CN101111891A - Optical information storage medium possessing a multilayer coating - Google Patents

Optical information storage medium possessing a multilayer coating Download PDF

Info

Publication number
CN101111891A
CN101111891A CNA2006800034406A CN200680003440A CN101111891A CN 101111891 A CN101111891 A CN 101111891A CN A2006800034406 A CNA2006800034406 A CN A2006800034406A CN 200680003440 A CN200680003440 A CN 200680003440A CN 101111891 A CN101111891 A CN 101111891A
Authority
CN
China
Prior art keywords
acrylate
ethoxylation
epoxy
information storage
storage medium
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
CNA2006800034406A
Other languages
Chinese (zh)
Inventor
卡林·E·帕维斯
肖恩·E·阿姆斯特朗
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.)
SHPP Global Technologies BV
Original Assignee
General Electric Co
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 General Electric Co filed Critical General Electric Co
Publication of CN101111891A publication Critical patent/CN101111891A/en
Pending legal-status Critical Current

Links

Landscapes

  • Optical Record Carriers And Manufacture Thereof (AREA)

Abstract

A high capacity optical information storage medium, e.g., a Blu-ray Disc, possesses a multilayer coating on a surface thereof, the coating comprising: a) a light transmission layer in adherent contact with a surface of the optical information storage medium, the light transmission layer being obtained by curing a first curable composition comprising at least one monomer possessing at least one of acrylate and epoxy functionality; and, b) a hardcoat layer in adherent contact with the light transmission layer, the hardcoat layer being obtained by curing a second curable composition comprising functionalized colloidal silica and at least one monomer possessing at least one of acrylate and epoxy functionality.

Description

Optical information storage medium with laminated coating
The cross reference of related application
The application requires the right of priority of the U.S. Provisional Application 60/678,990 of submission on May 9th, 2005, and the full content of this provisional application is incorporated herein by reference at this.
Background of invention
The present invention relates to the laminated coating of high power capacity optical information storage medium such as Blu-ray Disc.
Therefore, be desirable to provide and be used for optical information storage medium, the coating of particularly recent Blu-ray Disc (Blu-ray Disc), this has not only saved the needs to the protection box, and has replaced present PC overlayer with more economic alternative.
A kind of optical information storage medium of new model, promptly so-called " blue light " CD (BD) technology only just occurs in commerce recently.At present; blue light optical information stored CD is by constituting with the lower part: the substrate layer of 1.1mm; thin Information Level (for BD-ROM); but recording layer (for BD-R) or re-recordable layer (for BD-RE); and it is last; coating or overlayer on 100 microns the protectiveness, sputter has metal or metal alloy as the reflection horizon on the one side of described substrate layer.Overlayer is by constituting with the lower part: but via adhesives on the Information Level of substrate recording layer or re-recordable layer by layer, about 100 micron thickness, expensive solvent streams casting (solvent-casted) polycarbonate (PC) film are according to circumstances decided.Because the PC film abrades easily and is stained with fingerprint, the Blu-ray Disc of commercial version is encapsulated in the protection box at present, and this protection box is the part that significantly increases cost of products.Under its surface, but the Information Level recording layer of Blu-ray Disc or re-recordable layer only are about 100 microns, therefore, than conventional compact disk (compact disc) (CD) or (DVD) the acceptable surperficial globality (surface integrity) on surface of Video CD (digital versatile disc), Blu-ray Disc require to increase surperficial globality.
At present just making great efforts to substitute with the protective finish on the CD protection box of Blu-ray Disc, even substituting and be used as tectal PC film, its cost is lower but still be effective substitute.The PC film is not only a kind of material of costliness, and is difficult to be applied in the CD manufacturing process.Generally speaking, can reach wearing quality and resistance to marring with highly cross-linked resin.Yet most of organic resins shrink when polymerization.During curing tectal be contracted in overlayer and apply between the tectal substrate produce stress.This stress produces the consequence that is called disc tilt (disc tilt) conversely.Because the microminiaturized and accuracy requirement necessary to laser of pits point (pit) particularly in the situation of blu-ray media, must be avoided too much disc tilt.
A kind of consider to improve such as the method for the high power capacity optical data media technology of Blu-ray Disc form by following aspect: but the system of 2 layers of spin coating, wherein ground floor is the optical transport layer that is applied in the on-chip 50-150 micron that contains information, next be the hard conating of second layer 0.1-10 micron, this hard conating provides wearing quality and anti-fingerprint performance for following optical transport layer.For example, referring to United States Patent (USP) 6,924,019, its full content adds as a reference at this.
The invention summary
According to the present invention, a kind of optical information storage medium that has laminated coating on its surface is provided, this coating comprises:
A) optical transport layer that contacts with the optical information storage medium surface adhesion, this optical transport layer are to obtain by first curable compositions that curing comprises at least a monomer, and described monomer has at least one in acrylate and the epoxy-functional; With
B) adhere to the hard conating contact with optical transport layer, this hard conating obtains by second curable compositions that curing comprises functionalized cataloid and at least a monomer, and described monomer has at least a in acrylate and the epoxy-functional.
The optical transport layer for bottom in the hard conating of above-mentioned laminated coating provides the protective seam of resistance to marring and wearing quality; when solidifying, demonstrate low the contraction and minimal warpage (tilt) simultaneously, make it be applicable to the characteristic of high power capacity optical information storage medium such as Blu-ray Disc well.
Term used herein " monomer " can be regarded as and comprises polymerizable compound, no matter they are non-polymeric, oligomeric or polymeric type.
Term " acrylate " should be understood and is meant acrylate and/or methacrylate herein.
Term " curable " should be understood that composition that expression will comprise one or more curable monomers all solidifies or be partly solidified for example at least to the intensity of " initial (green) " of said composition herein, according to known and program routine, this curing obtains by the mode of any appropriate, curing such as for example, heat curing, usefulness UV, electron beam.
Wording used herein " functionalized cataloid " should understand be expression by becoming hydrophobic and curable monomer become compatible cataloid, it and described curable monomer mix so that curable compositions of the present invention to be provided, compatibilized is by realizing cataloid and silane chemical reaction, this silane is referred to herein as " functionalized silane ", and it has produced this result.As the result who from the reaction of cataloid and functionalized silane, has obtained, can make the functionalized colloidal silicon dioxide component of curable compositions herein, so that it has the organic group with the silica particles combination, this organic group or chemically inert basically, it for example is alkyl, naphthenic base, aryl, alkaryl and aralkyl, or it is chemically reactive, for example be alkenyl such as allyl and vinyl, acrylate group, epoxide group, the perhaps combination of these chemically reactive groups, for example combination of acrylate and epoxide group.
The preformed layer that expression is made by the set of individual layer or single layer should be understood in term " substrate " herein, will be according to the present invention at it apply laminated coating on the one side at least.
Detailed Description Of The Invention
Laminated coating of the present invention is with independently operation or the series operation and be applied to the high power capacity optical data media with adhesion as described above on the Blu-ray Disc of two steps.
Causing forming these operations of optical transport layer or the beginning of operation series, first curable compositions is applied in by any spin coating step known and commonly used on the substrate of optical information storage medium to suitable thickness, for example, under the situation of Blu-ray Disc, thickness in first embodiment is about 90~about 99 microns, thickness in second embodiment is about 95~about 98 microns, be cured according to program well known in the art afterwards, described first curable compositions comprises at least a monomer one of at least and the optional at least a hardening agent that has in acrylate and the epoxy-functional.
Can add useful in the present invention's first curable compositions contain acrylate monomer and comprise that one or more are single-, two-, three-, four-and/or the acrylate of higher functional group, its numerous instantiations are well-known in the art.
Useful mono acrylic ester comprises alkyl acrylate, methyl acrylate for example, propyl acrylate, butyl acrylate, methyl methacrylate, propyl methacrylate, butyl methacrylate, ethylhexyl methacrylate etc., acrylic acid 2-(2-ethoxy ethoxy) ethyl ester, acrylic acid 2-phenoxy ethyl, methacrylic acid 2-phenoxy ethyl, the alkoxylate lauryl acrylate, alkoxylate phenol acrylate, alkoxylate phenol methacrylate, alkoxylate tetrahydrofurfuryl acrylate, the caprolactone acrylate, cyclic trimethylolpropane formal acrylate (cyclictrimethylolpropane formalacrylate), the dicyclopentadienyl methacrylate, ethoxylation (10) hydroxyethyl meth acrylate, ethoxylation (4) nonyl phenol acrylate, ethoxylation (4) nonyl phenol methacrylate, the ethoxylated nonylphenol acrylate, isobornyl acrylate, isobornyl methacrylate, isodecyl acrylate, isodecyl methacrylate, Isooctyl acrylate monomer, lauryl acrylate, lauryl methacrylate, methacrylate functional monomer, methoxy poly (ethylene glycol) (350) mono acrylic ester, methoxy poly (ethylene glycol) (350) monomethacrylates, methoxy poly (ethylene glycol) (550) mono acrylic ester, methoxy poly (ethylene glycol) (550) monomethacrylates, urethane acrylate, urethane methacrylate, acrylic acid octyl group ester in the last of the ten Heavenly stems, polypropylene glycol monomethacrylate, propoxylation (2) allyl methacrylate, acrylic acid octadecane ester, methacrylic acid octadecane ester, tetrahydrofurfuryl acrylate, the tetrahydrofurfuryl methacrylate, acrylic acid tridecane ester, tridecyl methacrylate, or the like.
Useful diacrylate comprises 1, the 3-butanediol diacrylate, 1, the 3-butanediol dimethylacrylate, 1, the 4-butanediol diacrylate, 1, the 4-butanediol dimethylacrylate, 1, the 6-hexanediyl ester, 1, the 6-hexanediol dimethacrylate, the alkoxylate cyclohexane dimethanol diacrylate, the alkoxylate cyclohexane dimethanol diacrylate, alkoxylate cyclohexanedimethanol dimethylacrylate, the alkoxylate hexanediyl ester, the alkoxylate hexanediol dimethacrylate, the alkoxylate diacrylic acid pentyl diol ester, the alkoxylate neopentylglycol dimethacrylate, cyclohexane dimethanol diacrylate, the cyclohexanedimethanol dimethylacrylate, diethylene glycol diacrylate, diethylene glycol dimethacrylate, the dipropylene glycol diacrylate, the dipropylene glycol dimethylacrylate, ethoxylation (10) bisphenol a diacrylate, ethoxylation (1) bisphenol a dimethacrylate, ethoxylation (2) bisphenol a diacrylate, ethoxylation (2) bisphenol a dimethacrylate, ethoxylation (3) bisphenol a diacrylate, ethoxylation (3) bisphenol a dimethacrylate, ethoxylation (30) bisphenol a diacrylate, ethoxylation (30) bisphenol a dimethacrylate, ethoxylation (4) bisphenol a diacrylate, ethoxylation (4) bisphenol a dimethacrylate, ethoxylation (8) bisphenol a dimethacrylate, ethoxylation (8) bisphenol a dimethacrylate, ethoxylation (6) bisphenol a dimethacrylate, ethoxylation (6) bisphenol a dimethacrylate, glycol diacrylate, ethylene glycol dimethacrylate, diacrylic acid pentyl diol ester, neopentylglycol dimethacrylate, polyglycol (200) diacrylate, polyglycol (200) dimethylacrylate, polyglycol (400) diacrylate, polyglycol (400) dimethylacrylate, polyglycol (600) diacrylate, polyglycol (600) dimethylacrylate, polypropylene (400) diethyl acrylate, polypropylene glycol (400) dimethylacrylate, propoxylation (2) diacrylic acid pentyl diol ester, propoxylation (2) neopentylglycol dimethacrylate, the tetraethylene-glycol diacrylate, the tetraethylene-glycol dimethylacrylate, tristane dimethanol diacrylate, tristane dimethanol dimethylacrylate, the triethylene Glycol diacrylate, the triethylene Glycol dimethylacrylate, the tripropylene glycol diacrylate, the tripropylene glycol dimethylacrylate, or the like.
In the trifunctional acrylate, this paper is spendable to be ethoxylation (15) trimethylolpropane triacrylate, ethoxylation (3) trimethylolpropane triacrylate, ethoxylation (15) trimethylolpropane triacrylate, ethoxylation (6) trimethylolpropane triacrylate, ethoxylation (9) trimethylolpropane triacrylate, ethoxylation (20) trimethylolpropane triacrylate, height propoxylation (5.5) three acrylic acid glyceride, the low viscosity trimethylolpropane triacrylate, pentaerythritol triacrylate, propoxylation (3) three acrylic acid glyceride, propoxylation (3) trimethyl acrylic acid glyceride, propoxylation (3) trimethylolpropane triacrylate, propoxylation (6) trimethylolpropane triacrylate, trimethylolpropane triacrylate, trimethylol-propane trimethacrylate, three (2-hydroxyethyl) isocyanic acid triacrylate, three (2-hydroxyethyl) isocyanic acid triacrylate, or the like.
The spendable herein useful four-functional group or the acrylate and the methacrylate of higher functional group comprise two (trimethylolpropane) tetraacrylate, dipentaerythritol five acrylate, ethoxylation (5) tetramethylol methane tetraacrylate, low viscosity dipentaerythritol five acrylate, five acrylate, tetramethylol methane tetraacrylate, or the like.
Other useful polyfunctional acrylic ester comprises: polyester and alkyl (linear phenolic aldehyde) acrylate, for example, and at United States Patent (USP) 6,714, those that disclose in 712, its full content is added herein by reference at this; And diacrylate carbamate, particularly the reaction by following material obtain those: derived from the isocyanate-terminated polyurethane and the acrylate that contains reactive hydrogen of PTMEG or polyester-diol and organic diisocyanate such as isophorone diisocyanate, for example the reaction of hydroxy ethyl methacrylate or hydroxyethyl meth acrylate obtains.Useful especially is the diacrylate carbamate, and its commodity are with more low viscous another kind of acrylate monomer dilution, so that the acrylate monomer blend that is easier to control viscosity to be provided.
Other acrylate monomer that can be used to provide first curable compositions comprises functional group's those acrylate of allyl, vinyl or epoxy-functional for example with at least a other type.The example of this acrylate monomer comprises glycidyl acrylate, glycidyl methacrylate, phenol phenolic aldehyde epoxy acrylate (phenol novolac epoxide aerylate) and phenol phenolic aldehyde epoxy methacrylates, cresols phenolic aldehyde epoxy acrylate and cresols phenolic aldehyde epoxy methacrylates, bisphenol A epoxy acrylate and bisphenol-A epoxy methacrylate, or the like.
Second curable monomer (being epoxide) that is fit to contain as used herein epoxy radicals comprises any those of at least one epoxy-functional of containing, and advantageously contains an above epoxy-functional those.This example that contains the monomer of epoxy comprises the glyceride of monobasic and dicarboxylic acids, alkyl glycidyl ether such as butyl glycidyl ether, phenyl glycidyl ether, 2-ethylhexyl glycidol ether, 3-cyclohexenyl group methyl-3-cyclohexenyl group carboxylate di-epoxy compounds, 2-(3, the 4-epoxy radicals) cyclohexyl-5,5-spiral shell-(3, the 4-epoxy radicals) cyclohexane--diox, 3,4-epoxy radicals cyclohexyl methyl-3,4-epoxy-cyclohexane carboxylate, 3,4-epoxy radicals-6-methyl cyclohexane ylmethyl-3,4-epoxy radicals-6-methyl-cyclohexyl alkane carboxylate, the vinyl cyclohexane dioxide, two (3,4-epoxy radicals cyclohexyl methyl) adipate, two (3,4-epoxy radicals-6-methyl cyclohexane ylmethyl) adipate, outer-outer two (2,3-epoxy radicals cyclopentyl) ethers, interior-outer two (2,3-epoxy radicals cyclopentyl) ether, 2,2-is two, and (4-(2, the 3-glycidoxy) propane cyclohexyl), 2,6-two (2,3-glycidoxy-cyclohexyl-Dui dioxs), 2, two (2, the 3-glycidoxy) norborene of 6-, the diglycidyl ether of linoleic acid dimer, the citrene dioxide, 2, two (3, the 4-epoxy radicals cyclohexyl) propane of 2-, the bicyclopentadiene dioxide, 1,2-epoxy radicals-6-(2, the 3-glycidoxy) six hydrogen-4,7-methane indane (1,2-epoxy-6-(2,3-epoxypropoxy) hexahydro-4,7-methanoindane, right-(2, the 3-epoxy radicals) cyclopentyl phenyl-2,3-epoxypropyl ether, 1-(2, the 3-glycidoxy) phenyl-5,6-epoxy radicals-six hydrogen-4,7-methane indane, adjacent-(2, the 3-epoxy radicals) cyclopentyl phenyl-2,3-epoxypropyl ether), 1,2-is two, and (5-(1, the 2-epoxy radicals)-4,7-six hydrogen methane indenes oxygen bases) ethane (1,2-bis (5-(and 1,2-epoxy)-4,7-hexahydromethanoindanoxyl) ethane), the cyclopentenyl phenyl glycidyl ether, cylohexanediol diglycidyl ether, hexahydrophthalic acid 2-glycidyl ester, the diglycidyl ether of bisphenol-A and Bisphenol F, alkyl glycidyl ether; Alkyl-or thiazolinyl-ethylene oxidic ester; Alkyl-, monobasic-or polynary-phenol glycidol ether; The polyglycidyl ether of catechol, resorcinol or p-dihydroxy-benzene, 4,4 '-the dihydroxy diphenyl methane, 4,4 '-dihydroxy-3,3 '-dimethyl diphenylmethane, 4,4 '-dihydroxy diphenyl dimethylmethane, 4,4 '-dihydroxy benzhydryl methane, 4,4 '-dihydroxy-phenyl-cyclohexane, 4,4 '-dihydroxy-3,3 '-dimethyl diphenyl propane, 4,4 '-dihydroxy-diphenyl sulfone, three (4-hydroxyphenyl) methane, the chlorination of above-mentioned dihydric phenol and the polyglycidyl ether of brominated product; The polyglycidyl ether of phenolic aldehyde; The dihydric phenol polyglycidyl ether that ether by the esterification dihydric phenol obtains, the ether of described dihydric phenol is by obtaining with alkylene dihalide or dihalo alkyl ether-ether aromatics hydrogen carboxylate, by the polyglycidyl ether of condensation phenol with the polyhydric phenol of the long-chain halo paraffin acquisition that contains at least two halogen atoms; Phenol novolac epoxy resins; Cresol novolak epoxy, the D-sorbite glycidol ether, or the like.
Comprise functional group such as the allyl with at least a other type, those of vinyl or acrylate-functional groups at operable other epoxy monomer of this paper.The example of this class acrylate monomer comprises allyl glycidyl ether, vinyl glycidyl ether, glycidyl acrylate, glycidyl methacrylate, phenol phenolic aldehyde epoxy acrylate and phenol phenolic aldehyde epoxy methacrylates, cresols phenolic aldehyde epoxy acrylate and cresols phenolic aldehyde epoxy methacrylates, bisphenol A epoxy acrylate and bisphenol-A epoxy methacrylate, or the like.
Although first curable compositions of the present invention will be under indoor environmental condition over time (over time) optical transport layer is provided, by applying heat and/or using one or more hardening agent can obtain optimum.Therefore, for example, by the high energy free radical source such as ultraviolet light, electron beam or gamma-rays taking place, perhaps by one or more chemical free radicals source such as azo-compound and superoxide take place, can solidify this first curable compositions.If before curing, add one or more light triggers then composition can be by ultraviolet light polymerization.Character to available light trigger does not have particular restriction, produces free radical as long as they absorb energy.The light trigger or the initiator mixture that are used for ultraviolet light-sensitivity that the UV of curable compositions of the present invention solidifies comprise 2-hydroxy-2-methyl-1-phenyl-propane-1-ketone (Darocur1173, Ciba Specialty Chemicals) and 2,2-dimethoxy-2-phenyl-acetol-phenyl ketone (Irgacure 651, Ciba Specialty Chemicals).
Other hardening agent comprise catalyzer, for example diaryl group iodized salt (bisaryliodonium salts) (for example, two (dodecylphenyl) iodine hexafluoro antimonate, (octyloxyphenyl, phenyl) iodine hexafluoro antimonate, diaryl iodine four (pentafluorophenyl group) borate), triaryl matte, and combination.Preferably, this catalyzer is a diaryl group iodized salt.Randomly, can add the compound aromatics pinacol for example of the generation free radical of effective dose as optional reagent, benzoin alkylether, organic peroxide, and combination.The compound of this generation free radical or the potpourri of these compounds promote the decomposition of salt at low temperatures.
The hardening agent of same herein useful epoxy monomer is persalt (superacid salts), and for example, at United States Patent (USP) 5,278, the urea-persalt that discloses in 247 is added herein by reference the full content of this patent.
Generally speaking, the aforementioned hardening agent based on composition total solid about 0.05 to about 5wt% will cause the present invention's first curable compositions to solidify.
Those skilled in the art will recognize that, first curable compositions can comprise known and one or more other optional members conventional amount used, for example UV absorbing agent, stabilizing agent, antioxidant, plastifier, or the like, as long as they do not have a negative impact with the light transmission of any tangible mode to the layer that wherein obtains.
As previously mentioned, by any known and conventional spin coating step, the required surface of can be easily and realizing first curable compositions is applied in the high power capacity optical information storage medium easily, in one embodiment, the spin coating condition comprises: rotating speed is about 500-3000rpm, continues 1~30 second, is about 50~150 microns curable layer so that thickness to be provided, for Blu-ray Disc, the thickness of layer is about 90 to about 99 microns.The typical curing schedule that is used for the first curable compositions layer comprises use Fusion D or H lamp (bulb) or xenon flash lamp (Xenon Flash Bulb), and wherein Fusion D or H lamp setting light intensity (setintensity) scope is 0.384-2.8W/cm 2, and radiant quantity is 0.304-2J/cm 2Curing can be the part or whole; If local, when solidifying second curable compositions, finish whole curing, this second curable compositions provides outside hard conating protective seam.
In second step that the operation of two steps or the series of the hard conating that this paper laminated coating is provided are operated, second curable compositions is administered to now on the optical transport layer of local solidification at least to suitable thickness equally by spin coating, for example, in Blu-ray Disc, in first embodiment, this thickness is about 1~about 10 microns, in second embodiment, this thickness is about 2~about 5 microns, so that total binding thickness to be provided is about 100 microns optical transport layer and hard conating, afterwards as described being cured of above-mentioned curing first curable compositions, described second curable compositions comprises functionalized cataloid, have acrylate and epoxy-functional at least a monomer one of at least, and randomly at least a hardening agent.
By providing functionalized cataloid to obtain second curable compositions at first.Functionalized cataloid is advantageously to obtain by the cataloid reaction that makes functionalized silane and segmentation.Afterwards, this functionalized cataloid and the combination of monomers that contains at least a acrylate and/or epoxy radicals obtain second curable compositions.
The cataloid of commercial supply is nano-scale silicon dioxide (SiO 2) dispersion of particle in water or other solvent mediums.Described cataloid comprises the silicon dioxide (SiO up to about 85wt% 2), and common silicon dioxide up to about 80wt%.The median particle diameter (nominal median particle size) that calculates by normal distribution of cataloid is generally about 1 to about 250 nanometers (nm), for the present invention, advantageously is no more than about 50nm, more advantageously, is no more than about 25nm.
The silane that can be used for functionalized cataloid comprises those in the following general formula:
(R 1) aSi(OR 2) 4-a
R wherein 1Be univalent alkyl independently of one another up to 18 carbon atoms, naphthenic base, aryl, alkaryl or aralkyl, optional have at least one the chemical reaction type functional group that is selected from alkenyl, acrylate and epoxy, and R 2Be the monovalence alkyl up to 18 carbon atoms independently of one another, " a " is 1 to 3 integer.
The silane that can be used for functionalized cataloid comprises: contain alkyl-, naphthenic base-, aryl-, alkaryl-and aralkyl-silane, phenyl dimethyl methyl TMOS for example, phenyl methyl dimethoxy silane, cyclohexyl methyl dimethoxy silane, phenyltrimethoxysila,e, methyltrimethoxy silane, or the like; The silane that contains alkenyl, vinyl alkoxy silane for example, vinyl methyl dimethoxysilane for example, vinyl methyldiethoxysilane, the vinyl-dimethyl methoxylsilane, vinyl-dimethyl base oxethyl silane, vinyltrimethoxy silane, vinyltriethoxysilane, or the like, allyl silicane, for example United States Patent (USP) 5,420, the allyl alkyl silane that discloses in 323, comprise and also contain epoxy-functional, particularly those of glycidoxypropyl functional group, and the allyl silicane of β-replacement, for example United States Patent (USP) 4, those disclosed in 898,959 is added herein by reference the content of these two pieces of United States Patent (USP)s; The silane such as the 3-acryloxy propyl group-methyldiethoxysilane that contain acrylate, 3-acryloxy propyl group methyl dimethoxysilane, 3-acryloxy propyl trimethoxy silicane, 2-methacryloxyethyl methyldiethoxysilane, 2-methacryloxyethyl methyl dimethoxysilane, 2-methacryloxyethyl trimethoxy silane, 2-acryloxy ethyl trimethoxy silane, 3-methacryloxypropyl-3-methacryloxypropyl triethoxysilane, 3-acryloxy propyl-triethoxysilicane, 3-acryloxy propyl-dimethyl-Ethoxysilane, 2-methacryloxyethyl triethoxysilane, 2-acryloxy ethyl triethoxysilane, or the like; And, the silane that contains epoxy radicals is 2-(3 for example, 4-epoxy radicals cyclohexyl) ethyl-trimethoxy silane, the 3-glycidoxypropyltrimewasxysilane, 3-acryloxy propyl group methyldiethoxysilane, 3-acryloxy propyl group methyl dimethoxysilane, 3-acryloxy propyl trimethoxy silicane, 2-methacryloxyethyl methyldiethoxysilane, 2-methacryloxyethyl-methyl dimethoxysilane, 2-methacryloxyethyl trimethoxy silane, 2-acryloxy ethyl trimethoxy silane, 3-methacryloxypropyl-S-methacryloxypropyl triethoxysilane, 3-acryloxy propyl-triethoxysilicane, 3-acryloxy propyl-dimethyl Ethoxysilane, 2-methacryloxyethyl triethoxysilane, 2-acryloxy ethyl triethoxysilane, or the like.
By cataloid is reacted the functionalized cataloid that can obtain to contain two or more different functional groups with many silane that contain different functional groups separately as functionalized silane.Therefore, for example, cataloid can be simultaneously or sequentially and two kinds of different silane reactions, and one in this silane has acrylate-functional groups, and another contains epoxy-functional.With the single silane-functionalised cataloid that contains two kinds of dissimilar functional groups such as allyl and epoxy-functional, thus two kinds of functional groups are introduced in the functionalized cataloid, also within the scope of the invention, described silane such as above-mentioned United States Patent (USP) 5,420,323 disclosed some silane.
Usually, cataloid can react with the functionalized silane based on its about 5~about 60wt%.If desired, the functionalized cataloid that can obtain with acid or alkali treatment is to neutralize its pH.Acid or alkali and other catalyzer that can use the silanol group that promotes on the silica dioxide granule and the alcoxyl silane group on the silane to carry out condensation promote functionalized process.This catalyzer comprises organic titanic compound and organo-tin compound, for example two (acetopyruvic acid) titaniums of the metatitanic acid tert-butyl ester, isopropoxy, two lauric acid, two uncle Ding Xi etc., and combination.
In one embodiment, add being purchased in the cataloid aqueous dispersion of fatty alcohol, carry out the functionalized of cataloid thus by functionalized silane is added into aforesaid weight ratio.The composition of gained is included in cataloid and the functionalized silane in the fatty alcohol, is called predispersion at this.Fatty alcohol can be selected from, for example, and isopropyl alcohol, the tert-butyl alcohol, 2-butanols methoxypropanol etc., and their combination.The amount that fatty alcohol can exist is about 1 to about 10 times of cataloid weight, in some cases, can be with one or more stabilizing agents such as 4-hydroxyl-2,2,6,6-tetramethyl-piperidyl oxygen base (being 4-hydroxyl TEMPO) is added in this predispersion, in some cases, can add the pH that a spot of acid or alkali are regulated predispersion.The predispersion of gained is heated to about 50 ℃ to about 120 ℃ usually, continues about 1 hour to about 5 hours, to realize the reaction of silane and silicon dioxide, obtains functionalized cataloid thus.
Then, adding at least a curable monomer further handles the predispersion of cooling, so that the final dispersion of functionalized cataloid to be provided, this at least a curable monomer is aliphatic ring-type acrylate, diacrylate carbamate or epoxy resin, and randomly, additional aliphatic solvents, this solvent can be selected from but be not limited to: isopropyl alcohol, 1-methoxyl-2-propyl alcohol, 1-methoxyl-2-propyl-acetic acid ester, toluene etc., and their combination.Decide as the case may be, can use acid or alkali or spent ion exchange resin to handle the final dispersion of functionalized cataloid, to remove acidity or alkaline impurities.Then in about 0.5 holder to the vacuum of about 250 holders, about 20 ℃ of final dispersion that concentrate this functionalized cataloid to about 140 ℃ temperature, to remove low-boiling point material, for example solvent, residual water etc., in this article, the concentrated dispersion of so handling is called the final dispersion that concentrates.
When needed, the further predispersion or the final dispersion of functionalized cataloid.In the present embodiment, remove low boiling point component to small part, subsequently, to add in the dispersion with suitable amount with the suitable end-capping reagent of residual silanol group reaction on the functionalized colloidal silica particles surface, this amount for example is about 0.05 to about 10 times of the dioxide-containing silica that exists in predispersion or the final dispersion.Part remove low boiling point component refer to remove the low boiling component total amount at least about 10wt%, advantageously, remove the low boiling component total amount at least about 50wt%.The end-capping reagent of effective dose carries out end-blocking with functionalized cataloid, functionalized cataloid at this end-blocking of this paper is called functionalized cataloid, wherein in the functionalized cataloid of corresponding non-end-blocking, exist at least about 10%, advantageously at least about 20%, more advantageously at least about 35% free silanol (silano) group with the end-capping reagent reaction and be able to functionalized.The functionalized cataloid of end-blocking can improve the curing of whole curable compositions effectively.The composition that comprises the functionalized cataloid of end-blocking usually than the remaining silanol on cataloid surface not the analogous composition of end-blocking demonstrate better room temperature stability.
Suitable end-capping reagent comprises hydroxyl reactive materials, for example silylating agent.The example of silylating agent includes but not limited to, hexamethyldisilane (hexamethyldisilazane, HMDZ), the tetramethyl disilane, divinyl tetramethyl disilane, diphenyl tetramethyl disilane, N-(trimethyl silyl) diethylamide, 1-(trimethyl silyl) imidazoles, trimethyl chlorosilane, pentamethyl chlorine disiloxane, pentamethyl disiloxane etc., and their combination.Then this transparent dispersion is heated to about 140 ℃ scope at about 20 ℃, continue 0.5 hour to about 48 hours.Filter the potpourri of gained then.When predispersion and end-capping reagent reaction, add the foregoing curable monomer and form final dispersion.To the pressure of about 250 holders, concentrate the functionalized cataloid and the potpourri of curable monomer in about 0.5 holder, form the final dispersion that concentrates.During this process, remove low boiling point component basically, for example end-capping reagent of the accessory substance of solvent, residuary water, end-capping reagent, surplus or the like.
After preparation, functionalized cataloid component and at least a monomer combination with curable compositions with acrylate and/or epoxy-functional, so that second curable compositions to be provided, this second curable compositions forms hard conating and finishes the preparation of laminated coating herein after curing.These contain acrylate-and epoxy-monomer can be selected from the monomer of above-mentioned identical type that in first curable compositions, comprises and type, and can be identical or different with the monomer or the monomer mixture that exist in first curable compositions.In second curable compositions, can there be the big functionalized cataloid of content scope.In the first embodiment, this content can be about 50-80wt% of whole second curable compositions, in second embodiment, this content can be about 10-70wt% of whole second curable compositions, and in the 3rd embodiment, this content can be about 20-60wt% of whole second curable compositions.
Second curable compositions can also contain one or more optional members of usual amounts, for example, and any those that in above-mentioned first curable compositions, mention.For the surface spreading (surface slippage) that increases the gained hard conating, with one or more surface tension decline materials for example siloxane liquid and fluorochemical surfactant add in second curable compositions, this has improved the wearing quality of this hard conating conversely.Interpolation surface tension decline material can also help to strengthen the anti-fingerprint performance of hard conating, and is shown as the contact angle that increases.
In the situation that is coated with first curable layer and is cured subsequently, the present invention estimates to use known and conventional optional hardening agent, spin coating program and program curing to be used for preparation, coating and the curing of second curable compositions, so that the hard conating of laminated coating herein is provided.
Following examples are the explanations to the high power capacity optical information storage medium, particularly Blu-ray Disc that has applied laminated coating according to the present invention.
Embodiment
Preparing the solution of first and second curable compositions and being spin-coated on diameter is that 120mm and thickness are plate-like polycarbonate (PC) (GE OQ 1030) and the Noryl of 1.1mm (come from the polyphenylene oxide (PPO of GE Resin) and the blend of polystyrene (PS)) on the substrate.Condition of cure is: use Fusion D or H lamp, the setting light intensity is 1.6-2.8W/cm 2With radiant quantity be 1-2J/cm.The spin coating condition is: rotating speed is about 300rpm, continues 30 seconds, obtains about 97 microns optical transport layer, and rotating speed be about 1400rpm, lasting about 30 seconds, obtain 3 microns hard conating protective seam, and this gauge is that Blu-ray Disc is distinctive.
D3363 measures hardness according to pencil hardness ASTM test.Use Dr.SchenkPROmeteus MT-146/ blue-ray devices to measure warpage.
A. on disc, form optical transport layer
About 9wt%2-hydroxy-2-methyl-1-phenyl-1-acetone (Darocur 1173, Ciba SpecialtyChemicals) adding is contained in 50wt% hexanediyl ester (the Ebecryl 230from UCB Chemicals) solution of 50wt% aliphatic urethane olefin(e) acid carbamate.Before spin coating, stir the solution of first curable compositions.At Noryl With all applying thickness on the PC disc is 97 microns coating, above subsequently it being solidificated in, obtains the optical transport layer that following table 1 is designated as " layer A ".
B. on disc, form hard conating
The preparation dispersion, it contains 40wt% ethoxylated trimethylolpropane triacrylate (TMPTA, SR454, come from Sartomer) and 40wt% cataloid material, it is functionalized that this cataloid material is used in the methacryloxypropyl trimethoxy silane of diluting in the hexanediyl ester.In this dispersion, add 7.7wt%2-hydroxy-2-methyl-1-phenol-1-acetone (Darocur1173) and reduce capillary surfactant, obtain second curable compositions as light trigger and 0.3wt%BYK310 (BYK Chemical Company) conduct.Before spin coating, stir this and constitute the final dispersion of second curable compositions.To PC and the Noryl that is furnished with layer A in advance Be coated with the coating of 3 micron thickness, solidify afterwards, obtain being designated as the hard conating of " layer B " in following table 1, at this, this laminated coating is designated as " layer A+B ".
Table 1: warpage and pencil hardness test result
Layer/dish Viscosity 1(cps@ 20l/s,25℃) Coating thickness (:) (5 times mean values) After warpage changes coating and curing 2(5 times mean values) Pencil hardness (2 times mean values) 3
Layer A/PC 500 100.56 -0.48 H
Layer A/Noryl 500 98.61 -0.74 H
Layer A+B/PC XX(Sol B) (A+B) (A+B) -
Layer A+B/Noryl XX(Sol b) (A+B) (A+B) -
1At TA Instrument Carri-Med Rheometer CSL 500On the data of the layer A that obtain and the data of the layer B that obtain according to WPSTEM P-2 test.
2The data of using Dr.Schenk PROmeteus MT-146/ blu-ray instrument to obtain.
3The data that adopt ASTM D3363 to obtain.
These data show that multilayer coating system of the present invention all shows well in warpage and pencil hardness test.
Although invention has been described with reference to some embodiments, it will be understood by those skilled in the art that do not breaking away from the scope of the invention, can make various variations and can replace its element with equivalent.In addition, do not breaking away from the scope of the invention, according to the instruction of this instructions, in order to adapt to specific occasions or material, the present invention can make multiple variation.Therefore, the present invention be not limited to be used to explain the present invention, as the specific embodiment of preferred forms, but comprise within the scope of the claims all embodiments.

Claims (20)

1. have the optical information storage medium of laminated coating on the surface, described coating comprises:
A) optical transport layer that contacts with the optical information storage medium surface adhesion, this optical transport layer are to obtain by first curable compositions that curing comprises at least a monomer, and described monomer has at least one in acrylate and the epoxy-functional; With
B) adhere to the hard conating contact with optical transport layer, this hard conating is to obtain by second curable compositions that curing comprises functionalized cataloid and at least a monomer, and described monomer has at least one in acrylate and the epoxy-functional.
2. the optical information storage medium of claim 1, it is CD, DVD or Blu-ray Disc.
3. the optical information storage medium of claim 1, wherein the thickness of optical transport layer is about 50 to about 150 microns, the thickness of hard conating is about 0.1 to about 10 microns.
4. the optical information storage medium of claim 1, wherein the thickness of optical transport layer is about 90 to about 99 microns, the thickness of hard conating is about 1 to about 10 microns.
5. the optical information storage medium of claim 1, wherein the thickness of optical transport layer is about 95 to about 98 microns, the thickness of hard conating is about 2 to about 5 microns.
6. the optical information storage medium of claim 1, wherein first and/or second curable compositions comprises the acrylate monomer that at least a selection is following: methyl acrylate, propyl acrylate, butyl acrylate, methyl methacrylate, propyl methacrylate, butyl methacrylate, ethylhexyl methacrylate, acrylic acid 2-(2-ethoxy ethoxy) ethyl ester, acrylic acid 2-phenoxy ethyl, methacrylic acid 2-phenoxy ethyl, the alkoxylate lauryl acrylate, alkoxylate phenol acrylate, alkoxylate phenol methacrylate, alkoxylate tetrahydrofurfuryl acrylate, the caprolactone acrylate, cyclic trimethylolpropane formal acrylate, dicyclopentadienyl methacrylate, ethoxylation (10) hydroxyethyl meth acrylate, ethoxylation (4) nonyl phenol acrylate, ethoxylation (4) nonyl phenol methacrylate, ethoxylated nonylphenol acrylate, isobornyl acrylate, isobornyl methacrylate, isodecyl acrylate, isodecyl methacrylate, Isooctyl acrylate monomer, lauryl acrylate, lauryl methacrylate, methacrylate functional monomer, methoxy poly (ethylene glycol) (350) mono acrylic ester, methoxy poly (ethylene glycol) (350) monomethacrylates, methoxy poly (ethylene glycol) (550) mono acrylic ester, methoxy poly (ethylene glycol) (550) monomethacrylates, urethane acrylate, urethane methacrylate, acrylic acid octyl group ester in the last of the ten Heavenly stems, polypropylene glycol monomethacrylate, propoxylation (2) allyl methacrylate, acrylic acid octadecane ester, methacrylic acid octadecane ester, tetrahydrofurfuryl acrylate, the tetrahydrofurfuryl methacrylate, acrylic acid tridecane ester, tridecyl methacrylate, 1, the 3-butanediol diacrylate, the 1,3 butylene glycol dimethylacrylate, 1, the 4-butanediol diacrylate, 1,4-butanediol dimethylacrylate, 1, the 6-hexanediyl ester, 1,6-hexanediol dimethacrylate, alkoxylate cyclohexane dimethanol diacrylate, the alkoxylate cyclohexane dimethanol diacrylate, alkoxylate cyclohexanedimethanol dimethylacrylate, alkoxylate hexanediyl ester, alkoxylate hexanediol dimethacrylate, the alkoxylate neopentylglycol diacrylate, the alkoxylate neopentylglycol dimethacrylate, cyclohexane dimethanol diacrylate, cyclohexanedimethanol dimethylacrylate, diethylene glycol diacrylate, diethylene glycol dimethacrylate, dipropylene glycol diacrylate, dipropylene glycol dimethylacrylate, ethoxylation (10) bisphenol a diacrylate, ethoxylation (1) bisphenol a dimethacrylate, ethoxylation (2) bisphenol a diacrylate, ethoxylation (2) bisphenol a dimethacrylate, ethoxylation (3) bisphenol a diacrylate, ethoxylation (3) bisphenol a dimethacrylate, ethoxylation (30) bisphenol a diacrylate, ethoxylation (30) bisphenol a dimethacrylate, ethoxylation (4) bisphenol a diacrylate, ethoxylation (4) bisphenol a dimethacrylate, ethoxylation (8) bisphenol a dimethacrylate, ethoxylation (8) bisphenol a dimethacrylate, ethoxylation (6) bisphenol a dimethacrylate, ethoxylation (6) bisphenol a dimethacrylate, glycol diacrylate, ethylene glycol dimethacrylate, diacrylic acid pentyl diol ester, neopentylglycol dimethacrylate, polyglycol (200) diacrylate, polyglycol (200) dimethylacrylate, polyglycol (400) diacrylate, polyglycol (400) dimethylacrylate, polyglycol (600) diacrylate, polyglycol (600) dimethylacrylate, polypropylene (400) diethyl acrylate, polypropylene glycol (400) dimethylacrylate, propoxylation (2) neopentylglycol diacrylate, propoxylation (2) neopentylglycol dimethacrylate, the tetraethylene-glycol diacrylate, the tetraethylene-glycol dimethylacrylate, tristane dimethanol diacrylate, tristane dimethanol dimethylacrylate, the triethylene-glycol diacrylate, the triethylene-glycol dimethylacrylate, tri (propylene glycol) diacrylate, tripropylene glycol dimethylacrylate, ethoxylation (15) trimethylolpropane triacrylate, ethoxylation (3) trimethylolpropane triacrylate, ethoxylation (15) trimethylolpropane triacrylate, ethoxylation (6) trimethylolpropane triacrylate, ethoxylation (9) trimethylolpropane triacrylate, ethoxylation (20) trimethylolpropane triacrylate, height propoxylation (5.5) glycerol tri-acrylate, low viscosity trimethylolpropane triacrylate, pentaerythritol triacrylate, propoxylation (3) glycerol tri-acrylate, propoxylation (3) glycerine trimethyl acrylic ester, propoxylation (3) trimethylolpropane triacrylate, propoxylation (6) trimethylolpropane triacrylate, trimethylolpropane triacrylate, trimethylol-propane trimethacrylate, three (2-hydroxyethyl) isocyanic acid triacrylate, three (2-hydroxyethyl) isocyanic acid triacrylate, two (trimethylolpropane) tetraacrylate, dipentaerythritol five acrylate, ethoxylation (5) tetramethylol methane tetraacrylate, low viscosity dipentaerythritol five acrylate, five acrylate, tetramethylol methane tetraacrylate, alkyl (linear phenolic aldehyde) acrylate and diacrylate carbamate.
7. the optical information storage medium of claim 1, wherein first and/or second curable compositions comprises and is selected from following at least a epoxy resin: the ethylene oxidic ester of monocarboxylic acid or dicarboxylic acid, butyl glycidyl ether, phenyl glycidyl ether, 2-ethylhexyl glycidol ether, 3-cyclohexenyl group methyl-3-cyclohexenyl group carboxylate diepoxide, 2-(3, the 4-epoxy radicals) cyclohexyl-5,5-spiral shell-(3, the 4-epoxy radicals) cyclohexane--diox, 3,4-epoxy radicals cyclohexyl methyl-3,4-epoxy-cyclohexane carboxylate, 3,4-epoxy radicals-6-methyl cyclohexane ylmethyl-3,4-epoxy radicals-6-methyl-cyclohexyl alkane carboxylate, vinyl cyclohexane dioxide, two (3,4-epoxy radicals cyclohexyl-methyl) adipate, two (3,4-epoxy radicals-6-methyl cyclohexane ylmethyl) adipate, outward-outer two (2,3-epoxy radicals cyclopentyl) ether, interior-outer two (2,3-epoxy radicals cyclopentyl) ethers, 2, two (4-(2, the 3-glycidoxy) cyclohexyl) propane of 2-, 2,6-two (2,3-glycidoxy-cyclohexyl-Dui dioxs), 2,6-two (2, the 3-glycidoxy) norborene, the diglycidyl ether of linoleic acid dimer, citrene dioxide, 2,2-two (3,4-epoxy radicals cyclohexyl) propane, bicyclopentadiene dioxide, 1,2-epoxy radicals-6-(2, the 3-glycidoxy) six hydrogen-4,7-methane indane, right-(2, the 3-epoxy radicals) cyclopentyl phenyl-2,3-epoxypropyl ether, 1-(2, the 3-glycidoxy) phenyl-5,6-epoxy radicals-six hydrogen-4,7-methane indane, neighbour-(2, the 3-epoxy radicals) cyclopentyl phenyl-2,3-epoxypropyl ether, 1, the two (5-(1, the 2-epoxy radicals)-4 of 2-, 7-six hydrogen methane indenes oxygen bases) ethane, the cyclopentenyl phenyl glycidyl ether, cylohexanediol diglycidyl ether, hexahydrophthalic acid 2-glycidyl ester, the diglycidyl ether of bisphenol-A and Bisphenol F, alkyl glycidyl ether; Alkyl-or alkenyl-ethylene oxidic ester; Alkyl-, monobasic-or polynary-phenol glycidol ether; The polyglycidyl ether of catechol, resorcinol or p-dihydroxy-benzene, 4,4 '-the dihydroxy diphenyl methane, 4,4 '-dihydroxy-3,3 '-dimethyl diphenylmethane, 4,4 '-dihydroxy diphenyl dimethylmethane, 4,4 '-dihydroxy benzhydryl methane, 4,4 '-dihydroxy-phenyl-cyclohexane, 4,4 '-dihydroxy-3,3 '-dimethyl diphenyl propane, 4,4 '-dihydroxy-diphenyl sulfone, three (4-hydroxyphenyl) methane, the chlorination of dihydric phenol and the polyglycidyl ether of brominated product; The polyglycidyl ether of phenolic aldehyde; The dihydric phenol polyglycidyl ether that ether by the esterification dihydric phenol obtains, the ether of described dihydric phenol is by esterification aromatics hydrogen carboxylate and alkylene dihalide or the acquisition of dihalo alkyl ether, by the polyglycidyl ether of condensation phenol with the polyhydric phenol of the long-chain halo paraffin acquisition that contains at least two halogen atoms; Phenol novolac epoxy resins; Cresol novolak epoxy and D-sorbite glycidol ether.
8. the optical information storage medium of claim 1, wherein first and/or second curable compositions comprises at least a following monomer that is selected from: allyl glycidyl ether, vinyl glycidyl ether, glycidyl acrylate, glycidyl methacrylate, phenol phenolic aldehyde epoxy acrylate or phenol phenolic aldehyde epoxy methacrylates, cresols phenolic aldehyde epoxy acrylate or cresols phenolic aldehyde epoxy methacrylates and bisphenol A epoxy acrylate or bisphenol-A epoxy methacrylate.
9. the optical information storage medium of claim 1, wherein first and/or second curable compositions contains at least a hardening agent.
10. the optical information storage medium of claim 1, wherein functionalized cataloid are to be obtained by the surface hydroxyl of cataloid and at least a functionalized silane reaction with following general formula:
(R 1) aSi(OR 2) 4-a
Each R wherein 1Be univalent alkyl, naphthenic base, aryl, alkaryl or the aralkyl of the most nearly 18 carbon atoms independently, optional have at least one the chemical reactivity functional group that is selected from alkenyl, acrylate and the epoxy.
11. the optical information storage medium of claim 10, wherein functionalized cataloid are to be obtained by the reaction of the surface hydroxyl of cataloid and functionalized silane, wherein each R 1Be identical or different alkyl, naphthenic base, aryl, alkaryl or aralkyl.
12. the optical information storage medium of claim 11, wherein functionalized silane is to be selected from phenyl dimethyl methyl TMOS, phenyl methyl dimethoxy silane, cyclohexyl methyl dimethoxy silane, at least a in phenyltrimethoxysila,e and the methyltrimethoxy silane.
13. the optical information storage medium of claim 10, wherein functionalized cataloid are to be obtained by the surface hydroxyl of cataloid and following substance reaction: (i) functionalized silane, wherein at least one R 1Be or have vinyl, allyl or acrylate-functional groups and (ii) functionalized silane, wherein at least one R 1Has epoxy-functional.
14. the optical information storage medium of claim 13, wherein functionalized silane is at least a following silane: the 2-(3 that is selected from, 4-epoxy radicals cyclohexyl) ethyl trimethoxy silane, the 3-glycidoxypropyltrimewasxysilane, 3-acryloyl-oxy propyl group methyldiethoxysilane, 3-acryloxy propyl group methyl dimethoxysilane, 3-acryloxy propyl trimethoxy silicane, 2-methacryloxyethyl methyldiethoxysilane, 2-methacryloxyethyl methyl dimethoxysilane, 2-methacryloxyethyl trimethoxy silane, 2-acryloxy ethyl trimethoxy silane, the 3-methacryloxypropyl trimethoxy silane, 3-methacryloxypropyl-triethoxysilane, 3-acryloxy propyl-triethoxysilicane, 3-acryloxy propyl-dimethyl Ethoxysilane, 2-methacryloxyethyl triethoxysilane and 2-acryloxy ethyl triethoxysilane.
15. the optical information storage medium of claim 10, wherein about 5 of cataloid and its weight to about 60% functionalized silane reaction.
16. the optical information storage medium of claim 10, wherein the median particle diameter that calculates by normal distribution of cataloid is no more than about 250nm.
17. the optical information storage medium of claim 10, wherein the median particle diameter that calculates by normal distribution of cataloid is no more than about 50nm.
18. the optical information storage medium of claim 10, wherein the median particle diameter that calculates by normal distribution of cataloid is no more than about 25nm.
19. the optical information storage medium of claim 1, wherein second curable compositions also comprises the capillary material of at least a reduction.
20. the optical information storage medium of claim 1, wherein second curable compositions also comprises about 50 to about 80wt% functionalized silicon dioxide.
CNA2006800034406A 2005-05-09 2006-04-28 Optical information storage medium possessing a multilayer coating Pending CN101111891A (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US67899005P 2005-05-09 2005-05-09
US60/678,990 2005-05-09
US11/312,145 2005-12-20

Publications (1)

Publication Number Publication Date
CN101111891A true CN101111891A (en) 2008-01-23

Family

ID=39043117

Family Applications (1)

Application Number Title Priority Date Filing Date
CNA2006800034406A Pending CN101111891A (en) 2005-05-09 2006-04-28 Optical information storage medium possessing a multilayer coating

Country Status (1)

Country Link
CN (1) CN101111891A (en)

Similar Documents

Publication Publication Date Title
CN101193988B (en) Curable composition and article possessing protective layer obtained therefrom
CN101189309B (en) Curable composition and substrates possessing protective layer obtained therefrom
TWI409279B (en) A polyfunctional (meth) acrylate compound, a photohardenable resin composition and an article
JP2008543983A6 (en) Curable composition and substrate having protective layer obtained thereby
JP5187267B2 (en) Hard coat resin composition, cured film, laminate, optical recording medium, and cured film production method
JP4784723B2 (en) Hard coating agent composition and optical information medium using the same
JP2005126453A (en) Hard coating agent composition and optical information medium using the same
WO2004041888A1 (en) Radiation curing resin composition and cured product thereof
US20060251848A1 (en) Optical information storage medium possessing a multilayer coating
EP2963460A1 (en) Plastic lens and production method therefor
WO2007105627A1 (en) Hard coating resin composition for optical member
WO2003071315A1 (en) Article with composite hard coat layer and method for forming composite hard coat layer
CN1470577A (en) Resin composition capable of solidifying, production method for lamina of said composition, transcribe material and production method thereof
JP2005213345A (en) Coating composition for silver plating and its manufacturing method
JP4888625B2 (en) Non-solvent type photo-curable protective resin composition
CN101111891A (en) Optical information storage medium possessing a multilayer coating
JP4249634B2 (en) Radiation curable resin composition and method for producing radiation curable resin composition
JP2003315503A (en) Article with composite hard coat layer and method for forming composite hard coat layer
WO2008075647A1 (en) Radiation curing composition for optical recording medium, and optical recording medium
JP2009026432A (en) Optical information medium
JP4622896B2 (en) High density recording optical disc surface protective layer composition, cured film and optical disc having surface protective layer
JP4595749B2 (en) Ultraviolet curable composition and method for producing optical information recording medium using the same
JP2008255180A (en) Active energy ray-curing resin composition and laminate thereof
CN107189642A (en) Photocurable resin composition, curing overlay film, the base material with overlay film and its manufacture method and the antifog processing method for base material

Legal Events

Date Code Title Description
C06 Publication
PB01 Publication
C10 Entry into substantive examination
SE01 Entry into force of request for substantive examination
ASS Succession or assignment of patent right

Owner name: SHABO BASE CREATION PLASTICS INTELLECTUAL PROPERT

Free format text: FORMER OWNER: GENERAL ELECTRIC CO.

Effective date: 20081031

C41 Transfer of patent application or patent right or utility model
TA01 Transfer of patent application right

Effective date of registration: 20081031

Address after: Bergen Op Zoom Holland

Applicant after: Sabic Innovative Plastics Ip

Address before: American New York

Applicant before: General Electric Company

C02 Deemed withdrawal of patent application after publication (patent law 2001)
WD01 Invention patent application deemed withdrawn after publication

Open date: 20080123