CN101709150A - Cyanine optical recording media dye - Google Patents
Cyanine optical recording media dye Download PDFInfo
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- CN101709150A CN101709150A CN200910056431A CN200910056431A CN101709150A CN 101709150 A CN101709150 A CN 101709150A CN 200910056431 A CN200910056431 A CN 200910056431A CN 200910056431 A CN200910056431 A CN 200910056431A CN 101709150 A CN101709150 A CN 101709150A
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Abstract
The invention relates to a cyanine optical recording media dye, in particular to the cyanine optical recording media dye which can be written only once. In order to select a recording material with an appropriate optical coefficient, the structure of the cyanine optical recording media dye is selected, i.e. in order to adjust the optical coefficient of the dye, a single component of a trimethine cyanine dye is used and no other additives are used, wherein the loop type structure of both sides of a trimethine chain of the trimethine cyanine dye is symmetrical or asymmetrical, thereby inhibiting the heat accumulation in the process of recording, reducing the instability of information in the process of recording, and increasing the recording sensitivity. The selection of the recording materials with appropriate optical coefficients can also be carried out by combining a plurality of organic dyes. The invention also provides optical information recording media which comprise one or more trimethine cyanine dyes in the organic dye layer and can adjust the recording sensitivity.
Description
Technical field
The present invention relates to a kind of colored cyanines class optical recording media dye, particularly a kind of Write-only one time type flower cyanines class optical recording media dye.
Background technology
CD-R is known to the masses as a kind of record, the means of reproducing image such as literal, figure and data such as reflection or sound.Present CD-R is benchmark with wavelength at the absorbancy and the optical coefficient (particularly refractive index n, optical extinction coefficient k) of the laser of 770nm-830nm, the recording materials of selecting, use the laser corresponding to 770nm-830nm to write down and reproduce.For example phthalocyanines, five methines are spent the CD of cyanine type dye as organic dye layer.
Yet along with popularizing of multimedia application information, many data all contain a large amount of literal, sound and image, the capacity of original CD-R CD 650M can't cooperate present audio-visual requirement, to propose a kind of store content be the CD-R several times to industry in recent years, can be used in laser on the CD-R by wavelength and also lack (as the laser of wavelength 620nm-690nm) and carry out various Write-only one time type digital optical recording medium of high density recording and reproduction etc., become the main flow trend of optical record medium.
This kind Write-only one time type optical record medium as recording layer, and forms pit by the short wavelength laser light source irradiation that focuses on the organic optical dyestuff, reaches the effect of record material.Organic optical dyestuff commonly used at present comprises colored cyanine type dye, azo dyes, ketocoumaran dyestuff, indigoide colors etc.
Summary of the invention
Technical problem to be solved by this invention provides a kind of novel Write-only one time type flower cyanines class optical recording media dye, can be by regulating the optical parametric of dyestuff, and the information unstable when making record reduces, and the record susceptibility improves.
In order to solve the problems of the technologies described above, optical recording media dye of the present invention, particularly a kind of colored cyanines based dye, this kind cyanine dye has the structure of formula 1:
Formula 1:
A is selected from a kind of in the represented compound of following formula 2,3:
Formula 2:
Formula 3:
A ' is selected from a kind of in the represented compound of following formula 4,5:
Formula 4:
Formula 5:
Wherein, A and A ' can be that group of the same race also can be a group not of the same race;
D1 and D2 represent to be selected from a kind of in hydrogen atom, alkyl, alkoxyl group, hydroxyl, halogen atom, carboxyl, alkoxy carbonyl, alkyl carboxyl, alkyl hydroxy, aryloxy, alkenyl, alkylamidoalkyl, alkyl amine group, alkylsulfonamido, alkyl amine group formyl radical, alkylamine alkylsulfonyl, alkyl sulphonyl, thiocyanogen, sulfydryl, chloro sulfonic group, alkyl azomethine base, alkyl amine group sulfonic group, vinyl, sulfonic group, ferrocenyl and the alkylferrocenes base respectively, D1 and D2 can be identical also can be inequality;
P and q represent substituent number, represent 1 or greater than 1 integer respectively;
R1 represents hydrogen atom, halogen atom, a kind of in the alkyl of 1-3 carbon atom or haloalkyl, hydroxyl, amido, nitro, cyano group, thiocyanogen, the sulfydryl;
R2, R3 and R4 can be the same or different, and represent alkyl, alkenyl, benzyl or the alkylferrocenes base of 1-4 carbon atom respectively; This R3 and R4 can cyclization form 5 yuan or 6 rings;
R and R ' expression alkyl, carboxyl, alkoxy carbonyl, alkyl carboxyl, alkoxyl group, alkyl hydroxy, aryl, alkenyl, alkylamidoalkyl, alkyl amine group, alkylsulfonamido, alkyl amine group formyl radical, alkylamine alkylsulfonyl, hydroxyl, halogen atom, alkyl alkoxy, haloalkyl, alkyl sulphonyl, both can be the same or different;
X-represents univalent halide-ions, ClO
4 -, BF
4 -, PF
6 -Or SbF
6 -
By said structure, optical recording media dye of the present invention has following characteristics: 1, can correctly select to tackle in the record of DVD-R and the optical coefficient of used short wavelength laser and the recording materials of maximum absorption wavelength again.Can correctly select the material of maximum absorption wavelength, be the wavelength of reply DVD series, and the maximum absorption wavelength of dyestuff should belong near 500nm～655nm (optimum 585nm), and our dyestuff is within this optimized scope.2, by selection, can select recording materials with suitable optical coefficient to the organic dye structure.Owing to go up substituent difference in molecule main body (indoles-three methines-indoles), cause the dyestuff maximum absorption wavelength to change, so we will screen molecule, screen dye structure suitable and that performance is more excellent.3, in order to make the dyestuff optical property more excellent, sometimes single-component can not reach requirement, at this time, need select other dyestuffs to use with it to regulate optical coefficient to joining, for this reason, often adopt two or more dyestuffs to carry out proportioning in the DVD CD and use,, select proportioning and different dyes structure can satisfy this requirement in the hope of reaching best optical coefficient.The present invention can select the recording materials with suitable optical coefficient by the also usefulness of multiple organic dye; By selection or adjustment, can adjust in addition the record susceptibility to optical coefficient.4, in order to adjust optical coefficient, do not use other additives, but the accumulation of heat when suppressing record, the optical information unstable when making record reduces.The imprinting process of CD, make the accumulation of heat of light interfere with layer by laser exactly, and then cause dye molecule rotten, form the hole point, and then reach the purpose of data logging, but because the problem of dye structure, have liquid or gas to produce after dye molecule accumulation of heat inequality or molecule are rotten, in the time of can causing writing down, actual pit point there are differences with estimating the hole point after the laser radiation, the hole point deformation, information is unstable or can not read when reading at last.When the present invention in the end tested, CD burning and read equal no problem satisfied above-mentioned explanation.
The present invention also provides the optical information recording media of the light interfere with layer that comprises organic dye of the present invention (three methine cyanine dyes) layer on a kind of substrate, contain cyanine dye in this organic dye layer, this light interfere with layer can be utilized and be selected from wavelength and write down for the laser in the 620nm-690nm scope and reproduce, the refractive index n of laser that is selected from this wavelength region of this light interfere with layer is 1.6-4.0, optical extinction coefficient k is 0.01-0.45, and the maximum absorption band wavelength and the optical information recording media of the 2nd big absorption peak wavelength in the scope of 500nm-655nm of this light interfere with layer that records by visible ultraviolet spectrophotometer.
In addition, the present invention also provides the above-mentioned optical information recording media that comprises one or more three methines cyanine dyes in the organic dye layer.
The present invention utilizes wavelength at 620nm-690nm (λ by the light interfere with layer
2) laser in the scope writes down and reproduce and form, the present invention makes this smooth interfere with layer can apply to DVD-R.
Smooth interfere with layer of the present invention be meant dye coating that organic dye material forms, other organic materials or the layer that forms of inorganic materials constitute can form the recording layer of the dye coating that contains single or multiple lift through laser radiation; Except recording layer, comprise that also the optical physics character to adjust optical information recording media is purpose, the enhancement Layer that has been adjusted refractive index and thickness that forms by resin material; Further comprise when organic dye layer is multilayer the middle layer that between substrate and dye coating, is provided with.The light interfere with layer is exactly the general name of above each layer.
Above-mentioned λ as the light interfere with layer
2Refractive index n, the optical extinction coefficient k of optical coefficient be respectively 1.6＜n＜4.0,0.01＜k＜0.45, and the maximum absorption band wavelength of the light interfere with layer that records by visible ultraviolet spectrophotometer and the 2nd big absorption peak wavelength are in the scope of 500-655nm, with the corresponding data of these data and CD-R relatively, the wavelength used corresponding to CD-R of the limited range of the former optical coefficient is at 770nm-830nm (λ
1) the limited range of optical coefficient of laser, both have the eclipsed place, but incomplete same, on the other hand, the scope of the latter's maximum absorption wavelength has been displaced to than in the low wavelength region of CD-R corresponding to the scope of CD-R at the maximum absorption wavelength of 600nm-750nm.
For make above-mentioned smooth interfere with layer have necessary optical coefficient, the optical characteristics of maximum absorption band wavelength is adjusted it, be included in to be preferably in the organic dye layer of odd number in the light interfere with layer or plural number to contain a kind or multiple three methine cyanine dyes with different optical coefficient.The organic dye layer that contains multiple three methine cyanine dyes can be with the absorption spectrum synthetic spectral representation of various organic dye, and this synthetic spectrum is well suited for being used for the laser that DVD-R writes down and reproduces.Have the mixing of the organic dye of different optical coefficient by these, optical coefficient has been adjusted to the most appropriate value, obtain this light interfere with layer with the most appropriate organic dye layer, very beneficial for the susceptibility of adjusting record.
The carbonatoms of three methine cyanine dyes among the DVD-R and the five methine cyanine dyes that are used in the recording materials that CD-R uses is that 5 molecular backbone chain is compared, the carbonatoms of its molecular backbone chain is 3, few 2 carbon atoms, like this corresponding to the maximum absorption wavelength of the five methine cyanine dyes of CD-R in the scope of 600nm-750nm, the maximum absorption wavelength of DVD-R and the 2nd big absorbing wavelength then are present in short wavelength's the scope of 500nm-655nm.By from this three methine cyanine dyes, selecting the optical coefficient n that has in the above-mentioned better scope, the organic dye of k, the appropriate recording materials that the short wavelength laser that obtains utilizing DVD-R to use writes down and reproduces.
This three methine cyanine dyes are by 1 expression of above-mentioned formula, and the A in the general formula can select arbitrarily from above-mentioned formula 1,2, and A ' can select arbitrarily from above-mentioned formula 4,5, and both can be arbitrarily made with compound, the substituting group of A, A ' (D1)
p, (D2)
qIn p, q be 1 or greater than 1 integer.
By utilizing three above-mentioned methine cyanine dyes, make short wavelength's the interior record susceptibility of 620nm-690nm, particularly 630nm-655nm wavelength region raise all good DVD-R of information stability, modulation rate, asymmetry when obtaining reproducing.
Embodiment
Embodiment 1: the preparation of two (1,3-dimethyl-3-ferrocene methyl-benzo [e] indoles)-2:2 '-propyl group methine phosphofluoric acid esters
In round-bottomed flask, add 5.35 gram iodate 1,2,3-trimethylammonium-3-ferrocene methyl-benzo [e] indoles, 0.85 gram triethyl orthoformate, 20 milliliters of acetic anhydride, refluxed 3 hours down in 120 ℃, room temperature is reduced in reaction, in beaker, add 25 milliliters of ethanol and slowly pour previous reaction liquid into beaker, stirred 24 hours, add 50 milliliters of sherwood oils, stirred 2 hours, mixed solution is filtered, can obtain dyestuff, and with the sherwood oil dye rinsed for several times, the gained dyestuff is two (1,3-dimethyl-3-ferrocene methyl-benzo [e] indoles)-2:2 ' of iodate-propyl group methine 3.8 grams, aforementioned dyestuff is placed round-bottomed flask, add 7.6 gram Potassium Hexafluorophosphates, 50 ml methanol are in 65 ℃ of stirrings 24 hours that reflux down, filtration can get crystal, the gained crystal is two (1,3-dimethyl-3-ferrocene methyl-benzo [e] indoles)-2:2 ' of product-propyl group methine phosphofluoric acid ester 3.0 grams, the products therefrom structural formula as shown in Equation 15:
Formula 15:
Embodiment 2:(1,3-dimethyl-3-ferrocene methyl-benzo [e] indoles) preparation of (3 ', 3 ', 5 '-trimethylammonium-1 '-propyl group-3 ' H-indoles)-2:2 '-propyl group methine phosphofluoric acid ester
In round-bottomed flask, add 5.35 gram iodate 1,2,3-trimethylammonium-3-ferrocene methyl-benzo [e] indoles, 3.43 restrain 2,3,5,5-tetramethyl--1-propyl group-3H-indoles, 1.70 gram triethyl orthoformate, 40 milliliters of acetic anhydride, refluxed 3 hours down in 120 ℃, room temperature is reduced in reaction, in beaker, add 50 milliliters of ethanol and slowly pour previous reaction liquid into beaker, stirred 24 hours, add 100 milliliters of sherwood oils, stirred 2 hours, mixed solution is filtered, can obtain dyestuff, and with the sherwood oil dye rinsed for several times, the gained dyestuff is iodate (1,3-dimethyl-3-ferrocene methyl-benzo [e] indoles) (3 ', 3 ', 5 '-trimethylammonium-1 '-propyl group-3 ' H-indoles)-and 2:2 '-propyl group methine 5.3 grams, aforementioned dyestuff is placed round-bottomed flask, add 10.6 gram Potassium Hexafluorophosphates, 80 ml methanol, in 65 ℃ of stirrings 24 hours that reflux down, filtration can get crystal, and the gained crystal is product (1,3-dimethyl-3-ferrocene methyl-benzo [e] indoles) (3 ', 3 ', 5 '-trimethylammonium-1 '-propyl group-3 ' H-indoles)-2:2 '-propyl group methine phosphofluoric acid ester 4.5 grams, the products therefrom structural formula as shown in Equation 6:
Formula 6:
Embodiment 3:(1,3-dimethyl-3-ferrocene dimethyl-benzo [e] indoles) (1 ', 3 ', 3 ', 5 '-tetramethyl--3 ' H-indoles)-2:2 '-propyl group methine perchloric acid ester's preparation
In round-bottomed flask, add 5.49 gram iodate 1-methyl-2,3-dimethyl-3-ferrocene dimethyl-benzo [e] indoles, 3.15 gram iodate 1,2,3,3,5-pentamethyl--3H-indoles, 1.70 gram triethyl orthoformate, 40 milliliters of acetic anhydride refluxed 3 hours down in 120 ℃, and room temperature is reduced in reaction, in beaker, add 50 milliliters of ethanol and slowly pour previous reaction liquid into beaker, stirred 24 hours, and added 100 milliliters of sherwood oils, stirred 2 hours, mixed solution is filtered, can obtain dyestuff, and with the sherwood oil dye rinsed for several times, the gained dyestuff is iodate (1,3-dimethyl-3-ferrocene dimethyl-benzo [e] indoles) (1 ', 3 ', 3 ', 5 '-tetramethyl--3 ' H-indoles)-2:2 '-propyl group methine 5.2 grams, aforementioned dyestuff is placed round-bottomed flask, add 4.5 gram potassium perchlorates, 80 ml methanol are in 65 ℃ of stirrings 24 hours that reflux down, filtration can get crystal, the gained crystal is product (1,3-dimethyl-3-ferrocene dimethyl-benzo [e] indoles) (3 ', 3 ', 5 '-trimethylammonium-1 '-methyl-3 ' H-indoles)-2:2 '-propyl group methine perchloric acid ester 4.2 grams, the products therefrom structural formula as shown in Equation 11:
Formula 11:
Embodiment 4: two (1-ethyl-3-methyl-3-ferrocene methyl-3H-indoles)-2:2 '-propyl group methine perchloric acid esters' preparation
In round-bottomed flask, add 10.0 gram iodate 1-ethyls-2,3-dimethyl-3-ferrocene methyl-3H-indoles, 1.70 gram triethyl orthoformate, 40 milliliters of acetic anhydride, refluxed 3 hours down in 120 ℃, room temperature is reduced in reaction, in beaker, add 50 milliliters of ethanol and slowly pour previous reaction liquid into beaker, stirred 24 hours, add 100 milliliters of sherwood oils, stirred 2 hours, mixed solution is filtered, can obtain dyestuff, and with the sherwood oil dye rinsed for several times, the gained dyestuff is two (1-ethyl-3-methyl-3-ferrocene methyl-3H-indoles)-2:2 ' of iodate-propyl group methine 6.6 grams, and aforementioned dyestuff is placed round-bottomed flask, add 5.2 gram potassium perchlorates, 50 ml methanol, in 65 ℃ of stirrings 24 hours that reflux down, filtration can get crystal, the gained crystal is two (1-ethyl-3-methyl-3-ferrocene methyl-3H-indoles)-2:2 ' of product-propyl group methine perchloric acid ester 3.0 grams, the products therefrom structural formula as shown in Equation 16: formula 16:
Embodiment 5:
In round-bottomed flask, add 5.15 gram iodate 1,2,3-trimethylammonium-3-ferrocene methyl-5-methoxyl group-3H-indoles, 3.15 gram iodate 1,2,3,3,5-pentamethyl--3H-indoles, 1.70 gram triethyl orthoformates, 40 milliliters of acetic anhydride, refluxed 3 hours down in 120 ℃, room temperature is reduced in reaction, in beaker, add 50 milliliters of ethanol and slowly pour previous reaction liquid into beaker, stirred 24 hours, add 100 milliliters of sherwood oils, stirred 2 hours, mixed solution is filtered, can obtain dyestuff, and with the sherwood oil dye rinsed for several times, the gained dyestuff is iodate (1,3-dimethyl-3-ferrocene methyl-5-methoxyl group-3H-indoles) (1 ', 3 ', 3 ', 5 '-tetramethyl--3 ' H-indoles)-and 2:2 '-propyl group methine 5.1 grams, aforementioned dyestuff is placed round-bottomed flask, add 4.5 gram potassium tetrafluoroborates, 80 ml methanol, in 65 ℃ of stirrings 24 hours that reflux down, filtration can get crystal, the gained crystal is product (1 after handling, 3-dimethyl-3-ferrocene methyl-5-methoxyl group-3H-indoles) (1 ', 3 ', 3 ', 5 '-tetramethyl--3 ' H-indoles)-2:2 '-propyl group methine Tetrafluoroboric acid ester 4.0 grams, the products therefrom structural formula as shown in Equation 10:
Formula 10:
Embodiment 6:
In round-bottomed flask, add 10.0 gram iodate 1,2,3,5-tetramethyl--3-ferrocene methyl-3H-indoles, 1.70 gram triethyl orthoformates, 40 milliliters of acetic anhydride, refluxed 3 hours down in 120 ℃, room temperature is reduced in reaction, in beaker, add 50 milliliters of ethanol and slowly pour previous reaction liquid into beaker, stirred 24 hours, add 100 milliliters of sherwood oils, stirred 2 hours, mixed solution is filtered, can obtain dyestuff, and with the sherwood oil dye rinsed for several times, the gained dyestuff is iodate two (1,3,5-trimethylammonium-3-ferrocene methyl-3H-indoles)-2:2 '-propyl group methine 6.2 grams, aforementioned dyestuff is placed round-bottomed flask, add 4.5 gram potassium tetrafluoroborates, 50 ml methanol, in 65 ℃ of stirrings 24 hours that reflux down, filtration can get crystal, is product two (1,3 after the gained crystal is handled, 5-trimethylammonium-3-ferrocene methyl-3H-indoles)-2:2 '-propyl group methine Tetrafluoroboric acid ester 3.3 grams, the products therefrom structural formula as shown in Equation 17:
Formula 17:
With above-mentioned embodiment similarly, adopt identical method, and corresponding reactant and intermediate, can also make following formula 7-formula 9, and formula 12-formula 14, the product of formula 18-formula 21:
Formula 7:
Formula 8:
Formula 9:
Formula 10:
Formula 11:
Formula 12:
Formula 13:
Formula 14:
Formula 16:
Formula 17:
Formula 18:
Formula 19:
Formula 20:
Formula 21:
Embodiment 7: the preparation of optical recording media
By injection molding method, be that 0.32 μ m, the degree of depth are that 100nm, track pitch are that the thickness of the spiral groove of 0.74 μ m is that 0.6mm, external diameter (diameter) are made transparent substrate for the polycarbonate of 120mm Φ with being formed with width on the surface.
The prepared dyestuff formula 6 of the dyestuff formula 15 that embodiment 1 is prepared and embodiment 2 is according to 70: 30 mixed of mass ratio.Mixing colouring agent is dissolved in 2,2,3 for every liter by 18 grams, in 3-tetrafluoro-1-propyl alcohol, utilizes method of spin coating that above solution is coated in the surface of substrate, is that the organic dye film of 100nm forms the light interfere with layer by thickness.
On the light interfere with layer, begin in the four corner of 117mm Φ from substrate 44mm Φ, utilize sputtering method to coat the Ag film of thickness for 100nm, form the reflecting layer.
On the reflecting layer, utilize method of spin coating to coat UV-cured resin, this filming is placed on ultraviolet ray irradiation down, make its sclerosis, forming thickness is the protective layer of 5 μ m.
After forming the substrate protective layer and not forming the ultraviolet light polymerization resin that drips on the light interfere with layer of protective layer; to use with other substrate of above-mentioned same method moulding placed on it; in both slits with behind the resin in the method for spin coating spraying; use uviolizing eclipsed substrate once again; make its sclerosis; beginning in the scope of 120mm Φ from original substrate 32mm Φ, by the thickness of resin formation be 25 μ m bonding coat with the eclipsed base plate bonding together, make the adhesion type CD.
Above-mentioned CD is rotated under the linear velocity of 7 meter per seconds, write down the EFM modulating signal with the semiconductor laser of 658nm with the power of 13MW, afterwards, it is that the DVD drive of 658nm is reproduced test that CD is placed semiconductor laser wavelength, and can obtain good reproducing signal.
Embodiment 8: the preparation of optical recording media
By injection molding method, be that 0.32 μ m, the degree of depth are that 100nm, track pitch are that the thickness of the spiral groove of 0.74 μ m is that 0.6mm, external diameter (diameter) are made transparent substrate for the polycarbonate of 120mm Φ with being formed with width on the surface.
The prepared dyestuff formula 16 of the dyestuff formula 11 that embodiment 3 is prepared and embodiment 4 is according to 40: 60 mixed of mass ratio.Mixing colouring agent is dissolved in 2,2,3 for every liter by 15 grams, in 3-tetrafluoro-1-propyl alcohol, utilizes method of spin coating that above solution is coated in the surface of substrate, is that the organic dye film of 100nm forms the light interfere with layer by thickness.
On the light interfere with layer, begin in the four corner of 117mm Φ from substrate 44mm Φ, utilize sputtering method to coat the Au film of thickness for 80nm, form the reflecting layer.
On the reflecting layer, utilize method of spin coating to coat UV-cured resin, this filming is placed on ultraviolet ray irradiation down, make its sclerosis, forming thickness is the protective layer of 6 μ m.
After forming the substrate protective layer and not forming the ultraviolet light polymerization resin that drips on the light interfere with layer of protective layer; to use with other substrate of above-mentioned same method moulding placed on it; in both slits with behind the resin in the method for spin coating spraying; use uviolizing eclipsed substrate once again; make its sclerosis; beginning in the scope of 120mm Φ from original substrate 32mm Φ, by the thickness of resin formation be 25 μ m bonding coat with the eclipsed base plate bonding together, make the adhesion type CD.
Above-mentioned CD is rotated under the linear velocity of 7 meter per seconds, write down the EFM modulating signal with the semiconductor laser of 658nm with the power of 13MW, afterwards, it is that the DVD drive of 658nm is reproduced test that CD is placed semiconductor laser wavelength, and can obtain good reproducing signal.
Embodiment 9:
By injection molding method, be that 0.32 μ m, the degree of depth are that 100nm, track pitch are that the thickness of the spiral groove of 0.74 μ m is that 0.6mm, external diameter (diameter) are made transparent substrate for the polycarbonate of 120mm Φ with being formed with width on the surface.
The prepared dyestuff formula 17 of the dyestuff formula 10 that embodiment 5 is prepared and embodiment 6 is according to 35: 65 mixed of mass ratio.Mixing colouring agent is dissolved in 2,2,3 for every liter by 15 grams, in 3-tetrafluoro-1-propyl alcohol, utilizes method of spin coating that above solution is coated in the surface of substrate, is that the organic dye film of 100nm forms the light interfere with layer by thickness.
On the light interfere with layer, begin in the four corner of 117mm Φ from substrate 44mm Φ, utilize sputtering method to coat the Ag film of thickness for 120nm, form the reflecting layer.
On the reflecting layer, utilize method of spin coating to coat UV-cured resin, this filming is placed on ultraviolet ray irradiation down, make its sclerosis, forming thickness is the protective layer of 3 μ m.
After forming the substrate protective layer and not forming the ultraviolet light polymerization resin that drips on the light interfere with layer of protective layer; to use with other substrate of above-mentioned same method moulding placed on it; in both slits with behind the resin in the method for spin coating spraying; use uviolizing eclipsed substrate once again; make its sclerosis; beginning in the scope of 120mm Φ from original substrate 32mm Φ, by the thickness of resin formation be 25 μ m bonding coat with the eclipsed base plate bonding together, make the adhesion type CD.
Above-mentioned CD is rotated under the linear velocity of 7 meter per seconds, write down the EFM modulating signal with the semiconductor laser of 658nm with the power of 13MW, afterwards, it is that the DVD drive of 658nm is reproduced test that CD is placed semiconductor laser wavelength, and can obtain good reproducing signal.
The present invention used through suitably select corresponding to highdensity record and the optical coefficient of used short wavelength laser and the recording materials of maximum absorption wavelength again.The recording materials that selection has appropriate optical coefficient are to be undertaken by the selection to dye structure, promptly in order to adjust the optical coefficient of dyestuff, the ring type structure of having used three methine chain both sides is the one-component of symmetry or asymmetric three methine cyanine dyes, and do not use any other additive, accumulation of heat when having suppressed record like this, information unstable when making record reduces, and the record susceptibility improves.The recording materials that selection has an appropriate optical coefficient also can by multiple organic dye and be used for carrying out, the optical information recording media that can adjust the record susceptibility is provided.
Claims (16)
1. colored cyanines class optical recording media dye is characterized in that this kind cyanine dye has the structure of formula 1:
Formula 1:
Y in this structural formula should remove,
A is selected from a kind of in the represented compound of following formula 2,3:
Formula 2:
Formula 3:
A ' is selected from a kind of in the represented compound of following formula 4,5:
Formula 4:
Formula 5:
Wherein, A and A ' can be that group of the same race also can be a group not of the same race;
D1 and D2 represent to be selected from a kind of in hydrogen atom, alkyl, alkoxyl group, hydroxyl, halogen atom, carboxyl, alkoxy carbonyl, alkyl carboxyl, alkyl hydroxy, aryloxy, alkenyl, alkylamidoalkyl, alkyl amine group, alkylsulfonamido, alkyl amine group formyl radical, alkylamine alkylsulfonyl, alkyl sulphonyl, thiocyanogen, sulfydryl, chloro sulfonic group, alkyl azomethine base, alkyl amine group sulfonic group, vinyl, sulfonic group, ferrocenyl and the alkylferrocenes base respectively, D1 and D2 can be identical also can be inequality;
P and q represent substituent number, represent 1 or greater than 1 integer respectively;
R1 represents hydrogen atom, halogen atom, a kind of in the alkyl of 1-3 carbon atom or haloalkyl, hydroxyl, amido, nitro, cyano group, thiocyanogen, the sulfydryl;
R2, R3 and R4 can be the same or different, and represent alkyl, alkenyl, benzyl or the alkylferrocenes base of 1-4 carbon atom respectively;
R and R ' expression alkyl, carboxyl, alkoxy carbonyl, alkyl carboxyl, alkoxyl group, alkyl hydroxy, aryl, alkenyl, alkylamidoalkyl, alkyl amine group, alkylsulfonamido, alkyl amine group formyl radical, alkylamine alkylsulfonyl, hydroxyl, halogen atom, alkyl alkoxy, a kind of in haloalkyl, the alkyl sulphonyl, both can be the same or different;
X-represents univalent halide-ions, ClO
4 -, BF
4 -, PF
6 -Or SbF
6 -
2. colored cyanines class optical recording media dye according to claim 1 is characterized in that, this R3 and R4 cyclization form 5 yuan or 6 yuan of rings.
3. colored cyanines class optical recording media dye according to claim 1 is characterized in that, this flower cyanine type dye be with following formula 6 to one of represented dyestuff of formula 21:
Formula 6:
Formula 7:
Formula 8:
Formula 9:
Formula 10:
Formula 11:
Formula 12:
Formula 13:
Formula 14:
Formula 15:
Formula 16:
Formula 17:
Formula 18:
Formula 19:
Formula 20:
Formula 21:
4. a colored cyanines class optical recording media is characterized in that, comprises at least:
Substrate;
Recording layer is equipped on the described substrate, and wherein said recording layer comprises at least a dyestuff as claimed in claim 1;
The reflecting layer is made of metallic membrane, is disposed on the described recording layer;
And be disposed at protective layer on the reflecting layer.
5. colored cyanines class optical recording media according to claim 4 is characterized in that, this substrate uses the polycarbonate material manufacturing, and is suppressed with helical type groove on this substrate in advance.
6. colored cyanines class optical recording media according to claim 4 is characterized in that the mode by spin coating on this base material forms the described optical recording media dye of claim 1, to form recording layer.
7. colored cyanines class optical recording media according to claim 4 is characterized in that described metallic membrane is Ag.
8. colored cyanines class optical recording media according to claim 4 is characterized in that described metallic membrane is Au.
9. colored cyanines class optical recording media according to claim 4 is characterized in that, utilizes sputtering method to coat the metallic membrane that thickness is 80～120nm on this recording layer, forms the reflecting layer.
10. according to claim 4,8 or 9 described colored cyanines class optical recording medias, it is characterized in that described metallic membrane is the Au of 80nm.
11., it is characterized in that described metallic membrane is the Ag of 100nm according to claim 4,7 or 9 described colored cyanines class optical recording medias.
12., it is characterized in that described metallic membrane is the Ag of 120nm according to claim 4,7 or 9 described colored cyanines class optical recording medias.
13. colored cyanines class optical recording media according to claim 4 is characterized in that, on the reflecting layer, utilizes method of spin coating to coat UV-cured resin, and to make its sclerosis form thickness be the protective layer of 3～6 μ m.
14. colored cyanines class optical recording media according to claim 13 is characterized in that, described protective layer thickness 3 μ m.
15. colored cyanines class optical recording media according to claim 13 is characterized in that, described protective layer thickness 5 μ m.
16. colored cyanines class optical recording media according to claim 13 is characterized in that, described protective layer thickness 6 μ m.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN200910056431A CN101709150A (en) | 2009-08-14 | 2009-08-14 | Cyanine optical recording media dye |
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Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2003171571A (en) * | 2001-09-28 | 2003-06-20 | Tamura Kaken Co Ltd | Cyanine compound, its intermediate, cyanine dye, optical recording material and optical information record medium |
| CN1590465A (en) * | 2003-08-07 | 2005-03-09 | 旭电化工业株式会社 | Cyanine compound, optical recording material, and optical recording medium |
| CN1989208A (en) * | 2004-09-28 | 2007-06-27 | 株式会社艾迪科 | Cyanine compound, optical filter, and optical recording material |
| CN101035867A (en) * | 2004-10-07 | 2007-09-12 | 株式会社艾迪科 | Cyanine compound and optical recording materials |
| CN101151331A (en) * | 2005-04-05 | 2008-03-26 | 株式会社艾迪科 | Cyanine compounds, optical filters and optical recording materials |
| CN101443197A (en) * | 2006-05-23 | 2009-05-27 | 株式会社艾迪科 | Optical recording material and cyanine compound |
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Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2003171571A (en) * | 2001-09-28 | 2003-06-20 | Tamura Kaken Co Ltd | Cyanine compound, its intermediate, cyanine dye, optical recording material and optical information record medium |
| CN1590465A (en) * | 2003-08-07 | 2005-03-09 | 旭电化工业株式会社 | Cyanine compound, optical recording material, and optical recording medium |
| CN1989208A (en) * | 2004-09-28 | 2007-06-27 | 株式会社艾迪科 | Cyanine compound, optical filter, and optical recording material |
| CN101035867A (en) * | 2004-10-07 | 2007-09-12 | 株式会社艾迪科 | Cyanine compound and optical recording materials |
| CN101151331A (en) * | 2005-04-05 | 2008-03-26 | 株式会社艾迪科 | Cyanine compounds, optical filters and optical recording materials |
| CN101443197A (en) * | 2006-05-23 | 2009-05-27 | 株式会社艾迪科 | Optical recording material and cyanine compound |
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