a percentage when the potential of the reflective layer is not set to 100 Å. (Please read the notes on the back and fill out this page) - Install.

、1T 線 大祕误/e疳碥间巾固圃定樘進f CMS:、Α4親·格(210X297公嫠) 1292150 經濟部智慧財產局員工消費合作社印製 A7 _ _B7五、發明説明(32 ) 關於CD - R用光記錄媒體之實施例1至實施例5中, 氟素取代脂肪族醇及2種無氟素取代有機溶劑所形成之溶 劑組成物。由表1可淸楚得知,與對照組之只使用TFP作 爲溶劑之比較例1及2相比較,關於電子特性,並無不好 之處,另外,知道關於抖動及字組錯誤,顯示較優良之數 値。認爲這是因爲,除了 TFP以外另添加2種以上之無氟 素取代有機溶劑,含有溶解有機色素化合物之溶液塗布於 基板後,溶劑組成物之蒸發狀態對於記錄膜之形成,具有 良好之作用。另外,如實施例2所示,進行32倍快速燒錄 之結果,並不造成電子特性之障礙,而得到良好之光記錄 媒體。另外,任何一項實施例中之TFP之使用量均可減低 〇 食施例6 關於DVD - R用光記錄媒體,於溶劑組成物(體積比 是TFP :丙酮=7 : 3 (重量比是TFP :丙酮=81 : 19))及 溶劑組成物(體積比是TFP :丙酮=1 : 1 (重量比是TFP : 丙酮=65 : 35 ))中,加入有機色素化合物(重量比是化 學式18:化學式6=10:1),使之濃度成爲1重量%,短 時間加熱使之溶解。依循常法,將此溶液均勻地旋轉塗抹 於聚碳酸酯製之圓盤狀基板1 ( 12cm之直徑,0.6mm之厚 度)之單面上,乾燥成厚度爲l〇〇nm之有機色素化合物而 形成記錄層2。之後,基板1上蒸著銀,使其厚度成爲30 至lOOnm,形成密接於記錄層2之反射層3後,使用常用之 (請先閱讀背面之注意事項再填寫本頁) -裝- -訂 -線 太皈復尺唐嫡闱中圃國家檍傘(CNS ) A4規格(210X297公釐) 1292150 A7 _____B7_ 五、發明説明(33 ) (請先閲讀背面之注意事項再填寫本頁) 接合劑密接於反射層3,並貼在聚碳酸酯製之圓盤狀保護層 4 ( 12cm之直徑,0.6mm之厚度)而製成2種試驗用之光記 錄媒體。另外,比較例是只以TFP爲溶劑使用外,與上述 同樣地製作光記錄媒體。 關於DVD- R用光記錄媒體之上述之2種光記錄媒體 ,使用市售之光記錄媒體機裝置(商品名『DDU- 1000型』 ,PULSTEC工業株式會社製造),依循常法,以660nm之 燒錄波長,9mW左右之燒錄功率,以3.5 m/秒之線速度燒錄 試驗信號(EFM+,基本周波數爲26.16MHz)。接著使用 市售之光記錄媒體評價系統(商品名『DVD — R CATS SA3000 型』,AudioDevelopment 社製造),以 650nm 之波 長,分別測定燒錄試驗信號之反射率、調制度、分解能及 抖動(讀取功率爲1 mW )。反射率是計算以未設·有記錄層 ,只有反射層時之電位爲100時之百分率。即使與只使用 TFP爲溶劑之光記錄媒體相比較,顯示具有同等以上之電子 特性,於光記錄媒體之特性上,並無任何問題。 經濟部智慧財產局員工消費合作社印製 由以上結果可知,本發明中使用添加1種或2種以上 之無氟素取代有機溶劑,減少氟素取代脂肪族醇之用量, 對於其光記錄媒體之調制度及抖動等之電子特性上,與只 使用TFP之光記錄媒體相比較,並不遜色,甚至加以改善 產業上利用之可能性 如以上之說明,提供於基板上設有可以雷射作資料之 太紙误尺唐镚闵Φ圃囿定德迤(CNS ) A4规格(210X 297公静) 1292150 A7 _______B7 五、發明説明(34 ) 燒錄及/或讀取之記錄層所成之光記錄媒體(CD〜R,DVD -R等)之不造成對電子特性之壞影響,可快速燒錄,改善 製造成本之溶劑組成物。另外,提供因減少氟素取代脂肪 族醇之用量,不造成對環境壞影響之溶劑組成物。 如此達成顯著效果之發明,可說是對該業界之貢獻, 具有莫大的意義之發明。 m !! ! - - - : 1 I n 1—: I (請先閱讀背面之注意事項再填寫本頁) 訂 線 經濟部智慧財產局員工消費合作社印製, 1T line big secret / e疳碥 巾 圃 圃 f f f CMS:, Α 4 pro-ge (210X297 public 嫠) 1292150 Ministry of Economic Affairs Intellectual Property Bureau employee consumption cooperative printed A7 _ _B7 five, invention description (32 In Examples 1 to 5 of the optical recording medium for CD-R, a solvent composition formed of a fluorine-substituted aliphatic alcohol and two fluorine-free substituted organic solvents was used. As can be seen from Table 1, compared with Comparative Examples 1 and 2 using only TFP as a solvent in the control group, there is no disadvantage with respect to electronic characteristics, and it is known that jitter and block errors are displayed. The number is excellent. This is because, in addition to TFP, two or more kinds of fluorine-free substituted organic solvents are added, and after the solution containing the dissolved organic dye compound is applied to the substrate, the evaporation state of the solvent composition has a good effect on the formation of the recording film. . Further, as shown in Example 2, as a result of performing 32 times of rapid burning, a good optical recording medium was obtained without causing an obstacle to electronic characteristics. In addition, the amount of TFP used in any of the examples can be reduced. For example, the optical recording medium for DVD-R is used in the solvent composition (volume ratio is TFP: acetone = 7:3 (weight ratio is TFP) : acetone = 81 : 19)) and solvent composition (volume ratio is TFP: acetone = 1: 1 (weight ratio is TFP: acetone = 65: 35)), organic pigment compound is added (weight ratio is chemical formula 18: chemical formula 6 = 10:1), the concentration was made 1% by weight, and it was heated for a short time to dissolve. According to the usual method, the solution was uniformly applied to one side of a disk-shaped substrate 1 made of polycarbonate (a diameter of 12 cm, a thickness of 0.6 mm), and dried to form an organic pigment compound having a thickness of 10 nm. The recording layer 2 is formed. After that, the substrate 1 is evaporated with silver to have a thickness of 30 to 100 nm, and is formed in close contact with the reflective layer 3 of the recording layer 2, and is commonly used (please read the back of the back sheet and fill in the page) - - Line too 皈 尺 唐 唐嫡闱 China National Umbrella (CNS) A4 size (210X297 mm) 1292150 A7 _____B7_ V. Invention description (33) (Please read the back note and then fill out this page) Adhesive bonding The reflective layer 3 was attached to a disk-shaped protective layer 4 made of polycarbonate (diameter of 12 cm, thickness of 0.6 mm) to prepare two types of optical recording media for testing. Further, in the comparative example, an optical recording medium was produced in the same manner as described above except that TFP was used as a solvent. For the above-mentioned two kinds of optical recording media for the DVD-R optical recording medium, a commercially available optical recording media device (product name "DDU-1000", manufactured by PULSTEC Industries Co., Ltd.) is used, and the conventional method is used at 660 nm. Burning wavelength, burning power of about 9mW, burning test signal (EFM+, basic cycle number 26.16MHz) at a line speed of 3.5 m/sec. Next, using a commercially available optical recording medium evaluation system (trade name "DVD-R CATS SA3000", manufactured by AudioDevelopment Co., Ltd.), the reflectance, modulation degree, decomposition energy, and jitter of the burn test signal were measured at a wavelength of 650 nm (read Take power is 1 mW). The reflectance is calculated as the percentage when the potential of the reflective layer is 100, and the potential is 100. Even when compared with an optical recording medium using only TFP as a solvent, the display has the same or higher electronic characteristics, and there is no problem in the characteristics of the optical recording medium. According to the above results, it is known that the use of one or more fluorine-free organic solvents in the present invention is used to reduce the amount of fluorine-substituted aliphatic alcohols for optical recording media. The electronic characteristics of modulation degree and jitter are not inferior to those of optical recording media using only TFP, and even the possibility of improving industrial use is as described above, and laser light is provided on the substrate. The paper is misunderstood by Tang Yin Φ圃囿定德迤 (CNS) A4 specification (210X 297 public) 1292150 A7 _______B7 V. Invention description (34) Recording and / or reading of the recording layer of optical recording media ( CD~R, DVD-R, etc.) A solvent composition that does not cause a bad influence on electronic characteristics, can be quickly burned, and is improved in manufacturing cost. Further, a solvent composition which does not cause an adverse effect on the environment due to the reduction of the amount of the fluorine-substituted aliphatic alcohol is provided. The invention that achieves remarkable results in this way can be said to be an invention of great significance to the contribution to the industry. m !! ! - - - : 1 I n 1—: I (Please read the note on the back and fill out this page) Ordering Printed by the Intellectual Property Office of the Ministry of Economic Affairs

Claims (1)

A8 B8 C8 D8 六、申請專利範圍 第91120204號專利申請案 .參^ 一. \ 中文申請專利範圍修正本 民國93年9月8日修正 1. 一種溶劑組成物,其特徵爲,包含70重量%以下 的具有碳原子數爲3至7之直鏈狀或支鏈狀之構造,氟含 有率爲30至80重量%之氟素取代脂肪族醇、及30重量% 以上的2種以上具有碳原子數爲1至15之直鏈狀或支鏈狀 之構造,沸點爲30至250°C範圍之無氟素取代有機溶劑所 成,製造使用1種或2種以上選自花腈苷色素、酞菁系色 素、卟啉系色素、偶氮系色素、以如一般式1所表示之偶 氮化合物爲配位基之偶氮系金屬配位化合物,以及以如一 般式2所表不之甲腊化合物爲配位基之甲腊金屬配位化合 物之化合物; 一般式1 : (請先閱讀背面之注意事項再填寫本頁)A8 B8 C8 D8 VI. Patent Application No. 91120204 Patent Application. 参^1. \Chinese Patent Application Revision Amendment September 8, 1993. 1. A solvent composition characterized by 70% by weight. The following has a linear or branched structure having a carbon number of 3 to 7, a fluorocarbon-substituted aliphatic alcohol having a fluorine content of 30 to 80% by weight, and two or more kinds of carbon atoms having 30% by weight or more. A linear or branched structure having a number of 1 to 15 and a fluorine-free substituted organic solvent having a boiling point of 30 to 250 ° C, and one or more selected from the group consisting of a flower nitrile dye and hydrazine. a phthalocyanine dye, a porphyrin dye, an azo dye, an azo metal complex compound having a azo compound represented by the general formula 1 as a ligand, and a ketone represented by the general formula 2 A compound in which the compound is a ligand of a mela-metal complex; General Formula 1: (Please read the back note first and then fill out this page) Order 經濟部智慧財產局員工消費合作社印製 一般式1中,Z!是表示雜環或芳香環,另外,Z2表示 與Ζι相同或相異之雜環或芳香環,這些雜環或芳香環亦可 具有取代基; 本紙張尺度適用中國國家標準(CNS ) A4規格(210 X 29*7公旋) 1292150 Α8 Β8 C8 D8 夂、申請專利範圍 一般式2 : ,-·、 、、 9 \ \ Ζδ ) (請先閲讀背面之注意事項再填寫本頁) 、τ I 23 ::~~ΝΗ—N=C—N=N—η Ζ4 ! / \ · 一 一般式2中,Ζ3表示吡啶環,Ζ4是表示雜環或芳香環 ’ Ζ5是表示雜環、芳香環或脂肪族烴基,這些雜環、芳香 胃&及脂肪族烴基亦可具有取代基之有機色素化合物的光 記錄媒體者。 2.如申請專利範圍第1項之溶劑組成物,其中氟素取 代脂肪族醇爲2,2,3,3 -四氟一 1 一丙醇。 3 ·如申請專利範圍第1項或第2項之溶劑組成物,其 中無氟素取代有機溶劑爲2種以上選自無氟素取代脂肪族 醇系溶劑及無氟素取代脂肪族酮系溶劑。 4 ·如申請專利範圍第1項或第2項之溶劑組成物,其 中無戴素取代有機溶劑爲2-丙醇及丙酮。 5.如申請專利範圍第1項或第2項之溶劑組成物,其 中氟素取代脂肪族醇之含量未達30重量%。 經濟部智慧財產局員工消費合作社印製 6· 一種光記錄媒體之製造方法,其特徵爲,經由將有 機色素化合物溶解於如申請專利範圍第1項至第5項中任 一項之溶劑組成物中,塗布於基板上之步驟。 7 ·如申請專利範圍第6項之製造方法,其中有機色素 化合物爲1種或2種以上選自花腈苷色素、酞菁系色素、 卟啉系色素、偶氮系色素、以如一般式丨所表示之偶氮化 -2- 1292150 as B8 C8 D8 六、申請專利範圍 合物爲配位基之偶氮系金屬配位化合物,以及以如一般式2 所表示之甲腊化合物爲配位基之甲腊金屬配位化合物之化 合物; (請先閱讀背面之注意事項再填寫本頁) 一般式1 : \ Ζι )-N=N-{ ZsIn the general formula 1, the Z! Has a substituent; this paper scale applies to China National Standard (CNS) A4 specification (210 X 29*7 male) 1292150 Α8 Β8 C8 D8 夂, patent application scope General formula 2 : ,-·, , , 9 \ \ Ζδ ) (Please read the notes on the back and then fill out this page), τ I 23 ::~~ΝΗ—N=C—N=N—η Ζ4 ! / \ · In a general formula 2, Ζ3 represents a pyridine ring, and Ζ4 is The heterocyclic ring or the aromatic ring 'Ζ5 is an optical recording medium which means a heterocyclic ring, an aromatic ring or an aliphatic hydrocarbon group, and these heterocyclic ring, aromatic stomach & and aliphatic hydrocarbon group may have a substituent organic dye compound. 2. The solvent composition of claim 1, wherein the fluorocarbon substituted aliphatic alcohol is 2,2,3,3-tetrafluoro-1-propanol. 3. The solvent composition of the first or second aspect of the patent application, wherein the fluorine-free substituted organic solvent is two or more selected from the group consisting of a fluorine-free substituted aliphatic alcohol solvent and a fluorine-free substituted aliphatic ketone solvent. . 4. The solvent composition of claim 1 or 2, wherein no organic solvent is replaced by 2-propanol and acetone. 5. The solvent composition of claim 1 or 2, wherein the content of the fluorine-substituted aliphatic alcohol is less than 30% by weight. The Ministry of Economic Affairs, the Intellectual Property Office, and the Employees' Cooperatives Co., Ltd. 6. A method of producing an optical recording medium, which comprises dissolving an organic pigment compound in a solvent composition according to any one of items 1 to 5 of the patent application. The step of coating on the substrate. 7. The production method according to the sixth aspect of the invention, wherein the organic pigment compound is one or more selected from the group consisting of a flower nitrile dye, a phthalocyanine dye, a porphyrin dye, an azo dye, and a general formula.偶 nitrene-2- 2292150 as B8 C8 D8 六 、 申请 申请 申请 申请 申请 申请 六 六 申请 申请 申请 申请 申请 申请 申请 申请 申请 申请 申请 六 六 六 六 六 六 六 六 六 六 六 六 六 六 六 六 六 六 六 六 六 六a compound of a base metal complex compound; (Please read the notes on the back and fill out this page) General formula 1 : \ Ζι )-N=N-{ Zs 一般式1中,Ζι表示雜環或芳香環,另外,Z2表示與 Z!相同或相異之雜環或芳香環,這些雜環或芳香環亦可具 有取代基; 一般式2 : [Zs ;——NH—N=C—N===N一l y \ \ / \ Z4 : 、…〆 \ : 一般式2中,Z3表示吼D定環,Z4表示雜環或芳香環, Zs表示雜環、芳香環或脂肪族烴基,這些雜環、 乃甴被 及脂肪族烴基亦可具有取代基。 經濟部智慧財產局員工消費合作社印製In general formula 1, Ζι denotes a heterocyclic ring or an aromatic ring, and further, Z2 represents a heterocyclic ring or an aromatic ring which is the same or different from Z!, and these heterocyclic or aromatic rings may have a substituent; general formula 2: [Zs; —NH—N=C—N===N一ly \ \ / \ Z4 : ,...〆\ : In general formula 2, Z3 represents 吼D ring, Z4 represents a heterocyclic ring or an aromatic ring, and Zs represents a heterocyclic ring. An aromatic ring or an aliphatic hydrocarbon group, and these heterocyclic, fluorene, and aliphatic hydrocarbon groups may have a substituent. Ministry of Economic Affairs, Intellectual Property Bureau, employee consumption cooperative, printing
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Family Cites Families (16)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0376686A (en) * 1989-08-21 1991-04-02 Fuji Photo Film Co Ltd Preparation of data recording medium
JPH03120637A (en) * 1989-10-04 1991-05-22 Fuji Photo Film Co Ltd Magnetic recording medium and its production
JPH048585A (en) * 1990-04-26 1992-01-13 Fuji Photo Film Co Ltd Manufacture of information recording medium
JPH04337538A (en) * 1991-05-14 1992-11-25 Ricoh Co Ltd Production of optical recoridng medium and optical recording medium
JPH05114178A (en) * 1991-10-22 1993-05-07 Ricoh Co Ltd Production of optical recording medium and optical recording medium
JP3081695B2 (en) * 1991-11-20 2000-08-28 株式会社リコー Manufacturing method of optical recording medium
JP3334721B2 (en) * 1992-02-17 2002-10-15 株式会社リコー Optical recording medium and manufacturing method thereof
JP3731244B2 (en) * 1996-04-03 2006-01-05 三菱化学株式会社 Optical recording medium and manufacturing method thereof
JP2000276787A (en) * 1999-03-25 2000-10-06 Fuji Photo Film Co Ltd Optical information recording medium and its production
JP3556564B2 (en) * 1999-04-22 2004-08-18 Tdk株式会社 Method of manufacturing optical recording medium and optical recording medium
JP3232512B2 (en) * 1999-04-27 2001-11-26 株式会社林原生物化学研究所 Cyanine dye
JP2001348500A (en) * 1999-04-27 2001-12-18 Hayashibara Biochem Lab Inc Cyanine dye
JP3476421B2 (en) * 1999-07-28 2003-12-10 Tdk株式会社 Fluorinated alcohol for producing optical recording medium and optical recording medium using the same
JP2001158879A (en) * 1999-09-21 2001-06-12 Nippon Kayaku Co Ltd Anti-fading agent, and optical information-recording medium and heat-sensitive transfer sheet containing the anti-fading agent
JP2001122813A (en) * 1999-10-22 2001-05-08 Daikin Ind Ltd Fluoroalcohol composition
JP2002052823A (en) * 2000-08-11 2002-02-19 Daikin Ind Ltd Water-containing fluoroalcohol solvent composition

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