JPH1158961A - Optical information recording medium - Google Patents
Optical information recording mediumInfo
- Publication number
- JPH1158961A JPH1158961A JP9225553A JP22555397A JPH1158961A JP H1158961 A JPH1158961 A JP H1158961A JP 9225553 A JP9225553 A JP 9225553A JP 22555397 A JP22555397 A JP 22555397A JP H1158961 A JPH1158961 A JP H1158961A
- Authority
- JP
- Japan
- Prior art keywords
- group
- recording medium
- optical information
- information recording
- substituted
- 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.)
- Granted
Links
- 230000003287 optical effect Effects 0.000 title claims abstract description 39
- 150000001875 compounds Chemical class 0.000 claims abstract description 21
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 12
- 125000003118 aryl group Chemical group 0.000 claims abstract description 11
- 125000003342 alkenyl group Chemical group 0.000 claims abstract description 5
- 150000001449 anionic compounds Chemical class 0.000 claims abstract description 5
- 229910001412 inorganic anion Inorganic materials 0.000 claims abstract description 5
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract 2
- 239000001257 hydrogen Substances 0.000 claims abstract 2
- 239000010410 layer Substances 0.000 claims description 33
- 239000000975 dye Substances 0.000 claims description 22
- 239000000758 substrate Substances 0.000 claims description 21
- 229910052751 metal Inorganic materials 0.000 claims description 8
- 239000002184 metal Substances 0.000 claims description 8
- 238000010521 absorption reaction Methods 0.000 claims description 7
- 239000011241 protective layer Substances 0.000 claims description 7
- ANRHNWWPFJCPAZ-UHFFFAOYSA-M thionine Chemical compound [Cl-].C1=CC(N)=CC2=[S+]C3=CC(N)=CC=C3N=C21 ANRHNWWPFJCPAZ-UHFFFAOYSA-M 0.000 claims description 7
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- 125000005843 halogen group Chemical group 0.000 claims description 6
- 239000011347 resin Substances 0.000 claims description 6
- 229920005989 resin Polymers 0.000 claims description 6
- 125000005647 linker group Chemical group 0.000 claims description 5
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims description 4
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 claims description 4
- 125000003545 alkoxy group Chemical group 0.000 claims description 4
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 4
- 150000001787 chalcogens Chemical group 0.000 claims description 4
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 claims description 4
- 229910052737 gold Inorganic materials 0.000 claims description 4
- 239000010931 gold Substances 0.000 claims description 4
- 239000001007 phthalocyanine dye Substances 0.000 claims description 4
- 229910052709 silver Inorganic materials 0.000 claims description 4
- 239000004332 silver Substances 0.000 claims description 4
- 125000002252 acyl group Chemical group 0.000 claims description 3
- 229910052782 aluminium Inorganic materials 0.000 claims description 3
- 239000013522 chelant Substances 0.000 claims description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
- 125000001424 substituent group Chemical group 0.000 claims description 3
- 125000002947 alkylene group Chemical group 0.000 claims description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 2
- 150000002891 organic anions Chemical class 0.000 claims description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- 239000004065 semiconductor Substances 0.000 abstract description 7
- 229910052736 halogen Inorganic materials 0.000 abstract description 2
- 230000010355 oscillation Effects 0.000 abstract description 2
- 150000002367 halogens Chemical class 0.000 abstract 1
- 150000002431 hydrogen Chemical class 0.000 abstract 1
- -1 methoxyethyl group Chemical group 0.000 description 44
- 239000000460 chlorine Substances 0.000 description 16
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 12
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 9
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 239000002253 acid Substances 0.000 description 5
- 150000001450 anions Chemical class 0.000 description 5
- 239000011248 coating agent Substances 0.000 description 5
- 238000000576 coating method Methods 0.000 description 5
- 150000002500 ions Chemical class 0.000 description 5
- 239000004033 plastic Substances 0.000 description 5
- 229920003023 plastic Polymers 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 4
- 230000035945 sensitivity Effects 0.000 description 4
- 125000000547 substituted alkyl group Chemical group 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- PXHVJJICTQNCMI-UHFFFAOYSA-N nickel Substances [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- 229910052723 transition metal Inorganic materials 0.000 description 3
- 150000003624 transition metals Chemical class 0.000 description 3
- CSUFEOXMCRPQBB-UHFFFAOYSA-N 1,1,2,2-tetrafluoropropan-1-ol Chemical compound CC(F)(F)C(O)(F)F CSUFEOXMCRPQBB-UHFFFAOYSA-N 0.000 description 2
- XTEGVFVZDVNBPF-UHFFFAOYSA-N 1,5-naphthalene disulfonic acid Natural products C1=CC=C2C(S(=O)(=O)O)=CC=CC2=C1S(O)(=O)=O XTEGVFVZDVNBPF-UHFFFAOYSA-N 0.000 description 2
- 239000004925 Acrylic resin Substances 0.000 description 2
- 229920000178 Acrylic resin Polymers 0.000 description 2
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 125000001309 chloro group Chemical group Cl* 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- SWXVUIWOUIDPGS-UHFFFAOYSA-N diacetone alcohol Chemical compound CC(=O)CC(C)(C)O SWXVUIWOUIDPGS-UHFFFAOYSA-N 0.000 description 2
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical compound C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 229910052731 fluorine Inorganic materials 0.000 description 2
- 125000001153 fluoro group Chemical group F* 0.000 description 2
- XMBWDFGMSWQBCA-UHFFFAOYSA-M iodide Chemical compound [I-] XMBWDFGMSWQBCA-UHFFFAOYSA-M 0.000 description 2
- 230000001678 irradiating effect Effects 0.000 description 2
- HJOVHMDZYOCNQW-UHFFFAOYSA-N isophorone Chemical compound CC1=CC(=O)CC(C)(C)C1 HJOVHMDZYOCNQW-UHFFFAOYSA-N 0.000 description 2
- 239000012046 mixed solvent Substances 0.000 description 2
- VLTRZXGMWDSKGL-UHFFFAOYSA-M perchlorate Chemical compound [O-]Cl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-M 0.000 description 2
- 229920005668 polycarbonate resin Polymers 0.000 description 2
- 239000004431 polycarbonate resin Substances 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- 230000001681 protective effect Effects 0.000 description 2
- 238000004544 sputter deposition Methods 0.000 description 2
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
- 238000001771 vacuum deposition Methods 0.000 description 2
- 125000006702 (C1-C18) alkyl group Chemical group 0.000 description 1
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 description 1
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 description 1
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 description 1
- JRNVQLOKVMWBFR-UHFFFAOYSA-N 1,2-benzenedithiol Chemical class SC1=CC=CC=C1S JRNVQLOKVMWBFR-UHFFFAOYSA-N 0.000 description 1
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical group CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 1
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 1
- VYVPNTJBGPQTFA-UHFFFAOYSA-N 2-[2-(4-methylphenyl)sulfonyloxyethoxy]ethyl 4-methylbenzenesulfonate Chemical compound C1=CC(C)=CC=C1S(=O)(=O)OCCOCCOS(=O)(=O)C1=CC=C(C)C=C1 VYVPNTJBGPQTFA-UHFFFAOYSA-N 0.000 description 1
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- 125000000590 4-methylphenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- 239000004135 Bone phosphate Substances 0.000 description 1
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 1
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 1
- MUBZPKHOEPUJKR-UHFFFAOYSA-L Oxalate Chemical compound [O-]C(=O)C([O-])=O MUBZPKHOEPUJKR-UHFFFAOYSA-L 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
- ZMZDMBWJUHKJPS-UHFFFAOYSA-M Thiocyanate anion Chemical compound [S-]C#N ZMZDMBWJUHKJPS-UHFFFAOYSA-M 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 239000000987 azo dye Substances 0.000 description 1
- 229940092714 benzenesulfonic acid Drugs 0.000 description 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 229940063013 borate ion Drugs 0.000 description 1
- 229940006460 bromide ion Drugs 0.000 description 1
- 125000004369 butenyl group Chemical group C(=CCC)* 0.000 description 1
- 125000004106 butoxy group Chemical group [*]OC([H])([H])C([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- 125000006226 butoxyethyl group Chemical group 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 238000005266 casting Methods 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 125000000490 cinnamyl group Chemical group C(C=CC1=CC=CC=C1)* 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 150000001879 copper Chemical class 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 238000007606 doctor blade method Methods 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 229940060296 dodecylbenzenesulfonic acid Drugs 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
- 125000005448 ethoxyethyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])C([H])([H])* 0.000 description 1
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 description 1
- 125000002425 furfuryl group Chemical group C(C1=CC=CO1)* 0.000 description 1
- 125000002541 furyl group Chemical group 0.000 description 1
- CPBQJMYROZQQJC-UHFFFAOYSA-N helium neon Chemical compound [He].[Ne] CPBQJMYROZQQJC-UHFFFAOYSA-N 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 description 1
- 229910052809 inorganic oxide Inorganic materials 0.000 description 1
- 229910052945 inorganic sulfide Inorganic materials 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 238000007733 ion plating Methods 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000000113 methacrylic resin Substances 0.000 description 1
- AFVFQIVMOAPDHO-UHFFFAOYSA-N methanesulfonic acid Substances CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 1
- 229940098779 methanesulfonic acid Drugs 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- MEFBJEMVZONFCJ-UHFFFAOYSA-N molybdate Chemical compound [O-][Mo]([O-])(=O)=O MEFBJEMVZONFCJ-UHFFFAOYSA-N 0.000 description 1
- KYAHXDQYSVFOOV-UHFFFAOYSA-N naphthalene-1,2-dithiol Chemical class C1=CC=CC2=C(S)C(S)=CC=C21 KYAHXDQYSVFOOV-UHFFFAOYSA-N 0.000 description 1
- UFWIBTONFRDIAS-UHFFFAOYSA-N naphthalene-acid Natural products C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 1
- 150000002815 nickel Chemical class 0.000 description 1
- 150000002832 nitroso derivatives Chemical class 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- IVUSOGDLVUEEQB-UHFFFAOYSA-N oxido(dioxo)-$l^{5}-stibane Chemical compound [O-][Sb](=O)=O IVUSOGDLVUEEQB-UHFFFAOYSA-N 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- KHIWWQKSHDUIBK-UHFFFAOYSA-M periodate Chemical compound [O-]I(=O)(=O)=O KHIWWQKSHDUIBK-UHFFFAOYSA-M 0.000 description 1
- 125000000286 phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004344 phenylpropyl group Chemical group 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 229940085991 phosphate ion Drugs 0.000 description 1
- 229920002492 poly(sulfone) Polymers 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920001225 polyester resin Polymers 0.000 description 1
- 239000004645 polyester resin Substances 0.000 description 1
- 229920001721 polyimide Polymers 0.000 description 1
- 239000009719 polyimide resin Substances 0.000 description 1
- 229920005672 polyolefin resin Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000002310 reflectometry Methods 0.000 description 1
- 229920002050 silicone resin Polymers 0.000 description 1
- 238000004528 spin coating Methods 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 229920002803 thermoplastic polyurethane Polymers 0.000 description 1
- 125000004205 trifluoroethyl group Chemical group [H]C([H])(*)C(F)(F)F 0.000 description 1
- PBYZMCDFOULPGH-UHFFFAOYSA-N tungstate Chemical compound [O-][W]([O-])(=O)=O PBYZMCDFOULPGH-UHFFFAOYSA-N 0.000 description 1
- 239000003021 water soluble solvent Substances 0.000 description 1
- 125000006839 xylylene group Chemical group 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B23/00—Methine or polymethine dyes, e.g. cyanine dyes
- C09B23/02—Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain containing an odd number of >CH- or >C[alkyl]- groups
- C09B23/06—Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain containing an odd number of >CH- or >C[alkyl]- groups three >CH- groups, e.g. carbocyanines
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Thermal Transfer Or Thermal Recording In General (AREA)
- Indole Compounds (AREA)
- Optical Record Carriers And Manufacture Thereof (AREA)
Abstract
Description
【0001】[0001]
【発明の属する技術分野】本発明は光情報記録媒体に関
するものであって、特に有機色素を含有する記録膜を有
する書き込み可能な追記型の光情報記録媒体に関する。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to an optical information recording medium, and more particularly to a writable write-once optical information recording medium having a recording film containing an organic dye.
【0002】[0002]
【従来の技術】光情報記録媒体は、一般に記憶容量が大
きく、しかも記録または再生が非接触で行われる等、優
れた特徴を有することから広く普及するに至っている。
現在の追記型(WORM、CD−R)の光ディスクでは
記録膜の微少面積にレーザーを集光させ、記録膜の性状
を変えて記録し、未記録部分との反射光量の違いによっ
て再生を行うようにしている。2. Description of the Related Art Optical information recording media have come to be widely used because of their excellent characteristics, such as generally having a large storage capacity and recording / reproducing without contact.
In the current write-once type (WORM, CD-R) optical disk, laser is focused on a very small area of the recording film, recording is performed by changing the properties of the recording film, and reproduction is performed based on the difference in the amount of reflected light from the unrecorded portion. I have to.
【0003】そして、この追記型の光記録媒体の記録膜
に有機色素が用いられていることは一般によく知られて
いる。この記録膜の性状変化を円滑に行うために媒体の
構成は基盤上に記録膜を設けたものを2枚用意し、記録
膜を対向させて配置したいわゆるエアーサンドイッチ構
造とされることが一般的である。It is generally well known that an organic dye is used for a recording film of this write-once optical recording medium. In order to smoothly change the properties of the recording film, the medium generally has a so-called air sandwich structure in which two recording media are provided on a substrate and the recording films are arranged to face each other. It is.
【0004】[0004]
【発明が解決しようとする課題】しかしながら、今後情
報量の増大に伴い半導体レーザーの波長を現行よりも短
くし、高密度記録を行う試みがなされるに至った。従来
より追記型の光記録媒体に用いられているシアニン色素
では、高密度記録に用いられるレーザーの波長である6
35〜650nmの付近には充分な反射率と吸収をもた
ず充分な感度が得られないという問題が生じている。本
発明はこのような状況に鑑みてなされたものであり、本
発明の目的は短波長に発振波長を有する半導体レーザー
を用いた高密度記録にも適した光情報記録媒体を提供す
ることにある。However, with an increase in the amount of information in the future, attempts have been made to shorten the wavelength of a semiconductor laser from the current one and perform high-density recording. A cyanine dye conventionally used in a write-once optical recording medium has a wavelength of 6 nm, which is a laser used for high-density recording.
In the vicinity of 35 to 650 nm, there is a problem that sufficient sensitivity is not obtained due to lack of sufficient reflectance and absorption. The present invention has been made in view of such circumstances, and an object of the present invention is to provide an optical information recording medium suitable for high-density recording using a semiconductor laser having an oscillation wavelength at a short wavelength. .
【0005】[0005]
【課題を解決するための手段】本発明者らは前記したよ
うな課題を解決すべく鋭意努力した結果、基盤上に直接
または下引き層を介して記録層を設けた光記録媒体にお
いて、記録層中に下記式(1)で表される化合物を少な
くとも1種含有させることを特徴とする光情報記録媒体
が提供されることを見いだし本発明を完成した。すなわ
ち本発明は、(1)基板上に直接または下引き層を介し
て記録層を設けた光記録媒体において、記録層中に下記
式(1)Means for Solving the Problems As a result of intensive efforts to solve the above-mentioned problems, the present inventors have found that an optical recording medium in which a recording layer is provided directly or via an undercoat layer on a substrate is used for recording. The inventors have found that an optical information recording medium characterized by including at least one compound represented by the following formula (1) in a layer is provided, and completed the present invention. That is, the present invention provides (1) an optical recording medium having a recording layer provided directly or via an undercoat layer on a substrate, wherein the recording layer has the following formula (1)
【0006】[0006]
【化2】 Embedded image
【0007】(式(1)においてR1 ,R2 はそれぞれ
独立に置換もしくは未置換のアルキル基、または置換も
しくは未置換のアルケニル基を表し、R3 ,R4 ,
R5 ,R6はそれぞれ独立に水素原子、ハロゲン原子、
置換もしくは未置換のアルキル基、置換もしくは未置換
のアリール基、アシル基またはアルコキシ基を表し、あ
るいはR3 とR4 またはR5 とR6 が一緒になって縮合
アリール基を形成しても良い。Yは連結基を表し、Xは
有機又は無機のアニオンを表す。nは1または2のいず
れかを表す。)で表される化合物を少なくとも1種含有
させることを特徴とする光情報記録媒体。(2)R3 ,
R4 ,R5 ,R6 がそれぞれ独立に水素原子、ハロゲン
原子または炭素数1〜4のアルキル基であるか、あるい
はR3 とR4 又はR5 とR6 が一緒になった縮合アリー
ル基である(1)に記載の光情報記録媒体、(3)Yが
炭素数1〜8のカルコゲン原子を含んでもよい連結基で
ある(1)に記載の光情報記録媒体、(4)R3 と
R4 ,R5 とR6 が同一の置換基である(1)に記載の
光情報記録媒体、(5)R1 ,R2 がそれぞれ独立に炭
素数1〜9の置換または未置換のアルキル基である
(1)に記載の光情報記録媒体、(6)Yがエーテル結
合を有してもよいアルキレン基である(1)に記載の光
情報記録媒体、(7)(1)ないし(6)のいずれか一
項に記載の化合物を少なくとも1種と1重項酸素クエン
チャーとを担持せしめたことを特徴とする光情報記録媒
体、(8)記録層に最大吸収波長が670ないし740
nmにある有機色素を混合することを特徴とする(1)
に記載の光情報記録媒体、(9)有機色素がペンタメチ
ンのシアニン色素、フタロシアニン色素およびアゾ金属
キレート色素からなる少なくとも1種であることを特徴
とする(8)に記載の光情報記録媒体、(10)記録層
上に金属反射層および保護層を設けた光情報記録媒体で
あって、該金属反射層が金、銀およびアルミニウムのう
ちのいずれかを主成分とし、該保護層が紫外線硬化型樹
脂からなることを特徴とする(1)〜(9)に記載の光
情報記録媒体、に関する。(In the formula (1), R 1 and R 2 each independently represent a substituted or unsubstituted alkyl group or a substituted or unsubstituted alkenyl group, and R 3 , R 4 ,
R 5 and R 6 each independently represent a hydrogen atom, a halogen atom,
Represents a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, an acyl group or an alkoxy group, or R 3 and R 4 or R 5 and R 6 may together form a condensed aryl group . Y represents a linking group, and X represents an organic or inorganic anion. n represents either 1 or 2. An optical information recording medium comprising at least one compound represented by the formula (1): (2) R 3 ,
R 4 , R 5 and R 6 are each independently a hydrogen atom, a halogen atom or an alkyl group having 1 to 4 carbon atoms, or a condensed aryl group wherein R 3 and R 4 or R 5 and R 6 are combined (3) the optical information recording medium according to (1), wherein Y is a linking group which may contain a chalcogen atom having 1 to 8 carbon atoms; (4) R 3 And R 4 , and R 5 and R 6 are the same substituents. (1) wherein (5) R 1 and R 2 are each independently substituted or unsubstituted 1 to 9 carbon atoms; The optical information recording medium according to (1), which is an alkyl group; (6) the optical information recording medium according to (1), wherein Y is an alkylene group optionally having an ether bond; It is characterized in that at least one compound according to any one of (6) and a singlet oxygen quencher are supported. It optical information recording medium, the maximum absorption wavelength in (8) the recording layer 670 not to 740
(1) characterized by mixing an organic dye in the nm range
(9) The optical information recording medium according to (8), wherein the organic dye is at least one of a pentamethine cyanine dye, a phthalocyanine dye, and an azo metal chelate dye. 10) An optical information recording medium in which a metal reflective layer and a protective layer are provided on a recording layer, wherein the metal reflective layer contains any one of gold, silver and aluminum as a main component, and the protective layer is an ultraviolet curable type. The optical information recording medium according to any one of (1) to (9), comprising a resin.
【0008】[0008]
【発明の実施の形態】一般式(1)のR1 ,R2 ,
R3 ,R4 ,R5 ,R6 において、未置換のアルキル基
としては、具体的には、メチル基、エチル基、プロピル
基、イソプロピル基、2−メチルプロピル基、ブチル
基、t−ブチル基、ペンチル基、ヘキシル基、ドデシル
基、オクタデシル基等のC1〜C18アルキル基等があ
げられ、好ましくはC1〜C8のアルキル基等があげら
れる。置換アルキル基の置換基としては、アルキルオキ
シ基、ハロゲン原子、アルキルオキシアルキルオキシ
基、アリール基、水酸基等があげられ、置換アルキル基
の具体的には、ヒドロキシメチル基、メトキシエチル
基、エトキシエチル基、ブトキシエチル基、フェニルエ
チル基、フェニルプロピル基、ベンジル基、テトラフル
オロプロピル基、トリフルオロエチル基、メトキシエチ
ルオキシエチル基、メトキシプロピル基、ヒドロキシプ
ロピル基、フルフリル基、アセチルオキシエチル基、フ
ェニルオキシエチル基等のC1〜C9の置換アルキル基
があげられ、好ましくは、C1〜C8の置換アルキル基
があげられる。R1 ,R2 における置換もしくは未置換
のアルケニル基としては、アリル基、ブテニル基、シン
ナミル基等のC3〜C9アルケニル基があげられる。R
3 ,R4 ,R5 ,R6 におけるハロゲン原子としては、
フッ素原子、塩素原子、臭素原子、ヨウ素原子等があげ
られるが、塩素原子、フッ素原子が好ましく、置換もし
くは未置換のアリール基としては、フェニル基、4−ク
ロロフェニル基、4−メチルフェニル基等のC6〜C7
アリール基があげられ、アシル基としてはベンゾイル
基、フリル基、アセチル基があげられ、アルコキシ基と
してはメトキシ基、エトキシ基、プロピルオキシ基、ブ
トキシ基等のC1〜C4アルコキシ基があげられ、縮合
アリール基としては縮合フェニル基があげられる。mは
1〜2が好ましい。Yにおけるカルコゲン原子として
は、例えば酸素原子、イオウ原子とうがあげられる。連
結基Yとしては、例えばメチレン基、エチレン基、n−
プロピレン基、i−プロピレン基、n−ブチレン基、i
−ブチレン基、t−ブチレン基、オルトキシリレン基、
パラキシリレン基、メタキシリレン基及びカルコゲン原
子を含む−CH2 CH2 OCH2 CH2 −、−CH2 C
H2OCH2 CH2 OCH2 CH2 −基等があげられ
る。BEST MODE FOR CARRYING OUT THE INVENTION R 1 , R 2 ,
In R 3 , R 4 , R 5 and R 6 , examples of the unsubstituted alkyl group include a methyl group, an ethyl group, a propyl group, an isopropyl group, a 2-methylpropyl group, a butyl group and a t-butyl group. And a C1-C18 alkyl group such as a group, pentyl group, hexyl group, dodecyl group and octadecyl group, and preferably a C1-C8 alkyl group. Examples of the substituent of the substituted alkyl group include an alkyloxy group, a halogen atom, an alkyloxyalkyloxy group, an aryl group, and a hydroxyl group. Specific examples of the substituted alkyl group include a hydroxymethyl group, a methoxyethyl group, and ethoxyethyl. Group, butoxyethyl group, phenylethyl group, phenylpropyl group, benzyl group, tetrafluoropropyl group, trifluoroethyl group, methoxyethyloxyethyl group, methoxypropyl group, hydroxypropyl group, furfuryl group, acetyloxyethyl group, phenyl A C1-C9 substituted alkyl group such as an oxyethyl group is preferred, and a C1-C8 substituted alkyl group is preferred. Examples of the substituted or unsubstituted alkenyl group in R 1 and R 2 include C3-C9 alkenyl groups such as an allyl group, a butenyl group and a cinnamyl group. R
As the halogen atom in 3 , R 4 , R 5 and R 6 ,
A fluorine atom, a chlorine atom, a bromine atom, an iodine atom and the like can be mentioned, but a chlorine atom and a fluorine atom are preferable, and the substituted or unsubstituted aryl group includes a phenyl group, a 4-chlorophenyl group, a 4-methylphenyl group and the like. C6-C7
An aryl group; an acyl group includes a benzoyl group, a furyl group and an acetyl group; and an alkoxy group includes a C1-C4 alkoxy group such as a methoxy group, an ethoxy group, a propyloxy group, and a butoxy group. Examples of the aryl group include a condensed phenyl group. m is preferably from 1 to 2. Examples of the chalcogen atom for Y include an oxygen atom and a sulfur atom. Examples of the linking group Y include a methylene group, an ethylene group, and n-
Propylene group, i-propylene group, n-butylene group, i
-Butylene group, t-butylene group, ortho-xylylene group,
Xylylene group, -CH 2 CH including m-xylylene group and a chalcogen atom 2 OCH 2 CH 2 -, - CH 2 C
H 2 OCH 2 CH 2 OCH 2 CH 2 — and the like.
【0009】Xのアニオンとしては有機カルボン酸、有
機スルホン酸等の有機酸アニオンとハロゲンイオン等の
無機アニオン、遷移金属錯体アニオンがあげられる。有
機酸アニオンとして具体的には、酢酸イオン、メタンス
ルホン酸イオン、テトラフェニルホウ酸イオン、ブチル
トリフェニルホウ酸イオン、トルエンスルホン酸イオ
ン、1,5−ナフタレンジスルホン酸イオン、2,6−
ナフタレンジスルホン酸イオン、R酸イオン、G酸イオ
ン等のナフタレンモノあるいはジスルホン酸イオン、乳
酸イオン、p−クロロベンゼンスルホン酸イオン、ニト
ロベンゼンスルホン酸イオン、ドデシルベンゼンスルホ
ン酸イオン、ベンゼンスルホン酸イオン、エタンスルホ
ン酸イオン、トリフルオロ酢酸イオン、プロピオン酸イ
オン、安息香酸イオン、シュウ酸イオン、コハク酸イオ
ン、ステアリン酸イオン、トリフルオロメタンスルホン
酸イオン等があげられ、好ましくは、トリフルオロメタ
ンスルホン酸イオン、トルエンスルホン酸イオン、等の
アルキルもしくはアリールスルホン酸があげられる。遷
移金属錯体アニオンとしてはベンゼンジチオール誘導体
のNi錯体、ナフタレンジチオール誘導体のNi錯体、
エテンジチオール誘導体のNi錯体等があげられる。無
機アニオンとしては、具体的には、塩素イオン、臭素イ
オン、フッ素イオン、チオシアン酸イオン、ヨウ素イオ
ン、6フッ化アンチモン酸イオン、過塩素酸イオン、過
ヨウ素酸イオン、硝酸イオン、テトラフルオロホウ酸イ
オン、ヘキサフルオロリン酸イオン、モリブデン酸イオ
ン、タングステン酸イオン、チタン酸イオン、バナジン
酸イオン、リン酸イオン、ホウ酸イオン等があげられ、
好ましいものとしては、過塩素酸イオン、ヨウ素イオ
ン、テトラフルオロホウ酸イオン、ヘキサフルオロリン
酸イオン、ヘキサフルオロアンチモン酸イオン等の比較
的分子量の大きいイオンがあげられる。Examples of the anion X include an organic acid anion such as an organic carboxylic acid and an organic sulfonic acid, an inorganic anion such as a halogen ion, and a transition metal complex anion. Specific examples of the organic acid anion include acetate ion, methanesulfonic acid ion, tetraphenylborate ion, butyltriphenylborate ion, toluenesulfonic acid ion, 1,5-naphthalenedisulfonic acid ion, 2,6-
Naphthalene mono or disulfonic acid ions such as naphthalene disulfonic acid ion, R acid ion, G acid ion, lactate ion, p-chlorobenzenesulfonic acid ion, nitrobenzenesulfonic acid ion, dodecylbenzenesulfonic acid ion, benzenesulfonic acid ion, ethanesulfonic acid Ion, trifluoroacetate ion, propionate ion, benzoate ion, oxalate ion, succinate ion, stearate ion, trifluoromethanesulfonate ion and the like, preferably trifluoromethanesulfonate ion, toluenesulfonate ion And alkyl or aryl sulfonic acids such as As the transition metal complex anion, a Ni complex of a benzenedithiol derivative, a Ni complex of a naphthalenedithiol derivative,
Ni complexes of ethenedithiol derivatives and the like can be mentioned. Specific examples of the inorganic anion include chloride ion, bromide ion, fluorine ion, thiocyanate ion, iodine ion, hexamonate antimonate ion, perchlorate ion, periodate ion, nitrate ion, and tetrafluoroborate. Ion, hexafluorophosphate ion, molybdate ion, tungstate ion, titanate ion, vanadate ion, phosphate ion, borate ion, and the like.
Preferred are ions having a relatively large molecular weight such as perchlorate ion, iodine ion, tetrafluoroborate ion, hexafluorophosphate ion and hexafluoroantimonate ion.
【0010】本発明おける一般式(1)で示される化合
物の具体例を表1に示すが、これらに限定されるもので
はない。表1中、1,5−NpSは1,5−ナフタレン
ジスルホン酸イオンを、TsOはトルエンスルホン酸イ
オン、Phはフェニル基を表す。[0010] Specific examples of the compound represented by the general formula (1) in the present invention are shown in Table 1, but are not limited thereto. In Table 1, 1,5-NpS represents 1,5-naphthalenedisulfonic acid ion, TsO represents toluenesulfonic acid ion, and Ph represents a phenyl group.
【0011】 化合物NO. R1 R2 R3 R4 R5 R6 Y X 1 CH3 CH3 H H H H -C2H4OC2H4- 2ClO4- 2 CH3 CH3 H H H H -C2H4OC2H4- 2PF6- 3 CH3 CH3 Cl H H H -C2H4OC2H4- 2SbF6- 4 CH3 CH3 H H H H -C2H4OC2H4- 2BF4- 5 CH3 CH3 H H H H -C2H4OC2H4- 2I- 6 CH3 CH3 H H H H -C2H4OC2H4- 2TsO- 7 CH3OCH2CH2 CH3OCH2CH2 H H H H -C2H4OC2H4- 1,5-NpS- 8 CH3 CH3 H H H H -C2H4- 2ClO4- 9 CH3 CH3 Cl H H H -C2H4- 2PF6- 10 CH3 CH3 H H Cl H -C2H4- 2SbF6-Compound NO. 5 CH3 CH3 HHHH -C2H4OC2H4- 2I- 6 CH3 CH3 HHHH -C2H4OC2H4- 2TsO- 7 CH3OCH2CH2 CH3OCH2CH2 HHHH -C2H4OC2H4- 1,5-NpS- 8 CH3 CH3 HHHH -C2H3 -2ClO4-HCl 10 CH3 CH3 HH Cl H -C2H4- 2SbF6-
【0012】 11 CH3 CH3 Cl H Cl H -C2H4- 2BF4- 12 CH3OCH2CH2 CH3OCH2CH2 H H H H -C2H4- 2I- 13 CH3OCH2CH2 CH3OCH2CH2 H H H H -C2H4- 2TsO- 14 CH3OCH2CH2 CH3OCH2CH2 Cl H H H -C2H4- 1,5-NpS- 15 CH3 CH3 H H H H -C3H6-(n) 2ClO4- 16 CH3 CH3 H H H H -C3H6-(n) 2PF6- 17 CH3CH2 CH3CH2- 縮合Ph 縮合Ph -C3H6-(n) 2SbF6- 18 CH3OCH2CH2 CH3OCH2CH2 H H 縮合Ph -C3H6-(i) 2BF4- 19 CH3CH2OCH2CH2 CH3CH2OCH2CH2 H H H H -C3H6-(n) 2I- 20 CH3 CH3 H H H H -C3H6-(n) 2TsO- 21 CH3 CH3 H H H H -C3H6-(n) 1,5-NaS2- 22 CH3 CH3 H H H H -C4H8-(n) 2ClO4- 23 CH3 CH3 H H H H -C4H8-(n) 2PF64- 24 CH3 CH3 H H H H -C4H8-(n) 2SbF6- 25 CH3 CH3 H H H H -C4H8-(n) 2BF4- 26 CH3 CH3 H H 縮合Ph -C4H8-(n) 2I- 27 CH3 CH3 H H 縮合Ph -C4H8-(n) 2TsO- 28 CH3 CH3 H H Cl H -C4H8-(n) 1,5-NaS2- 29 CH3 CH3 H H H H -C2H4OC2H4OC2H4- 2ClO4- 30 CH3CF2CF2 CH3CF2CF2 H H Cl H -C2H4OC2H4OC2H4- 2PF6- 31 CH3OCH2CH2 CH3OCH2CH2 H H H H -C2H4OC2H4OC2H4- 2SbF6- 32 CH3CH2OCH2CH2 CH3CH2OCH2CH2 H H H H -C2H4OC2H4OC2H4- 2BF4- 33 PhOCH2CH2 PhOCH2CH2 H H H H -C2H4OC2H4OC2H4- 2BF4- 34 PhCH2 PhCH2 H H H H -C2H4OC2H4OC2H4- 2TsO- 35 PhCH2 PhCH2 H H H H -C2H4OC2H4OC2H4- R酸イオン 36 CH3 CH3 H H H H p-Xylilene基 2ClO4- 37 CH3 CH3 H H Cl H p-Xylilene基 2PF64- 38 CH3 CH3 H H H H p-Xylilene基 2SbF6- 39 PhCH2 PhCH2 H H H H p-Xylilene基 2BF4- 40 PhCH2CH2 PhCH2CH2 H H H H p-Xylilene基 2I- [0012] 11 CH3 CH3 Cl H Cl H -C2H4- 2BF4- 12 CH3OCH2CH2 CH3OCH2CH2 HHHH -C2H4- 2I- 13 CH3OCH2CH2 CH3OCH2CH2 HHHH -C2H4- 2TsO- 14 CH3OCH2CH2 CH3OCH2CH2 CH H4-H2N2 HHHH -C3H6- (n) 2ClO4- 16 CH3 CH3 HHHH -C3H6- (n) 2PF6- 17 CH3CH2 CH3CH2- Condensed Ph Condensed Ph -C3H6- (n) 2SbF6- 18 CH3OCH2CH2 CH3OCH2CH2 HH Condensed Ph -C3H6- (i) 2BF -19 CH3CH2OCH2CH2 CH3CH2OCH2CH2 HHHH -C3H6- (n) 2I-20 CH3 CH3 HHHH -C3H6- (n) 2TsO- 21 CH3 CH3 HHHH -C3H6- (n) 1,5-NaS2- 22 CH3 CH3 HHHHH -C4H8- (n ) 2ClO4- 23 CH3 CH3 HHHH -C4H8- (n) 2PF64- 24 CH3 CH3 HHHH -C4H8- (n) 2SbF6- 25 CH3 CH3 HHHH -C4H8- (n) 2BF4- 26 CH3 CH3 HH Condensed Ph -C4H8- (n ) 2I- 27 CH3 CH3 HH Condensed Ph -C4H8- (n) 2TsO- 28 CH3 CH3 HH Cl H -C4H8- (n) 1,5-NaS2- 29 CH3 CH3 HHHH -C2H4OC2H4OC2H4- 2ClO4- 30 CH3CF2CF2 CH3CF2CF2 HH Cl H -C2H4OC2H4OC2H4- 2PF6- 31 CH3OCH2CH2 CH3OCH2CH2 HHHH -C2H4OC2H4OC2H4- 2SbF6- 32 CH3CH2OCH2CH2 CH3CH2OCH2CH2 HHHH -C2H4OC2H4OC2H4- 2BF4- 33 PhOCH2CH2 HHH -C2H4OC2H4OC2H4- 2BF4- 34 PhCH2 PhCH2 HHHH -C2H4OC2H4OC2H4- 2TsO- 35 PhCH2 PhCH2 HHHH -C2H4OC2H4OC2H4- R acid ion 36 CH3 CH3 HHHH p-Xylilene 2Cl3H3 CH3 CH3H3 HHHH p-Xylilene group 2SbF6- 39 PhCH2 PhCH2 HHHH p-Xylilene group 2BF4- 40 PhCH2CH2 PhCH2CH2 HHHH p-Xylilene group 2I-
【0013】 41 PhCH2CH2CH2 PhCH2CH2CH2 H H H H p-Xylilene基 2TsO- 42 PhOCH2CH2 PhOCH2CH2 H H H H p-Xylilene基 R酸イオン 43 CH3 CH3 H H H H o-Xylilene基 2ClO4- 44 CH3CF2CF2 CH3CF2CF2 H H H H o-Xylilene基 2PF64- 45 PhCH2 PhCH2 H H H H o-Xylilene基 2SbF6- 46 PhCH2CH2 PhCH2CH2 H H H H o-Xylilene基 2BF4- 47 PhOCH2CH2CH2 PhOCH2CH2CH2 H H H H o-Xylilene基 2I- 48 CH3OCH2CH2 CH3OCH2CH2 H H H H o-Xylilene基 2TsO- 49 BuOCH2CH2 BuOCH2CH2 H H H H o-Xylilene基 R酸イオン 50 CH3 CH3 縮合Ph H H -C2H4OC2H4- 2ClO4- 51 CH3 CH3 縮合Ph H H -C2H4OC2H4- 2TsO- 52 CH3 CH3 縮合Ph H H -C2H4OC2H4- 2BF4- 53 CH3 CH3 縮合Ph H H -C2H4OC2H4- R酸イオン 54 CH3 CH3 縮合Ph H H -C2H4- 2PF6- 55 CH3 CH3 縮合Ph H H -C3H6-(n) 2I- 56 CH3 CH3 縮合Ph H H -C3H6-(n) 2ClO4- 57 CH3 CH3 縮合Ph H H -C4H8-(n) 2SbF6- 58 CH3 CH3 縮合Ph H H -C4H8-(t) 2ClO4- 59 CH3 CH3 縮合Ph H H -C2H4OC2H4OC2H4- 2BF4- 60 CH3 CH3 縮合Ph H H o-Xylilene基 2TsO- 61 CH3 CH3 縮合Ph H H p-Xylilene基 1,5-NaS2- 62 CH3 CH3 H H 縮合Ph -C2H4OC2H4OC2H4- 2ClO4- 63 CH3 CH3 Cl H Cl H -C2H4OC2H4- 2ClO4- 64 CH3 CH3 Cl H H H -C2H4- 2SbF6- 65 CH3 CH3 Cl H H H -C3H6-(n) 1,5-NpS- 66 C2H5 C2H5 Cl H Cl H o-Xylilene基 2I- 67 C3H7 C3H7 Cl H CH3 H -C2H4OC2H4- 2Cl- 68 C3H6OH C3H6OH Br H Ph H -C2H4- 2C2H4SO4- 69 C2H4OAc C2H4OAc Cl Cl OC2H5 H -C2H4OC2H4- 2BF4- [0013] 41 PhCH2CH2CH2 PhCH2CH2CH2 HHHH p-Xylilene group 2TsO- 42 PhOCH2CH2 PhOCH2CH2 HHHH p-Xylilene group R acid ion 43 CH3 CH3 HHHHo-Xylilene group 2ClO4- 44 CH3CF2CF2 CH3CF2CF2H2H2H2H2H2H2H2H2H2H2H2H2H2H2H2H2H2H2H2H2H2H2H2H2H2H2H2H2H2H2H2H2H2H2H2H2H2H2H2H2H2H2H2H2H2H2H2H2H2H2H2H2H2H2H2H3 Xylilene group 2SbF6- 46 PhCH2CH2 PhCH2CH2 HHHH o-Xylilene group 2BF4- 47 PhOCH2CH2CH2 PhOCH2CH2CH2 HHHH o-Xylilene group 2I- 48 CH3OCH2CH2 CH3OCH2CH2 HHHH o-Xylilene group 2TsO- 49 BuOCH2CH2 BuOCH2CH2 HHHH o-Xylilene group R ion 50 CH3 CH3 condensation Ph HH -C2H4OC2H4- 2ClO4- 51 CH3 CH3 Condensed Ph HH -C2H4OC2H4- 2TsO- 52 CH3 CH3 Condensed Ph HH -C2H4OC2H4- 2BF4- 53 CH3 CH3 Condensed Ph HH -C2H4OC2H4- R acid ion 54 CH3 CH3 Condensed PhH2 -55 CH3 CH3 Condensed Ph HH -C3H6- (n) 2I- 56 CH3 CH3 Condensed Ph HH -C3H6- (n) 2ClO4- 57 CH3 CH3 Condensed Ph HH -C4H8- (n) 2SbF6- 58 CH3 CH3 Condensed Ph HH- C4H8- (t) 2ClO4- 59 CH3 CH3 Condensed Ph HH -C2H4OC2H4OC2H4- 2BF4- 60 CH3 CH3 Condensed Ph HH o-Xylilene group 2TsO- 61 CH3 CH3 Condensed Ph HH p-Xylilene group 1,5- NaS2- 62 CH3 CH3 HH Condensed Ph -C2H4OC2H4OC2H4- 2ClO4- 63 CH3 CH3 Cl H Cl H -C2H4OC2H4- 2ClO4- 64 CH3 CH3 Cl HHH -C2H4- 2SbF6- 65 CH3 CH3 Cl HHH -C3H6- (n) 1,5- NpS- 66 C2H5 C2H5 Cl H Cl H o-Xylilene group 2I- 67 C3H7 C3H7 Cl H CH3 H -C2H4OC2H4- 2Cl- 68 C3H6OH C3H6OH Br H Ph H -C2H4- 2C2H4SO4- 69 C2H4OAc C2H4OAc ClC2C -
【0014】 70 C2H5 C2H5 縮合Ph Cl Cl -C2H4- 2SbF6- 71 CH3 CH3 縮合Ph 縮合Ph -C2H4OC2H4- 2ClO4- 72 CH3 CH3 縮合Ph 縮合Ph -C2H4OC2H4- 2BF4- 73 CH3 CH3 縮合Ph 縮合Ph -C2H4OC2H4- 2PF6- 74 CH3 CH3 縮合Ph 縮合Ph -C2H4OC2H4- 2TsO- 75 CH3 CH3 H H Cl H -C2H4OC2H4- 2ClO4- 76 CH3 CH3 H H Cl H -C2H4OC2H4- 2PF6- 78 CH3 CH3 H H Cl H -C2H4OC2H4- 2TsO- 70 C2H5 C2H5 Condensed Ph Cl Cl -C2H4- 2SbF6- 71 CH3 CH3 Condensed Ph Condensed Ph -C2H4OC2H4- 2ClO4- 72 CH3 CH3 Condensed Ph Condensed Ph -C2H4OC2H4- 2BF4- 73 CH3 CH3 Condensed Ph Condensed Ph -C2H4 -74 CH3 CH3 Condensed Ph Condensed Ph -C2H4OC2H4- 2TsO- 75 CH3 CH3 HH Cl H -C2H4OC2H4- 2ClO4- 76 CH3 CH3 HH Cl H -C2H4OC2H4- 2PF6- 78 CH3 CH3 HH Cl H -C2H4OC2H4- 2TsO-
【0015】本発明の一般式(1)で表される化合物
は、式(2)The compound represented by the general formula (1) of the present invention is represented by the formula (2)
【0016】[0016]
【化3】 Embedded image
【0017】で表されるトリベースアルデヒド誘導体と
式(3)A tribase aldehyde derivative represented by the formula (3)
【0018】[0018]
【化4】 Embedded image
【0019】で表されるビスインドレニン誘導体とを溶
媒中、好ましくは酢酸中または無水酢酸中もしくは両者
の混合溶媒中等の酸性媒体中、0〜80℃好ましくは5
〜30℃で過塩素酸、ホウフッ化水素酸、p−トルエン
スルホン酸等の強酸の存在下、縮合反応させることによ
り得られる。対イオンを交換する場合はその反応液に、
対応する酸もしくはその塩を溶解可能な溶媒、好ましく
は無水酢酸もしくは酢酸に溶解して添加するか、一旦取
り出した色素をアルコール、DMF、酢酸等の水に可溶
な溶媒もしくはそれらと水との混合溶媒中に溶解し、所
望のアニオンの酸もしくは塩を添加して塩交換を行う方
法により合成することが出来る。The bisindolenine derivative represented by the formula (I) is reacted in a solvent, preferably in acetic acid or in acetic anhydride or in a mixed solvent of both, at 0 to 80 ° C, preferably at 5 ° C.
It is obtained by performing a condensation reaction in the presence of a strong acid such as perchloric acid, borofluoric acid and p-toluenesulfonic acid at -30 ° C. When exchanging counter ions, add
The corresponding acid or salt thereof can be dissolved in a solvent capable of dissolving the same, preferably acetic anhydride or acetic acid, or the dye once removed can be dissolved in a water-soluble solvent such as alcohol, DMF, acetic acid or the like and water. It can be synthesized by a method of dissolving in a mixed solvent, adding an acid or salt of a desired anion and performing salt exchange.
【0020】本発明の光記録媒体において用いられる化
合物は単独で用いても、2種以上併用してもよく、ま
た、本発明で使用する化合物以外の色素、例えば吸収波
長の異なる色素、好ましくは最大吸収波長が670ない
し740nmにある有機色素と併用して用いてもよい。
このような色素としては、例えばペンタメチンシアニン
系色素、スクワリリウム系色素、インドアニリン系色
素、フタロシアニン系色素、アゾ色素、より好ましくは
ペンタメチンのシアニン色素、フタロシアニン色素およ
びアゾ金属キレート色素等と併用してもよい。また、読
み取り耐久性向上や耐光性向上のため種々の酸化防止剤
や紫外線吸収剤、一重項酸素クエンチャーを併用しても
よい。一重項酸素クエンチャーとしては一般的なニッケ
ル錯体、銅錯体等の遷移金属錯体やジフェニルアミンの
ニトロソ化合物、アミニウム系もしくはジイモニウム系
化合物(例えば日本化薬製 IRG−002、IRG−
022、IRG−023等)があげられる、また、種々
の樹脂を併用してもよい。本発明において、一般式
(1)で示される化合物のカチオンと、クエンチャーの
アニオンとの結合体を使用することもできる。クエンチ
ャーは一般式(1)の化合物1モルに対して、一般的に
0.01〜10モル、好ましくは0.03〜2.0モル
使用される。The compounds used in the optical recording medium of the present invention may be used alone or in combination of two or more kinds. Dyes other than the compounds used in the present invention, for example, dyes having different absorption wavelengths, preferably It may be used in combination with an organic dye having a maximum absorption wavelength of 670 to 740 nm.
Examples of such dyes include pentamethine cyanine dyes, squarylium dyes, indoaniline dyes, phthalocyanine dyes, azo dyes, and more preferably pentamethine cyanine dyes, phthalocyanine dyes, and azo metal chelate dyes. Is also good. In addition, various antioxidants, ultraviolet absorbers, and singlet oxygen quencher may be used in combination for improving reading durability and light resistance. Examples of the singlet oxygen quencher include transition metal complexes such as common nickel complexes and copper complexes, nitroso compounds of diphenylamine, aminium-based and diimonium-based compounds (for example, IRG-002, IRG-
022, IRG-023, etc.), and various resins may be used in combination. In the present invention, a conjugate of the cation of the compound represented by the general formula (1) and the anion of the quencher can also be used. The quencher is generally used in an amount of 0.01 to 10 mol, preferably 0.03 to 2.0 mol, per 1 mol of the compound of the formula (1).
【0021】本発明の光情報記録媒体は基板と一般式
(1)で表される化合物を含有する記録層からなり、必
要に応じ、反射層、保護層が設けられる。基板としては
既知の物を任意に使用することが出来る。例えば、ガラ
ス、金属板もしくはプラスチックがあげられ、プラスチ
ックとしてはアクリル樹脂、ポリカーボネート樹脂、メ
タクリル樹脂、ポリスルホン樹脂、ポリイミド樹脂、非
晶質ポリオレフィン樹脂、ポリエステル樹脂、ポリプロ
ピレン樹脂等があげられる。基板の形状に付いては、デ
ィスク状、カード状、シート状、ロールフィルム状等種
々のものがあげられる。The optical information recording medium of the present invention comprises a substrate and a recording layer containing the compound represented by the general formula (1), and if necessary, a reflective layer and a protective layer are provided. Any known substrate can be used as the substrate. For example, glass, a metal plate, or a plastic can be used, and examples of the plastic include an acrylic resin, a polycarbonate resin, a methacrylic resin, a polysulfone resin, a polyimide resin, an amorphous polyolefin resin, a polyester resin, and a polypropylene resin. Examples of the shape of the substrate include various shapes such as a disk shape, a card shape, a sheet shape, and a roll film shape.
【0022】ガラスまたはプラスチック基板上には記録
時のトラッキングを容易にするために案内溝を形成させ
てもよい。また、ガラスまたはプラスチック基板にはプ
ラスチックバインダーまたは無機酸化物、無機硫化物等
の下引き層を設けてもよく、下引層は基板より熱伝導率
の低いものが好ましい。A guide groove may be formed on a glass or plastic substrate to facilitate tracking during recording. A glass or plastic substrate may be provided with an undercoat layer such as a plastic binder or an inorganic oxide or an inorganic sulfide. The undercoat layer preferably has a lower thermal conductivity than the substrate.
【0023】本発明における記録層は、例えば、一般式
(1)で表される化合物および必要に応じてクエンチャ
ーを公知の有機溶剤、例えば、テトラフルオロプロパノ
ール、ダイアセトンアルコール、メタノール、エタノー
ル、ブタノール、メチルセロソルブ、エチルセロソル
ブ、ジクロロエタン、イソホロン、シクロヘキサノン等
に溶解し、必要に応じて、適当なバインダーを加え、そ
の溶液をスピンコーター、バーコーター、ロールロータ
ー等により基板上に塗布することにより得ることが出来
る。その他の方法としては、真空蒸着法、スパッタリン
グ法、ドクターブレード法、キャスト法もしくは基板を
溶液中に漬けるディッピング法によっても得ることがで
き。The recording layer in the present invention is formed, for example, of a compound represented by the general formula (1) and, if necessary, a quencher by a known organic solvent such as tetrafluoropropanol, diacetone alcohol, methanol, ethanol or butanol. Dissolved in methyl cellosolve, ethyl cellosolve, dichloroethane, isophorone, cyclohexanone, etc., if necessary, by adding an appropriate binder, and applying the solution on a substrate by a spin coater, bar coater, roll rotor, or the like. Can be done. Other methods include a vacuum deposition method, a sputtering method, a doctor blade method, a casting method, and a dipping method in which a substrate is immersed in a solution.
【0024】記録層の膜厚は、0.01μm〜5μm、
好ましくは、0.02μm〜3μmである。この値が
0.01μm未満であると、記録感度および反射率が不
足し、理想的な記録ができなくなることがある。一方、
この値が7μmを越えると、記録感度が不足するという
不都合が生じることがある。The thickness of the recording layer is 0.01 μm to 5 μm,
Preferably, it is 0.02 μm to 3 μm. If this value is less than 0.01 μm, recording sensitivity and reflectivity may be insufficient, and ideal recording may not be performed. on the other hand,
If this value exceeds 7 μm, there may be a disadvantage that recording sensitivity is insufficient.
【0025】本発明の光記録媒体には、必要により基板
上に下引層、記録層上に保護層、また、基板上もしくは
記録層上に反射層を設けることが出来る。反射層を設け
る場合、反射層は金、銀、銅、アルミニウム等、好まし
くは金、銀、もしくはアルミニウムの金属から構成さ
れ、このものは真空蒸着法、スパッタリング法、イオン
プレーティング法等で成膜される。このような反射層の
厚さは、0.02μm〜2μmである。反射層の上に設
けられることのある保護層は、一般に、紫外線硬化樹脂
をスピンコート法により塗装した後、紫外線を照射し、
塗膜を硬化させて形成されるものである。その他、エポ
キシ樹脂、アクリル樹脂、シリコーン樹脂、ウレタン樹
脂等も保護膜の形成材料に用いられる。このような保護
膜の厚さは、通常、0.01μm〜100μmである。The optical recording medium of the present invention can be provided with an undercoat layer on the substrate, a protective layer on the recording layer, and a reflective layer on the substrate or the recording layer, if necessary. When a reflective layer is provided, the reflective layer is made of gold, silver, copper, aluminum, or the like, preferably gold, silver, or aluminum metal, and is formed by vacuum deposition, sputtering, ion plating, or the like. Is done. The thickness of such a reflective layer is between 0.02 μm and 2 μm. The protective layer that may be provided on the reflective layer is generally coated with an ultraviolet curable resin by spin coating, and then irradiated with ultraviolet light.
It is formed by curing a coating film. In addition, an epoxy resin, an acrylic resin, a silicone resin, a urethane resin, or the like is also used as a material for forming the protective film. The thickness of such a protective film is usually 0.01 μm to 100 μm.
【0026】本発明の光記録媒体は、好ましくはDVD
−R用に使用される。おいて情報の記録、あるいは画像
の形成はレーザー、例えば、半導体レーザー、ヘリウム
−ネオンレーザー、He−Cdレーザー、YAGレーザ
ー、Arレーザー等の集光したスポット状の高エネルギ
ービームを基板を通して、もしくは基板と反対側から記
録層に照射することにより行われ、情報あるいは画像の
読み出しは、低出力のレーザービームを照射することに
より、ピット部とピットが形成されていない部分の反射
光量もしくは透過光量の差を検出することにより行われ
る。The optical recording medium of the present invention is preferably a DVD
Used for -R. In recording information or forming an image, a laser, for example, a condensed spot-like high energy beam such as a semiconductor laser, a helium-neon laser, a He-Cd laser, a YAG laser, and an Ar laser is passed through the substrate or the substrate. The information or image is read out by irradiating the recording layer from the opposite side, and the difference in the amount of reflected light or transmitted light between the pit portion and the portion where no pit is formed by irradiating a low-power laser beam. This is performed by detecting
【0027】[0027]
【実施例】以下実施例により本発明を具体的に説明する
が、本発明は、これらの実施例に限定されるものではな
い。尚、実施例中、部は特に限定しない限り重量部を表
す。 合成例1 水5部中にトリメチルインドレニン15.9部とジエチ
レングリコール−ジ(p−トルエンスルホネート)2
0.5部を添加し、更に炭酸カリウム3.45部を加
え、110℃で3時間撹拌した。その後室温まで冷却
し、水相を分離しシアニンを得た。無水酢酸0.08部
の溶媒中にトリベースアルデヒド5.81部を添加し更
に上記で得られたシアニン3.80部を加え、室温にて
数分間撹はん後、無水酢酸21.6部中に冷却下注意し
ながら、60%過塩素酸4.84部を添加した溶液を加
え、室温にて撹はんする。その後水4000部を添加
し、室温にて一晩撹はん後濾過、500部の水で水洗
し、乾燥することにより化合物例(1)の暗赤色結晶を
得た。 λmax 548nm(メタノール) 分解温度 230℃
(TG−DTA)EXAMPLES The present invention will be specifically described below with reference to examples, but the present invention is not limited to these examples. In the examples, parts are by weight unless otherwise specified. Synthesis Example 1 15.9 parts of trimethylindolenine and diethylene glycol-di (p-toluenesulfonate) 2 in 5 parts of water
0.5 parts was added, and 3.45 parts of potassium carbonate was further added, followed by stirring at 110 ° C. for 3 hours. Thereafter, the mixture was cooled to room temperature, and the aqueous phase was separated to obtain cyanine. To a solvent of 0.08 part of acetic anhydride was added 5.81 parts of tribase aldehyde, and 3.80 parts of the above-obtained cyanine was added. After stirring at room temperature for several minutes, 21.6 parts of acetic anhydride was added. A solution to which 4.84 parts of 60% perchloric acid is added while cooling is added while stirring, and the mixture is stirred at room temperature. Thereafter, 4000 parts of water was added, and the mixture was stirred at room temperature overnight, filtered, washed with 500 parts of water, and dried to obtain a dark red crystal of Compound Example (1). λmax 548nm (methanol) Decomposition temperature 230 ℃
(TG-DTA)
【0028】その他の化合物例についても上記合成例1
と同様に対応するトリベースアルデヒド誘導体を合成
し、それに対応するビスインドレニン誘導体を反応させ
ることにより、合成できる。Other examples of compounds are also described in Synthesis Example 1 above.
The corresponding tribase aldehyde derivative is synthesized in the same manner as described above, and the corresponding bis-indolenine derivative is allowed to react with the tribasic aldehyde derivative.
【0029】実施例1(記録媒体例) 前記合成例1で得られた化合物例(1)の化合物0.0
8部をテトラフルオロプロパノール4部に溶解し塗布液
を得た。この溶液2mlをグルーブ付5インチポリカー
ボネート樹脂基板上にピペットにて滴下し、スピンコー
ターにて塗布、50℃にて5分間乾燥し、記録層を形成
した。塗布膜の最大吸収波長は566nmであった。得
られた塗布膜に中心波長635nmの半導体レーザー光
を出力7mWで照射したところ輪郭の明瞭なピットが形
成された。更に、この塗布基板を3.8m/sで回転さ
せながら、中心波長635nmの半導体レーザー光で記
録周波数1MHzで照射し、評価したところ、C/N比
57dbを得た。この塗布膜の保存安定性は60℃X8
0%RHの条件下で25日以上良好であった。Example 1 (Example of recording medium) Compound 0.0 of compound example (1) obtained in Synthesis Example 1 above
Eight parts were dissolved in 4 parts of tetrafluoropropanol to obtain a coating solution. 2 ml of this solution was dropped on a 5-inch grooved polycarbonate resin substrate with a pipette, applied with a spin coater, and dried at 50 ° C. for 5 minutes to form a recording layer. The maximum absorption wavelength of the coating film was 566 nm. When the obtained coating film was irradiated with a semiconductor laser beam having a center wavelength of 635 nm at an output of 7 mW, pits with clear contours were formed. Further, while the coated substrate was rotated at 3.8 m / s, the substrate was irradiated with a semiconductor laser beam having a center wavelength of 635 nm at a recording frequency of 1 MHz and evaluated. As a result, a C / N ratio of 57 db was obtained. The storage stability of this coating film is 60 ° C x 8
It was good for 25 days or more under the condition of 0% RH.
【0030】[0030]
【発明の効果】本発明の光情報記録媒体は、特定の構造
の化合物を含有する特定の記録膜を基板上に備える構造
としたので、700nm以下のレーザー光に対して、特
に635nm付近のレーザー光を使用するDVD−R用
として充分な感度及び反射率を有し、記録、再生が可能
な高密度記録に好適に用いられる。又、最大吸収波長が
670ないし740nmにある有機色素を併用すること
により、従来の半導体レーザー(波長780nm近辺)
と短波長レーザーの2波長での記録再生、即ちDVD−
RとCD−Rの双方で使用可能になる。The optical information recording medium of the present invention has a structure in which a specific recording film containing a compound having a specific structure is provided on a substrate. It has sufficient sensitivity and reflectance for DVD-R using light, and is suitably used for high-density recording capable of recording and reproduction. In addition, by using an organic dye having a maximum absorption wavelength of 670 to 740 nm, a conventional semiconductor laser (around 780 nm wavelength)
And recording / reproduction at two wavelengths of short wavelength laser, ie DVD-
It can be used for both R and CD-R.
───────────────────────────────────────────────────── フロントページの続き (51)Int.Cl.6 識別記号 FI C07D 209/60 C07D 209/60 ──────────────────────────────────────────────────続 き Continued on the front page (51) Int.Cl. 6 Identification code FI C07D 209/60 C07D 209/60
Claims (10)
層を設けた光記録媒体において、記録層中に下記式
(1) 【化1】 (式(1)においてR1 ,R2 はそれぞれ独立に置換も
しくは未置換のアルキル基、または置換もしくは未置換
のアルケニル基を表し、R3 ,R4 ,R5 ,R6はそれ
ぞれ独立に水素原子、ハロゲン原子、置換もしくは未置
換のアルキル基、置換もしくは未置換のアリール基、ア
シル基またはアルコキシ基を表し、あるいはR3 とR4
またはR5 とR6 が一緒になって縮合アリール基を形成
しても良い。Yは連結基を表し、Xは有機又は無機のア
ニオンを表す。nは1または2のいずれかを表す。)で
表される化合物を少なくとも1種含有させることを特徴
とする光情報記録媒体。In an optical recording medium having a recording layer provided on a substrate directly or via an undercoat layer, the following formula (1) is embedded in the recording layer. (In the formula (1), R 1 and R 2 each independently represent a substituted or unsubstituted alkyl group or a substituted or unsubstituted alkenyl group, and R 3 , R 4 , R 5 , and R 6 each independently represent hydrogen. Atom, halogen atom, substituted or unsubstituted alkyl group, substituted or unsubstituted aryl group, acyl group or alkoxy group, or R 3 and R 4
Alternatively, R 5 and R 6 may together form a condensed aryl group. Y represents a linking group, and X represents an organic or inorganic anion. n represents either 1 or 2. An optical information recording medium comprising at least one compound represented by the formula (1):
水素原子、ハロゲン原子または炭素数1〜4のアルキル
基であるか、あるいはR3 とR4 またはR5 とR6 が一
緒になった縮合アリール基である請求項1に記載の光情
報記録媒体。2. R 3 , R 4 , R 5 and R 6 are each independently a hydrogen atom, a halogen atom or an alkyl group having 1 to 4 carbon atoms, or R 3 and R 4 or R 5 and R 6 The optical information recording medium according to claim 1, wherein is a fused aryl group taken together.
でもよい連結基である請求項1に記載の光情報記録媒
体。3. The optical information recording medium according to claim 1, wherein Y is a linking group which may contain a chalcogen atom having 1 to 8 carbon atoms.
である請求項1に記載の光情報記録媒体。4. The optical information recording medium according to claim 1, wherein R 3 and R 4 and R 5 and R 6 are the same substituent.
の置換または未置換のアルキル基である請求項1に記載
の光情報記録媒体。5. R 1 and R 2 each independently have 1 to 9 carbon atoms.
The optical information recording medium according to claim 1, which is a substituted or unsubstituted alkyl group.
ン基である請求項1に記載の光情報記録媒体。6. The optical information recording medium according to claim 1, wherein Y is an alkylene group which may have an ether bond.
化合物を少なくとも1種と1重項酸素クエンチャーとを
担持せしめたことを特徴とする光情報記録媒体。7. An optical information recording medium comprising at least one compound according to any one of claims 1 to 6 and a singlet oxygen quencher.
0nmにある有機色素を混合することを特徴とする請求
項1に記載の光情報記録媒体。8. The recording layer having a maximum absorption wavelength of 670 to 74.
The optical information recording medium according to claim 1, wherein an organic dye having a wavelength of 0 nm is mixed.
フタロシアニン色素およびアゾ金属キレート色素からな
る少なくとも1種であることを特徴とする請求項8に記
載の光情報記録媒体。9. A cyanine dye wherein the organic dye is pentamethine,
9. The optical information recording medium according to claim 8, wherein the optical information recording medium is at least one of a phthalocyanine dye and an azo metal chelate dye.
けた光情報記録媒体であって、該金属反射層が金、銀お
よびアルミニウムのうちのいずれかを主成分とし、該保
護層が紫外線硬化型樹脂からなることを特徴とする請求
項1ないし9のいずれか一項に記載の光情報記録媒体。10. An optical information recording medium provided with a metal reflective layer and a protective layer on a recording layer, wherein the metal reflective layer contains any one of gold, silver and aluminum as a main component, and the protective layer is The optical information recording medium according to any one of claims 1 to 9, comprising an ultraviolet curable resin.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP22555397A JP3627892B2 (en) | 1997-08-08 | 1997-08-08 | Optical information recording medium |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP22555397A JP3627892B2 (en) | 1997-08-08 | 1997-08-08 | Optical information recording medium |
Publications (2)
Publication Number | Publication Date |
---|---|
JPH1158961A true JPH1158961A (en) | 1999-03-02 |
JP3627892B2 JP3627892B2 (en) | 2005-03-09 |
Family
ID=16831105
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP22555397A Expired - Fee Related JP3627892B2 (en) | 1997-08-08 | 1997-08-08 | Optical information recording medium |
Country Status (1)
Country | Link |
---|---|
JP (1) | JP3627892B2 (en) |
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2006123807A1 (en) * | 2005-05-17 | 2006-11-23 | Mitsui Chemicals, Inc. | Trimethine dimer compound and optical recording medium using same |
JP2006335662A (en) * | 2005-05-31 | 2006-12-14 | Mitsui Chemicals Inc | Trimethine dimer compound and optical recording medium using the same |
JP2007182507A (en) * | 2006-01-06 | 2007-07-19 | Mitsui Chemicals Inc | Trimethine dimer compound and optical recording medium using the same |
WO2007105336A1 (en) * | 2006-03-13 | 2007-09-20 | Kabushiki Kaisha Hayashibara Seibutsu Kagaku Kenkyujo | Methine dye and use thereof |
WO2008010433A1 (en) | 2006-07-21 | 2008-01-24 | Adeka Corporation | Bridged cyanine compounds and optical recording materials containing the same |
JP2009024161A (en) * | 2007-04-17 | 2009-02-05 | Nippon Kayaku Co Ltd | Cyanine compound |
JP5426158B2 (en) * | 2006-03-13 | 2014-02-26 | 株式会社林原 | Methine dyes and their uses |
-
1997
- 1997-08-08 JP JP22555397A patent/JP3627892B2/en not_active Expired - Fee Related
Cited By (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2006123807A1 (en) * | 2005-05-17 | 2006-11-23 | Mitsui Chemicals, Inc. | Trimethine dimer compound and optical recording medium using same |
JP4691098B2 (en) * | 2005-05-17 | 2011-06-01 | 三井化学株式会社 | Trimethine dimer compound and optical recording medium using the same |
JP2006335662A (en) * | 2005-05-31 | 2006-12-14 | Mitsui Chemicals Inc | Trimethine dimer compound and optical recording medium using the same |
JP2007182507A (en) * | 2006-01-06 | 2007-07-19 | Mitsui Chemicals Inc | Trimethine dimer compound and optical recording medium using the same |
WO2007105336A1 (en) * | 2006-03-13 | 2007-09-20 | Kabushiki Kaisha Hayashibara Seibutsu Kagaku Kenkyujo | Methine dye and use thereof |
WO2007105297A1 (en) * | 2006-03-13 | 2007-09-20 | Kabushiki Kaisha Hayashibara Seibutsu Kagaku Kenkyujo | Methine dye and use thereof |
US8049018B2 (en) | 2006-03-13 | 2011-11-01 | Kabushiki Kaisha Hayashibara Seibutsu Kagaku Kenkyujo | Methine dyes and uses of the same |
JP5426158B2 (en) * | 2006-03-13 | 2014-02-26 | 株式会社林原 | Methine dyes and their uses |
WO2008010433A1 (en) | 2006-07-21 | 2008-01-24 | Adeka Corporation | Bridged cyanine compounds and optical recording materials containing the same |
US8092891B2 (en) | 2006-07-21 | 2012-01-10 | Adeka Corporation | Bridged cyanine compound and optical recording material using the same |
TWI411605B (en) * | 2006-07-21 | 2013-10-11 | Adeka Corp | A cross-linked anthocyanin compound and an optical recording material using the compound |
JP2009024161A (en) * | 2007-04-17 | 2009-02-05 | Nippon Kayaku Co Ltd | Cyanine compound |
Also Published As
Publication number | Publication date |
---|---|
JP3627892B2 (en) | 2005-03-09 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US20070020562A1 (en) | Optical information-recording medium, novel oxonol compound and method of recording information | |
US5998094A (en) | Optical information recording medium | |
JPH10151861A (en) | Information recording medium | |
US6077584A (en) | Stabilized dye compositions for optical recording media | |
JP3627892B2 (en) | Optical information recording medium | |
KR20030083593A (en) | New indolestyryl compounds and their uses in high-density recording media | |
JP2008018590A (en) | Optical information recording medium and manufacturing method thereof | |
JPH1120317A (en) | Optical information recording medium | |
JP2000229931A (en) | Aluminum salt, and photorecording medium and infrared cutting filter using the same | |
JP3841534B2 (en) | Optical recording material | |
WO2007055273A1 (en) | Cation compound, dye compound and use thereof, and optical information recording medium | |
JP2002226731A (en) | Novel cyanine coloring matter compound and optical information recording medium containing the same | |
JPH1053710A (en) | Methine compound and optical recording medium containing the same | |
JP3871282B2 (en) | Aminium compound and optical recording medium containing the same | |
JPH11165466A (en) | Optical information recording medium | |
JPH11321110A (en) | Information recording medium and oxonol compound | |
JP3573600B2 (en) | Optical information recording medium | |
JP2597517B2 (en) | Information recording medium | |
JPH10273484A (en) | Metal chelate azomethine compound and optical recording medium using the same | |
US20080274423A1 (en) | Optical information recording medium and method of recording information | |
JP4234822B2 (en) | Information recording medium containing cyanine dye compound | |
JP4422050B2 (en) | Trimethine compound and optical recording medium using the same | |
JP2660857B2 (en) | Optical recording medium | |
JP2007153878A (en) | Cationic compound, dye compound, method for using the same and optical information recording medium | |
JP2001315437A (en) | Optical information recording medium |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
A977 | Report on retrieval |
Free format text: JAPANESE INTERMEDIATE CODE: A971007 Effective date: 20041118 |
|
TRDD | Decision of grant or rejection written | ||
A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 Effective date: 20041202 |
|
A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20041202 |
|
R150 | Certificate of patent or registration of utility model |
Free format text: JAPANESE INTERMEDIATE CODE: R150 |
|
FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20101217 Year of fee payment: 6 |
|
LAPS | Cancellation because of no payment of annual fees |