Carbazole compound, material for organic electroluminescence device and organic electroluminescence device
US-9203036-B2 · Dec 1, 2015 · US
US9595678B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-9595678-B2 |
| Application number | US-201113183631-A |
| Country | US |
| Kind code | B2 |
| Filing date | Jul 15, 2011 |
| Priority date | Jul 23, 2010 |
| Publication date | Mar 14, 2017 |
| Grant date | Mar 14, 2017 |
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A photovoltaic element ( 110 ) is proposed for conversion of electromagnetic radiation to electrical energy. The photovoltaic element ( 110 ) may especially be a dye solar cell ( 112 ). The photovoltaic element ( 110 ) has at least one first electrode ( 116 ), at least one n-semiconductive metal oxide ( 120 ), at least one electromagnetic radiation-absorbing dye ( 122 ), at least one solid organic p-semiconductor ( 126 ) and at least one second electrode ( 132 ). The p-semiconductor ( 126 ) comprises at least one metal oxide ( 130 ).
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The invention claimed is: 1. A photovoltaic element, comprising: a first electrode; an n-semiconductive metal oxide; an electromagnetic radiation-absorbing; a solid organic p-semiconductor; and a second electrode, wherein the solid organic p-semiconductor comprises: a metal oxide; a lithium salt; and an organic matrix material; wherein in the metal oxide the metal is bonded only to an oxygen or another metal, the metal oxide is mixed with the organic matrix material; and a content of the metal oxide in the solid organic p-semiconductor is from 0.5% to 5% by weight, based on a weight of the organic matrix material. 2. The photovoltaic element according to claim 1 , wherein the metal oxide is homogeneously distributed in the organic matrix material. 3. The photovoltaic element according to claim 1 , wherein the organic matrix material comprises a low molecular weight organic p-semiconductor. 4. The photovoltaic element according to claim 3 , wherein the low molecular weight organic p-semiconductor comprises a spiro compound. 5. The photovoltaic element according to claim 3 , wherein the low molecular weight organic p-semiconductor is a spiro compound or a compound of structural formula: in which A 1 , A 2 , A 3 are each independently divalent organic units which optionally comprise one, two or three substituted aromatic or heteroaromatic groups, where, when two or three aromatic or heteroaromatic groups are present, two of these groups in each case are joined to one another by a chemical bond, via a divalent alkyl residue, or both; R 1 , R 2 , R 3 are each independently R, OR, NR 2 , A 3 -OR or A 3 -NR 2 substituents; R is alkyl, aryl or a monovalent organic residue which optionally comprises one, two or three substituted aromatic or heteroaromatic groups, where, when two or three aromatic or heteroaromatic groups are present, two of these groups in each case are joined to one another by a chemical bond, via a divalent alkyl or NR′ residue, or both; R′ is alkyl, aryl or a monovalent organic residue which optionally comprises one, two or three substituted aromatic or heteroaromatic groups, where, when two or three aromatic or heteroaromatic groups are present, two of these groups in each case are joined to one another by a chemical bond, via a divalent alkyl residue, or both; each n is independently a value of 0, 1, 2 or 3, wherein a sum of each n value is at least 2; and at least two of R 1 , R 2 and R 3 residues are substituents OR, NR 2 , or both. 6. The photovoltaic element according to claim 1 , wherein the metal oxide is at least one member selected from the group consisting of: V 2 O 5 ; Nb 2 O 5 ; MoO 3 ; MoO 2 ; MoO x ; VO x ; WO 3 ; and ReO 3 ; wherein x in each case is a positive rational number which need not necessarily be an integer. 7. The photovoltaic element according to claim 1 , further comprising: an encapsulation, wherein the encapsulation shields the photovoltaic element from a surrounding atmosphere. 8. A process for producing a solid organic p-semiconductor of the photovoltaic element according to claim 1 , the process comprising: applying a p-conductive organic matrix material and the metal oxide as a p-dopant together to at least one carrier element from at least one liquid phase. 9. The process according to claim 8 , wherein the p-conductive organic matrix material comprises a low molecular weight organic p-semiconductor. 10. The process according to claim 8 , wherein the liquid phase further comprises a solvent. 11. The process according to claim 8 , wherein the process is performed at least partly in a low-oxygen atmosphere. 12. A process for producing the photovoltaic element according to claim 1 , the process comprising: providing the first electrode, the n-semiconductive metal oxide, the electromagnetic radiation-absorbing dye, the solid organic p-semiconductor and the second electrode. 13. The process according to claim 12 , wherein the solid organic p-semiconductor is produced by a wet chemical process comprising: applying at least one p-conductive organic matrix material and the metal oxide as a p-dopant together to at least one carrier element from at least one liquid phase; or by a penetration process comprising: applying the at least one p-conductive organic matrix material to a carrier element, and applying the metal oxide to the at least one p-conductive organic matrix material, thereby at least partly penetrating it, or both by a wet chemical process and a penetration process. 14. The photovoltaic element according to claim 1 , wherein the metal oxide is mixed by dispersing it into the organic matrix material. 15. The photovoltaic element according to claim 1 , wherein the metal oxide is present in the solid organic p-semiconductor from 0.5% to 3%, based on the weight of the organic matrix material. 16. The photovoltaic element according to claim 5 , wherein the spiro compound is a spiro-MeOTAD. 17. The photovoltaic element according to claim 7 , wherein the encapsulation shields at least one selected from the group consisting of the first electrode, the second electrode, and the solid organic p-semiconductor from a surrounding atmosphere. 18. The photovoltaic element according to claim 1 , wherein the metal oxide is at least one oxide of at least one transition group metal and is at least one member selected from the group consisting of ReO x ; WO x ; CeO 2 ; Ce 2 O 3 ; Ce 3 O 4 ; C 4 CeF 12 O 12 S 4 ; CeO 2 /Gd; CeO 2 /Y; CrO 3 ; Ta 2 O 5 ; a CeZr oxide; Ce(IV) tert-butoxide; Ce(MO 4 ) 3 ; CeO 4 C 10 H 36 ; C 4 CeF 12 S 4 ; CeVO 4 ; and CeO 4 Zr. 19. The photovoltaic element according to claim 1 , the lithium salt is an organometallic lithium salt. 20. The photovoltaic element according to claim 1 , wherein the lithium salt is LiN(SO 2 CF 3 ) 2 .
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