CN100424768C - Optical recording medium dye and optical recording medium using same - Google Patents

Optical recording medium dye and optical recording medium using same Download PDF

Info

Publication number
CN100424768C
CN100424768C CNB03102386XA CN03102386A CN100424768C CN 100424768 C CN100424768 C CN 100424768C CN B03102386X A CNB03102386X A CN B03102386XA CN 03102386 A CN03102386 A CN 03102386A CN 100424768 C CN100424768 C CN 100424768C
Authority
CN
China
Prior art keywords
record medium
dye
optical record
cyanine dye
acid
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Fee Related
Application number
CNB03102386XA
Other languages
Chinese (zh)
Other versions
CN1521743A (en
Inventor
郭朝楠
胡美蓉
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Laide Science & Technology Co Ltd
Ritek Corp
Original Assignee
Laide Science & Technology Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Laide Science & Technology Co Ltd filed Critical Laide Science & Technology Co Ltd
Priority to CNB03102386XA priority Critical patent/CN100424768C/en
Publication of CN1521743A publication Critical patent/CN1521743A/en
Application granted granted Critical
Publication of CN100424768C publication Critical patent/CN100424768C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Images

Abstract

The present invention relates to the optical recording medium dye, which is a kind of cyanine dye. The structural formula of the cyanine dye is disclosed on the right, wherein A and B have parts of same or different hydrogen atom, halogen or nitrogenous group; R1 and R2 has parts of same or different substituted or unsubstituted straight chain-shaped or branch-shaped alkyl, alkenyl, aralkyl, alkoxycarbonyl, alkoxycarboxyl, alkoxy, alkoxyhydroxy, alkylamido, alkylamido methacetate, alkylamido sulfonic group, alkyl alkoxy, alkane halide, alkane sulfacetate or alkcarboxyl; X<-> is anion.

Description

Optical record medium dye and the optical record medium that uses this optical record medium dye
Technical field
The invention relates to a kind of Write-only one time type digital optical recording medium, and particularly relevant for a kind of optical record medium dye and the optical record medium that uses this optical record medium dye.
Background technology
CD (Compact Disk, CD) because have that storage density height, volume are little, advantage such as storage life limit for length, height with low cost, compatible and error rate are low, therefore become the main flow of present optic informating recording medium.In various types of CDs, what be most widely used promptly is that (Compact Disc-Recordable, CD-R), its recording principle carries out the record of data for use wavelength 770nm to 830nm laser beam and reads so-called write-only disposable optical disk.
Yet, along with popularizing of multimedia (Multimedia) application message, many data all contain a large amount of literal, sound and image, the capacity of original CD-R discs 650MB can't cooperate next audio-visual demand from generation to generation, therefore in recent years industry to have proposed a kind of memory capacity be the CD-R several times, it is also short (for example: the laser light of wavelength 620nm to 690nm) carry out the various Write-only one time type digital optical recording medium etc. of high density recording and regeneration, and become the trend of following optic informating recording medium main flow to be used in laser light on the CD-R by wavelength.
This kind Write-only one time type digital optical recording medium as recording layer, and form pit by the short wavelength's laser light source irradiation that focuses on the organic optical dyestuff, reach the effect of record material.The normal at present organic optical dyestuff that uses comprises cyanine (Cyanine) dyestuff, azo (Azo) dyestuff, ketocoumaran dyestuff, indigoid dye etc.
Yet, cyanine dye wherein has cracking temperature (decomposition temperature) and the lower problem of thermal resistance (heat resistance), the occasion that for example is to use laser light to note down, the heat that the irradiation of its laser is accumulated may make the also thermal cracking and produce deformation of position that does not form news holes (pit), thereby makes that the data that is write down on the record layer on the discs is incorrect.Even even in the occasion that reads with laser, if the overlong time of laser irradiation, the heat of being accumulated might cause the problems referred to above equally, thereby make that data on the discs is incorrect or be damaged.
Summary of the invention
Therefore, purpose of the present invention is exactly at the optical record medium that a kind of optical record medium dye is provided and uses this optical record medium dye, and this kind dyestuff is a cyanine dye, can improve the thermal cracking temperature of this cyanine dye.
Another object of the present invention is exactly at the optical record medium that a kind of optical record medium dye is provided and uses this optical record medium dye, and this kind dyestuff is a cyanine dye, has long absorbing wavelength.
The present invention proposes a kind of optical record medium dye, and this kind optical record medium dye is a cyanine dye, and the structural formula (I) that this kind cyanine dye is possessed is as follows:
Figure C0310238600051
Wherein, A, B are indivedual identical or different hydrogen atom, halogen (Halogen) or nitrogenous bases that are, halogen is selected from fluorine (F), chlorine (Cl), bromine (Br) and iodine (I), nitrogenous base is selected from one-level amino (primaryamine group,-NH2), secondary amino (secondary amine group,-NHR, wherein R is for containing hydrocarbon-based),, nitro (Nitro), nitroso-(Nitroso).R 1, R 2For being identical or different being substituted or the alkyl of unsubstituted straight chain shape or branch-like individually; alkenyl (alkenyl); aralkyl (aralkyl); alkoxy carbonyl group (alkoxycarbonyl); alcoxyl carboxyl (alkoxycarboxyl); alkoxy (alkoxyl); alcoxyl hydroxyl (alkyl hydroxyl); alkylamino radical (alkylamino); alkane carbamyl (alkylcarbamoyl); alkane ammonia sulfo group (alkylsulfamoyl); alkyl alkoxy (alkylalkoxyl); alkane halogenide (alkyl halide); alkane sulfonyl (alkylsulfonyl) or alkane carboxyl (alkylcarboxyl), and X -Be negative ion.
The present invention proposes a kind of optical record medium, is selected from a substrate, a recording layer, a reflection horizon and a protective seam at least.Recording layer is equipped on the substrate, and wherein recording layer is selected from a dyestuff at least, and the structural formula that dyestuff possessed (I) is as follows:
Figure C0310238600061
Wherein, A, B are selected from hydrogen atom, halogen or nitrogenous base; R 1, R 2Be selected from and be substituted or alkyl, alkenyl, aralkyl, alkoxy carbonyl group, alcoxyl carboxyl, alkoxy, alcoxyl hydroxyl, alkylamino radical, alkane carbamyl, alkane ammonia sulfo group, alkyl alkoxy, alkane halogenide, alkane sulfonyl or the alkane carboxyl of unsubstituted straight chain shape or branch-like, and X -Be selected from negative ion, and the reflection horizon is equipped on the recording layer, and protective seam is equipped on the reflection horizon.
Because the present invention imports the functional group in cyanine dye for example is nitrogenous bases such as halogen, one-level amino, secondary amino, nitro or nitroso-, therefore the cyanine dye of gained can have higher thermal cracking temperature, and can make that this cyanine dye is difficult for producing cracking/deformation because of accumulation of heat in the zone of interrogating outside the hole, and then can guarantee the correctness of record material.Moreover the maximum absorption wavelength of this cyanine dye can have long absorbing wavelength than known cyanine dye structure, and therefore cyanine dye of the present invention can be applicable to the recording layer of high power speed optical record medium.
Description of drawings
Fig. 1 illustrate is the temperature of the cyanine dye of experimental example 1 synoptic diagram to thermogravimetry.
Fig. 2 illustrate is the synoptic diagram of the maximum absorption wavelength of the cyanine dye of experimental example 2.
For above-mentioned purpose of the present invention, feature and advantage can be become apparent, a preferred embodiment cited below particularly elaborates.
Embodiment
By following embodiment more detailed description optical record medium dye disclosed in this invention.
The present invention proposes a kind of optical record medium dye, and this kind optical record medium dye is a cyanine dye, and the structural formula (I) that this kind cyanine dye is possessed is as follows:
Wherein, A, B Wei identical or different hydrogen atom, halogen (Halogen) or nitrogenous bases.Wherein halogen for example is to be selected from fluorine (F), chlorine (Cl), bromine (Br) and iodine (I), and nitrogenous base for example is to comprise one-level amino (primary amine group ,-NH 2), secondary amino (wherein R is for containing hydrocarbon-based for secondary amine group ,-NHR), nitro (Nitro) and nitroso-(Nitroso) etc.
R 1, R 2For being identical or different being substituted or the alkyl of unsubstituted straight chain shape or branch-like, alkenyl, aralkyl, alkoxy carbonyl group, alcoxyl carboxyl, alkoxy, alcoxyl hydroxyl, alkylamino radical, alkane carbamyl, alkane ammonia sulfo group, alkyl alkoxy, alkane halogenide, alkane sulfonyl or alkane carboxyl individually.
Wherein halogen for example is to be selected from fluorine, chlorine, bromine, iodine.Alkyl for example is to comprise that carbon number is 1 to 8 straight chain or branch-like structure, for example is methyl (methyl), ethyl (ethyl), propyl group (proryl), isopropyl (iso-propyl), butyl (butyl), isobutyl (iso-butyl), spy-butyl (tert-butyl), 1-methyl butyl (1-methylbutyl), 2-methyl butyl (2-methylbutyl), 3-methyl butyl (3-methylbutyl), amyl group (pentyl), isopentyl (iso-pentyl), neopentyl (neopentyl), spy-amyl group (tert-pentyl), 1-methyl amyl (1-methylpentyl), 2-methyl amyl (2-methylpentyl), 5-methyl amyl (5-methylpentyl), hexyl (hexyl), isohesyl (iso-hexyl), heptyl (heptyl), octyl group (octyl).Alkenyl for example be vinyl (vinyl), 1-propenyl (1-propenyl), 2-propenyl (2-propenyl), isopropenyl (iso-propenyl), 2-butenyl group (2-butenyl), butadienyl (1,3-butadienyl) with 2-pentenyl (2-pentenyl).Aralkyl for example is to be made of 5 methylene, usually constituted by 1 to 3 methylene, and to connect monocycle (monocyclic) or saturated many ring (polycyclic saturated) or unsaturated hydrocarbon bases (unsaturated hydrocarbon group) or heterocyclic radical (heterocyclic group) for example be phenyl (phenyl) its two ends, xenyl (biphenyl), neighbour-tolyl (o-tolyl), between-tolyl (m-tolyl), right-tolyl (p-tolyl), neighbour-cumenyl (o-cumenyl), between-cumenyl (m-cumenyl), right-cumenyl (p-cumenyl), xylyl (xylyl), trimethylphenyl (mesityl), styryl (styryl), cinnamoyl (cinnamoyl), naphthyl (naphthyl) etc.Alkoxy carbonyl group for example is to comprise methoxycarbonyl group (Methoxycarbonyl), carbethoxyl group (Ethoxycarbonyl), the positive third oxygen carbonyl (n-Propoxycarbonyl), the different third oxygen carbonyl (iso-Propoxycarbonyl), positive butoxy carbonyl (n-Butoxycarbonyl), isobutyl boc (iso-Butoxycarbonyl), special butoxy carbonyl (tert-Butoxycarbonyl) etc.The alcoxyl carboxyl for example is to comprise methoxy carboxyl (Methoxycarboxyl), ethoxy carboxyl (Ethoxycarboxyl), the positive third oxygen carboxyl (n-Propoxycarboxyl), the different third oxygen carboxyl (iso-Propoxycarboxyl), positive fourth oxygen carboxyl (n-Butoxycarboxyl), isobutyl oxygen carboxyl (iso-Butoxycarboxyl), special fourth oxygen carboxyl (tert-Butoxycarboxyl) etc.Alkoxy for example is to comprise methoxyl (Methoxyl), ethoxy (Ethoxyl), positive propoxy (n-Propoxyl), isopropoxy (Isopropoxyl), n-butoxy (n-Butoxyl), isobutoxy (i-Butoxyl), tert-butoxy (t-Butoxyl), n-pentyloxy (Pentoxyl) etc.The alcoxyl hydroxyl for example is to comprise methoxy hydroxyl (Methoxyhydroxyl), ethoxy hydroxyl (Ethoxyhydroxyl), the positive third oxygen hydroxyl (n-Propoxyhydroxyl), the different third oxygen hydroxyl (iso-Propoxyhydroxyl), positive fourth oxygen hydroxyl (n-Butoxyhydroxyl), isobutyl oxygen hydroxyl (iso-Butoxyhydroxyl), special fourth oxygen hydroxyl (tert-Butoxyhydroxyl) etc.Alkylamino radical for example is to comprise methylamino (Methylamino), ethylamino-(Ethylamino), n-propylamine base (n-Propylamino), n-butylamine-based (n-Butylamino), dimethyl amido (Dimethylamino), diethyl amido (Diethylamino) etc.The alkane carbamyl for example is to comprise first carbamyl (Methylcarbamoyl), second carbamyl (Ethylcarbamoyl), n-propylamine formyl (n-Propylcarbamoyl), different third carbamyl (iso-Propylcarbamoyl), n-butyl amine formyl (n-Butylcarbamoyl), isobutyl carbamyl (iso-Butylcarbamoyl), special fourth carbamyl (tert-Butylcarbamoyl) etc.Alkane ammonia sulfo group for example is to comprise first ammonia sulfo group (Methylsulfamoyl), second ammonia sulfo group (Ethylsulfamoyl), n-propylamine sulfo group (n-Propylsulfamoyl), the different third ammonia sulfo group (iso-Propylsulfamoyl), n-butyl amine sulfo group (n-Butylsulfamoyl), isobutyl ammonia sulfo group (iso-Butylsulfamoyl), special fourth ammonia sulfo group (tert-Butylsulfamoyl) etc.Alkyl alkoxy for example is to comprise methyl methoxy base (Methylmethoxyl), ethyl methoxyl (Ethylmethoxyl), n-pro-pyl methoxyl (n-Propylmethoxyl), isopropyl methoxyl (iso-Propylmethoxyl), normal-butyl methoxyl (n-Butylmethoxyl), isobutyl methoxyl (iso-Butylmethoxyl), tertiary butyl methoxyl (tert-Butylmethoxyl) etc.The alkane sulfonyl for example is to comprise mesyl (Methylsulfonyl), ethylsulfonyl (Ethylsulfonyl), positive third sulfonyl (n-Propylsulfonyl), different third sulfonyl (iso-Propylsulfonyl), positive fourth sulfonyl (n-Butylsulfonyl), isobutyl sulfonyl (iso-Butylsulfonyl), special fourth sulfonyl (tert-Butylsulfonyl) etc.The alkane carboxyl for example is to comprise carboxyphenyl (Methylcarboxyl), second carboxyl (Ethylcarboxyl), positive third carboxyl (n-Propylcarboxyl), different third carboxyl (iso-Propylcarboxyl), positive fourth carboxyl (n-Butylcarboxyl), isobutyl carboxyl (iso-Butylcarboxyl), special fourth carboxyl (tert-Butylcarboxyl) etc.
X -Be negative ion, wherein X -Being selected from mineral acid for example is to comprise fluoric acid (fluoric acid), chloric acid (chloric acid), bromic acid (bromic acid), acid iodide (iodic acid), cross chloric acid (perchloric acid), periodic acid (periodic acid), phosphoric acid (phosphoric acid), fluorophosphoric acid salt (phosphoric acidhexafluoride), fluorine antimonate class (antimony hexafluoride), hexafluoro stannic acid salt (tin acidhexafluoride), the negative ion of fluoboric acid gained such as (fluoroboric acid), or being selected from organic acid for example is to comprise thiocyanic acid (thiocyanic acid), benzene sulfonic acid (benzenesulfonic acid), neighbour-toluenesulfonic acid (p-toluenesulfonic acid), alkyl sulfonic acid (alkylsulfonic acid), benzoic acid (benzenecarboxylic acid), alkane carboxylic acid (alkylcarboxylic acid), three alkyl halide carboxylic acids (trihaloalkylcarboxylic acid), three alkyl halide sulfonic acid (trihaloalkylsulfonic acid) and niacin (nicotinic acid), sulphur cyanogen (SCN -) negative ion of gained such as ion.
Then, according to experimental example 1 to experimental example 3 so that the manufacture method of optical record medium dye of the present invention and optical record medium to be described, but scope of the present invention is not limited to experimental example 1 to experimental example 3.
Experimental example 1
<cyanine dye 〉
In round-bottomed bottle, add 10 milliliters of the triethyl orthoformate (triethyl orthoformate) of iodate 1-methyl-2.3.3-trimethyl-6-bromo-benzo [e] indoles (1-methyl-2.3.3-trimethyl-6-bromo-benzo[e] indolium iodide), 0.85 gram of 5 grams and pyrimidines (pyridine), after 3 hours, room temperature is reduced in reaction in 120 ℃ of reflux.In beaker, 50 milliliters 6N hydrochloric acid is mixed with 250 milliliters distilled water and aforesaid reactant liquor is poured in the beaker slowly, stirred 8 hours.Mixed liquor is filtered, can obtain dyestuff, and with the distilled water flushing dyestuff for several times, the gained dyestuff is the 2.6g of two (1-methyl-3.3-dimethyl-6-bromo-benzo [e] indoles)-the 2:2 '-propyl group methines of iodate (bis (1-methyl-3.3-dimethyl-6-bromo-benzo[e] indo)-2:2 '-propylmethineiodide).Aforesaid dyestuff is placed round-bottomed bottle, add the fluorophosphoric acid potassium (KPF of 5.2g 6) and 30 milliliters methyl alcohol, and after stirring 24 hours, filtration can obtain crystal, and the gained crystal is the 1.5g of two (1-methyl-3.3-dimethyl-6-bromo-benzo [e] indoles)-the 2:2 '-propyl group methine fluorophosphoric acid esters of product iodate (bis (1-methyl-3.3-dimethyl-6-bromo-benzo[e] indo)-2:2 '-propylmethinehexafluorophosphate).The structural formula (II) of products therefrom (cyanine dye) is as follows:
Figure C0310238600111
Experimental example 2
<cyanine dye 〉
Adding 4.6 gram iodate 1-butyl-2.3.3-trimethyl-6-bromo-benzo [e] indoles in round-bottomed bottle (1-butyl-2.3.3-trimethyl-6-bromo-benzo[e] indolium iodide), 5 gram iodate 1-butyl-2-(aniline vinyl)-3.3-dimethyl-benzo [e] indoles (1-butyl-2-(anilinovinyl)-3.3-dimethyl-benzo[e] indolium iodide), 10 milliliters pyridine, 2.4 the glacial acetic acid of milliliter and 2.5 milliliters triethylamine (triethyl amine).After the reflux 3 hours, room temperature is reduced in reaction.In beaker, the hydrochloric acid of 50 milliliters of 6N is mixed with 250 milliliters distilled water and aforesaid reactant liquor is poured in the beaker slowly, stirred 8 hours.Mixed liquor is filtered, can obtain dyestuff, and with the distilled water flushing dyestuff for several times, the gained dyestuff be iodate 1-butyl-3.3-dimethyl-1 '-butyl-3 ' .3 '-dimethyl-6 '-bromo-two-benzo [e] indoles)-2:2 '-propyl group methine (1-butyl-3.3-dimethyl-1 '-butyl-3 ' .3 '-dimethyl-6 '-bromo-bis-benzo[e] indo-2:2 '-propylmethine iodide) 3.1g.Aforesaid dyestuff is placed round-bottomed bottle, add the sodium perchlorate's sulfuric monohydrate (sodium perchlorate monohydrate) of 6g and 35 milliliters methyl alcohol, and after stirring 24 hours, filtration can obtain crystal, the gained crystal is product 1-butyl-3.3-dimethyl-1 '-butyl-3 ' .3 '-dimethyl-6 '-bromo-two-benzo [e] indoles)-2:2 '-propyl group methine cross the chlorate (1-butyl-3.3-dimethyl-1 '-butyl-3 ' .3 '-dimethyl-6 '-bromo-benzo[e] indo-2:2 '-propylmethine perchlorate) 2.3g.The structural formula (III) of products therefrom (cyanine dye) is as follows:
Figure C0310238600121
Experimental example 3
<optical record medium 〉
After respectively above-mentioned experimental example 1 and experimental example 2 prepared cyanine dyes being dissolved in the tetrafluoropropanol (Tetrafluoropropane) of 10ml, through obtaining filtrate behind the filter paper filtering of aperture 0.25 μ m.Get the mode of the filtrate of 5ml with rotary coating (spin on coating), be spun on on the polycarbonate resin substrate of the diameter 12cm of 500rpm speed rotation forming a coating layer with recording layer as optical record medium, and the surface of aforesaid substrate has the ditch rail of dark 160nm, wide 0.3 μ m.Dry above-mentioned substrate with optical dye coating layer 20 minutes under 85 ℃ temperature then.
Then; mode with sputter (sputtering) on recording layer plates the gold that a layer thickness is 100nm (Gold) layer as the reflection horizon; afterwards with mode spin coating one deck UV-cured resin on the reflection horizon of rotary coating; and, make it solidify to form the protective seam that thickness is 4 μ m with UV-irradiation UV-cured resin layer.And be made into an optical recording media.
Then, above-mentioned optical recording media is rotated under the speed of 7m/s, the other semiconductor lasers light that utilizes wavelength 658nm is with the power irradiation of 13MW, with record 8-14 modulation signal (Eight toFourteen Modulation, EFM).Afterwards, above-mentioned optical record medium is positioned over the test of regenerating in the DVD drive that the other semiconductor lasers optical wavelength is 658nm, and can obtains good regeneration signal.
Then, please refer to table 1, wherein A, B, R in the cyanine dye of the present invention are represented in the cyanine dye of table 1 [1]~[9] 1, R 2, when X replaces with the identical or different functional group that above-mentioned preferred embodiment was disclosed respectively, the maximum absorption wavelength of each cyanine dye that measures and thermal cracking temperature.And, the cyanine dye of the cyanine dye of table 1 [10] for being disclosed in the early stage openly H11-34499 number open case of Japan, wherein the maximum absorption wavelength of cyanine dye [10] is found in above-mentioned open case, and the thermal cracking temperature synthesizes identical cyanine dye [10] for the inventor according to above-mentioned open case, it is measured the result of thermal cracking temperature gained again.
Table 1
Cyanine dye Maximum absorption wavelength (methyl alcohol/nm) Cracking temperature (℃)
[1]A=B=Br,R 1=R 2Methyl, X=ClO 4 586.8 305
[2]A=B=Br,R 1=R 2=methyl, X=PF 6 586.8 330
[3]A=B=Br,R 1=methyl, R 2=butyl X=ClO 4 588.8 269
[4]A=B=Br,R 1=R 2=butyl, X=ClO 4 590.8 318
[5]A=B=Br,R 1=R 2=butyl, X=PF 6 590.8 301
[6]A=H,B=Br,R 1= R 2=butyl, X=ClO 4 589.2 287
[7]A=Br,B=H,R 1=methyl, R 2=butyl, X=ClO 4 587.2 257
[8]A=H,B=Br,R 1=methyl, R 2=butyl, X=ClO 4 587.4 261
[9]A=H,B=Br,R 1= R 2=methyl, X=ClO 4 585.4 260
10]A=B=H,R 1=R 2=butyl, X=ClO 4 588 245
Please be simultaneously with reference to Fig. 1 and table 1, Fig. 1 is the cyanine dye [2] in the table 1, that is be thermogravimetry (TGA) figure of the prepared cyanine dye of experimental example 1, shown in the solid line among Fig. 1, this cyanine dye [2] begins to produce the rapid loss in weight about 330 degree Celsius, hence one can see that, and the thermal cracking temperature of cyanine dye of the present invention can be up to about 330 degree Celsius.Then, please be simultaneously with reference to Fig. 2 and table 1, and Fig. 2 is the cyanine dye [6] in the table 1, that is be the wavelength absorption figure of the prepared cyanine dye of experimental example 2.By Fig. 2 and table 1 as can be known, the absorbing wavelength of this cyanine dye [6] is 589.2nm.On the other hand, please refer to the cyanine dye [10] of table 1, because the substituent A of cyanine dye [10] and B wherein arbitrary all is not replaced into disclosed functional group, therefore, though its absorbing wavelength is close with cyanine dye of the present invention [1]~[9], yet its cracking temperature is lower, has only 245 degree Celsius.
In sum, optical record medium dye of the present invention is in the cyanine dye of structural formula (I), identical or the different functional group of indivedual importings for example is nitrogenous bases such as halogen, one-level amino, secondary amino, nitro or nitroso-in the position of substituent A, B, therefore prepared cyanine dye can have higher thermal cracking temperature, thereby make that this cyanine dye is difficult for producing cracking/deformation because of accumulation of heat in the zone of interrogating outside the hole, and then can guarantee the correctness of record material.Moreover, with known cyanine dye structure in comparison, cyanine dye of the present invention can have long maximum absorption wavelength, therefore can be applicable to the recording layer of high power speed optical record medium.
And, optical record medium dye of the present invention can be widely used in various optical record mediums, for example be CD (CD), digital multi type CD (DVD), Mini Disk (Mini Disc, MD), CDV (CD that the laser CD-ROM drive is used), digital music tape (Digital Audio Tape, DAT), CD-ROM (CD-ROM), read-only type digital versatile disc (DVD-ROM) etc.
Though the present invention with a preferred embodiment openly as above; right its is not in order to limiting the present invention, anyly is familiar with this operator, without departing from the spirit and scope of the present invention; when can being used for a variety of modifications and variations, so protection scope of the present invention is as the criterion when looking claims person of defining.

Claims (12)

1. optical record medium dye, this kind optical record medium dye is a cyanine dye, it is characterized in that: the structural formula that this kind cyanine dye is possessed is as follows:
Wherein, A, B are selected from hydrogen atom or halogen, and A, B are not hydrogen simultaneously; R 1, R 2Be selected from n and be 1~7 straight or branched C nH 2n+1, n is 1~3,5 C nH 2nC 6H 5, and X -Be selected from ClO 4 -, BF 4 -, ClO 3 -, PF 6 -Or SbF 6 -
2. optical record medium dye as claimed in claim 1 is characterized in that: described halogen is selected from fluorine, chlorine, bromine or iodine.
3. optical record medium dye as claimed in claim 1 is characterized in that: above-mentioned A is identical functional group with above-mentioned B.
4. optical record medium dye as claimed in claim 1 is characterized in that: described A is different functional groups with described B.
5. optical record medium dye as claimed in claim 1 is characterized in that: described R 1With described R 2Be identical functional group.
6. optical record medium dye as claimed in claim 1 is characterized in that: described R 1With described R 2Be different functional groups.
7. optical record medium is characterized in that: comprise at least:
Substrate;
Recording layer is equipped on the described substrate, and wherein this recording layer comprises a dyestuff at least, and the structural formula that this dyestuff possessed is as follows:
Figure C031023860003C1
Wherein, A, B are selected from hydrogen atom or halogen, and A, B are not hydrogen simultaneously; R 1, R 2Be selected from n and be 1~7 straight or branched C nH 2n+1, n is 1~3,5 C nH 2nC 6H 5, and X -Be selected from ClO 4 -, BF 4 -, ClO 3 -, PF 6 -Or SbF 6 -And the reflection horizon, be equipped on the described recording layer; And
Protective seam is equipped on the above-mentioned reflection horizon.
8. optical record medium as claimed in claim 7 is characterized in that: described halogen is selected from fluorine, chlorine, bromine or iodine.
9. optical record medium as claimed in claim 7 is characterized in that: described A is identical functional group with described B.
10. optical record medium as claimed in claim 7 is characterized in that: described A is different functional groups with described B.
11. optical record medium as claimed in claim 7 is characterized in that: described R 1With described R 2Be identical functional group.
12. optical record medium as claimed in claim 7 is characterized in that: described R 1With described R 2Be different functional groups.
CNB03102386XA 2003-02-12 2003-02-12 Optical recording medium dye and optical recording medium using same Expired - Fee Related CN100424768C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CNB03102386XA CN100424768C (en) 2003-02-12 2003-02-12 Optical recording medium dye and optical recording medium using same

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CNB03102386XA CN100424768C (en) 2003-02-12 2003-02-12 Optical recording medium dye and optical recording medium using same

Publications (2)

Publication Number Publication Date
CN1521743A CN1521743A (en) 2004-08-18
CN100424768C true CN100424768C (en) 2008-10-08

Family

ID=34281695

Family Applications (1)

Application Number Title Priority Date Filing Date
CNB03102386XA Expired - Fee Related CN100424768C (en) 2003-02-12 2003-02-12 Optical recording medium dye and optical recording medium using same

Country Status (1)

Country Link
CN (1) CN100424768C (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8247577B2 (en) * 2006-05-23 2012-08-21 Adeka Corporation Optical recording material and cyanine compound

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5328802A (en) * 1990-10-04 1994-07-12 Pioneer Electronic Corporation Optical recording medium
US5336584A (en) * 1990-10-04 1994-08-09 Pioneer Electronic Corporation Optical recording medium
CN1182265A (en) * 1996-11-01 1998-05-20 太阳诱电株式会社 Optical carrier
JPH1134499A (en) * 1997-07-15 1999-02-09 Tdk Corp Optical recording medium
CN1300062A (en) * 1999-12-01 2001-06-20 太阳诱电株式会社 Optical information recording medium
CN1495747A (en) * 2002-08-20 2004-05-12 �л��ɷ����޹�˾ Optical recording medium
CN1505022A (en) * 2002-12-04 2004-06-16 �л��ɷ����޹�˾ Optical recording medium

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5328802A (en) * 1990-10-04 1994-07-12 Pioneer Electronic Corporation Optical recording medium
US5336584A (en) * 1990-10-04 1994-08-09 Pioneer Electronic Corporation Optical recording medium
CN1182265A (en) * 1996-11-01 1998-05-20 太阳诱电株式会社 Optical carrier
JPH1134499A (en) * 1997-07-15 1999-02-09 Tdk Corp Optical recording medium
CN1300062A (en) * 1999-12-01 2001-06-20 太阳诱电株式会社 Optical information recording medium
CN1495747A (en) * 2002-08-20 2004-05-12 �л��ɷ����޹�˾ Optical recording medium
CN1505022A (en) * 2002-12-04 2004-06-16 �л��ɷ����޹�˾ Optical recording medium

Also Published As

Publication number Publication date
CN1521743A (en) 2004-08-18

Similar Documents

Publication Publication Date Title
KR100698859B1 (en) Recording material for medium
EP1869674B1 (en) Basic yellow dyes as dye component for optical data recording media
US5190849A (en) Optical recording medium containing carboxylic acid-base metallic complex and squarylium-base or croconium-base dye
EP1369861A2 (en) Optical recording media
TW200537481A (en) Write-once information recording medium
EP1267338A2 (en) Optical recording medium, optical recording method and optical recording device
KR100799523B1 (en) Squarylium compounds and optical recording media made by using the same
JP3614586B2 (en) Dipyromethene metal chelate compound and optical recording medium using the same
KR100528709B1 (en) New indolestyryl compounds and their uses in high-density recording media
CN100424768C (en) Optical recording medium dye and optical recording medium using same
TW200412362A (en) Optical recording medium dye and optical recording medium using thereof
JPH06199045A (en) Photo recording medium
WO2006120205A2 (en) Anionic phthalocyanine based dyes for use as bca dye in an optical recording layer for blue laser recording
US20040230057A1 (en) Dye for optical recording medium
JP2004058658A (en) Optical recording medium and its manufacturing method
JP2784939B2 (en) Optical recording medium
JP3713622B2 (en) Optical information recording medium
JPH1158960A (en) Tape-like optical information recording medium
JP3984770B2 (en) Optical recording medium
CN101027188B (en) Optical information recording medium and recording method thereof
JP2000108515A (en) Optical recording body
JP2003300384A (en) Optical recording medium
CN101389487B (en) Optical recording medium and method for manufacturing the same
CN1919932A (en) Dye material, optical recording medium using the same, and method of manufacturing the optical recording medium
JP2008047222A (en) Method of manufacturing optical information recording medium, and optical information recording medium

Legal Events

Date Code Title Description
C06 Publication
PB01 Publication
C10 Entry into substantive examination
SE01 Entry into force of request for substantive examination
C14 Grant of patent or utility model
GR01 Patent grant
C17 Cessation of patent right
CF01 Termination of patent right due to non-payment of annual fee

Granted publication date: 20081008