CN100430444C - 花青化合物、光学记录材料和光学记录介质 - Google Patents
花青化合物、光学记录材料和光学记录介质 Download PDFInfo
- Publication number
- CN100430444C CN100430444C CNB2004800217041A CN200480021704A CN100430444C CN 100430444 C CN100430444 C CN 100430444C CN B2004800217041 A CNB2004800217041 A CN B2004800217041A CN 200480021704 A CN200480021704 A CN 200480021704A CN 100430444 C CN100430444 C CN 100430444C
- Authority
- CN
- China
- Prior art keywords
- optical recording
- ring
- compound
- group
- adjacent
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
- 230000003287 optical effect Effects 0.000 title claims abstract description 75
- 239000000463 material Substances 0.000 title claims abstract description 29
- ANRHNWWPFJCPAZ-UHFFFAOYSA-M thionine Chemical class [Cl-].C1=CC(N)=CC2=[S+]C3=CC(N)=CC=C3N=C21 ANRHNWWPFJCPAZ-UHFFFAOYSA-M 0.000 title 1
- -1 cyanine compound Chemical class 0.000 claims abstract description 112
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims abstract description 18
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 16
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 15
- 125000001624 naphthyl group Chemical group 0.000 claims abstract description 4
- 150000002500 ions Chemical class 0.000 claims description 28
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 6
- 150000002790 naphthalenes Chemical class 0.000 claims description 5
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 4
- 125000003118 aryl group Chemical group 0.000 claims description 4
- 125000003545 alkoxy group Chemical group 0.000 claims description 3
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 3
- 125000003342 alkenyl group Chemical group 0.000 claims description 2
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 2
- 125000004647 alkyl sulfenyl group Chemical group 0.000 claims description 2
- 125000000623 heterocyclic group Chemical group 0.000 claims description 2
- 238000012423 maintenance Methods 0.000 claims description 2
- 230000007935 neutral effect Effects 0.000 claims description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract description 6
- 150000001450 anions Chemical class 0.000 abstract description 5
- 125000000962 organic group Chemical group 0.000 abstract description 2
- 230000006399 behavior Effects 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 description 39
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 24
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 23
- 239000013078 crystal Substances 0.000 description 21
- 238000004519 manufacturing process Methods 0.000 description 20
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 19
- 239000010410 layer Substances 0.000 description 19
- 229910052698 phosphorus Inorganic materials 0.000 description 19
- 239000011574 phosphorus Substances 0.000 description 19
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 15
- 150000003839 salts Chemical class 0.000 description 11
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 10
- 238000005160 1H NMR spectroscopy Methods 0.000 description 9
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 9
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 9
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 9
- 238000006243 chemical reaction Methods 0.000 description 9
- ZORYZEVTIVPMPO-UHFFFAOYSA-H hexapotassium hexafluoride Chemical compound [F-].[F-].[F-].[F-].[F-].[F-].[K+].[K+].[K+].[K+].[K+].[K+] ZORYZEVTIVPMPO-UHFFFAOYSA-H 0.000 description 9
- 229960001701 chloroform Drugs 0.000 description 8
- 125000001041 indolyl group Chemical group 0.000 description 8
- 230000002194 synthesizing effect Effects 0.000 description 7
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 6
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- DKPFZGUDAPQIHT-UHFFFAOYSA-N butyl acetate Chemical compound CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 6
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 6
- 238000000354 decomposition reaction Methods 0.000 description 6
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- 238000001291 vacuum drying Methods 0.000 description 6
- 238000005406 washing Methods 0.000 description 6
- QGKMIGUHVLGJBR-UHFFFAOYSA-M (4z)-1-(3-methylbutyl)-4-[[1-(3-methylbutyl)quinolin-1-ium-4-yl]methylidene]quinoline;iodide Chemical class [I-].C12=CC=CC=C2N(CCC(C)C)C=CC1=CC1=CC=[N+](CCC(C)C)C2=CC=CC=C12 QGKMIGUHVLGJBR-UHFFFAOYSA-M 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 4
- 238000010521 absorption reaction Methods 0.000 description 4
- 229940054051 antipsychotic indole derivative Drugs 0.000 description 4
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 4
- 229910052794 bromium Inorganic materials 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 238000001035 drying Methods 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- 230000008929 regeneration Effects 0.000 description 4
- 238000011069 regeneration method Methods 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- BHNHHSOHWZKFOX-UHFFFAOYSA-N 2-methyl-1H-indole Chemical compound C1=CC=C2NC(C)=CC2=C1 BHNHHSOHWZKFOX-UHFFFAOYSA-N 0.000 description 3
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 239000000460 chlorine Chemical group 0.000 description 3
- 229910052801 chlorine Inorganic materials 0.000 description 3
- 238000000576 coating method Methods 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- 125000005843 halogen group Chemical group 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 150000002475 indoles Chemical class 0.000 description 3
- 239000011630 iodine Chemical group 0.000 description 3
- 229910052740 iodine Inorganic materials 0.000 description 3
- 238000004949 mass spectrometry Methods 0.000 description 3
- 238000001819 mass spectrum Methods 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 239000012074 organic phase Substances 0.000 description 3
- 229920000515 polycarbonate Polymers 0.000 description 3
- 239000004417 polycarbonate Substances 0.000 description 3
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 3
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 3
- 230000035945 sensitivity Effects 0.000 description 3
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Natural products CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical group [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 2
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 2
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 description 2
- SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 description 2
- AKGGYBADQZYZPD-UHFFFAOYSA-N benzylacetone Chemical compound CC(=O)CCC1=CC=CC=C1 AKGGYBADQZYZPD-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000013522 chelant Substances 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 229940125904 compound 1 Drugs 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 2
- 238000000151 deposition Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- KTWOOEGAPBSYNW-UHFFFAOYSA-N ferrocene Chemical compound [Fe+2].C=1C=C[CH-]C=1.C=1C=C[CH-]C=1 KTWOOEGAPBSYNW-UHFFFAOYSA-N 0.000 description 2
- 230000006870 function Effects 0.000 description 2
- 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 2
- OAKJQQAXSVQMHS-UHFFFAOYSA-N hydrazine Substances NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 2
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 2
- 239000011159 matrix material Substances 0.000 description 2
- 229940043265 methyl isobutyl ketone Drugs 0.000 description 2
- UAEPNZWRGJTJPN-UHFFFAOYSA-N methylcyclohexane Chemical compound CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 description 2
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 125000001400 nonyl 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])[H] 0.000 description 2
- 125000002347 octyl 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])[H] 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 2
- 230000000176 photostabilization Effects 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 230000003595 spectral effect Effects 0.000 description 2
- 238000001228 spectrum Methods 0.000 description 2
- 238000004528 spin coating Methods 0.000 description 2
- 238000004544 sputter deposition Methods 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- 239000000758 substrate Substances 0.000 description 2
- 125000001973 tert-pentyl group Chemical group [H]C([H])([H])C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
- 238000005979 thermal decomposition reaction Methods 0.000 description 2
- ZMZDMBWJUHKJPS-UHFFFAOYSA-N thiocyanic acid Chemical compound SC#N ZMZDMBWJUHKJPS-UHFFFAOYSA-N 0.000 description 2
- JSLZUBLGGPEVQN-DIPNUNPCSA-N (2r)-4-methyl-2-propan-2-yl-2-[2-[4-[4-[2-(3,4,5-trimethoxyphenyl)ethyl]piperazin-1-yl]butoxy]phenyl]-1,4-benzothiazin-3-one Chemical compound COC1=C(OC)C(OC)=CC(CCN2CCN(CCCCOC=3C(=CC=CC=3)[C@@]3(C(N(C)C4=CC=CC=C4S3)=O)C(C)C)CC2)=C1 JSLZUBLGGPEVQN-DIPNUNPCSA-N 0.000 description 1
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
- QSSXJPIWXQTSIX-UHFFFAOYSA-N 1-bromo-2-methylbenzene Chemical compound CC1=CC=CC=C1Br QSSXJPIWXQTSIX-UHFFFAOYSA-N 0.000 description 1
- HIYWOHBEPVGIQN-UHFFFAOYSA-N 1h-benzo[g]indole Chemical group C1=CC=CC2=C(NC=C3)C3=CC=C21 HIYWOHBEPVGIQN-UHFFFAOYSA-N 0.000 description 1
- OAYXUHPQHDHDDZ-UHFFFAOYSA-N 2-(2-butoxyethoxy)ethanol Chemical compound CCCCOCCOCCO OAYXUHPQHDHDDZ-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 1
- 125000004200 2-methoxyethyl group Chemical group [H]C([H])([H])OC([H])([H])C([H])([H])* 0.000 description 1
- LNUYLGUBVHEHEL-UHFFFAOYSA-N 2-phenylbenzenecarboximidamide Chemical compound NC(=N)C1=CC=CC=C1C1=CC=CC=C1 LNUYLGUBVHEHEL-UHFFFAOYSA-N 0.000 description 1
- 125000004861 4-isopropyl phenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- ONMOULMPIIOVTQ-UHFFFAOYSA-N 98-47-5 Chemical compound OS(=O)(=O)C1=CC=CC([N+]([O-])=O)=C1 ONMOULMPIIOVTQ-UHFFFAOYSA-N 0.000 description 1
- 241000931526 Acer campestre Species 0.000 description 1
- 239000004925 Acrylic resin Substances 0.000 description 1
- 229920000178 Acrylic resin Polymers 0.000 description 1
- UFHFLCQGNIYNRP-VVKOMZTBSA-N Dideuterium Chemical compound [2H][2H] UFHFLCQGNIYNRP-VVKOMZTBSA-N 0.000 description 1
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical group OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- GOMPLJOPYGQBPL-UHFFFAOYSA-K [F-].[F-].[F-].F.[B+3] Chemical compound [F-].[F-].[F-].F.[B+3] GOMPLJOPYGQBPL-UHFFFAOYSA-K 0.000 description 1
- 238000000862 absorption spectrum Methods 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000005037 alkyl phenyl group Chemical group 0.000 description 1
- 239000004411 aluminium Substances 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Natural products N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 229910052787 antimony Inorganic materials 0.000 description 1
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 150000004982 aromatic amines Chemical class 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- MIAUJDCQDVWHEV-UHFFFAOYSA-N benzene-1,2-disulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1S(O)(=O)=O MIAUJDCQDVWHEV-UHFFFAOYSA-N 0.000 description 1
- GSSJSUKUYXXPME-UHFFFAOYSA-N benzene;chloromethane Chemical class ClC.C1=CC=CC=C1 GSSJSUKUYXXPME-UHFFFAOYSA-N 0.000 description 1
- AMWJKJNOTJFJSR-UHFFFAOYSA-N benzenesulfonyloxy 4-methylbenzenesulfonate Chemical compound C1(=CC=CC=C1)S(=O)(=O)OOS(=O)(=O)C1=CC=C(C)C=C1 AMWJKJNOTJFJSR-UHFFFAOYSA-N 0.000 description 1
- 230000000975 bioactive effect Effects 0.000 description 1
- 125000004369 butenyl group Chemical group C(=CCC)* 0.000 description 1
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- XTEGARKTQYYJKE-UHFFFAOYSA-N chloric acid Chemical compound OCl(=O)=O XTEGARKTQYYJKE-UHFFFAOYSA-N 0.000 description 1
- 229940005991 chloric acid Drugs 0.000 description 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 125000000490 cinnamyl group Chemical group C(C=CC1=CC=CC=C1)* 0.000 description 1
- 230000019771 cognition Effects 0.000 description 1
- 229940125782 compound 2 Drugs 0.000 description 1
- 229940126214 compound 3 Drugs 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 1
- 125000004210 cyclohexylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 description 1
- 125000000058 cyclopentadienyl group Chemical group C1(=CC=CC1)* 0.000 description 1
- 125000002704 decyl 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])* 0.000 description 1
- SWXVUIWOUIDPGS-UHFFFAOYSA-N diacetone alcohol Chemical compound CC(=O)CC(C)(C)O SWXVUIWOUIDPGS-UHFFFAOYSA-N 0.000 description 1
- 238000004455 differential thermal analysis Methods 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- 125000005982 diphenylmethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- TVACALAUIQMRDF-UHFFFAOYSA-N dodecyl dihydrogen phosphate Chemical compound CCCCCCCCCCCCOP(O)(O)=O TVACALAUIQMRDF-UHFFFAOYSA-N 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
- 238000005516 engineering process Methods 0.000 description 1
- 230000005281 excited state Effects 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- 239000010931 gold Substances 0.000 description 1
- 125000006038 hexenyl group Chemical group 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical group II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 1
- INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 description 1
- 229950001891 iprotiazem Drugs 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000004973 liquid crystal related substance Substances 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 125000002960 margaryl 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])[H] 0.000 description 1
- GYNNXHKOJHMOHS-UHFFFAOYSA-N methyl-cycloheptane Natural products CC1CCCCCC1 GYNNXHKOJHMOHS-UHFFFAOYSA-N 0.000 description 1
- 125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 125000002757 morpholinyl group Chemical group 0.000 description 1
- 125000001421 myristyl 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])[H] 0.000 description 1
- MPYOKHFSBKUKPQ-UHFFFAOYSA-N n'-phenylbenzenecarboximidamide Chemical compound C=1C=CC=CC=1C(N)=NC1=CC=CC=C1 MPYOKHFSBKUKPQ-UHFFFAOYSA-N 0.000 description 1
- AFFLGGQVNFXPEV-UHFFFAOYSA-N n-decene Natural products CCCCCCCCC=C AFFLGGQVNFXPEV-UHFFFAOYSA-N 0.000 description 1
- XBCIOBSQHJYVBQ-UHFFFAOYSA-N naphthalen-1-ylhydrazine Chemical compound C1=CC=C2C(NN)=CC=CC2=C1 XBCIOBSQHJYVBQ-UHFFFAOYSA-N 0.000 description 1
- YZMHQCWXYHARLS-UHFFFAOYSA-N naphthalene-1,2-disulfonic acid Chemical compound C1=CC=CC2=C(S(O)(=O)=O)C(S(=O)(=O)O)=CC=C21 YZMHQCWXYHARLS-UHFFFAOYSA-N 0.000 description 1
- 125000004365 octenyl group Chemical group C(=CCCCCCC)* 0.000 description 1
- 125000000913 palmityl 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])[H] 0.000 description 1
- 125000002958 pentadecyl 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])[H] 0.000 description 1
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 1
- 125000002255 pentenyl group Chemical group C(=CCCC)* 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 150000003009 phosphonic acids Chemical class 0.000 description 1
- 125000005936 piperidyl group Chemical group 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 239000011241 protective layer Substances 0.000 description 1
- 239000002516 radical scavenger Substances 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- FZHCFNGSGGGXEH-UHFFFAOYSA-N ruthenocene Chemical compound [Ru+2].C=1C=C[CH-]C=1.C=1C=C[CH-]C=1 FZHCFNGSGGGXEH-UHFFFAOYSA-N 0.000 description 1
- 239000004065 semiconductor Substances 0.000 description 1
- 238000010898 silica gel chromatography Methods 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 238000005507 spraying 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
- 238000003860 storage Methods 0.000 description 1
- 210000000438 stratum basale Anatomy 0.000 description 1
- 125000005504 styryl group Chemical group 0.000 description 1
- 229930192474 thiophene Natural products 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
- 125000002889 tridecyl 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])[H] 0.000 description 1
- 125000002221 trityl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C([*])(C1=C(C(=C(C(=C1[H])[H])[H])[H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 238000002211 ultraviolet spectrum Methods 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Images
Classifications
-
- G—PHYSICS
- G11—INFORMATION STORAGE
- G11B—INFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER
- G11B7/00—Recording or reproducing by optical means, e.g. recording using a thermal beam of optical radiation by modifying optical properties or the physical structure, reproducing using an optical beam at lower power by sensing optical properties; Record carriers therefor
- G11B7/24—Record carriers characterised by shape, structure or physical properties, or by the selection of the material
- G11B7/241—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material
- G11B7/242—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers
- G11B7/244—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only
- G11B7/246—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only containing dyes
- G11B7/247—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only containing dyes methine or polymethine dyes
- G11B7/2472—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only containing dyes methine or polymethine dyes cyanine
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
- B41M5/00—Duplicating or marking methods; Sheet materials for use therein
- B41M5/26—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/56—Ring systems containing three or more rings
- C07D209/58—[b]- or [c]-condensed
- C07D209/60—Naphtho [b] pyrroles; Hydrogenated naphtho [b] pyrroles
-
- 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
-
- 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
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
- B41M5/00—Duplicating or marking methods; Sheet materials for use therein
- B41M5/26—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used
- B41M5/40—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used characterised by the base backcoat, intermediate, or covering layers, e.g. for thermal transfer dye-donor or dye-receiver sheets; Heat, radiation filtering or absorbing means or layers; combined with other image registration layers or compositions; Special originals for reproduction by thermography
- B41M5/46—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used characterised by the base backcoat, intermediate, or covering layers, e.g. for thermal transfer dye-donor or dye-receiver sheets; Heat, radiation filtering or absorbing means or layers; combined with other image registration layers or compositions; Special originals for reproduction by thermography characterised by the light-to-heat converting means; characterised by the heat or radiation filtering or absorbing means or layers
- B41M5/465—Infrared radiation-absorbing materials, e.g. dyes, metals, silicates, C black
-
- G—PHYSICS
- G11—INFORMATION STORAGE
- G11B—INFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER
- G11B7/00—Recording or reproducing by optical means, e.g. recording using a thermal beam of optical radiation by modifying optical properties or the physical structure, reproducing using an optical beam at lower power by sensing optical properties; Record carriers therefor
- G11B7/24—Record carriers characterised by shape, structure or physical properties, or by the selection of the material
- G11B7/241—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material
- G11B7/242—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers
- G11B7/244—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only
- G11B7/245—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only containing a polymeric component
-
- G—PHYSICS
- G11—INFORMATION STORAGE
- G11B—INFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER
- G11B7/00—Recording or reproducing by optical means, e.g. recording using a thermal beam of optical radiation by modifying optical properties or the physical structure, reproducing using an optical beam at lower power by sensing optical properties; Record carriers therefor
- G11B7/24—Record carriers characterised by shape, structure or physical properties, or by the selection of the material
- G11B7/241—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material
- G11B7/242—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers
- G11B7/244—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only
- G11B7/246—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only containing dyes
- G11B7/2467—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only containing dyes azo-dyes
-
- G—PHYSICS
- G11—INFORMATION STORAGE
- G11B—INFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER
- G11B7/00—Recording or reproducing by optical means, e.g. recording using a thermal beam of optical radiation by modifying optical properties or the physical structure, reproducing using an optical beam at lower power by sensing optical properties; Record carriers therefor
- G11B7/24—Record carriers characterised by shape, structure or physical properties, or by the selection of the material
- G11B7/241—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material
- G11B7/242—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers
- G11B7/244—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only
- G11B7/246—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only containing dyes
- G11B7/248—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only containing dyes porphines; azaporphines, e.g. phthalocyanines
-
- G—PHYSICS
- G11—INFORMATION STORAGE
- G11B—INFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER
- G11B7/00—Recording or reproducing by optical means, e.g. recording using a thermal beam of optical radiation by modifying optical properties or the physical structure, reproducing using an optical beam at lower power by sensing optical properties; Record carriers therefor
- G11B7/24—Record carriers characterised by shape, structure or physical properties, or by the selection of the material
- G11B7/241—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material
- G11B7/242—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers
- G11B7/244—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only
- G11B7/249—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only containing organometallic compounds
- G11B7/2495—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of recording layers comprising organic materials only containing organometallic compounds as anions
-
- G—PHYSICS
- G11—INFORMATION STORAGE
- G11B—INFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER
- G11B7/00—Recording or reproducing by optical means, e.g. recording using a thermal beam of optical radiation by modifying optical properties or the physical structure, reproducing using an optical beam at lower power by sensing optical properties; Record carriers therefor
- G11B7/24—Record carriers characterised by shape, structure or physical properties, or by the selection of the material
- G11B7/241—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material
- G11B7/252—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of layers other than recording layers
- G11B7/253—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of layers other than recording layers of substrates
- G11B7/2531—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of layers other than recording layers of substrates comprising glass
-
- G—PHYSICS
- G11—INFORMATION STORAGE
- G11B—INFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER
- G11B7/00—Recording or reproducing by optical means, e.g. recording using a thermal beam of optical radiation by modifying optical properties or the physical structure, reproducing using an optical beam at lower power by sensing optical properties; Record carriers therefor
- G11B7/24—Record carriers characterised by shape, structure or physical properties, or by the selection of the material
- G11B7/241—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material
- G11B7/252—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of layers other than recording layers
- G11B7/253—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of layers other than recording layers of substrates
- G11B7/2533—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of layers other than recording layers of substrates comprising resins
- G11B7/2534—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of layers other than recording layers of substrates comprising resins polycarbonates [PC]
-
- G—PHYSICS
- G11—INFORMATION STORAGE
- G11B—INFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER
- G11B7/00—Recording or reproducing by optical means, e.g. recording using a thermal beam of optical radiation by modifying optical properties or the physical structure, reproducing using an optical beam at lower power by sensing optical properties; Record carriers therefor
- G11B7/24—Record carriers characterised by shape, structure or physical properties, or by the selection of the material
- G11B7/241—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material
- G11B7/252—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of layers other than recording layers
- G11B7/256—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of layers other than recording layers of layers improving adhesion between layers
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S430/00—Radiation imagery chemistry: process, composition, or product thereof
- Y10S430/146—Laser beam
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Thermal Transfer Or Thermal Recording In General (AREA)
- Optical Record Carriers And Manufacture Thereof (AREA)
- Indole Compounds (AREA)
Abstract
本发明提供显示出更适合于光学记录用途的热行为的新型花青化合物、含有该化合物的光学记录材料和光学记录介质。本发明提供的由下述通式(I)表示的花青化合物,式中,环A和环B是可以具有取代基的苯环或萘环;R1~R4之中的相邻接的2个基团(R1和R2或R3和R4)或者全部为苄基,剩余的基团为碳原子数为1~4的烷基或相连结而形成3~6元环的基团;Y1和Y2各自独立地是碳原子数为1~30的有机基团;Anm-是m价的阴离子;m是1或2的整数;p是保持电荷为中性的系数。
Description
技术领域
本发明涉及新型的花青化合物,更详细地说,本发明涉及可用作光学元件等、尤其是可用作图像显示装置的滤光器或用于利用激光的光学记录材料的具有特定结构的花青化合物。
背景技术
将在波长为500~700nm的范围内具有大强度吸收的化合物、特别是其最大吸收(λmax)为550~620nm的化合物用作DVD-R等的光学记录介质的记录层以及液晶显示器(LCD)、等离子显示板(PDP)、电致发光显示器(ELD)、阴极射线管显示器(CRT)、荧光显示管和场致发射显示器等图像显示装置的滤光器的光学元件。
作为上述光学元件,大量研究了灵敏度较高的具有吲哚环的花青化合物。该花青化合物,特别是作为以DVD-R为代表的光学记录介质的记录元件由于具有与记录高速化相对应的优点,因此公开的例子很多,且在下述专利文献1~4等中被公开。例如,在下述专利文献1~3中,记载了在吲哚骨架3位上可以具有芳烷基的花青化合物,这些花青化合物与本发明的花青化合物类似,但是并没有记载在花青化合物中引入芳烷基的方法及其效果。另外,包括这些的现有的花青化合物在热分解性方面有问题。作为光学记录材料,优选的是,分解温度低的材料,但是在下述专利文献1~4中记载的花青类化合物在这方面并不具有充分的特性。
专利文献1:特开平10-278426号公报
专利文献2:特开平11-227331号公报
专利文献3:特开平11-277904号公报
专利文献4:特开2002-52829号公报
发明内容
如上所述,发明所要解决的问题点是,迄今为止未能得到的作为光学记录介质的记录元件特别有用的、适用于高速记录且显示出热分解行为的化合物。
因此,本发明的目的在于提供显示出更适合于光学记录用途的热行为的新型花青化合物、含有该化合物的光学记录材料和光学记录介质。
本发明者等考虑到热分解行为的适当化和吸收波长的适当化对于实现可适应于高速记录的灵敏度是有效的,进行了反复研究,结果发现具有特定的分子结构的花青类化合物可以解决上述课题。
本发明是基于上述认识而提出的,提供由下述通式(I)表示的花青化合物、在基材上形成光学记录层而得到的光学记录介质的该光学记录层中使用的且含有该花青化合物的光学记录材料、以及在基材上形成由该光学记录材料构成的薄膜作为光学记录层而得到的光学记录介质。
式中,环A和环B是可以具有取代基的苯环或萘环;R1~R4之中的相邻接的两个基团(R1和R2或R3和R4)或者全部为苄基,剩余的基团为碳原子数为1~4的烷基或相连结而形成3~6元环的基团;Y1和Y2各自独立地是碳原子数为1~30的有机基团;Anm-是m价的阴离子;m是1或2的整数;p是保持电荷为中性的系数。
附图说明
图1-a表示在制造例1中得到的化合物No.10的六氟化磷盐的1H-NMR谱图。
图1-b是图1-a的部分放大图。
图2-a表示在制造例2中得到的化合物No.12的六氟化磷盐的1H-NMR谱图。
图2-b是图2-a的部分放大图。
图2-c是图2-a的部分放大图。
图3-a表示在制造例3中得到的化合物No.19的六氟化磷盐的1H-NMR谱图。
图3-b是图3-a的部分放大图。
图3-c是图3-a的部分放大图。
具体实施方式
上述通式(I)所示的本发明的花青类化合物是在特定部位具有苄基的新型化合物,与在DVD-R用途的光学记录材料中使用的其它的花青类化合物相比,具有分解温度更低,吸收波长适当的特征。
在上述通式(I),作为环A和环B所示的可以具有取代基的苯环或萘环的取代基,可以列举出氟、氯、溴、碘等卤代基;甲基、乙基、丙基、异丙基、丁基、仲丁基、叔丁基、异丁基、戊基、异戊基、叔戊基、己基、环己基、庚基、异庚基、叔庚基、正辛基、异辛基、叔辛基、2-乙基己基等烷基;苯基、萘基、2-甲基苯基、3-甲基苯基、4-甲基苯基、4-乙烯基苯基、3-异丙基苯基等芳基;甲氧基、乙氧基、丙氧基、异丙氧基、丁氧基、仲丁氧基、叔丁氧基等烷氧基;甲硫基、乙硫基、丙硫基、异丙硫基、丁硫基、仲丁硫基、叔丁硫基等烷基硫基;硝基、氰基等。
另外,作为R1~R4所示的基团,R1和R2为苄基、或者R3和R4为苄基或者R1~R4的全部为苄基。在R1~R4为苄基以外的基团时,是碳原子数为1~4的烷基或R1和R2或者R3和R4相连结形成3~6元环的基团。作为该烷基可以列举出甲基、乙基、丙基、异丙基、丁基、仲丁基、叔丁基、异丁基等;作为该3~6元环基团,可以列举出环丙烷-1,1-二基、环丁烷-1,1-二基、2,4-二甲基环丁烷-1,1-二基、3,3-二甲基环丁烷-1,1-二基、环戊烷-1,1-二基、环己烷-1,1-二基、四氢吡喃-4,4-二基、噻(thiane)-4,4-二基、哌啶-4,4-二基、N-取代哌啶-4,4-二基、吗啉-2,2-二基、吗啉-3,3-二基、N-取代吗啉-2,2-二基,N-取代吗啉-3,3-二基等;作为该N-取代基,可以列举出作为环A的取代基所例示的那些基团。
作为由Y1或Y2所表示的碳原子数为1~30的有机基,没有特别的限定,例如可以列举出甲基、乙基、丙基、异丙基、丁基、仲丁基、叔丁基、异丁基、戊基、异戊基、叔戊基、己基、环己基、环己基甲基、2-环己基乙基、庚基、异庚基、叔庚基、正辛基、异辛基、叔辛基、2-乙基己基、壬基、异壬基、癸基、十二烷基、十三烷基、十四烷基、十五烷基、十六烷基、十七烷基、十八烷基等烷基;乙烯基、1-甲基乙烯基、2-甲基乙烯基、丙烯基、丁烯基、异丁烯基、戊烯基、己烯基、庚烯基、辛烯基、癸烯基、十五烯基、1-苯基丙烯-3-基等链烯基;苯基、萘基、2-甲基苯基、3-甲基苯基、4-甲基苯基、4-乙烯基苯基、3-异丙基苯基、4-异丙基苯基、4-丁基苯基、4-异丁基苯基、4-叔丁基苯基、4-己基苯基、4-环己基苯基、4-辛基苯基、4-(2-乙基己基)苯基、4-硬脂酰基苯基、2,3-二甲基苯基、2,4-二甲基苯基、2,5-二甲基苯基、2,6-二甲基苯基、3,4-二甲基苯基、3,5-二甲基苯基、2,4-二叔丁基苯基、环己基苯基等烷基芳基;苄基、苯乙基、2-苯基丙烷-2-基、二苯基甲基、三苯基甲基、苯乙烯基、肉桂基等芳基烷基,以及这些烃基是插入有醚键、硫醚键的那些基团,例如可以列举出2-甲氧基乙基、3-甲氧基丙基、4-甲氧基丁基、2-丁氧基乙基、甲氧基乙氧基乙基、甲氧基乙氧基乙氧基乙基、3-甲氧基丁基、2-苯氧基乙基、2-甲硫基乙基、2-苯硫基乙基;而且,这些基团可以由烷氧基、链烯基、硝基、氰基、卤原子等取代。
对于上述Y1或Y2,如果取代基较大,则出现本发明的花青化合物的摩尔吸光系数变小,并对感度有影响的情况,因此,上述Y1或Y2优选碳原子数为1~8的烃基,更优选碳原子数为1~8的烷基。
另外,作为由Anm-表示的阴离子,例如,作为一价阴离子,可以列举出氯阴离子、溴阴离子、碘阴离子、氟阴离子等卤素阴离子;高氯酸阴离子、氯酸阴离子、硫氰酸阴离子、六氟化磷阴离子、六氟化锑阴离子、四氟化硼阴离子等无机系阴离子;苯磺酸阴离子、甲苯磺酸阴离子、三氟甲烷磺酸阴离子、二苯基胺-4-磺酸阴离子、2-氨基-4-甲基-5-氯代苯磺酸阴离子、2-氨基-5-硝基苯磺酸阴离子等有机磺酸阴离子;辛基磷酸阴离子、十二烷基磷酸阴离子、十八烷基磷酸阴离子、苯基磷酸阴离子、壬基苯基磷酸阴离子、2,2’-亚甲基双(4,6-二叔丁基苯基)膦酸阴离子等有机膦酸系阴离子等;作为二价阴离子,例如可以列举出苯二磺酸阴离子、萘二磺酸阴离子等。另外,根据需要也可使用具有使处于激发态的活性分子去激发(猝灭)功能的猝灭阴离子和在环戊二烯基环上具有羧基、膦酸基、磺酸基等阴离子性基团的二茂铁、二茂钌等茂金属化合物阴离子等。
作为上述的猝灭阴离子,例如可以列举出由下述通式(A)或(B)表示的、特开昭60-234892号公报、特开平5-43814号公报、特开平6-239028号公报、特开平9-309886号公报、特开平10-45767号公报等中记载的阴离子。
式中,M表示镍原子或铜原子;R5和R6表示卤原子、碳原子数为1~8的烷基、碳原子数为6~30的芳基或-SO2-Z基,Z表示烷基、可以由卤原子取代的芳基、二烷基氨基、二芳基氨基、哌啶基或吗啉基;a和b分别表示0~4。另外,R7、R8、R9和R10各自独立地表示烷基、烷基苯基、烷氧基苯基或卤代苯基。
作为上述通式(I)所示的本发明的花青化合物的具体例子,可以列举出下述化合物No.1~27。另外,在以下例子中,以省略了阴离子的花青化合物阳离子来表示。
由于上述花青化合物阳离子作为化学记录材料的热行为良好,构成结合有2个苄基的吲哚骨架的环(上述通式(I)中的环A和/或环B)优选为萘环(例如,化合物No.10~18、20~27),更优选在吲哚环的e面上缩合苯环的化合物(例如,化合物No.10~16、20~25)。这可以认为是2个苄基和苯并吲哚环的立体位阻所导致的环结构的变形增大所引起的。
在上述通式(I)的A环和B环中,构成结合有相邻接的2个苄基的杂环的环A和/或环B是萘环。
另外,如化合物No.19~27所示,R1~R4全部为苄基的化合物,分子整体的变形变大,具有可以得到与上述相同的效果的情况下,是优选的。
前述通式(I)所示的本发明的花青化合物并不受到其制备方法的限制。该花青化合物,例如可以通过使2个作为中间体的2-甲基吲哚季盐衍生物与N,N’-二苯基脒等桥联剂反应得到。另外,2个邻接的苄基可以在得到作为中间体的2-甲基吲哚季盐衍生物的过程中引入。例如,可以以芳基肼作为起始物质,在通过1,1-二苄基丙酮形成吲哚环时引入;或者也可以以芳基肼为起始物质,在通过4-苯基-2-丁酮形成吲哚环时引入1个,在使吲哚环与氯化甲基苯衍生物反应而引入另一个。Y1或Y2可以通过与芳基胺衍生物或吲哚环的NH反应的Y1-D或Y2-D(D是氯、溴、碘等卤代基,苯磺酰氧基、4-甲基苯磺酰氧基、4-氯代苯磺酰氧基等磺酰氧基)引入。作为得到本发明的花青化合物的具体的方法的一个例子,可以列举出下述[化6]所示的路线。
式中,环A、环B、R3、R4、Y1、Y2、Anm-、m和p与前述通式(I)相同,D表示氯、溴、碘等卤代基或磺酰氧基。
本发明的花青化合物起到光学元件的功能,特别适合作为光学记录介质的光学记录层。含有本发明的花青化合物的光学记录层使用含有本发明的花青化合物的光学记录材料,在基材上形成薄膜。另外,本发明的光学记录材料包含本发明的花青化合物本身以及本发明花青化合物和后述的有机溶剂和/或各种化合物的混合物。
作为光学记录介质的记录层的形成方法,没有特别的限制,一般地讲,可使用通过旋涂、喷涂、浸渍等在基体上涂布在如下的有机溶剂中溶解有本发明的花青化合物的湿式涂布法,上述溶剂是:甲醇、乙醇等低级醇类;甲基溶纤剂、乙基溶纤剂、丁基溶纤剂、丁基二甘醇等醚醇类;丙酮、甲基乙基酮、甲基异丁基酮、环己酮、双丙酮醇等酮类;乙酸乙酯、醋酸丁酯、醋酸甲氧基乙酯等酯类;丙烯酸乙酯、丙烯酸丁酯等丙烯酸酯类;2,2,3,3-四氟丙醇等氟代醇类;苯、甲苯、二甲苯等烃类;二氯甲烷、二氯乙烷、三氯甲烷等氯代烃类等。作为其它的方法,可以例举出蒸镀法、溅射法等。
上述光学记录层的厚度通常是0.001~10μm,优选为0.01~5μm。
另外,在光学记录介质的光学记录层中的本发明的花青化合物的含量优选为50~100重量%。为了形成这种含量的花青化合物的光学记录层,本发明的光学记录材料优选以本发明的光学记录材料中所含有的固态成分为基准而含有50~100重量%的本发明的花青化合物。
另外,上述光学记录层除了本发明的花青化合物之外,根据需要还可以含有:本发明的花青化合物以外的花青化合物、偶氮类化合物、酞菁类化合物、卟吩类化合物等的可用于光学记录层的化合物;聚乙烯、聚酯、聚苯乙烯、聚碳酸酯等树脂类;表面活性剂;带电防止剂;润滑剂;阻燃剂;受阻胺等自由基捕获剂;二茂铁衍生物等凹坑(pit)形成促进剂;分散剂;抗氧化剂;交联剂;耐光性赋予剂等。此外,上述光学记录层可以含有芳香族亚硝基化合物、胺鎓盐化合物、亚胺鎓盐化合物、双亚胺鎓盐化合物、过渡金属螯合物等作为单态氧等的猝灭剂。这些各种类的化合物在上述光学记录层中优选以0~50重量%的量使用。因此,在本发明的光学记录材料中,这些各种类的化合物的含量,以本发明的光学记录材料中所含有的固态成分为基准,优选为0~50重量%。
设置这样的光学记录层的上述基体的材料没有特别的限制,只要是对写入(记录)光和读取(再生)光基本上是透明的就可以,例如,可以使用聚甲基丙烯酸甲酯、聚对苯二甲酸乙二酯、聚碳酸酯等树脂、玻璃等。另外,根据用途,其形状可以使用卷尺状、卷筒、带状、圆盘等任意形状。
另外,在上述的光学记录层上,也可使用金、银、铝、铜等通过蒸镀法或溅射法形成反射膜,也可通过丙烯酸树脂、紫外线固化性树脂等形成保护层。
本发明的光学记录材料适用于在记录、再生中使用半导体激光的光学记录介质,但是,特别适用于高速记录类型的DVD-R等光盘。
实施例
下面,举出制造例、评价例实施例和比较例更详细地说明本发明。但是,本发明不受到以下的实施例等的任何限制。
[制造例1]化合物No.10的六氟化磷盐的制造
(吲哚衍生物的合成)
在反应烧瓶中加入158.2g的萘基肼、286.0g的1,1-二苄基丙酮、542g的乙醇,在70℃下搅拌1小时。在70℃下,向其中滴加125g的35重量%的盐酸水溶液,在80℃下反应1小时。冷却到室温后,加入200g甲苯,将其用300g水洗涤3次,用无水硫酸钠干燥。将该溶液脱溶剂而得到的残渣用硅胶色谱精制,得到40.0g(收率11.1%)的具有苄基的吲哚衍生物,且改衍生物为茶色液体。
(中间体的合成)
在反应烧瓶中加入18.7g上述得到的吲哚衍生物、12.8g的1-碘化丙烷、39.9g丙醇,在100℃下反应12小时。将其后脱溶剂得到的残渣在5.4g乙醇中加热溶解,在该溶液中加入27g醋酸丁酯,析出晶体。过滤晶体,在80℃下真空干燥2小时,得到4.9g(收率18.4%)的黄色晶体中间体。
(花青化合物的合成)
在反应烧瓶中加入2.71g上述得到的中间体、2.47g下式所示的中间体A、1.56g醋酸酐、8.05g吡啶,在65℃下反应4小时。在其中加入30g氯仿,用30g水洗涤后,加入将4.2g六氟化磷钾溶于20g水后而形成的溶液,在室温下搅拌30分钟,除去水相。在其中加入将2.8g六氟化磷钾溶于15g水后所形成的溶液,在室温下搅拌30分钟,除去水相,再加入将1.4g六氟化磷钾溶于15g水后所形成的溶液,在室温下搅拌30分钟,除去水相。对所得的有机相,用15g水洗涤3次后,用无水硫酸钠干燥,脱溶剂,得到油状物。一边将其加热,使40g甲醇回流,一边滴加。将系统温度降低到25℃,过滤析出的晶体,用甲醇洗涤后,在120℃下真空干燥2小时,得到2.5g(收率64.6%)作为目标物的紫色晶体。对所得的晶体进行分析的结果是,该晶体确定为作为目标物的化合物No.10的六氟化磷盐。分析结果如下所示。
中间体A
分析结果
·光学特性(氯仿,2.326×10-6mol/升)
λmax:589nm、ε:1.26×105
·熔点(通过在氮气中以10℃/分钟的速度升温下的DSC测定的吸热最大峰值温度)
249℃
·分子量(TOF-质谱分析)
760.9
·1H-NMR(溶剂:DMSO)
图1-a和图1-b表示1H-NMR质谱。
[制造例2]化合物No.12的六氟化磷盐的制造
(中间体的合成)
在高压釜中加入18.7g上述制造例1得到的吲哚衍生物、10.7g的碘化甲烷、38g甲醇,在100℃下反应12小时。使其后脱溶剂得到的残渣在5.0g乙醇中加热溶解,在该溶液中加入50g醋酸丁酯并析出晶体。过滤晶体,在80℃下真空干燥2小时,得到5.5g(收率21.9%)的黄色晶体的中间体。
(花青化合物的合成)
在反应烧瓶中加入2.52g上述得到的中间体、2.49g下式所示的中间体B、1.53g醋酸酐、7.91g吡啶,在50℃下反应4小时。在其中加入16g氯仿和1.65g六氟化磷钾溶于20g水后而形成的溶液,在室温下搅拌30分钟,除去水相。在其中加入将0.7g六氟化磷钾溶于15g水后而形成的溶液,在室温下搅拌30分钟,除去水相,再加入将0.7g六氟化磷钾溶于15g水后而形成的溶液,在室温下搅拌30分钟,除去水相。对所得的有机相,用15g水洗涤3次后,用无水硫酸钠干燥,脱溶剂,得到油状物。一边将其加热,使15g甲醇回流,一边滴加。将系统温度降低到25℃,过滤所析出的晶体,用甲醇洗涤后,在120℃下真空干燥2小时,得到1.2g(收率31.8%)作为目标物的紫色晶体。对所得的晶体进行分析的结果是,该晶体确定为作为目标物的化合物No.12的六氟化磷盐。分析结果如下所示。
中间体B
分析结果
·光学特性(氯仿,3.418×10-6mol/升)
λmax:607nm、ε:1.19×105
·熔点(通过在氮气中以10℃/分钟的速度升温下的DSC测定的吸热最大峰值温度)
231℃
·分子量(TOF-质谱分析)
754.8
·1H-NMR(溶剂:重氢氯仿)
图2-a~图2-c表示1H-NMR质谱。
[制造例3]化合物No.19的六氟化磷盐的制造
(中间体的合成)
在反应烧瓶中加入16.2g由缩合N-甲基-N(4-氯代苯基)肼和4-苯基丁烷-2-酮所得到的下式的起始物质、13.4g的苄基溴、26.5g乙醇,在75℃下反应14小时。在其中加入60g乙酸乙酯,回流30分钟。过滤析出的晶体,用乙酸乙酯洗涤后,在80℃下真空干燥2小时,得到19.0g(收率71.8%)的白色晶体的中间体。
(花青化合物的合成)
在反应烧瓶中加入6.92g上述得到的中间体、1.54g的N,N’-二苯基脒、2.40g醋酸酐、12.42g吡啶,在78℃下反应4小时。在其中加入将25g氯仿和4.33g六氟化磷钾溶于50g水后而形成的溶液,在室温下搅拌30分钟,除去水相。在其中加入将2.10g六氟化磷钾溶于25g水后而形成的溶液,在室温下搅拌30分钟,除去水相,再加入将1.1g六氟化磷钾溶于25g水后而形成的溶液,在室温下搅拌30分钟,除去水相。对于所得的有机相,用30g水洗涤3次后,用无水硫酸钠干燥,脱溶剂,得到油状物。一边将其加热,使14g甲醇回流,一边滴加。将系统温度降低到25℃,过滤析出的晶体。用甲醇洗涤所得的晶体后,在120℃下真空干燥2小时,得到2.2g(收率32.1%)作为目标物的绿色晶体。对所得的晶体进行分析的结果是,该晶体确定为作为目标物的化合物No.19的六氟化磷盐。分析结果如下所示。
分析结果
·光学特性(氯仿,3.820×10-6mol/升)
λmax:585nm、ε:1.56×105
·熔点(通过在氮气中以10℃/分钟的速度升温下的DSC测定的吸热最大峰值温度)
244℃
·分子量(TOF-质谱分析)
875.8
·1H-NMR(溶剂:DMSO)
图3-a~图3-C表示1H-NMR质谱。
[评价例]
对由上述制造例1~3得到的花青化合物和以下所示的比较化合物1~3,在氮气流中进行示差热分析,评价热分解温度。热分解温度是在氮气中在10℃/分的升温条件下由DTA的发热最高峰温度进行评价。结果示于表1中。
表1
花青化合物阳离子 | 花青化合物阴离子 | 热分解温度(℃) | |
制造例1 | 化合物No.10 | PF<sub>6</sub><sup>-</sup> | 247.9 |
制造例2 | 化合物No.12 | PF<sub>6</sub><sup>-</sup> | 233.5 |
制造例3 | 化合物No.19 | PF<sub>6</sub><sup>-</sup> | 245.5 |
- | 比较化合物1 | PF<sub>6</sub><sup>-</sup> | 282.5 |
- | 比较化合物2 | PF<sub>6</sub><sup>-</sup> | 292.0 |
- | 比较化合物3 | PF<sub>6</sub><sup>-</sup> | 300.0 |
从上述的表1的结果可以确认,本发明的花青化合物的热分解温度较低。这表示本发明的花青化合物适合作为光学记录材料用于高速记录中。
[实施例1~3]光学记录介质的制造和评价
在将钛螯合剂化合物(T-50:日本曹达公司制)涂布并水解后设置了基底层(0.01μm)的直径为12厘米的聚碳酸酯圆盘基板上,通过2,2,3,3-四氟丙醇溶液(浓度2重量%)以旋涂法分别涂布由上述制造例1~3得到的花青化合物,形成厚度为100纳米的光学记录层而得到光学记录介质。对于这些光学介质,进行透射光UV光谱和入射角为5°的反射光的UV光谱的测定。结果如表2所示。
透射光光谱与光学记录介质的记录特性相关。将各光学记录介质的λmax的强度作为1,与此相对的相对强度的值低于0.15时,记录特性恶化,而超过0.50时,记录层的耐光性变差,记录的保存稳定性变差。因此,相对于记录的光波长,相对强度显示为0.15~0.50的是优选的。另外,反射光光谱与光学记录介质的再生特性相关。在再生模式下,对于使激光在光学记录介质上反射的反射光,可以通过激光波长的光量的差来检测有无记录,所以反射光的最大吸收光谱,接近所使用的再生光的波长,所以优选。
[表2]
花青化合物 | 透射光λmax(nm) | 透射光nm(相对强度) | 反射光λmax(nm) | |
实施例1 | 化合物No.10PF<sub>6</sub><sup>-</sup>盐(制造例1) | 604 | 635nm(0.202) | 625 |
实施例2 | 化合物No.12PF<sub>6</sub><sup>-</sup>盐(制造例2) | 618.5 | 650nm(0.289),660nm(0.182) | 646 |
实施例3 | 化合物No.19PF<sub>6</sub><sup>-</sup>盐(制造例3) | 595 | 620nm(0.373),635nm(0.161) | 621 |
从上述表2可以确认,使用本发明的花青化合物在基板上形成光学记录层而得到的光学记录介质对作为DVD-R规格的620nm、635nm、650nm、660nm的激光是合适的。
根据本发明,可以提供适合光学记录用途的新型花青化合物、含有该化合物的光学记录材料和光学记录介质。
Claims (5)
1.由下述通式(I)表示的花青化合物,
式中,环A和环B是可以具有卤代基、碳原子数为1~8的烷基、碳原子数为6~10的芳基、碳原子数为1~4的烷氧基、碳原子数为1~4的烷基硫基、硝基、氰基的苯环或萘环;R1~R4中,相邻接的R1和R2和/或相邻接的R3和R4为苄基,在相邻接的R1和R2或者相邻接的R3和R4为苄基时,剩余的基团为碳原子数为1~4的烷基或相邻接的R1和R2或者相邻接的R3和R4连结形成3~6元环的基团;Y1和Y2各自独立地是碳原子数为1~30的烷基、链烯基、烷基芳基、芳基烷基以及这些基团被醚键、硫醚键中断而得到的基团;Anm-是m价的阴离子;m是1或2的整数;p是保持电荷为中性的系数。
2.根据权利要求1所记载的花青化合物,其中上述通式(I)的R1~R4全部为苄基。
3.根据权利要求1所记载的花青化合物,其中在上述通式(I)的A环和B环中,构成结合有相邻接的2个苄基的杂环的环A和/或环B是萘环。
4.一种在基材上形成光学记录层而得到的光学记录介质的光学记录层中使用的光学记录材料,其含有权利要求1所记载的花青化合物。
5.一种在基材上形成由权利要求4所记载的光学记录材料构成的薄膜作为光学记录层而得到的光学记录介质。
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2003289166A JP3708094B2 (ja) | 2003-08-07 | 2003-08-07 | シアニン化合物、光学記録材料及び光学記録媒体 |
JP289166/2003 | 2003-08-07 |
Publications (2)
Publication Number | Publication Date |
---|---|
CN1829775A CN1829775A (zh) | 2006-09-06 |
CN100430444C true CN100430444C (zh) | 2008-11-05 |
Family
ID=34131547
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CNB2004800217041A Expired - Fee Related CN100430444C (zh) | 2003-08-07 | 2004-07-27 | 花青化合物、光学记录材料和光学记录介质 |
Country Status (9)
Country | Link |
---|---|
US (1) | US7425401B2 (zh) |
EP (1) | EP1652892B1 (zh) |
JP (1) | JP3708094B2 (zh) |
KR (1) | KR101027229B1 (zh) |
CN (1) | CN100430444C (zh) |
AT (1) | ATE474021T1 (zh) |
DE (1) | DE602004028127D1 (zh) |
TW (1) | TW200519166A (zh) |
WO (1) | WO2005014722A1 (zh) |
Families Citing this family (19)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP3698708B2 (ja) * | 2003-08-07 | 2005-09-21 | 旭電化工業株式会社 | シアニン化合物、光学記録材料及び光学記録媒体 |
CN100581837C (zh) * | 2004-07-29 | 2010-01-20 | 株式会社艾迪科 | 光学记录材料和光学记录介质 |
JP4640769B2 (ja) * | 2004-10-07 | 2011-03-02 | 株式会社Adeka | シアニン化合物及び光学記録材料 |
JP4381958B2 (ja) * | 2004-10-27 | 2009-12-09 | ソニー株式会社 | 光記録媒体及びこれを用いた光記録再生方法 |
JP4688480B2 (ja) * | 2004-11-25 | 2011-05-25 | 株式会社Adeka | シアニン化合物、該化合物を用いた光学記録材料、及び光学記録媒体 |
JP2006305920A (ja) * | 2005-04-28 | 2006-11-09 | Tdk Corp | 光記録材料、光記録材料溶液並びに光記録媒体及びその製造方法 |
JP2007090576A (ja) * | 2005-09-27 | 2007-04-12 | Tdk Corp | 光記録材料及び光記録媒体 |
US7833689B2 (en) * | 2005-09-27 | 2010-11-16 | Fujifilm Corporation | Lithographic printing plate precursor and lithographic printing method |
US8119816B2 (en) | 2005-10-13 | 2012-02-21 | Taiwan Fluoro Technology Co., Ltd. | Merocyanine dye and use thereof |
JP2007196661A (ja) * | 2005-12-27 | 2007-08-09 | Mitsubishi Kagaku Media Co Ltd | 光学記録媒体及びアザシアニン色素 |
JP4953645B2 (ja) * | 2006-01-27 | 2012-06-13 | ソニー株式会社 | 光記録媒体及びその製造方法 |
JP4982695B2 (ja) * | 2006-03-16 | 2012-07-25 | 株式会社リコー | 光記録媒体 |
WO2007114074A1 (ja) * | 2006-03-31 | 2007-10-11 | Adeka Corporation | インドリウム化合物及び光学記録材料 |
JP2008094090A (ja) * | 2006-09-13 | 2008-04-24 | Ricoh Co Ltd | 光記録媒体 |
CN101250330B (zh) * | 2008-03-25 | 2011-05-11 | 上海拓引数码技术有限公司 | 可用于dvd-r的光记录染料及其记录层的制备方法 |
CN101250331B (zh) * | 2008-03-25 | 2011-05-11 | 上海拓引数码技术有限公司 | 一种可用于dvd-r的光记录染料及其记录层的制备方法 |
KR101117723B1 (ko) * | 2009-09-04 | 2012-03-07 | 삼성모바일디스플레이주식회사 | 유기 발광 소자 |
KR101202349B1 (ko) | 2010-06-21 | 2012-11-16 | 삼성디스플레이 주식회사 | 유기 발광 소자 |
EP2734645A4 (en) | 2011-07-18 | 2014-12-17 | Univ Georgia State Res Found | CARBOCYANINE FOR G-QUADRUPLEX DNA STABILIZATION AND TELOMERASE INHIBITION |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2003231359A (ja) * | 2002-02-12 | 2003-08-19 | Asahi Denka Kogyo Kk | 光学記録材料 |
Family Cites Families (17)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5821746A (ja) | 1981-07-31 | 1983-02-08 | Canon Inc | 電子写真感光体 |
US4735839A (en) * | 1985-07-10 | 1988-04-05 | Ricoh Co., Ltd. | Optical information recording medium |
JP2699120B2 (ja) * | 1989-12-22 | 1998-01-19 | 富士写真フイルム株式会社 | 情報記録媒体および光情報記録方法 |
JPH10278426A (ja) | 1997-04-04 | 1998-10-20 | Hitachi Maxell Ltd | 光記録媒体 |
JPH11227331A (ja) | 1998-02-12 | 1999-08-24 | Hitachi Maxell Ltd | 光情報記録媒体 |
JP2953454B2 (ja) | 1998-02-18 | 1999-09-27 | 日本電気株式会社 | 破袋装置 |
JP4090127B2 (ja) * | 1998-10-01 | 2008-05-28 | 株式会社Adeka | 光学記録材料 |
JP2000168233A (ja) * | 1998-12-04 | 2000-06-20 | Asahi Denka Kogyo Kk | 光学記録材料組成物 |
JP4127925B2 (ja) * | 1999-04-06 | 2008-07-30 | 株式会社Adeka | 光学記録材料 |
JP4467206B2 (ja) * | 2000-06-01 | 2010-05-26 | 株式会社Adeka | 光学記録材料 |
DE10300911B4 (de) * | 2001-07-31 | 2006-03-23 | Industrial Technology Research Institute, Chutung | Cyanin-TCNQ-Komplexfarbstoff-Datenspeichermedium und dessen Verfahren zur Herstellung |
JP4056295B2 (ja) * | 2002-05-20 | 2008-03-05 | 株式会社Adeka | 光学記録材料 |
JP3698708B2 (ja) * | 2003-08-07 | 2005-09-21 | 旭電化工業株式会社 | シアニン化合物、光学記録材料及び光学記録媒体 |
JP4255359B2 (ja) * | 2003-10-31 | 2009-04-15 | ソニー株式会社 | 光記録媒体及び光記録再生方法 |
CN100581837C (zh) * | 2004-07-29 | 2010-01-20 | 株式会社艾迪科 | 光学记录材料和光学记录介质 |
JP4640769B2 (ja) * | 2004-10-07 | 2011-03-02 | 株式会社Adeka | シアニン化合物及び光学記録材料 |
JP4381958B2 (ja) * | 2004-10-27 | 2009-12-09 | ソニー株式会社 | 光記録媒体及びこれを用いた光記録再生方法 |
-
2003
- 2003-08-07 JP JP2003289166A patent/JP3708094B2/ja not_active Expired - Fee Related
-
2004
- 2004-07-27 AT AT04770959T patent/ATE474021T1/de active
- 2004-07-27 KR KR1020067002363A patent/KR101027229B1/ko not_active IP Right Cessation
- 2004-07-27 EP EP04770959A patent/EP1652892B1/en not_active Expired - Lifetime
- 2004-07-27 DE DE602004028127T patent/DE602004028127D1/de not_active Expired - Lifetime
- 2004-07-27 US US10/566,258 patent/US7425401B2/en not_active Expired - Fee Related
- 2004-07-27 CN CNB2004800217041A patent/CN100430444C/zh not_active Expired - Fee Related
- 2004-07-27 WO PCT/JP2004/010648 patent/WO2005014722A1/ja active Application Filing
- 2004-08-04 TW TW093123368A patent/TW200519166A/zh not_active IP Right Cessation
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2003231359A (ja) * | 2002-02-12 | 2003-08-19 | Asahi Denka Kogyo Kk | 光学記録材料 |
Also Published As
Publication number | Publication date |
---|---|
CN1829775A (zh) | 2006-09-06 |
TW200519166A (en) | 2005-06-16 |
EP1652892B1 (en) | 2010-07-14 |
DE602004028127D1 (de) | 2010-08-26 |
KR20060069442A (ko) | 2006-06-21 |
US7425401B2 (en) | 2008-09-16 |
TWI344480B (zh) | 2011-07-01 |
ATE474021T1 (de) | 2010-07-15 |
JP2005054150A (ja) | 2005-03-03 |
EP1652892A4 (en) | 2009-08-19 |
JP3708094B2 (ja) | 2005-10-19 |
US20060286483A1 (en) | 2006-12-21 |
KR101027229B1 (ko) | 2011-04-06 |
EP1652892A1 (en) | 2006-05-03 |
WO2005014722A1 (ja) | 2005-02-17 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CN100430444C (zh) | 花青化合物、光学记录材料和光学记录介质 | |
CN100366610C (zh) | 花青化合物、光学记录材料和光学记录介质 | |
CN101035867B (zh) | 花青化合物和光学记录材料 | |
CN101151331B (zh) | 花青化合物、滤光器和光学记录材料 | |
CN101410460B (zh) | 花青化合物以及光学记录材料 | |
CN105555910B (zh) | 电致变色的二-芯紫罗碱衍生物以及含有该二-芯紫罗碱衍生物的光学物品 | |
KR100814215B1 (ko) | 광학기록 재료 | |
CN100581837C (zh) | 光学记录材料和光学记录介质 | |
CN101031544B (zh) | 杂环化合物和光学记录材料 | |
Padalkar et al. | Synthesis and photo-physical properties of fluorescent 1, 3, 5-triazine styryl derivatives | |
CN102015909A (zh) | 颜色修正材料、薄膜形成用组合物以及滤光器 | |
CN1989208B (zh) | 花青化合物、滤光器和光学记录材料 | |
CN102675304B (zh) | 花青化合物、使用该化合物的光学记录材料和光学记录介质 | |
CN101061184B (zh) | 吲哚鎓化合物和光学记录材料 | |
TWI411605B (zh) | A cross-linked anthocyanin compound and an optical recording material using the compound | |
CN101238100B (zh) | 吲哚化合物、滤光器以及光学记录材料 | |
CN101415780B (zh) | 吲哚鎓化合物以及光学记录材料 | |
CN101421116B (zh) | 光学记录材料、查耳酮型化合物以及金属络合物 | |
CN102341460A (zh) | 有机盐化合物、使用了该有机盐化合物的光学记录材料及光学记录介质 | |
CN101519414A (zh) | 花青化合物以及使用该化合物的滤光器 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
C06 | Publication | ||
PB01 | Publication | ||
C10 | Entry into substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
C10 | Entry into substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
C10 | Entry into substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
C14 | Grant of patent or utility model | ||
GR01 | Patent grant | ||
CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20081105 Termination date: 20150727 |
|
EXPY | Termination of patent right or utility model |