TWI274068B - Bis(indolestyryl) compounds and high density recording medium including the same - Google Patents

Bis(indolestyryl) compounds and high density recording medium including the same Download PDF

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TWI274068B
TWI274068B TW094122125A TW94122125A TWI274068B TW I274068 B TWI274068 B TW I274068B TW 094122125 A TW094122125 A TW 094122125A TW 94122125 A TW94122125 A TW 94122125A TW I274068 B TWI274068 B TW I274068B
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biguanide
salt compound
recording medium
david
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TW094122125A
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TW200700505A (en
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Shin-Shin Wang
Jong-Lieh Yang
Chii-Chang Lai
Hui-Ping Tsai
Wen-Ping Chu
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Ind Tech Res Inst
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Priority to US11/216,084 priority patent/US7598359B2/en
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    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D209/00Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/56Ring systems containing three or more rings
    • C07D209/58[b]- or [c]-condensed
    • C07D209/60Naphtho [b] pyrroles; Hydrogenated naphtho [b] pyrroles
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    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D209/00Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04Indoles; Hydrogenated indoles
    • C07D209/10Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
    • C07D209/14Radicals substituted by nitrogen atoms, not forming part of a nitro radical
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    • C07DHETEROCYCLIC COMPOUNDS
    • C07D471/00Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/06Peri-condensed systems
    • GPHYSICS
    • G11INFORMATION STORAGE
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    • G11B7/004Recording, reproducing or erasing methods; Read, write or erase circuits therefor
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    • GPHYSICS
    • G11INFORMATION STORAGE
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    • G11B7/24Record carriers characterised by shape, structure or physical properties, or by the selection of the material
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    • 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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    • 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
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    • 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
    • G11B7/249Record 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
    • G11B7/2492Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only containing organometallic compounds neutral compounds
    • 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
    • G11B7/252Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of layers other than recording layers
    • G11B7/253Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of layers other than recording layers of substrates
    • G11B7/2533Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of layers other than recording layers of substrates comprising resins
    • G11B7/2534Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of layers other than recording layers of substrates comprising resins polycarbonates [PC]
    • 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
    • G11B7/252Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of layers other than recording layers
    • G11B7/254Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of layers other than recording layers of protective topcoat layers
    • G11B7/2542Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of layers other than recording layers of protective topcoat layers consisting essentially of organic resins
    • 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
    • G11B7/252Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of layers other than recording layers
    • G11B7/258Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of layers other than recording layers of reflective layers
    • G11B7/2585Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of layers other than recording layers of reflective layers based on aluminium
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S430/00Radiation imagery chemistry: process, composition, or product thereof
    • Y10S430/146Laser beam

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Description

1274068 九、發明說明: 【發明所屬之技術領域】 本發明係有關於一種雙吲哚苯乙烯鹽化合物,特別是有關 於一種應用於高密度記錄媒體之雙吲哚苯乙烯鹽化合物。 【先前技術】 隨著資訊與多媒體世代的來臨,包括電腦、通訊、消費性 3C(Computer? Communication,Consumer Electronics)電子產品 對於媒體儲存的密度及容量需求不斷增加,遂唯有高儲存密 度、小型化及低製作成本的儲存媒體方可應付大量資訊的流 通,由於一般磁性儲存媒體已不敷所需,取而代之的正是目前 極力研究開發的高密度光資訊儲存媒體。 就光記錄媒體而言,一些提高其記錄密度的原理及方法已 被提出,例如縮短讀取雷射光源的波長,如將雷射光源由紅光 雷射改為藍光雷射或是提高鏡頭的數值孔徑等,而改變光記錄 層有機染料的化學結構則是另一熱門的研究方向,研究人員試 圖開發出具有高溶解性、在可見光區有強收吸、對光及熱穩定 及易於合成的光學染料。 由於高密度記錄媒體如DVD-R光碟片所使用的雷射波長 為650nm與CD-R光碟片所使用的雷射波長780nm不同,致染 料無法共用,雖習知高密度記錄媒體記錄層的有機染料,符合 高密度記錄媒體所需的光學特性,但由於對光及熱的穩定性較 差且合成不易,極易導致產品的儲存壽命縮短及成本大幅增 加,因此,重新設計開發出合適的有機化合物以提昇高密度記 0424-A21089TWF(N2);P02940011 ;david 7 1274068 錄媒體的光學特性及品質即為一重要課題。 【發明内容】 本發明係提供一種雙吲哚苯乙烯鹽化合物,具有下列化學 式(I):
其中A與B係相同或不同,包括苯環、萘環或含氧、硫或氮之 雜環;K與心’係包括氫、鹵素、Cl_5烷基、硝基、酯基、叛基、 磺酸基、磺胺基、醯胺基、磺酸酯基、Cw烷氧基、胺基、〇^_5 烧胺基、氰基、Ci·6烧硫基或C2_7烧氧魏基;R2、R2,、R3與 R3係相同或不同,包括氫、Cw取代或未取代之直鏈或支鏈烷 • 基、C6_18取代或未取代之芳香環、C2_6直鏈或支鏈烯基、C3-6 環烯基或C:3·6取代或未取代之環烷基,且&與、r2,與I’ _ 可各自相連成環或與苯環相接成環;r4係擇自氫、Cl_5烷基、 羥基、鹵素及Cm烷氧基所組成之族群;&與係相同或不 同,包括氫、i素、Cw烷基、硝基、c1-3烧氧基、胺基、氰 基、烷硫基或Cw烷氧羰基;w係包括氧、硫、硒、-NR 或- C(CH3)2 ’其中R為Ci_4烧基;η為1〜18 ;以及Ζι與冗2係 0424- A21089TWF(N2);P02940011 ;david 8 1274068 不同,包括一價或二價之陰離子基團或陰離子有機金屬錯合 物,係擇自鹵素離子(χ_)、過氯酸根(C104_)、四氟硼酸鹽(BF4·)、 六氟磷酸鹽(PF6_)、四苯硼酸鹽(BPh〇、六氟銻酸鹽(SbF6·)、四 氰基-對啥口若二甲烧(teteacyano p_quinodimethane,TCNQ-)、四 氰乙烯(tetracyanoetylene, TCNE")、苯石黃酸鹽、
及其衍生物所組成 之族群。 本發明另提供一種高密度記錄媒體,包括:一第一基板; 一記錄層,形成於該第一基板上,其包括如化學式(I)所述之雙 吲哚苯乙烯鹽化合物;一反射層,設置於該記錄層上;以及一 第二基板,設置於該反射層上。 【實施方式】 本發明係提供一種雙吲哚苯乙烯鹽化合物,具有化學式(I): 0424-A21089TWF(N2);P02940011 ;david 9 1274068
隹化宇氧 ν…1 g %个丨°』,例如笨環、萘琿 或含氧、硫或氮的雜環’其中含氧、硫或氮的雜環可包括咲喃 σ刪)、p比嗪(Pyrazine)、批略(pyrrole)、卩比物卿士)、建嗦
(pyddazine)、啦々㈣別㈣、„比〇定酮(pyrid〇ne)、喷咬 (pynmidine)、噻唑(thiazole)、噻吩 ;力(thl0Phene)、喧嚀(quinine) 或異喹嗜1 (isoquinine)。 :與,,例如為氫、画素、Ci_5燒基、硝基、酯基、竣基、 被基、〜胺基、醯胺基、續酸酿基、Ci 3院氧基、胺其 烷胺基、氰基、Cl·6烷硫基或C2·7烷氧羰基。 土丨_5
鳴與R3’可為相同或不同,例如氫、〜取代A 2 鏈或支㈣基、Q.18取代或未取狀芳香環、c2 直:或支鏈烯基、c3_6環稀基或C36取代或未取代之環烧基,且6 2 R3、,R2# R3可各自相連成環或與苯環相接成環。而取代 子二2子了3’上的取代基可包括氯原子、氧原子、氮原 羧土、転基、嶒酸基、磺酸酯基或磺胺基。 ,R4例如為氳、C1_5烷基 R5可為相同或不同,例如氫 羥基、鹵素及C1_5烷氧基。心與 鹵素、Cw烷基、硝基、Ci 3烷氧 〇424-A2t〇89TWF(N2);p〇294〇〇ii;i david 1274068 基、胺基、氰基、Cb6烧硫基或c2 7烧氧幾基。w例如為氧、 硫、硒、-nr*_c(ch3)2,而R可為Cl4烷基。11例如為卜^。 A與Z2係不同,例如為一價或二價的陰離子基團或陰離子有機 金屬錯合物,其中陰離子基團可包括A素離子(x_)、過氯酸根 (CKV)、四氟硼酸鹽(BFV)、六氟磷酸鹽(PFV) '四苯硼酸鹽 (BPh〇、六氟銻酸鹽(SbIV)、四氰基對喹喏二甲烷(teteaCM二 p-quinodimethane,TCNQ-)、四氰乙烯(tetraCyanoetylene,tcne_) I苯磺酸鹽,而陰離子有機金屬錯合物可包括
A與Z2的重量百分比大體為! : 99〜99 : 1。上述化合物 的吸收波長大體介於400〜700nm,吸收係數〇)大於1〇5,且於 例如Cw醇類、Cw酮類、Cw醚類、鹵素化合物或醯胺的有機 溶劑中的溶解度大於2%。 以下列舉出本發明雙吲哚苯乙烯鹽化合物的特定實例:
0424-A21089TWF(N2);P02940011 ;david 11 1274068
其中冗1與z2係不同,包括一價或二價之陰離子基團或陰 離子有機金屬錯合物,例如為鹵素離子(X_)、過氯酸根(C10O、 四氟硼酸鹽(BF4-)、六氟磷酸鹽(PF6·)、四苯硼酸鹽(BPh4·)、六 氟銻酸鹽(SbF6_)、四氰基,對口奎喏二曱烧(teteacyano p-quinodimethane, TCNQ")、四氰乙烯(tetracyanoetylene,
0N2
on2
TCNE)、苯磺 酸鹽、
0424-A21089TWF(N2);P02940011 ;david 12 1274068
及其衍生物所組成之族群。
予式⑴可由下述方式合成,首先,混合雙口引哄鹽、溶劑
與駿基苯化合物\ H Xf,3 J
/置於反應瓶中,其中雙吲哚鹽例 參 n,n 一乙基苯甲醛、對養四氫吡咯苯甲醛或對具3,5_二甲基 ’、氫吡疋笨甲醛’加熱至反應大體2〇〜24小時,反應後,抽乾 • 得到雙卩引卩朵苯乙烯鹽’接著,混合雙η㈣苯乙烯鹽、溶 劑、含鋰、鈉或鉀的鹽類化合物與陰離子有機金屬錯合物置於 反應疏中,其中溶劑例如為甲醇或乙醇,含經、納或鉀的鹽類 化合物例如為六氟銻酸鈉(NaSbF6)、過氯酸鈉(NaC1〇4)或六氟 碟fee納(NaPF6) ’陰離子有機金屬錯合物例如為 〇424-A21089TWF(N2);P〇2940〇11 ;david 13 1274068
濾,即得到本發明的雙吲哚苯乙烯鹽化合物。 本發明另提供一種高密度記錄媒體,包括:一第一基板; 一記錄層,形成於該第一基板上,其包括如化學式(I)所述之雙 口引噪苯乙稀鹽化合物;一反射層,設置於該記錄層上;以及一 第二基板,設置於該反射層上。 上述第一與第二基板為具有溝槽結構的透明基板,其材質 例如為聚酯、聚碳酸酯或聚烯。記錄層的厚度大體介於50〜300 奈米,其可包括有花青染料(cyanine dye)、偶氮金屬螯合化合物 (azo metal chelate compound)或其他染料,而雙卩引D朵苯乙烯鹽化 合物與花青染料、偶氮金屬螯合化合物或其他染料的重量比大 體為1 ·· 99〜99.9 : 0.1。反射層的材質例如為金、銀、銘、銅、 鉻或其合金。 本發明高密度記錄媒體的光電性質如下,反射率 (reflectance)大體介於40〜60%,較佳大於45%,信號抖動值(jitter) 大體介於8〜10,信號調變值(modulation)大體介於0·6〜0.8。另 此處所指的高密度記錄媒體可包括高密度可錄式光碟片。 接著,說明本發明高密度可錄式光碟片的製作,首先,提 供一第一基板,同時製備一混合有雙吲哚苯乙烯鹽化合物與溶 劑的溶液,其中所使用的溶劑可包括Cw醇類、C!_6酮類、Ck 醚類、二丁基謎(dibutyl ether,DBE)、鹵素化合物或醯胺,而 0424-A21089TWF(N2);P02940011 ;david 14 1274068
Cu醇類可為甲醇、乙醇、異丙醇、二丙酮醇(diacetonalchol, DAA)、2,2,3,3-四氟丙醇(2,2,3,3-tetrafluoropropanol,TFP)、三 氯乙醇(trichloroethanol)、2-氯乙醇(2-chloroethanol)、八氟戍醇 (octafluoropentanol)或六氟丁醇(hexafluorobutanol),Ck _ 類可 為丙酮、甲基異丁酮(methyl isobutyl ketone,MIBK)、曱基乙基 酮(methyl ethyl ketone,MEK)或 3-經基-3-甲基-2- 丁酮 (3-hydroxy-3-methyl-2-butanone),鹵素化合物可為氣仿 (chloroform)、二氯甲烧(dichloromethane)或 1-氣丁烧 (Ι-chlorobutane),醯胺可為二甲基甲醯胺(dimethylformamide, DMF)、二甲基乙醯胺(dimethylacetamide,DMA)或甲基環己烧 (methylcyclohexane,MCH)。接著,將溶液塗佈於第一基板上並 烘乾之,以形成一紀錄層,塗佈方式包括旋轉塗佈法、真空蒸 鍍法、喷霧塗佈法、浸潰塗佈法、線棒塗佈法、流動塗佈法、 網印法或捲帶式塗佈法,其中以旋轉塗佈法為較佳選擇,接著, 蒸鍍一反射層於記錄層上,最後,將一第二基板貼合於反射層 上,即完成一高密度可錄式光碟片。在上述高密度可錄式光碟 片的製作過程中,亦可於第二基板貼合前,先塗佈一保護層於 反射層上。 以下藉由數個實施例以更進一步說明本發明之特徵及優 點。 【實施例】 實施例1 化合物1的合成 0424-A21089TWF(N2);P02940011 ;david 15 1274068
化合物1 合成步驟:
on2
瓶中(六氟銻酸鈉與 以及30毫升的甲醇加入50毫升的雙頸
on2
的重量百分比為46: 54),加 熱反應過夜,反應完成後冷卻至室溫並過濾之,即得到1.14克 綠色固體的化合物1。該化合物產率為42.7%,純度達100%。 其在甲醇溶液下可見光最大吸收波長為566nm,e=2.2*1 實施例2 化合物2的合成 0424-A21089TWF(N2);P02940011 ;david 16 1274068
化合物2
合成步驟:
o2n-
o2n
升的雙頸瓶中(六氣錄酸納與 比為66 : 34,加熱反應過夜,反應完成後冷卻至室溫並過濾之 的重量百分 即得到1.55克綠色固體的化合物2。該化合物產率為78 2〇/〇, 純度達1〇〇%。其在甲醇溶液下可見光最大吸收波長為565nm, s = L56*105。 表一係列舉出一些符合本發明雙吲哚苯乙烯鹽化合物結 構的實施例,共包含了 7種不同結構或不同陰離子(心與z2)混 合比的雙吲哚苯乙烯鹽化合物,其各自的化學結構均詳列表 中,且同時列出其最大吸收波長(Xmax(nm))的物理特性。 0424-A21089TWF(N2);P02940011 ;david 17 1274068
表一 編 號 雙吲哚苯乙烯鹽 陰離子 Z!: Z2(重 量百 分比) ^max (nm) Zi z2 1 SbF6- on2 r " 。><。 ON( 2_ 46 : 54 566 2 SbF6- 〇N2_{^n=n^^n(Z :><: T 66 : 34 565 3 c'W^>c cio4- 〇2N_^^n=n_^^~nC >〇< r 24 : 76 563 4 >c SbF6· on2 [ 。><❶ ON( 2' 34 : 66 563 5 °^M>0 SbF6_ [NCVA /s vCN NCXXX N0 CN 2_ 46 : 54 558 以下列舉幾類化合物,具有上述化學式(i)之結構: 0424-A21089TWF(N2);P02940011 ;david 18 1274068
請參閱第1圖,說明本發明高密度紀錄媒體的製作,首先, 提供一具有溝槽結構12且材質為聚碳酸酯的第一基板10,其 0424-A21089TWF(N2);P02940011 ;david 19 1274068 中=槽12的深度為13〇_,寬度為3⑽nm,而第—基板1〇的 =徑為i2〇mm,厚度為12mm。同時製備—濃度為m 此合有化合物2與2,2,3,3_四氣丙醇(2,2,3 3_te_膽。pr〇pan〇l, TFP)的’讀。接著,湘旋轉塗佈法將溶液塗佈於第—基板⑺ 亡並以攝氏80度的溫度烘乾5分鐘,以形成一紀錄層2〇。接 著,蒸鑛-層銀金屬於記錄層2〇上,以形成一反射層3〇,反 射層3〇的厚度為2〇—,最後,將—第二基板40貼合於反射 層30上,即完成一高密度可錄式光碟片。在上述高密度可錄 式光碟片的製作過程中,亦可於第二基板4〇貼合前,塗佈一 層厚度為HVm的UV樹脂於反射層3〇上作為保護層(未圖示) 之用。 t二係列出本發明高密度紀錄媒體㈣電性質,包括反射 率、彳S號抖動值及信號調變值。
由表二數據可看出,本發明藉由修飾紀錄層化學結構製作 而成的高密度可錄式光碟片的光電性質均較—般產品(反射率 約45%、信號抖動值約8 〇^^ 纟 、 仏唬凋變約0·6)為佳,具備了高記 錄感度與高載波信號雜訊比^ ^ ^ ^ ^ 符性,此種改良技術對目 0424-A21089TWF(N2);P02940011 ;david 20 1274068 前高密度光學記錄媒體的研究發展來說,實為一重大貢獻。 雖然本發明已以較佳實施例揭露如上,然其並非用以限定本 發明,任何熟習此技藝者,在不脫離本發明之精神和範圍内,當 可作各種之更動與潤飾,因此本發明之保護範圍當視後附之申請 專利範圍所界定者為準。
0424-A21089TWF(N2);P02940011 ;david 21 1274068 【圖式簡單說明】 第1圖係為本發明高密度可錄式光碟片結構的剖面示意 、 圖。 【主要元件符號說明】 10〜第一基板; 12〜溝漕; 20〜記錄層; 30〜反射層; • 40〜第二基板。
0424-A21089TWF(N2);P02940011 ;david 22

Claims (1)

1274068 十、申請專利範圍: 1· 一種雙吲哚苯乙烯鹽化合物,具有下列化學式(1):
A與B係相同或不同,包括苯環、萘環或含氧、硫或氮之 雜環; 1^與心’係包括氫、鹵素、Cw烷基、硝基、酯基、竣基、 續酸基、績胺基、醯胺基、續酸酯基、Cw烧氧基、胺基、Ci 5 烷胺基、氰基、Ci-6烷硫基或C2_7烷氧羰基; R2、R2、R3與R3係相同或不同,包括氫、C16取代或未 取代之直鏈或支鏈烷基、C6」8取代或未取代之芳香環、直 鏈或支鏈稀基、C3·6環烯基或C3·6取代或未取代之環烧基,且 R2與R3、R2’與R3’可各自相連成環或與苯環相接成環; IU係擇自氫、Cw烷基、羥基、鹵素及Cl_5烷氧基所組成 之族群, R5與R5係相同或不同’包括氫、鹵素、C15烧其、石肖美、 Ci-3烧氧基、胺基、鼠基、Ci_6烧硫基或C2_7燒氧魏美· W係包括氧、硫、硒、-NR或-C(CH3)2,其中R為Ci4烷 基; η為1〜18 ; 21與4係不同,包括一價或二價之陰離子基團或陰離子 0424~A21089TWF(N2);P02940011 ;david 23 1274068 有機金屬錯合物,係擇自鹵素離子(X_)、過氯酸根(C104·)、四 氟硼酸鹽(BF4·)、六氟磷酸鹽(PF6_)、四苯硼酸鹽(BPh4_)、六氟 錄酸鹽(SbF6_)、四氰基-對喧嗜二甲烧(teteacyano p-quinodimethane,TCNQ )、四氰乙烯(tetracyanoetylene, TCNE_)、 苯磺酸鹽
CN」及其衍生物所組成之族群。
2·如申請專利範圍第1項所述之雙吲哚苯乙烯鹽化合物, 其中Α與Β係包括呋喃(furan)、批嗪(pyrazine)、批洛(pyrrole)、 口比 口坐(pyrazole)、噠嗪(pyridazine)、卩比口定(pyridine)、卩比0定酮 (pyridone)、喊0定(pyrimidine)、噻嗤(thiazole)、噻吩(thiophene)、 唾11寧(quinine)或異喧 _ (isoquinine)。 3. 如申請專利範圍第1項所述之雙吲哚苯乙烯鹽化合物, 其中R2、R2’、R3與R3’上之取代基係包括氫原子、氧原子、氮 原子、硫原子、鹵素原子、Cw烷基、Cw鹵烷基、硝基、氰基、 經基、魏基、S旨基、續酸基、續酸S旨基或磺胺基。 4. 如申請專利範圍第1項所述之雙吲哚苯乙烯鹽化合物, 0424-A21089TWF(N2);P02940011 ;david 24 1274068 其中該化合物係包括
ZiZ2 其中Zi與Z2係不同,包括一價或二價之陰離子基團或陰 離子有機金屬錯合物,係擇自鹵素離子(X_)、過氣酸根(C104_)、 四氟硼酸鹽(BF4·)、六氟磷酸鹽(PF6·)、四苯硼酸鹽(BPh4·)、六 氟銻酸鹽(SbF6-)、四氰基-對啥喏二曱烧(teteacyano p-quinodimethane, TCNQ )、四氰乙浠(tetracyanoetylene, TCNE) 苯磺酸鹽
2'
χ S S
on2
on2
及其衍生物所組成之族群 0424-A21089TWF(N2);P02940011 ;david 25 1274068 5.如申請專利範圍第1項所述之雙吲哚苯乙烯鹽化合物, 其中該化合物係包括
其中Zi與ζ2係不同,包括一價或二價之陰離子基團或陰 離子有機金屬錯合物,係擇自鹵素離子(χ_)、過氯酸根(C104_)、 四氟硼酸鹽(BF4_)、六氟磷酸鹽(PF6·)、四苯硼酸鹽(BPh4_)、六 氟銻酸鹽(SbF6·)、四氰基對喹喏二甲烷(teteacyano p-quinodimethane, TCNQ )、四氰乙烯(tetracyanoetylene,
0424-A21089TWF(N2);P02940011 ;david 26 1274068
及其衍生物所組成之族群。 6.如申請專利範圍第1項所述之雙吲哚苯乙烯鹽化合物, 其中該化合物係包括
其中Z!與Z2係不同,包括一價或二價之陰離子基團或陰 離子有機金屬錯合物,係擇自鹵素離子(x_)、過氣酸根(C104_)、 四氟硼酸鹽(BF4·)、六氟磷酸鹽(PF6-)、四苯硼酸鹽(BPh4·)、六 氟銻酸鹽(SbF6-)、四氰基-對喹喏二甲烷(teteacyano p-quinodimethane5 TCNQ")、四氰乙烯(tetracyanoetylene,
0424-A21089TWF(N2);P02940011 ;david 27 1274068
7.如申請專利範圍第1項所述之雙吲哚苯乙烯鹽化合物, 其中該化合物係包括
其中冗1與Z2係不同,包括一價或二價之陰離子基團或陰 離子有機金屬錯合物,係擇自鹵素離子(x_)、過氣酸根(C104_)、 四氟硼酸鹽(BF4_)、六氟磷酸鹽(PF6_)、四苯硼酸鹽(BPh4_)、六 氟銻酸鹽(SbF6_)、四氰基·對喹喏二曱烧(teteacyano p-quinodimethane, TCNQ )、四氰乙烯(tetracyanoetylene, 0424-A21089TWF(N2);P02940011 ;david 28 1274068
8·如申請專利範圍第1項所述之雙吲哚苯乙烯鹽化合物 其中該化合物係包括
其中21與Ζ2係不同,包括一價或二價之陰離子基團或陰 離子有機金屬錯合物,係擇自鹵素離子(χ-)、過氯酸根(C1〇4-)、 四氟硼酸鹽(BF4·)、六氟磷酸鹽、四苯硼酸鹽⑺Ph4-)、六 0424-A21089TWF(N2);P02940011 ;david 29 1274068 IL錄酸鹽(SbF6-)、四氰基對口查嗜二甲烧(teteacyano p-quinodimethane, TCNQ")、四氰乙烯(tetracyanoetylene,
TCNE)、 苯磺酸鹽
及其衍生物所組成之族群。 9. 如申請專利範圍第1項所述之雙吲哚苯乙烯鹽化合物, 其中Zi與Z2之重量百分比大體為1 : 99〜99 : 1。 10. 如申請專利範圍第1項所述之雙吲哚苯乙烯鹽化合物, 其中該化合物之吸收波長大體介於400〜700nm。 11. 如申請專利範圍第1項所述之雙吲哚苯乙烯鹽化合物, 其中該化合物之吸收係數U)係大於1〇5。 12. 如申請專利範圍第1項所述之雙吲哚苯乙烯鹽化合物, 其中該化合物於有機溶劑中之溶解度係大於2%。 13. 如申請專利範圍第12項所述之雙吲哚苯乙烯鹽化合 物,其中有機溶劑係包括Cw醇類、Ck酮類、Cw醚類、鹵素 化合物或醯胺。 0424-A21089TWF(N2);P02940011 ;david 30 1274068 14. 一種高密度記錄媒體,包括: 一第一基板; 一記錄層,形成於該第一基板上,其包括如申請專利範圍 第1項所述之雙吲哚苯乙烯鹽化合物; 一反射層,設置於該記錄層上;以及 一第二基板,設置於該反射層上。 15. 如申請專利範圍第14項所述之高密度記錄媒體,其中 該第一與第二基板係具有溝槽結構之透明基板。 16. 如申請專利範圍第14項所述之高密度記錄媒體,其中 該第一與第二基板係由聚酯類、聚碳酸酯類或聚烯類材質所構 成。 17. 如申請專利範圍第14項所述之高密度記錄媒體,其中 該記錄層至少包括花青染料(cyanine dye)或偶氮金屬螯合化合 物(azo metal chelate compound) 〇 18. 如申請專利範圍第17項所述之高密度記錄媒體,其中 該雙吲哚苯乙烯鹽化合物與花青染料或偶氮金屬螯合化合物之 重量比大體為1 : 99〜99.9 : 0.1。 19. 如申請專利範圍第14項所述之高密度記錄媒體,其中 該反射層係擇自金、銀、紹、銅、鉻及其合金所組成之族群。 20. 如申請專利範圍第14項所述之高密度記錄媒體,其中 該高密度記錄媒體之反射率(reflectance)係大於45%,信號抖動 值(jitter)大體介於8〜10,以及信號調變值(modulation)大體介於 0.6〜0_9 〇 21. 如申請專利範圍第14項所述之高密度記錄媒體,其中 該高密度記錄媒體係包括高密度可錄式光碟片。 0424-A21089TWF(N2);P02940011 ;david 31
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JPH0233150B2 (ja) * 1983-03-01 1990-07-25 Fuji Photo Film Co Ltd Denshishashinkankozairyo
JPH0643585A (ja) * 1992-07-24 1994-02-18 Mitsubishi Paper Mills Ltd 写真用吸光染料
JPH06102608A (ja) * 1992-09-21 1994-04-15 Mitsubishi Paper Mills Ltd ハロゲン化銀写真感光材料
JPH1134489A (ja) 1997-07-15 1999-02-09 Matsushita Electric Ind Co Ltd 光記録媒体
EP1130063A1 (en) 1999-09-14 2001-09-05 Kabushiki Kaisha Hayashibara Seibutsu Kagaku Kenkyujo Styryl dye
KR100370405B1 (ko) 2000-05-17 2003-01-29 삼성전자 주식회사 헤미시아닌 색소 및 이를 이용한 광기록매체
JP2002206061A (ja) * 2000-07-05 2002-07-26 Hayashibara Biochem Lab Inc スチリル色素
TW593564B (en) * 2002-04-19 2004-06-21 Ind Tech Res Inst New benzoindole styryl compounds and its use for a high density optical recording medium
TW589349B (en) * 2002-04-19 2004-06-01 Ind Tech Res Inst New indolestyryl compounds and its use for a high density optical recording medium
TW593561B (en) * 2003-05-14 2004-06-21 Ind Tech Res Inst Bis-styryl dye and method for manufacturing the same and its use for a high density optical recording medium
TWI238159B (en) * 2003-09-23 2005-08-21 Ind Tech Res Inst Indolestyryl compounds and use thereof for a high density recording medium and method for producing the same
TWI283258B (en) * 2004-12-27 2007-07-01 Ind Tech Res Inst Asymmetric bis(indolestyryl) compounds and high density recording medium including the same
TW200710557A (en) * 2005-09-09 2007-03-16 Ind Tech Res Inst Optic recording medium and polymethine complex used for the same

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