EP0000829A1 - Elément transducteur photo-électrique - Google Patents
Elément transducteur photo-électrique Download PDFInfo
- Publication number
- EP0000829A1 EP0000829A1 EP7878300233A EP78300233A EP0000829A1 EP 0000829 A1 EP0000829 A1 EP 0000829A1 EP 7878300233 A EP7878300233 A EP 7878300233A EP 78300233 A EP78300233 A EP 78300233A EP 0000829 A1 EP0000829 A1 EP 0000829A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- compound
- layers
- electron acceptor
- layer
- photovoltaic element
- 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
- 150000001875 compounds Chemical class 0.000 claims abstract description 48
- 125000003367 polycyclic group Chemical group 0.000 claims abstract description 10
- 230000005855 radiation Effects 0.000 claims abstract description 8
- 150000002894 organic compounds Chemical class 0.000 claims abstract description 4
- 230000005670 electromagnetic radiation Effects 0.000 claims abstract description 3
- 150000003839 salts Chemical class 0.000 claims description 23
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 19
- 125000000217 alkyl group Chemical group 0.000 claims description 10
- 125000004432 carbon atom Chemical group C* 0.000 claims description 10
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 claims description 10
- 150000004032 porphyrins Chemical group 0.000 claims description 10
- 125000000623 heterocyclic group Chemical group 0.000 claims description 9
- 229910052751 metal Inorganic materials 0.000 claims description 9
- 239000002184 metal Substances 0.000 claims description 9
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 7
- 229910052760 oxygen Inorganic materials 0.000 claims description 7
- 239000001301 oxygen Substances 0.000 claims description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 6
- 125000004429 atom Chemical group 0.000 claims description 6
- 125000002837 carbocyclic group Chemical group 0.000 claims description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims description 6
- 239000001257 hydrogen Substances 0.000 claims description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
- BUGBHKTXTAQXES-UHFFFAOYSA-N Selenium Chemical compound [Se] BUGBHKTXTAQXES-UHFFFAOYSA-N 0.000 claims description 4
- 150000001450 anions Chemical class 0.000 claims description 4
- 229910052736 halogen Inorganic materials 0.000 claims description 4
- 150000002367 halogens Chemical class 0.000 claims description 4
- 229910052757 nitrogen Inorganic materials 0.000 claims description 4
- WVIICGIFSIBFOG-UHFFFAOYSA-N pyrylium Chemical group C1=CC=[O+]C=C1 WVIICGIFSIBFOG-UHFFFAOYSA-N 0.000 claims description 4
- 229910052711 selenium Inorganic materials 0.000 claims description 4
- 239000011669 selenium Substances 0.000 claims description 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 3
- 239000005864 Sulphur Substances 0.000 claims description 3
- 125000003545 alkoxy group Chemical group 0.000 claims description 3
- 125000003118 aryl 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
- 150000002431 hydrogen Chemical class 0.000 claims description 2
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 2
- 125000005493 quinolyl group Chemical group 0.000 claims description 2
- 125000006413 ring segment Chemical group 0.000 claims description 2
- 125000003107 substituted aryl group Chemical group 0.000 claims description 2
- 238000006243 chemical reaction Methods 0.000 abstract description 16
- 239000010410 layer Substances 0.000 description 78
- 239000000370 acceptor Substances 0.000 description 35
- 239000000975 dye Substances 0.000 description 28
- 239000011521 glass Substances 0.000 description 11
- 239000004065 semiconductor Substances 0.000 description 9
- -1 tetramethyl 2-phenylenediamine Chemical compound 0.000 description 9
- 238000000034 method Methods 0.000 description 8
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 7
- 229910052738 indium Inorganic materials 0.000 description 6
- APFVFJFRJDLVQX-UHFFFAOYSA-N indium atom Chemical compound [In] APFVFJFRJDLVQX-UHFFFAOYSA-N 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 5
- 238000000576 coating method Methods 0.000 description 5
- 238000005286 illumination Methods 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- 229910052709 silver Inorganic materials 0.000 description 5
- 239000004332 silver Substances 0.000 description 5
- RJOLPPWIFYDSEI-UHFFFAOYSA-M 4-[(2,6-diphenylthiopyran-4-ylidene)methyl]-2,6-diphenylthiopyrylium;perchlorate Chemical compound [O-]Cl(=O)(=O)=O.C1=C(C=2C=CC=CC=2)SC(C=2C=CC=CC=2)=CC1=CC(C=1)=CC(C=2C=CC=CC=2)=[S+]C=1C1=CC=CC=C1 RJOLPPWIFYDSEI-UHFFFAOYSA-M 0.000 description 4
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 4
- RBTKNAXYKSUFRK-UHFFFAOYSA-N heliogen blue Chemical compound [Cu].[N-]1C2=C(C=CC=C3)C3=C1N=C([N-]1)C3=CC=CC=C3C1=NC([N-]1)=C(C=CC=C3)C3=C1N=C([N-]1)C3=CC=CC=C3C1=N2 RBTKNAXYKSUFRK-UHFFFAOYSA-N 0.000 description 4
- VLTRZXGMWDSKGL-UHFFFAOYSA-M perchlorate Inorganic materials [O-]Cl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-M 0.000 description 4
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 4
- 125000002080 perylenyl group Chemical group C1(=CC=C2C=CC=C3C4=CC=CC5=CC=CC(C1=C23)=C45)* 0.000 description 4
- 238000007740 vapor deposition Methods 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 239000011248 coating agent Substances 0.000 description 3
- 239000011133 lead Substances 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- LSQODMMMSXHVCN-UHFFFAOYSA-N ovalene Chemical compound C1=C(C2=C34)C=CC3=CC=C(C=C3C5=C6C(C=C3)=CC=C3C6=C6C(C=C3)=C3)C4=C5C6=C2C3=C1 LSQODMMMSXHVCN-UHFFFAOYSA-N 0.000 description 3
- 238000004528 spin coating Methods 0.000 description 3
- 125000001424 substituent group Chemical group 0.000 description 3
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 2
- 125000002373 5 membered heterocyclic group Chemical group 0.000 description 2
- 125000004070 6 membered heterocyclic group Chemical group 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- 229910052802 copper Inorganic materials 0.000 description 2
- 239000010949 copper Substances 0.000 description 2
- 125000006575 electron-withdrawing group Chemical group 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N isopropyl alcohol Natural products CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- 229910052759 nickel Inorganic materials 0.000 description 2
- CSHWQDPOILHKBI-UHFFFAOYSA-N peryrene Natural products C1=CC(C2=CC=CC=3C2=C2C=CC=3)=C3C2=CC=CC3=C1 CSHWQDPOILHKBI-UHFFFAOYSA-N 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
- 239000011877 solvent mixture Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- YLGQLQSDQXOIBI-UHFFFAOYSA-N (29h,31h-phthalocyaninato(2-)-n29,n30,n31,n32)platinum Chemical compound [Pt+2].[N-]1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)[N-]3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 YLGQLQSDQXOIBI-UHFFFAOYSA-N 0.000 description 1
- BYEAHWXPCBROCE-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound FC(F)(F)C(O)C(F)(F)F BYEAHWXPCBROCE-UHFFFAOYSA-N 0.000 description 1
- LKLMYOXLKSBVJZ-UHFFFAOYSA-M 4-[(2,6-diethylthiopyran-4-ylidene)methyl]-2,6-diphenylthiopyrylium;perchlorate Chemical compound [O-]Cl(=O)(=O)=O.C1=C(CC)SC(CC)=CC1=CC1=CC(C=2C=CC=CC=2)=[S+]C(C=2C=CC=CC=2)=C1 LKLMYOXLKSBVJZ-UHFFFAOYSA-M 0.000 description 1
- BCUKECZYWCNORC-UHFFFAOYSA-M 4-[(2,6-diphenylpyran-4-ylidene)methyl]-2,6-diphenylpyrylium;perchlorate Chemical compound [O-]Cl(=O)(=O)=O.C1=C(C=2C=CC=CC=2)OC(C=2C=CC=CC=2)=CC1=CC(C=1)=CC(C=2C=CC=CC=2)=[O+]C=1C1=CC=CC=C1 BCUKECZYWCNORC-UHFFFAOYSA-M 0.000 description 1
- UMCMBESKPZSIPB-UHFFFAOYSA-M 4-[(2,6-diphenylselenopyran-1-ium-4-yl)methylidene]-2,6-diphenylpyran;perchlorate Chemical compound [O-]Cl(=O)(=O)=O.C1=C(C=2C=CC=CC=2)OC(C=2C=CC=CC=2)=CC1=CC(C=1)=CC(C=2C=CC=CC=2)=[se+]C=1C1=CC=CC=C1 UMCMBESKPZSIPB-UHFFFAOYSA-M 0.000 description 1
- AFHSCVRRJSCCQY-UHFFFAOYSA-M 4-[(2,6-diphenylselenopyran-1-ium-4-yl)methylidene]-2,6-diphenylselenopyran;perchlorate Chemical compound [O-]Cl(=O)(=O)=O.C1=C(C=2C=CC=CC=2)[Se]C(C=2C=CC=CC=2)=CC1=CC(C=1)=CC(C=2C=CC=CC=2)=[se+]C=1C1=CC=CC=C1 AFHSCVRRJSCCQY-UHFFFAOYSA-M 0.000 description 1
- QEFYDDIPVYUZHP-UHFFFAOYSA-M 4-[(2,6-diphenylselenopyran-1-ium-4-yl)methylidene]-2,6-diphenylthiopyran;perchlorate Chemical compound [O-]Cl(=O)(=O)=O.C1=C(C=2C=CC=CC=2)SC(C=2C=CC=CC=2)=CC1=CC(C=1)=CC(C=2C=CC=CC=2)=[se+]C=1C1=CC=CC=C1 QEFYDDIPVYUZHP-UHFFFAOYSA-M 0.000 description 1
- JNUHUKNOWAWTQS-UHFFFAOYSA-M 4-[(2,6-diphenylthiopyran-4-ylidene)methyl]-2,6-diphenylpyrylium;perchlorate Chemical compound [O-]Cl(=O)(=O)=O.C1=C(C=2C=CC=CC=2)SC(C=2C=CC=CC=2)=CC1=CC(C=1)=CC(C=2C=CC=CC=2)=[O+]C=1C1=CC=CC=C1 JNUHUKNOWAWTQS-UHFFFAOYSA-M 0.000 description 1
- MQQZOCAPEXSJMU-UHFFFAOYSA-M 4-[[2,6-bis(4-fluorophenyl)thiopyran-4-ylidene]methyl]-2,6-bis(4-fluorophenyl)thiopyrylium;perchlorate Chemical compound [O-]Cl(=O)(=O)=O.C1=CC(F)=CC=C1C(SC(=C1)C=2C=CC(F)=CC=2)=CC1=CC1=CC(C=2C=CC(F)=CC=2)=[S+]C(C=2C=CC(F)=CC=2)=C1 MQQZOCAPEXSJMU-UHFFFAOYSA-M 0.000 description 1
- SQPDMWHUPCFUDC-UHFFFAOYSA-M 4-[[2,6-bis(4-fluorophenyl)thiopyran-4-ylidene]methyl]-2,6-diphenylthiopyrylium;perchlorate Chemical compound [O-]Cl(=O)(=O)=O.C1=CC(F)=CC=C1C(SC(=C1)C=2C=CC(F)=CC=2)=CC1=CC1=CC(C=2C=CC=CC=2)=[S+]C(C=2C=CC=CC=2)=C1 SQPDMWHUPCFUDC-UHFFFAOYSA-M 0.000 description 1
- PGLKKJXHBPWCEA-UHFFFAOYSA-M 4-[[2,6-bis(4-methylphenyl)thiopyran-4-ylidene]methyl]-2,6-bis(4-methylphenyl)thiopyrylium;perchlorate Chemical compound [O-]Cl(=O)(=O)=O.C1=CC(C)=CC=C1C(SC(=C1)C=2C=CC(C)=CC=2)=CC1=CC1=CC(C=2C=CC(C)=CC=2)=[S+]C(C=2C=CC(C)=CC=2)=C1 PGLKKJXHBPWCEA-UHFFFAOYSA-M 0.000 description 1
- IAGWXMKFXSTOAP-UHFFFAOYSA-M 4-[[2,6-bis(4-methylphenyl)thiopyran-4-ylidene]methyl]-2,6-diphenylthiopyrylium;perchlorate Chemical compound [O-]Cl(=O)(=O)=O.C1=CC(C)=CC=C1C(SC(=C1)C=2C=CC(C)=CC=2)=CC1=CC1=CC(C=2C=CC=CC=2)=[S+]C(C=2C=CC=CC=2)=C1 IAGWXMKFXSTOAP-UHFFFAOYSA-M 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- JAPMJSVZDUYFKL-ZBHICJROSA-N C1C2[C@H]1CCC2 Chemical compound C1C2[C@H]1CCC2 JAPMJSVZDUYFKL-ZBHICJROSA-N 0.000 description 1
- 0 C1CC*CC1 Chemical compound C1CC*CC1 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- 229930194542 Keto Natural products 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical group O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- XSXGDKPMDISTPO-UHFFFAOYSA-M [4-(2,6-diphenylthiopyran-4-ylidene)cyclohexa-2,5-dien-1-ylidene]-diphenylazanium;perchlorate Chemical compound [O-]Cl(=O)(=O)=O.S1C(C=2C=CC=CC=2)=CC(=C2C=CC(C=C2)=[N+](C=2C=CC=CC=2)C=2C=CC=CC=2)C=C1C1=CC=CC=C1 XSXGDKPMDISTPO-UHFFFAOYSA-M 0.000 description 1
- FPSJLPNPRZYDHG-UHFFFAOYSA-M [4-(2,6-diphenylthiopyran-4-ylidene)cyclohexa-2,5-dien-1-ylidene]-dipropylazanium;perchlorate Chemical compound [O-]Cl(=O)(=O)=O.C1=CC(=[N+](CCC)CCC)C=CC1=C1C=C(C=2C=CC=CC=2)SC(C=2C=CC=CC=2)=C1 FPSJLPNPRZYDHG-UHFFFAOYSA-M 0.000 description 1
- SDHCATSZXNNORZ-UHFFFAOYSA-M [4-[(2,6-diphenylthiopyran-4-ylidene)methyl]-6-ethoxythiopyran-2-ylidene]-ethyloxidanium;perchlorate Chemical compound [O-]Cl(=O)(=O)=O.CC[O+]=C1SC(OCC)=CC(C=C2C=C(SC(=C2)C=2C=CC=CC=2)C=2C=CC=CC=2)=C1 SDHCATSZXNNORZ-UHFFFAOYSA-M 0.000 description 1
- SLUCADRVPCDMEU-UHFFFAOYSA-M [4-[(2,6-diphenylthiopyran-4-ylidene)methyl]-6-methoxythiopyran-2-ylidene]-methyloxidanium;perchlorate Chemical compound [O-]Cl(=O)(=O)=O.C[O+]=C1SC(OC)=CC(C=C2C=C(SC(=C2)C=2C=CC=CC=2)C=2C=CC=CC=2)=C1 SLUCADRVPCDMEU-UHFFFAOYSA-M 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 125000005036 alkoxyphenyl group Chemical group 0.000 description 1
- 125000005037 alkyl phenyl group Chemical group 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 1
- 150000004056 anthraquinones Chemical class 0.000 description 1
- 230000004888 barrier function Effects 0.000 description 1
- PVGJMICJSHYLON-UHFFFAOYSA-N benzo[f]chromen-4-ium Chemical class C1=CC=C2C3=CC=CC=C3C=CC2=[O+]1 PVGJMICJSHYLON-UHFFFAOYSA-N 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- JPBGLQJDCUZXEF-UHFFFAOYSA-N chromenylium Chemical class [O+]1=CC=CC2=CC=CC=C21 JPBGLQJDCUZXEF-UHFFFAOYSA-N 0.000 description 1
- 229910017052 cobalt Inorganic materials 0.000 description 1
- 239000010941 cobalt Substances 0.000 description 1
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
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- 125000004122 cyclic group Chemical group 0.000 description 1
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- 238000006731 degradation reaction Methods 0.000 description 1
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- 229910052731 fluorine Inorganic materials 0.000 description 1
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- 125000002541 furyl group Chemical group 0.000 description 1
- 125000005059 halophenyl group Chemical group 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 125000001841 imino group Chemical group [H]N=* 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- AMGQUBHHOARCQH-UHFFFAOYSA-N indium;oxotin Chemical compound [In].[Sn]=O AMGQUBHHOARCQH-UHFFFAOYSA-N 0.000 description 1
- HKSRHNHDUAHAAT-UHFFFAOYSA-N isoviolanthrene Chemical compound C12=C3C4=CC=C2CC2=CC=CC=C2C1=CC=C3C1=CC=C2CC3=CC=CC=C3C3=CC=C4C1=C32 HKSRHNHDUAHAAT-UHFFFAOYSA-N 0.000 description 1
- 125000000468 ketone group Chemical group 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- FDZZZRQASAIRJF-UHFFFAOYSA-M malachite green Chemical compound [Cl-].C1=CC(N(C)C)=CC=C1C(C=1C=CC=CC=1)=C1C=CC(=[N+](C)C)C=C1 FDZZZRQASAIRJF-UHFFFAOYSA-M 0.000 description 1
- 229940107698 malachite green Drugs 0.000 description 1
- 239000000463 material Substances 0.000 description 1
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- 125000001624 naphthyl group Chemical group 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- 150000004989 p-phenylenediamines Chemical class 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 238000005498 polishing Methods 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- LNKHTYQPVMAJSF-UHFFFAOYSA-N pyranthrene Chemical compound C1=C2C3=CC=CC=C3C=C(C=C3)C2=C2C3=CC3=C(C=CC=C4)C4=CC4=CC=C1C2=C34 LNKHTYQPVMAJSF-UHFFFAOYSA-N 0.000 description 1
- 125000004076 pyridyl group Chemical group 0.000 description 1
- 125000000714 pyrimidinyl group Chemical group 0.000 description 1
- 125000000168 pyrrolyl group Chemical group 0.000 description 1
- NTQLADLBRQMNQJ-UHFFFAOYSA-M pyrylium;perchlorate Chemical compound [O-]Cl(=O)(=O)=O.C1=CC=[O+]C=C1 NTQLADLBRQMNQJ-UHFFFAOYSA-M 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 230000003595 spectral effect Effects 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 125000001113 thiadiazolyl group Chemical group 0.000 description 1
- 125000000335 thiazolyl group Chemical group 0.000 description 1
- 125000001544 thienyl group Chemical group 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- XOLBLPGZBRYERU-UHFFFAOYSA-N tin dioxide Chemical compound O=[Sn]=O XOLBLPGZBRYERU-UHFFFAOYSA-N 0.000 description 1
- 229910001887 tin oxide Inorganic materials 0.000 description 1
- 238000002834 transmittance Methods 0.000 description 1
- 239000000984 vat dye Substances 0.000 description 1
- JAIHDOVRCZNXDU-UHFFFAOYSA-N violanthrene Chemical compound C12=C3C4=CC=C2C2=CC=CC=C2CC1=CC=C3C1=CC=C2CC3=CC=CC=C3C3=CC=C4C1=C32 JAIHDOVRCZNXDU-UHFFFAOYSA-N 0.000 description 1
- 238000001429 visible spectrum Methods 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
Images
Classifications
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K30/00—Organic devices sensitive to infrared radiation, light, electromagnetic radiation of shorter wavelength or corpuscular radiation
- H10K30/20—Organic devices sensitive to infrared radiation, light, electromagnetic radiation of shorter wavelength or corpuscular radiation comprising organic-organic junctions, e.g. donor-acceptor junctions
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K30/00—Organic devices sensitive to infrared radiation, light, electromagnetic radiation of shorter wavelength or corpuscular radiation
- H10K30/50—Photovoltaic [PV] devices
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- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
- H10K85/30—Coordination compounds
- H10K85/311—Phthalocyanine
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
- H10K85/60—Organic compounds having low molecular weight
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- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
- H10K85/60—Organic compounds having low molecular weight
- H10K85/615—Polycyclic condensed aromatic hydrocarbons, e.g. anthracene
- H10K85/621—Aromatic anhydride or imide compounds, e.g. perylene tetra-carboxylic dianhydride or perylene tetracarboxylic di-imide
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
- H10K85/60—Organic compounds having low molecular weight
- H10K85/649—Aromatic compounds comprising a hetero atom
- H10K85/652—Cyanine dyes
-
- 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
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02B—CLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO BUILDINGS, e.g. HOUSING, HOUSE APPLIANCES OR RELATED END-USER APPLICATIONS
- Y02B10/00—Integration of renewable energy sources in buildings
- Y02B10/10—Photovoltaic [PV]
-
- 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
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E10/00—Energy generation through renewable energy sources
- Y02E10/50—Photovoltaic [PV] energy
- Y02E10/549—Organic PV cells
Landscapes
- Physics & Mathematics (AREA)
- Electromagnetism (AREA)
- Photovoltaic Devices (AREA)
- Bipolar Transistors (AREA)
- Photoreceptors In Electrophotography (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US82111577A | 1977-08-02 | 1977-08-02 | |
US821115 | 1977-08-02 |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0000829A1 true EP0000829A1 (fr) | 1979-02-21 |
EP0000829B1 EP0000829B1 (fr) | 1982-01-06 |
Family
ID=25232560
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP78300233A Expired EP0000829B1 (fr) | 1977-08-02 | 1978-08-02 | Elément transducteur photo-électrique |
Country Status (5)
Country | Link |
---|---|
EP (1) | EP0000829B1 (fr) |
JP (1) | JPS5427787A (fr) |
AU (1) | AU521118B2 (fr) |
CA (1) | CA1085947A (fr) |
DE (1) | DE2861508D1 (fr) |
Cited By (18)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0029945A1 (fr) * | 1979-11-28 | 1981-06-10 | BASF Aktiengesellschaft | Procédé pour la préparation de polyènes électroconducteurs et leur utilisation dans l'électrotechnique et dans le finissage antistatique de matières plastiques |
EP0047027A1 (fr) * | 1980-08-22 | 1982-03-10 | BBC Aktiengesellschaft Brown, Boveri & Cie. | Mélange de cristaux liquides |
WO1998039333A1 (fr) * | 1997-03-05 | 1998-09-11 | Ciba Specialty Chemicals Holding Inc. | Perylenes derives d'ether couronne |
DE102009051142A1 (de) | 2009-06-05 | 2010-12-09 | Heliatek Gmbh | Photoaktives Bauelement mit invertierter Schichtfolge und Verfahren zu seiner Herstellung |
DE102009024956A1 (de) * | 2009-06-05 | 2010-12-09 | Technische Universität Dresden | Invertierte oder transparente organische Solarzelle oder Photodetektor mit verbesserter Absorption |
DE102010028945A1 (de) | 2009-10-29 | 2010-12-09 | Heliatek Gmbh | Anwendungen für organische Photovoltaik |
DE102009038633A1 (de) | 2009-06-05 | 2010-12-16 | Heliatek Gmbh | Photoaktives Bauelement mit organischen Doppel- bzw. Mehrfach-Mischschichten |
WO2011015550A1 (fr) | 2009-08-03 | 2011-02-10 | Heliatek Gmbh | Système évaporateur pour des couches et composants organiques |
WO2011064330A1 (fr) | 2009-11-27 | 2011-06-03 | Heliatek Gmbh | Composant photoactif organique à système de couche(s) à cavité |
WO2011073219A1 (fr) | 2009-12-16 | 2011-06-23 | Heliatek Gmbh | Composant photoactif à couches organiques |
DE102010007403A1 (de) | 2010-02-09 | 2011-08-11 | heliatek GmbH, 01139 | Aufdampfparameter für organische Solarzellen |
EP2385556A1 (fr) | 2010-05-04 | 2011-11-09 | Heliatek GmbH | Composant photo-actif doté de couches organiques |
EP2398056A1 (fr) | 2010-06-21 | 2011-12-21 | Heliatek GmbH | Cellule solaire organique dotée de plusieurs systèmes de couches de transport |
DE102012103448A1 (de) | 2012-04-19 | 2013-10-24 | Heliatek Gmbh | Verfahren zur Optimierung von in Reihe geschalteten, photoaktiven Bauelementen auf gekrümmten Oberflächen |
DE102012105812A1 (de) | 2012-07-02 | 2014-01-02 | Heliatek Gmbh | Elektrodenanordnung für optoelektronische Bauelemente |
DE102012105809A1 (de) | 2012-07-02 | 2014-01-02 | Heliatek Gmbh | Transparente Elektrode für optoelektronische Bauelemente |
DE102012105810A1 (de) | 2012-07-02 | 2014-01-02 | Heliatek Gmbh | Transparente Elektrode für optoelektronische Bauelemente |
WO2014006565A2 (fr) | 2012-07-02 | 2014-01-09 | Heliatek Gmbh | Électrode transparente pour composants optoélectroniques |
Families Citing this family (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5940647A (ja) * | 1982-05-05 | 1984-03-06 | カナデイアン・パテンツ・アンド・デイベロツプメント・リミテツド | 感光性分子 |
US4717673A (en) * | 1984-11-23 | 1988-01-05 | Massachusetts Institute Of Technology | Microelectrochemical devices |
JPS61200996A (ja) * | 1985-03-04 | 1986-09-05 | Agency Of Ind Science & Technol | 有機導電体結晶の製造方法 |
JPH0719925B2 (ja) * | 1985-03-05 | 1995-03-06 | 株式会社東芝 | 導電性薄膜 |
JPH02294257A (ja) * | 1989-05-08 | 1990-12-05 | Japan Servo Co Ltd | 回転子 |
US20070290195A1 (en) * | 2005-08-22 | 2007-12-20 | Stephen Forrest | Increased open-circuit-voltage organic photosensitive devices |
JP2008135540A (ja) * | 2006-11-28 | 2008-06-12 | Sanyo Electric Co Ltd | 有機光電変換素子 |
JP6995596B2 (ja) * | 2017-12-08 | 2022-01-14 | 住友化学株式会社 | 光電変換素子 |
Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3057947A (en) * | 1959-10-01 | 1962-10-09 | Calvin Melvin | Photoelectric cell using organic materials |
US3379742A (en) * | 1965-06-18 | 1968-04-23 | American Cyanamid Co | Process for preparing transformed 1:1 complex of 1, 6-diaminopyrene-p-chloranil |
US3403165A (en) * | 1963-11-19 | 1968-09-24 | American Cyanamid Co | Tetrathiotetracene ion-radical salts |
US3814600A (en) * | 1970-06-30 | 1974-06-04 | Eastman Kodak Co | Electrophotographic element |
US3992205A (en) * | 1973-10-26 | 1976-11-16 | Hoechst Aktiengesellschaft | Electrophotographic recording material containing a plurality of dyes with different spectral absorbtion characteristics |
FR2321769A1 (fr) * | 1975-08-18 | 1977-03-18 | Ici Ltd | Dispositif electronique ou electrique composite comportant une pellicule mince d'une matiere organique |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS50942A (fr) * | 1973-05-07 | 1975-01-08 | ||
NL7310500A (nl) * | 1973-07-30 | 1975-02-03 | Oce Van Der Grinten Nv | Elektrofotografisch, donor-acceptor complex bevattend reproduktie-element, beelddrager, werkwijze ter bereiding van een preparaat, genitreerde 11h-pyrido (2,1-b) chinazolin-11-on verbindingen alsmede een werkwijze ter bereiding daarvan. |
-
1977
- 1977-09-29 CA CA287,802A patent/CA1085947A/fr not_active Expired
-
1978
- 1978-08-02 JP JP9373178A patent/JPS5427787A/ja active Granted
- 1978-08-02 EP EP78300233A patent/EP0000829B1/fr not_active Expired
- 1978-08-02 DE DE7878300233T patent/DE2861508D1/de not_active Expired
- 1978-08-02 AU AU38543/78A patent/AU521118B2/en not_active Expired
Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3057947A (en) * | 1959-10-01 | 1962-10-09 | Calvin Melvin | Photoelectric cell using organic materials |
US3403165A (en) * | 1963-11-19 | 1968-09-24 | American Cyanamid Co | Tetrathiotetracene ion-radical salts |
US3379742A (en) * | 1965-06-18 | 1968-04-23 | American Cyanamid Co | Process for preparing transformed 1:1 complex of 1, 6-diaminopyrene-p-chloranil |
US3814600A (en) * | 1970-06-30 | 1974-06-04 | Eastman Kodak Co | Electrophotographic element |
US3992205A (en) * | 1973-10-26 | 1976-11-16 | Hoechst Aktiengesellschaft | Electrophotographic recording material containing a plurality of dyes with different spectral absorbtion characteristics |
FR2321769A1 (fr) * | 1975-08-18 | 1977-03-18 | Ici Ltd | Dispositif electronique ou electrique composite comportant une pellicule mince d'une matiere organique |
Non-Patent Citations (2)
Title |
---|
JOURNAL OF HETEROCYCLIC CHEMISTRY, vol. 9, October 1972, Provo (USA) G.A. REYNOLDS and J.A. VAN ALAN: "The reactions of pyramylidenemethylpyrylium salts with sodium sulfide", pages 1105-1107 * |
RESEARCH DISCLOSURE, vol. 162, October 1977, Homewell, Havant Hampshire, CHING WAN TANG: "Multilayer organic photovoltaic element", Pages 71-73 * |
Cited By (27)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0029945A1 (fr) * | 1979-11-28 | 1981-06-10 | BASF Aktiengesellschaft | Procédé pour la préparation de polyènes électroconducteurs et leur utilisation dans l'électrotechnique et dans le finissage antistatique de matières plastiques |
EP0047027A1 (fr) * | 1980-08-22 | 1982-03-10 | BBC Aktiengesellschaft Brown, Boveri & Cie. | Mélange de cristaux liquides |
WO1998039333A1 (fr) * | 1997-03-05 | 1998-09-11 | Ciba Specialty Chemicals Holding Inc. | Perylenes derives d'ether couronne |
DE102009038633A1 (de) | 2009-06-05 | 2010-12-16 | Heliatek Gmbh | Photoaktives Bauelement mit organischen Doppel- bzw. Mehrfach-Mischschichten |
DE102009024956A1 (de) * | 2009-06-05 | 2010-12-09 | Technische Universität Dresden | Invertierte oder transparente organische Solarzelle oder Photodetektor mit verbesserter Absorption |
DE102009051142B4 (de) | 2009-06-05 | 2019-06-27 | Heliatek Gmbh | Photoaktives Bauelement mit invertierter Schichtfolge und Verfahren zu seiner Herstellung |
DE102009051142A1 (de) | 2009-06-05 | 2010-12-09 | Heliatek Gmbh | Photoaktives Bauelement mit invertierter Schichtfolge und Verfahren zu seiner Herstellung |
DE102009038633B4 (de) | 2009-06-05 | 2019-07-04 | Heliatek Gmbh | Photoaktives Bauelement mit organischen Doppel- bzw. Mehrfachmischschichten |
WO2011015550A1 (fr) | 2009-08-03 | 2011-02-10 | Heliatek Gmbh | Système évaporateur pour des couches et composants organiques |
DE102010028945A1 (de) | 2009-10-29 | 2010-12-09 | Heliatek Gmbh | Anwendungen für organische Photovoltaik |
WO2011064330A1 (fr) | 2009-11-27 | 2011-06-03 | Heliatek Gmbh | Composant photoactif organique à système de couche(s) à cavité |
WO2011073219A1 (fr) | 2009-12-16 | 2011-06-23 | Heliatek Gmbh | Composant photoactif à couches organiques |
US10756284B2 (en) | 2009-12-16 | 2020-08-25 | Heliatek Gmbh | Photoactive component having organic layers |
DE102010007403A1 (de) | 2010-02-09 | 2011-08-11 | heliatek GmbH, 01139 | Aufdampfparameter für organische Solarzellen |
WO2011138021A2 (fr) | 2010-05-04 | 2011-11-10 | Heliatek Gmbh | Composant photoactif à couches organiques |
US9024181B2 (en) | 2010-05-04 | 2015-05-05 | Heliatek Gmbh | Photoactive component comprising organic layers |
EP2385556A1 (fr) | 2010-05-04 | 2011-11-09 | Heliatek GmbH | Composant photo-actif doté de couches organiques |
US9112163B2 (en) | 2010-06-21 | 2015-08-18 | Heliatek Gmbh | Photoactive component having a plurality of transport layer systems |
WO2011161108A1 (fr) | 2010-06-21 | 2011-12-29 | Heliatek Gmbh | Composant photoactif comportant plusieurs systèmes de couches de transport |
EP2398056A1 (fr) | 2010-06-21 | 2011-12-21 | Heliatek GmbH | Cellule solaire organique dotée de plusieurs systèmes de couches de transport |
DE102012103448A1 (de) | 2012-04-19 | 2013-10-24 | Heliatek Gmbh | Verfahren zur Optimierung von in Reihe geschalteten, photoaktiven Bauelementen auf gekrümmten Oberflächen |
DE102012105812A1 (de) | 2012-07-02 | 2014-01-02 | Heliatek Gmbh | Elektrodenanordnung für optoelektronische Bauelemente |
DE102012105809A1 (de) | 2012-07-02 | 2014-01-02 | Heliatek Gmbh | Transparente Elektrode für optoelektronische Bauelemente |
DE102012105810A1 (de) | 2012-07-02 | 2014-01-02 | Heliatek Gmbh | Transparente Elektrode für optoelektronische Bauelemente |
WO2014006566A1 (fr) | 2012-07-02 | 2014-01-09 | Heliatek Gmbh | Agencement d'électrodes pour des composants électro-optiques |
WO2014006565A2 (fr) | 2012-07-02 | 2014-01-09 | Heliatek Gmbh | Électrode transparente pour composants optoélectroniques |
US11355719B2 (en) | 2012-07-02 | 2022-06-07 | Heliatek Gmbh | Transparent electrode for optoelectronic components |
Also Published As
Publication number | Publication date |
---|---|
CA1085947A (fr) | 1980-09-16 |
AU3854378A (en) | 1980-02-07 |
JPS5427787A (en) | 1979-03-02 |
DE2861508D1 (en) | 1982-02-25 |
EP0000829B1 (fr) | 1982-01-06 |
JPS624871B2 (fr) | 1987-02-02 |
AU521118B2 (en) | 1982-03-18 |
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